EP1084030A1 - 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

Info

Publication number
EP1084030A1
EP1084030A1 EP99914316A EP99914316A EP1084030A1 EP 1084030 A1 EP1084030 A1 EP 1084030A1 EP 99914316 A EP99914316 A EP 99914316A EP 99914316 A EP99914316 A EP 99914316A EP 1084030 A1 EP1084030 A1 EP 1084030A1
Authority
EP
European Patent Office
Prior art keywords
polymer
weight
composition
group
water
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Withdrawn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
EP99914316A
Other languages
German (de)
English (en)
Other versions
EP1084030A4 (fr
Inventor
Robert Keith Salsman
Timothy Shouting Wang
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.)
Seydel Research Inc
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
Publication of EP1084030A1 publication Critical patent/EP1084030A1/fr
Publication of EP1084030A4 publication Critical patent/EP1084030A4/fr
Withdrawn legal-status Critical Current

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)
  • Oil, Petroleum & Natural Gas (AREA)
  • Structural Engineering (AREA)
  • Dispersion Chemistry (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.
EP99914316A 1998-04-07 1999-03-31 Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements Withdrawn EP1084030A4 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US5597298A 1998-04-07 1998-04-07
US55972 1998-04-07
PCT/US1999/007129 WO1999051430A1 (fr) 1998-04-07 1999-03-31 Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements

Publications (2)

Publication Number Publication Date
EP1084030A1 true EP1084030A1 (fr) 2001-03-21
EP1084030A4 EP1084030A4 (fr) 2002-05-29

Family

ID=22001312

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99914316A Withdrawn EP1084030A4 (fr) 1998-04-07 1999-03-31 Resines polyester hydrophobes dispersibles/redispersibles dans l'eau, et leur application dans des revetements

Country Status (5)

Country Link
EP (1) EP1084030A4 (fr)
CN (1) CN1298347A (fr)
AU (2) AU743591B2 (fr)
CA (1) CA2327294A1 (fr)
WO (2) WO1999051430A1 (fr)

