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WO1999051430A1 - Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements - Google Patents

Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements Download PDF

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Publication number
WO1999051430A1
WO1999051430A1 PCT/US1999/007129 US9907129W WO9951430A1 WO 1999051430 A1 WO1999051430 A1 WO 1999051430A1 US 9907129 W US9907129 W US 9907129W WO 9951430 A1 WO9951430 A1 WO 9951430A1
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WO
WIPO (PCT)
Prior art keywords
polymer
weight
composition
group
water
Prior art date
Application number
PCT/US1999/007129
Other languages
English (en)
Inventor
Robert Keith Salsman
Timothy Shouting Wang
Original Assignee
Seydel Research, Inc.
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 Seydel Research, Inc. filed Critical Seydel Research, Inc.
Priority to AU32194/99A priority Critical patent/AU747282B2/en
Priority to AU32193/99A priority patent/AU743591B2/en
Priority to CA002327294A priority patent/CA2327294A1/fr
Priority to EP99914316A priority patent/EP1084030A4/fr
Publication of WO1999051430A1 publication Critical patent/WO1999051430A1/fr

Links

Classifications

    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/10—Coatings without pigments
    • D21H19/14—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12
    • D21H19/24—Coatings without pigments applied in a form other than the aqueous solution defined in group D21H19/12 comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D21H19/28—Polyesters
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
    • C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
    • C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
    • C04B41/48—Macromolecular compounds
    • C04B41/4826—Polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • C09D167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/65—Additives macromolecular
    • 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
    • D06M15/507—Polyesters
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
    • D06N3/121—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyesters, polycarbonates, alkyds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H21/00—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14—Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/16—Sizing or water-repelling agents
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H23/00—Processes or apparatus for adding material to the pulp or to the paper
    • D21H23/02—Processes or apparatus for adding material to the pulp or to the paper characterised by the manner in which substances are added
    • D21H23/22—Addition to the formed paper
    • D21H23/30—Pretreatment of the paper
    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H25/00—After-treatment of paper not provided for in groups D21H17/00 - D21H23/00
    • D21H25/04—Physical treatment, e.g. heating, irradiating
    • D21H25/06—Physical treatment, e.g. heating, irradiating of impregnated or coated paper
    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials

