US20180291227A1 - Curable Coating Composition and Packaging Coated with the Same - Google Patents

Curable Coating Composition and Packaging Coated with the Same Download PDF

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Publication number
US20180291227A1
US20180291227A1 US15/578,031 US201615578031A US2018291227A1 US 20180291227 A1 US20180291227 A1 US 20180291227A1 US 201615578031 A US201615578031 A US 201615578031A US 2018291227 A1 US2018291227 A1 US 2018291227A1
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United States
Prior art keywords
coating
composition
grams
latex
coatings
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Abandoned
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US15/578,031
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English (en)
Inventor
Debra L. Singer
Dary Duhamel
Kam Lun Lock
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PPG Industries Ohio Inc
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PPG Industries Ohio Inc
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Application filed by PPG Industries Ohio Inc filed Critical PPG Industries Ohio Inc
Priority to US15/578,031 priority Critical patent/US20180291227A1/en
Publication of US20180291227A1 publication Critical patent/US20180291227A1/en
Assigned to PPG INDUSTRIES OHIO, INC. reassignment PPG INDUSTRIES OHIO, INC. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: SINGER, DEBRA, DUHAMEL, Dary, Lock, Kam
Abandoned legal-status Critical Current

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    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/18—Homopolymers or copolymers of nitriles
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41—Compounds containing sulfur bound to oxygen
    • C08K5/42—Sulfonic acids; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
    • C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
    • C08K5/5333—Esters of phosphonic 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
    • C09D123/00—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers
    • C09D123/02—Coating compositions based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D123/04—Homopolymers or copolymers of ethene
    • C09D123/08—Copolymers of ethene
    • C09D123/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
    • C09D123/0869—Acids or derivatives thereof
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/062—Copolymers with monomers not covered by C09D133/06
    • C09D133/064—Copolymers with monomers not covered by C09D133/06 containing anhydride, COOH or COOM groups, with M being metal or onium-cation
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/062—Copolymers with monomers not covered by C09D133/06
    • C09D133/066—Copolymers with monomers not covered by C09D133/06 containing -OH groups
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/062—Copolymers with monomers not covered by C09D133/06
    • C09D133/068—Copolymers with monomers not covered by C09D133/06 containing glycidyl groups
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/10—Homopolymers or copolymers of methacrylic acid esters
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/10—Homopolymers or copolymers of methacrylic acid esters
    • C09D133/12—Homopolymers or copolymers of methyl methacrylate
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
    • C09D133/16—Homopolymers or copolymers of esters containing halogen atoms
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/24—Homopolymers or copolymers of amides or imides
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives
    • 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
    • C09D7/60—Additives non-macromolecular
    • C09D7/61—Additives non-macromolecular inorganic
    • 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
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D17/00—Rigid or semi-rigid containers specially constructed to be opened by cutting or piercing, or by tearing of frangible members or portions
    • B65D17/02—Rigid or semi-rigid containers specially constructed to be opened by cutting or piercing, or by tearing of frangible members or portions of curved cross-section, e.g. cans of circular or elliptical cross-section
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/32—Phosphorus-containing compounds
    • C08K2003/329—Phosphorus containing acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/32—Phosphorus-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/06—Ethers; Acetals; Ketals; Ortho-esters