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3443409B2 (ja) * 2000-09-06 2003-09-02 関西ペイント株式会社 ポリエステル樹脂の製造方法
DE60211427T2 (de) 2001-07-06 2007-04-19 Toyo Boseki K.K. Wässrige Harzzusammensetzung, wässriges Beschichtungsmaterial besagte Zusammensetzung enthaltend, Beschichtung aus besagtem Material und eine metallische Platte, die mit diesem Material beschichtet ist
EP1449883A1 (fr) * 2003-02-18 2004-08-25 Corus Technology BV Couche d'emballage polymère ayant des propriétés antiadhésives améliorées
US7258925B2 (en) 2003-07-11 2007-08-21 E.I. Du Pont De Nemours And Company Fluorochemical finishes for paint applicators
DE102007004844B4 (de) 2007-01-31 2011-05-05 Infineon Technologies Ag Verfahren zur Herstellung eines Bauteils und Bauteil
KR20100024440A (ko) * 2007-05-29 2010-03-05 다우 글로벌 테크놀로지스 인크. 개선된 경화 조절을 위한 아이소시아네이트-에폭시 제형
WO2008154421A1 (fr) * 2007-06-08 2008-12-18 3M Innovative Properties Company Mélanges d'oligomères d'ester contenant des fluoroalkyles avec des polycarbodiimides
CL2008003653A1 (es) 2008-01-17 2010-03-05 Mitsubishi Tanabe Pharma Corp Uso de un inhibidor de sglt derivado de glucopiranosilo y un inhibidor de dppiv seleccionado para tratar la diabetes; y composicion farmaceutica.
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
US8771784B2 (en) * 2009-07-30 2014-07-08 Axalta Coating Systems Ip Co., Llc Method for producing coating having desired gloss value
WO2012047929A1 (fr) * 2010-10-05 2012-04-12 Eco-Friendly Solutions, LLC Couchage antiadhésif
CN103421429A (zh) * 2012-05-17 2013-12-04 天津中科惠氏精密仪器制造有限公司 非接触法混凝土形变测量仪模具涂料
CA2818315A1 (fr) * 2012-05-18 2013-11-18 True Partners Financial Services Couche de scellage
WO2014005697A2 (fr) * 2012-07-03 2014-01-09 Huhtamäki Oyj Feuille recyclable et récipient fabriqué avec cette dernière
EP2692748B1 (fr) * 2012-08-03 2015-01-21 Philipps-Universität Marburg Mélanges de polymères hydrophobes et oléophobes
JP6336475B2 (ja) * 2012-12-19 2018-06-06 スリーエム イノベイティブ プロパティズ カンパニー 易洗浄性表面のためのコーティング組成物及び多層フィルム
CN103724617B (zh) * 2013-12-30 2016-01-20 济南大学 一种端羧基聚酯-酰胺-醚水乳液的制备方法和应用
CN103866624B (zh) * 2014-02-25 2015-11-25 苏州恒康新材料有限公司 一种用于造纸的施胶剂及其制备方法
EP2915919B1 (fr) * 2014-03-03 2017-10-25 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
CN105314887B (zh) * 2015-11-23 2018-02-02 广西大学 用于覆盖轻质油料的玻璃微球的制作方法
WO2018003119A1 (fr) * 2016-07-01 2018-01-04 Ykk株式会社 Ruban de fermeture, fermeture à glissière munie d'un ruban de fermeture, et procédé de fabrication d'un ruban de fermeture
CN107587346B (zh) * 2016-07-08 2019-10-29 东丽酒伊织染（南通）有限公司 一种无氟拒水织物及其制造方法
US10400136B2 (en) * 2017-01-24 2019-09-03 Hrl Laboratories, Llc Multiphase waterborne coatings and methods for fabricating the same
CN107540304B (zh) * 2017-08-17 2020-02-11 科顺防水科技股份有限公司 一种复合型水泥基渗透结晶型防水材料
US10479859B2 (en) 2017-10-18 2019-11-19 Talaco Holdings, LLC Aromatic polyester polyether polyols, polyurethanes made therefrom and building 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
CN111041585A (zh) * 2019-12-31 2020-04-21 上海彩艳实业有限公司 一种拒水聚酯功能母粒及其制备方法
CN112851948A (zh) * 2021-01-14 2021-05-28 苏州思德新材料科技有限公司 一种有机硅涂料助剂及其制备方法
KR102349063B1 (ko) * 2021-02-01 2022-01-10 조익래 열 부착 pet 필름
CN113106785B (zh) * 2021-03-16 2022-05-17 华邦古楼新材料有限公司 一种热封自粘型透析纸及其制备方法

Citations (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1270813B (de) * 1963-09-17 1968-06-20 Monsanto Co Verfahren zur Herstellung von Alkydharzen
DE1960794A1 (de) * 1969-12-04 1971-06-09 Exxon Research Engineering Co Wasserloesliche Kunstharz-UEberzuege
EP0103251A2 (fr) * 1982-09-10 1984-03-21 Hannes Dr. Fischer Liants pour des vernis à cuire
US4497933A (en) * 1982-12-16 1985-02-05 Henkel Kommanditgesellschaft Auf Aktien Emulsifier-free and solvent-free alkyd resin water lacquers
US4686275A (en) * 1986-02-25 1987-08-11 Valvoline Oil & Chemicals Ltd. Saturated linear polyester resin composition suitable for coating a metal for anti-corrosion and/or decorative purposes
US4874663A (en) * 1987-11-23 1989-10-17 Allied-Signal Inc. Overfinish for abrasion resistant zero twist fabric
EP0406671A2 (fr) * 1989-06-27 1991-01-09 The Seydel Companies, Inc. Compositions d'encollage de polyester soluble ou dispersable dans l'eau
EP0548705A1 (fr) * 1991-12-18 1993-06-30 The Seydel Companies, Inc. Compositions de résine de polyester sulfoné soluble ou dispersible dans l'eau
EP0558905A1 (fr) * 1992-01-23 1993-09-08 The Sherwin-Williams Company Compositions aqueuses de revêtement à base de polytéréphtalate d'éthylène
US5350795A (en) * 1991-07-10 1994-09-27 Minnesota Mining And Manufacturing Company Aqueous oil and water repellent compositions which cure at ambient temperature
US5496889A (en) * 1993-06-17 1996-03-05 Elf Atochem S.A. Compatibilized fluoropolymer/aromatic polyester thermoplastic polyblends
EP0709428A1 (fr) * 1994-04-28 1996-05-01 Daikin Industries, Ltd. Composition de resine thermoplastique
US5593483A (en) * 1995-03-27 1997-01-14 Advanced Chemical Technologies, Inc. Water repellent composition for cellulose containing materials and method for producing same
DE19646610C1 (de) * 1996-11-12 1997-12-11 Basf Lacke & Farben Aerosolbeschichtungszusammensetzung sowie ihre Verwendung zur Beschichtung von Kunststoffsubstraten
US5725789A (en) * 1995-03-31 1998-03-10 Minnesota Mining And Manufacturing Company Aqueous oil and water repellent compositions
WO1998033646A1 (fr) * 1997-01-31 1998-08-06 Seydel Research, Inc. Resines polyesters hydrophobes dispersables/redispersables dans l'eau et leur utilisation dans des revetements