Definitions

  • PET polyethylene terephthalate
  • the present invention also relates to resins having excellent
  • hydrophobic character also good ability to orient the hydrophobic groups away
  • product is useful in making polyurethane and polyisocyanurate foams.
  • polyethylene terephthalate scrap with an alkylene oxide such as propylene oxide.
  • the product can be used in making rigid foams.
  • polyester resin comprises a reaction product of 20-50% by weight of waste
  • terephthalate polymer 10-40% by weight of at least one glycol, and 5-25% by
  • compositions also comprise
  • resin comprises a reaction product of 20-50% by weight of waste terephthalate
  • polymer 10-50% by weight of at least one glycol, and 20-50% by weight of
  • PET polyethylene terephthalate
  • ester based on polyethylene glycol
  • alkyd chemistry has been labeled "alkyd” chemistry.
  • cross-linking occurs between chains, and the applied coating becomes insoluble.
  • condensation sites is that these materials have only one reactive site.
  • stearic acid examples stearic acid, oleic acid, palmitic acid, behenic acid, etc. These are most
  • polyester resins can be made containing 30 percent or more of mono-functional
  • resins of the present invention which are derived from polyethylene terephthalate
  • An additional object of the invention is to utilize waste polyester
  • polyester compositions as coatings for fiber, paper or fabric.
  • the present invention relates to water dispersible/and
  • polyester resins having the following general
  • I is the ionic group
  • n is an integer in the range of 1-3 and defines the
  • P is a polyester backbone
  • A is an aliphatic group
  • n is an integer in the range of 3-8 and defines the number of aliphatic groups.
  • the weight percent of ionic monomers in the resin is from
  • the backbone P of the polymer is composed of polyester groups. It
  • the preferred method is to generate the backbone using polyester from recycled
  • the weight percent of the polyester backbone ingredients range from
  • the aliphatic groups A consist of straight or branched 6-24 carbon
  • moiety can be 10-60% with 20-40% by weight being the preferred amount.
  • the resins are coated on paper are of the order of 98 or higher.
  • the present invention is also directed to a water dispersible and
  • hydrophobic polyester resin comprising a reaction product of 30-70% by weight of a terephthalate polymer; 5-40% by weight of a hydroxy functional compound
  • the instant invention is also directed to substrates such as paper,
  • polyester resin comprising a reaction product of 30-70% by weight of a
  • terephthalate polymer 5-40% by weight of a hydroxy functional compound having
  • the present invention is also directed to an article of manufacture
  • coating composition comprising a reaction product of 40-60% by weight of
  • polyethylene terephthalate polymer 1-10% by weight of neopentylglycol; 5-10%
  • the invention also features a water repellent polyester coating
  • composition comprising a reaction product of 30-70% by weight of a terephthalate polymer; 5-40% by weight of a hydroxy functional compound having
  • Another novel aspect of the invention is a water repellent polyester
  • coating composition comprising a reaction product of 40-60% by weight of
  • polyethylene terephthalate polymer 1-10% by weight of neopentylglycol; 5-10%
  • the invention is also directed to a method for imparting water
  • reaction product of 30-70% by weight of a terephthalate polymer 5-40% by weight
  • Still another novel aspect of the invention is a composition for imparting
  • hydrophobic polyester resin having the formula:
  • A is a fatty aliphatic group
  • polyester backbone is present in an amount of from about 30% to 80% by
  • the weight and the fatty aliphatic group is present in an amount of about 10% to 60%
  • polyester resins exhibiting high water and oil repellency
  • the polymer of part (b) includes two kinds of polymers: one is polymer
  • the present invention also provides a method for imparting water
  • substrates and leather comprising applying to such substrates the aforementioned
  • compositions which invention further provides water and oil repellent fibrous
  • the invention also describes polyester resins which can be made
  • novel water dispersible resins of the present invention can be any novel water dispersible resins of the present invention.
  • I is the ionic group
  • P is
  • a hydrophobic moiety such as but not limited to, a saturated
  • the preferred level being 15-40 weight percent depending on the needed
  • This moiety can be neutralized with base if necessary to supply dispersibility in
  • invention imparts desirable water and oil repellency to susbtrates treated therewith
  • composition of the present invention can be used for any hand (or feeling).
  • the composition of the present invention can be used for any hand (or feeling).
  • non-woven articles or leather or to other substrates such as plastic, wood, metals,
  • the water-dispersible resins of the present invention are synthesized
  • polyesters polyacid-polyalcohol [mutli-functional acids or alcohols] used to make polyesters
  • terephthalate polymers including bottles, sheet material, textile wastes and the
  • waste terephthalate plastics may be bought from recyclers and include,
  • R is the residue of an aliphatic or cycloaliphatic glycol of 2-10 carbons of
  • x is an integer from 2-4 and n is 1-10.
  • the waste terephthalate polymer is a polyalkylene
  • terephthalates such as polyethylene terephthalate and polybutylene
  • polyester polymers which can be used in the practice of the present invention
  • inventions include polyl ,2 and polyl ,3 propylene terephthalate and polyethylene
  • terephthalates is preferred.
  • the use of virgin terephthalate resins is to
  • the ionic group l n needed for water-dispersibility can be a carboxylic
  • DMSIP dimethyl 5-sulfoisophthalate
  • polyacid is preferably selected from the group consisting of isophthalic acid,
  • terephthalic acid phthalic anhydride (acid), adipic acid and etc.
  • phthalic anhydride acid
  • adipic acid adipic acid
  • polyacids but not limited to are phthalic anhydride (acid), isophthalic and
  • terephthalic acids adipic acid, fumaric acid, 2,6 naphthalene dicarboxylic acid and
  • resin is from 1% to 20% percent, but 5 to 10% is preferred.
  • the backbone of the polymer is composed of polyester groups. It can be
  • preferred method is to generate the backbone using polyester from recycled
  • the weight percent of the polyester backbone ingredients range from
  • backbone is typically derived by reacting PET such as waste PET with a hydroxy
  • hydroxy compounds having at least two hydroxyl groups include derivatives of
  • glycerol trimethylolpropane, trimethylolethane, pentaerythritol, erythritol or a
  • the aliphatic groups consist of 6-24 carbon chain fatty acids or
  • triglycerides thereof such as stearic, oleic, palmitic, lauric, linoleic, linolenic,
  • unhydrogenated animal or vegetable oil such as beef tallow, lard, corn oil, soy
  • percent of the aliphatic moiety can be 10-60% with 20-40% the preferred amount.
  • transesterification grafting polyester with hydroxyl groups throughout chain
  • fatty acids of the type stearic acid chosen from the following: fatty acids of the type stearic acid, behenic acid,
  • glycerol, etc. at levels consistent with but not limited to 1 to 3 times the reactive
  • terephthalic acid such as terephthalic acid, isophthalic acid, phthalic acid or anhydride combined
  • difunctional alcohols such as ethylene glycol, diethylene glycol, neopentyl
  • glycol propylene glycol, etc.
  • steps 1-3 can be
  • the polyester resins are usually and preferably made using an
  • ester-interchange catalyst are metal carboxylates and well
  • organometallic compounds particularly compounds of tin or titanium.
  • Preferred catalysts include manganese acetate, sodium acetate, zinc acetate,
  • alkyl stannoic acid or dialkyl tin oxides such as
  • Preferred catalysts include
  • the resulting resinous products obtained are generally taken up in
  • dispersions containing 20-30% or more of resin solids.
  • the resins of the present invention typically have average molecular weight
  • Preferred resins typically have
  • weight of the resins is typically determined by GPC or by viscosity measurements
  • the polymer (c) useful in the present invention comprises
  • Fluoropolymers useful in the present invention include any of the
  • oligomeric fluorochemical radical-containing compounds comprise one or more
  • fluorochemical radicals that contain a perfluorinated carbon chain having from 3
  • fluorochemical radicals can contain straight chain, branched chain,
  • Suitable fluoropolymers include, but are not limited to, fluorinated
  • fluoropolymers are fluoroaliphatic radical-containing
  • polyesters polyamide, polyepoxides, vinyl polymers, polyurethanes, and
  • polycarbodiimides examples include: polymers
  • Suitable silicone resins include, but are not limited to,
  • organopolysiloxane comprising monovalent R 3 SiO 05 and R'R 2 SiO 05 units and
  • R and R' each are independently selected from the group
  • oil-repellents and water-repellents including, but not limited to, commercially
  • repellents include, but are not limited to, C2-0563 from Dow Corning, which is a
  • silicone repellent mixture of polydialkylsiloxanes silicone repellent mixture of polydialkylsiloxanes.
  • repellent imparting composition is not critical to the present invention. However,
  • composition should contain, relative to the amount of water dispersible
  • polyester resins at least about 3 weight percent, preferably at least about 5
  • Said polymer (d) can be any conventionally used polymer
  • polyester resin that can react with polyester resin, especially cross-link with polyester resin.
  • Suitable polymer (d) includes, but are not limited to, phenol-formaldehyde resins,
  • epoxy resins crosslinkable polyvinyl acetate; polyvinylalcohol, polyvinyl chloride,