Patent Citations (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1270813B (de) * 1963-09-17 1968-06-20 Monsanto Co Verfahren zur Herstellung von Alkydharzen
DE1960794A1 (de) * 1969-12-04 1971-06-09 Exxon Research Engineering Co Wasserloesliche Kunstharz-UEberzuege
EP0103251A2 (fr) * 1982-09-10 1984-03-21 Hannes Dr. Fischer Liants pour des vernis à cuire
US4497933A (en) * 1982-12-16 1985-02-05 Henkel Kommanditgesellschaft Auf Aktien Emulsifier-free and solvent-free alkyd resin water lacquers
US4686275A (en) * 1986-02-25 1987-08-11 Valvoline Oil & Chemicals Ltd. Saturated linear polyester resin composition suitable for coating a metal for anti-corrosion and/or decorative purposes
US4874663A (en) * 1987-11-23 1989-10-17 Allied-Signal Inc. Overfinish for abrasion resistant zero twist fabric
EP0406671A2 (fr) * 1989-06-27 1991-01-09 The Seydel Companies, Inc. Compositions d'encollage de polyester soluble ou dispersable dans l'eau
US5350795A (en) * 1991-07-10 1994-09-27 Minnesota Mining And Manufacturing Company Aqueous oil and water repellent compositions which cure at ambient temperature
EP0548705A1 (fr) * 1991-12-18 1993-06-30 The Seydel Companies, Inc. Compositions de résine de polyester sulfoné soluble ou dispersible dans l'eau
EP0558905A1 (fr) * 1992-01-23 1993-09-08 The Sherwin-Williams Company Compositions aqueuses de revêtement à base de polytéréphtalate d'éthylène
US5496889A (en) * 1993-06-17 1996-03-05 Elf Atochem S.A. Compatibilized fluoropolymer/aromatic polyester thermoplastic polyblends
EP0709428A1 (fr) * 1994-04-28 1996-05-01 Daikin Industries, Ltd. Composition de resine thermoplastique
US5593483A (en) * 1995-03-27 1997-01-14 Advanced Chemical Technologies, Inc. Water repellent composition for cellulose containing materials and method for producing same
US5725789A (en) * 1995-03-31 1998-03-10 Minnesota Mining And Manufacturing Company Aqueous oil and water repellent compositions
DE19646610C1 (de) * 1996-11-12 1997-12-11 Basf Lacke & Farben Aerosolbeschichtungszusammensetzung sowie ihre Verwendung zur Beschichtung von Kunststoffsubstraten
WO1998033646A1 (fr) * 1997-01-31 1998-08-06 Seydel Research, Inc. Resines polyesters hydrophobes dispersables/redispersables dans l'eau et leur utilisation dans des revetements

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
BARRETT L W ET AL: "BOND INTERCHANGE REACTIONS IN FUNCTIONALIZED TRIGLYCERIDE OIL/POLY(ETHYLENE TEREPHTHALATE) COMPOSITIONS" JOURNAL OF POLYMER SCIENCE, POLYMER CHEMISTRY EDITION, JOHN WILEY AND SONS. NEW YORK, US, vol. 31, no. 5, 1 April 1993 (1993-04-01), pages 1287-1299, XP000369942 ISSN: 0887-624X *
See also references of WO9951430A1 *

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CN1298347A (zh) 2001-06-06
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EP1084030A4 (fr) 2002-05-29
WO1999051431A1 (fr) 1999-10-14
AU743591B2 (en) 2002-01-31
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AU3219499A (en) 1999-10-25
CA2327294A1 (fr) 1999-10-14

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