  • cellulose esters and cellulose ethers include polyester polyols; polyether polyols;
  • polycarbonates polyhydroxy polyester; polyhydroxy polyester amides;
  • polyurea polyurethane; polyamines; and blends thereof.
  • the water and oil repellent coating composition may also contain
  • monomers including monomers having functional groups that can form covalent bonds
  • Examples include N-methylol acrylamide, N-methylol
  • composition for imparting water and oil repellency to substrates The composition for imparting water and oil repellency to substrates
  • Forming the coating composition emulsion may require using one or
  • substrate such as a fibrous substrate or leather may comprise contacting the
  • composition Alternatively, the coating can be carried out by first applying a water
  • the PET, pentaerythritol, neopentyl glycol, and the TPT are added into reactor
  • reaction takes 30 to 180 minutes and is monitored by the presence of a clear pill.
  • the obtained resin is dispersed in diluted ammonium solution.
  • ammonium hydroxide used depends on the final dispersed resin
  • the resin is removed and redispersed and the paper is repulped nicely.
  • the PET, pentaerythritol, neopentyl glycol, and the TPT are added into reactor
  • water-dispersed resin is coated on the paper and paperboard, which leads to the
  • a recipe containing a triglyceride is shown as follows:
  • Anhydride or Maleic Anhydride is reacted in to provide a neutralizable end group.
  • resin is diluted in ammonium or sodium sulfite solution at 50 to 90 degrees
  • the final water-dispersed resin is a stable emulsion.
  • hydrogenated is tallow triglycerides are substituted with corn oil or soy-bean oil.
  • paperboard has a slightly higher gloss than those produced with hydrogenated
  • the Isophthalic acid, the Neopentyl Glycol, and the Diethylene Glycol are added
  • the resin dispersion has the appearance of a stable emulsion.
  • coated paper or paperboard shows great water repelling properties.
  • the resin dispersion has the appearance of a stable emulsion.
  • coated paper or paperboard shows great water repelling properties.
  • present invention can be used to coat substrates such as cellulosic or synthetic
  • polyester resins find use as
  • packaging materials, and the third advantage is that all materials coated in this
  • Some food packages fresh products, frozen goods, dry food, dairy
  • Paper intended for printing or magazine paper has a coating that
  • SBR Styrene Butadiene Rubber latex
  • polyvinyl acetate latex polyvinyl acetate latex
  • rosin rosin
  • the coating is used to impart to the coating, and/or other materials such as clay and starch.
  • the coating is used to impart to the coating
  • Paper Bags for carrying consumer purchases, etc. have a problem in
  • Release coatings are used where an adhesive material needs to hold
  • waterproofing system would be fiber drums, book and notebook covers, popcorn
  • high traffic areas such as stadium decks, etc., outdoor stadium seats, driveways,
  • the inventive resins can be used as additives.
  • Typical leather products include shoes, handbags,
  • Fiberglass is used as the structural material for a great deal of
  • the described resin could be used as part of the formulation to make these materials
  • Metal coils are commonly coated with a resin to prevent rust or
  • Cars, gutters and appliances may be coated
  • polyester is present on the treated substrate.
  • the amount which is sufficient to impart desired repellency can be determined
  • Drying of the substrate is done at 120°C or below, including room temperature,
  • polyester resins as water repellent coatings for paper or paperboard. The test
  • PE-230 Hydrophilic polyester size 68.5 52.7 15.8
  • Resin 2161 This resin is the reaction product of: 38.57 wt% PET, 43.17 wt% fatty acids
  • Resin 2160 This resin is the reaction product of: 42.84 wt% PET, 37.94 wt% fatty acids
  • Resin 2148 This resin is the reaction product of: 48.08 wt% PET, 28.82 wt% fatty acids
  • Resin 2141 This resin is the reaction product of: 34.27 wt% isophthalic acid,
  • Resin 2180 This resin is the reaction product of: 61.72 wt% PET, 20.00 wt%
  • Resin 2086 This resin is the reaction product of: 74.90 wt% PET, 15.00 wt%
  • CAS 4 This resin is 63.4% dispersion of styrene/butadiene resin.
  • hydrophobic polyester resins of this invention have superior water repellent
  • Ratio Desize l%Na 2 CO 3 + 0.1% Desize: 0.85% Na 2 CO 3 +
  • Samples F and G are PE-23OIXWP.
  • LC represents sulphoisophthalate polyester
  • radical-containing polymethacrylate in an organic solvent or solvents mixture e.g.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Textile Engineering (AREA)
  • Ceramic Engineering (AREA)
  • Dispersion Chemistry (AREA)
  • Structural Engineering (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Paper (AREA)
  • Polyesters Or Polycarbonates (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Paints Or Removers (AREA)

Abstract

L'invention concerne la synthèse, à partir de matériaux PET (qu'ils s'agissent de matériaux non utilisés, recyclés, consommés ou de matières premières précurseurs ), de nouvelles résines polyester, dispersibles ou émulsifiantes dans l'eau, présentant des caractéristiques améliorées d'hydrophobie et de non-polarité. Ces résines polyester peuvent être combinées à d'autres polymères, ce qui permet d'obtenir des mélanges présentant des propriétés améliorées lorsqu'on les dépose sur des substrats. Les caractéristiques des résines confèrent aux films sur lesquels ces dispersions ou émulsions ont été appliquées un caractère hydrophobe accru tout en conservant leurs propriétés de dispersion et de ré-émulsion. De telles résines peuvent être utilisées pour nombre d'applications, notamment dans l'industrie du papier, du textile, des revêtements, de la peinture, du bâtiment, et autres.
PCT/US1999/007129 1997-01-31 1999-03-31 Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements WO1999051430A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU32194/99A AU747282B2 (en) 1997-01-31 1999-03-31 Water dispersible/redispersible hydrophobic polyester resins and their application in coatings
AU32193/99A AU743591B2 (en) 1997-01-31 1999-03-31 Water dispersible/redispersible hydrophobic polyester resins and their application in coatings
CA002327294A CA2327294A1 (fr) 1998-04-07 1999-03-31 Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements
EP99914316A EP1084030A4 (fr) 1998-04-07 1999-03-31 Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US5597298A 1998-04-07 1998-04-07
US09/055,972 1998-04-07

Related Child Applications (4)

Application Number Title Priority Date Filing Date
US09623104 A-371-Of-International 1999-03-31
US09/955,626 Continuation US6498178B2 (en) 1999-03-19 2001-09-19 Inhibitors of IMPDH enzyme
US10/093,248 Division US6893835B2 (en) 1998-04-01 2002-03-05 Anthrax lethal factor is a MAPK kinase protease
US10/093,200 Division US6911203B2 (en) 1998-04-01 2002-03-05 Anthrax lethal factor is a MAPK kinase protease

Publications (1)

Publication Number Publication Date
WO1999051430A1 true WO1999051430A1 (fr) 1999-10-14

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Application Number Title Priority Date Filing Date
PCT/US1999/007128 WO1999051431A1 (fr) 1998-04-07 1999-03-31 Resines polyester hydrophobes susceptibles de dispersion/redispersion dans l'eau, et leur application dans des revetements
PCT/US1999/007129 WO1999051430A1 (fr) 1997-01-31 1999-03-31 Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements

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WO2004074376A1 (fr) * 2003-02-18 2004-09-02 Corus Staal Bv Couche d'emballage polymerique aux proprietes de liberation ameliorees
US7258925B2 (en) 2003-07-11 2007-08-21 E.I. Du Pont De Nemours And Company Fluorochemical finishes for paint applicators
WO2010021920A1 (fr) * 2008-08-20 2010-02-25 Rhein Chemie Corporation Compositions de polyol
EP2158264A1 (fr) * 2007-06-08 2010-03-03 3M Innovative Properties Company Mélanges d'oligomères d'ester contenant des fluoroalkyles avec des polycarbodiimides
US7811860B2 (en) 2007-01-31 2010-10-12 Infineon Technologies Ag Method for producing a device and device
WO2011014284A1 (fr) * 2009-07-30 2011-02-03 E. I. Du Pont De Nemours And Company Procédé de production d’un revêtement présentant une valeur de brillant voulue
US7901589B2 (en) 2009-06-29 2011-03-08 E.I. Du Pont De Nemours And Company Propanediol soil resist compositions
US8357621B2 (en) 2009-06-29 2013-01-22 E.I. Du Pont De Nemours And Company Soil resist method
WO2014019867A1 (fr) * 2012-08-03 2014-02-06 Philipps-Universität Marburg Blends de polymères hydro- et oléophobes
US20140039116A1 (en) * 2012-05-18 2014-02-06 True Partners Financial Services Heat-Seal Coating
WO2014005697A3 (fr) * 2012-07-03 2014-04-03 Huhtamäki Oyj Feuille recyclable et récipient fabriqué avec cette dernière
US20140148542A1 (en) * 2010-10-05 2014-05-29 Sustainable Fiber Solutions, LLC Release coating
EP2915919A1 (fr) * 2014-03-03 2015-09-09 Omya International AG Barrière d'huile minérale
WO2016176386A1 (fr) * 2015-04-30 2016-11-03 The Chemours Company Tt, Llc Revêtements architecturaux contenant des additifs polymères fluorés
WO2016176270A1 (fr) * 2015-04-30 2016-11-03 The Chemours Company Tt, Llc Revêtements architecturaux durables contenant des additifs polymères réticulables
US9890290B2 (en) 2012-12-19 2018-02-13 3M Innovative Properties Company Coating compositions and multi-layered films for easy-to-clean surfaces
CN107777905A (zh) * 2017-11-06 2018-03-09 南京工程学院 一种环氧树脂微胶囊、制备及应用
WO2019079597A1 (fr) * 2017-10-18 2019-04-25 Talaco Holdings, LLC Polyester polyéther polyols aromatiques dérivés de téréphtalates de polyéthylène, polyuréthanes constitués de ces derniers et matériaux utiles les comprenant
US20200331814A1 (en) * 2019-04-19 2020-10-22 Trademark Nitrogen Corp. Sealing and curing cementitious materials
TWI731558B (zh) * 2019-03-25 2021-06-21 日商阿爾卑斯阿爾派股份有限公司 可變電阻器
US11578165B2 (en) 2019-01-21 2023-02-14 Talaco Holdings, LLC Methods of making foams exhibiting desired properties from aromatic polyester polyether polyols derived from polyethylene terephthalates and foams made therefrom

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Cited By (36)

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US7030197B2 (en) 2001-07-06 2006-04-18 Toyo Boseki Kabushiki Kaisha Aqueous resin composition, aqueous coating material containing the composition, coating provided by the material, and metal plate coated with the material
US7452938B2 (en) 2001-07-06 2008-11-18 Toyo Boseki Kabushiki Kaisha Aqueous resin composition, aqueous coating material containing the composition, coating provided by the material, and metal plate coated with the material
EP1273626A1 (fr) * 2001-07-06 2003-01-08 Toyo Boseki Kabushiki Kaisha Composition de résine aqueuse, matériau aqueux de revétement contenant cette composition, revétement de ce matériau et tôle de metal enduite de cette composition
WO2004074376A1 (fr) * 2003-02-18 2004-09-02 Corus Staal Bv Couche d'emballage polymerique aux proprietes de liberation ameliorees
US7258925B2 (en) 2003-07-11 2007-08-21 E.I. Du Pont De Nemours And Company Fluorochemical finishes for paint applicators
US7811860B2 (en) 2007-01-31 2010-10-12 Infineon Technologies Ag Method for producing a device and device
EP2158264A4 (fr) * 2007-06-08 2012-12-12 3M Innovative Properties Co Mélanges d'oligomères d'ester contenant des fluoroalkyles avec des polycarbodiimides
US9828722B2 (en) 2007-06-08 2017-11-28 3M Innovative Properties Company Blends of fluoroalkyl-containing ester oligomers with polycarbodiimide(s)
EP2158264A1 (fr) * 2007-06-08 2010-03-03 3M Innovative Properties Company Mélanges d'oligomères d'ester contenant des fluoroalkyles avec des polycarbodiimides
US8993116B2 (en) 2007-06-08 2015-03-31 3M Innovative Properties Company Blends of fluoroalkyl-containing ester oligomers with polydicarbodiimide(S)
WO2010021920A1 (fr) * 2008-08-20 2010-02-25 Rhein Chemie Corporation Compositions de polyol
US8357621B2 (en) 2009-06-29 2013-01-22 E.I. Du Pont De Nemours And Company Soil resist method
US7901589B2 (en) 2009-06-29 2011-03-08 E.I. Du Pont De Nemours And Company Propanediol soil resist compositions
WO2011014284A1 (fr) * 2009-07-30 2011-02-03 E. I. Du Pont De Nemours And Company Procédé de production d’un revêtement présentant une valeur de brillant voulue
US20140148542A1 (en) * 2010-10-05 2014-05-29 Sustainable Fiber Solutions, LLC Release coating
US20140039116A1 (en) * 2012-05-18 2014-02-06 True Partners Financial Services Heat-Seal Coating
US9068105B2 (en) * 2012-05-18 2015-06-30 True Partners Financial Services, PLLC Heat-seal coating
WO2014005697A3 (fr) * 2012-07-03 2014-04-03 Huhtamäki Oyj Feuille recyclable et récipient fabriqué avec cette dernière
WO2014019867A1 (fr) * 2012-08-03 2014-02-06 Philipps-Universität Marburg Blends de polymères hydro- et oléophobes
US9890290B2 (en) 2012-12-19 2018-02-13 3M Innovative Properties Company Coating compositions and multi-layered films for easy-to-clean surfaces
EP2915919A1 (fr) * 2014-03-03 2015-09-09 Omya International AG Barrière d'huile minérale
US10047482B2 (en) 2014-03-03 2018-08-14 Omya International Ag Mineral oil barrier
AU2015226378B2 (en) * 2014-03-03 2017-02-02 Omya International Ag Mineral oil barrier
WO2015132101A1 (fr) * 2014-03-03 2015-09-11 Omya International Ag Barrière pour les huiles minérales
RU2639776C1 (ru) * 2014-03-03 2017-12-22 Омиа Интернэшнл Аг Барьер для минерального масла
WO2016176386A1 (fr) * 2015-04-30 2016-11-03 The Chemours Company Tt, Llc Revêtements architecturaux contenant des additifs polymères fluorés
WO2016176270A1 (fr) * 2015-04-30 2016-11-03 The Chemours Company Tt, Llc Revêtements architecturaux durables contenant des additifs polymères réticulables
US10442952B2 (en) 2015-04-30 2019-10-15 The Chemours Company Fc, Llc Durable architectural coatings containing crosslinkable polymeric additives
WO2019079597A1 (fr) * 2017-10-18 2019-04-25 Talaco Holdings, LLC Polyester polyéther polyols aromatiques dérivés de téréphtalates de polyéthylène, polyuréthanes constitués de ces derniers et matériaux utiles les comprenant
US10479859B2 (en) 2017-10-18 2019-11-19 Talaco Holdings, LLC Aromatic polyester polyether polyols, polyurethanes made therefrom and building materials comprising same
US11267935B2 (en) 2017-10-18 2022-03-08 Talaco Holdings, LLC Aromatic polyester polyether polyols, polyurethanes made therefrom and building materials comprising same
US11746186B2 (en) 2017-10-18 2023-09-05 Talaco Holdings, LLC Aromatic polyester polyether polyurethane panels and useful materials comprising same
CN107777905A (zh) * 2017-11-06 2018-03-09 南京工程学院 一种环氧树脂微胶囊、制备及应用
US11578165B2 (en) 2019-01-21 2023-02-14 Talaco Holdings, LLC Methods of making foams exhibiting desired properties from aromatic polyester polyether polyols derived from polyethylene terephthalates and foams made therefrom
TWI731558B (zh) * 2019-03-25 2021-06-21 日商阿爾卑斯阿爾派股份有限公司 可變電阻器
US20200331814A1 (en) * 2019-04-19 2020-10-22 Trademark Nitrogen Corp. Sealing and curing cementitious materials

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CA2327294A1 (fr) 1999-10-14
WO1999051431A1 (fr) 1999-10-14
AU747282B2 (en) 2002-05-09
AU3219399A (en) 1999-10-25
CN1298347A (zh) 2001-06-06
EP1084030A1 (fr) 2001-03-21
AU743591B2 (en) 2002-01-31
AU3219499A (en) 1999-10-25
EP1084030A4 (fr) 2002-05-29

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