Definitions

  • the present invention relates to a curable coating composition
  • a curable coating composition comprising a latex having a reactive functional group and phosphorus acid and a package coated at least in part with such a coating composition; the coating can be substantially free of crosslinker.
  • packaging coatings may also need resistance to chemicals, solvents, and pasteurization processes used in the packaging of beer and other beverages, and may also need to withstand retort conditions commonly employed in food packaging.
  • coatings for food and beverage containers should be non-toxic, and should not adversely affect the taste of the food or beverage in the can. Resistance to “popping”, “blushing” and/or “blistering” may also be desired.
  • BPA Bisphenol A
  • BADGE bisphenol A diglycidyl ether
  • the present invention is directed to a curable coating composition
  • a curable coating composition comprising: (a) a latex having a reactive functional group; and (b) a phosphorus acid, wherein the composition is substantially free of crosslinker selected from polyisocyanates, aminoplast resins and phenolic resins.
  • the present invention is directed to a curable composition comprising: (a) a latex having a reactive functional group; (b) a phosphorus acid; and (c) a hydroxyalkylamide crosslinker.
  • Packages coated at least in part with such compositions are also within the scope of the invention.
  • the present invention relates to curable compositions such as a coating composition comprising a latex having a reactive functional group and a phosphorus acid.
  • the composition is at least substantially free, but may be essentially free or completely free, of crosslinker selected from polyisocyanates, aminoplast resins and phenolic resins.
  • the composition may contain a hydroxyalkylamide crosslinker.
  • substantially free means less than 5 wt %
  • essentially free means less than 2 wt %
  • completely free means less than 1 wt %, with wt % based on total solid weight of the coating.
  • “Curable” as used herein in reference to a coating composition means that the coating, when cured, forms a self-supporting continuous film on at least a horizontal surface of a substrate upon removal of any diluents or carriers present in the composition or upon curing at ambient conditions or elevated temperature.
  • a “cured” coating according to the present invention is one that has solvent resistance and mechanical resistance and is tack-free; that is, the coating is not tacky when touched and, for example, a fingerprint would not be visible in the coating. It has been surprisingly discovered that use of phosphoric acid in the present coating compositions provides curable coating compositions that can be at least substantially free of an additional film-forming component, such as a crosslinker. This is significant, as cured coatings are typically formed upon reaction of a resin or latex with itself (a “self-crosslinking” resin) or with another component reactive with the functional groups on the resin or latex (a “crosslinker”).
  • Reactive functional group is used herein to refer to any group that will undergo a chemical reaction with another reactive functional group, including but not limited to hydroxy, epoxy, acid such as carboxylic acid, amine, and/or thio reactive functional groups including mixed groups. Particularly suitable is hydroxyl functionality, either alone or in conjunction with epoxy or carboxylic acid functionality.
  • the latex can be formed from an ethylenically unsaturated monomer component comprising one or more polymerizable ethylenically unsaturated monomers.
  • Suitable ethylenically unsaturated monomers and/or oligomers for inclusion in the ethylenically unsaturated monomer component include, for example, ethylenically unsaturated alkyl (meth)acrylates, epoxy-containing ethylenically unsaturated monomers and various vinyl monomers.
  • ethylenically unsaturated acid are acrylic and methacrylic acid. Typically, they are present in amounts of up to 10, such as 3 to 8 percent by weight based on weight of the emulsion monomer component.
  • Suitable alkyl(meth)acrylates include, but are not limited to, methyl (meth)acrylate, ethyl(meth)acrylate, propyl(meth)acrylate, isopropyl (meth)acrylate, butyl(meth)acrylate, isobutyl(meth)acrylate, pentyl(meth)acrylate, isoamyl(meth)acrylate, hexyl(meth)acrylate, 2-ethylhexyl(meth)acrylate, cyclohexyl(meth)acrylate, decyl(meth)acrylate, isodecyl(meth)acrylate, benzyl (meth)acrylate, lauryl(meth)acrylate, isobornyl(meth)acrylate, octyl(meth)acrylate and nonyl(meth)acrylate.
  • the alkyl (meth)acrylates are typically present in amounts of up to 100, such as 20 to 80 percent by weight based on weight of the emulsion monomer component.
  • Hydroxyalkyl (meth)acrylates can also be used. Examples include hydroxyethyl acrylate (HEA), hydroxyethyl methacrylate (HEMA) and hydroxypropyl(meth)acrylate (HPMA).
  • HAA hydroxyethyl acrylate
  • HEMA hydroxyethyl methacrylate
  • HPMA hydroxypropyl(meth)acrylate
  • the hydroxyalkyl (meth)acrylates are typically present in amounts of up to 30 percent, such as 5 to 15 percent by weight based on weight of the emulsion monomer component.
  • Difunctional (meth)acrylate monomers may be used in the monomer mixture as well. Examples include ethylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, allyl methacrylate, and the like. If present, the difunctional (meth)acrylate monomers are present in amounts of up to 5 percent, such as 0.1 to 2 percent by weight based on weight of the emulsion monomer component.
  • epoxy-containing ethylenically unsaturated monomers such as glycidyl (meth)acrylate can be present in the ethylenically unsaturated monomer component. If present, such monomers can be present in amounts of up to 30, such as 1 to 20 percent by weight based on weight of the ethylenically unsaturated monomer component.
  • Suitable vinyl monomers include vinyl aromatic monomers, styrene, methyl styrene, alpha-methylstyrene, halostyrene, vinyl toluene, vinyl naphthalene, and mixtures thereof.
  • the ethylenically unsaturated monomer component and/or coatings of the present invention may be completely free of styrene monomers.
  • Other vinyl monomers include vinyl ester, vinyl acetate, vinyl propionate, vinyl butyrate and vinyl stearate.
  • the vinyl monomers, if used, are typically present in amounts of up to 70 percent, such as 10 to 60 percent by weight based on total weight of the emulsion monomer component.
  • Suitable polymerizable ethylenically unsaturated monomers include acrylonitrile, acrylamide, methacrylamide, methacrylonitrile, N-isobutoxymethyl acrylamide, N-butoxymethyl acrylamide, conjugated butadiene and isoprene, and mixtures thereof, and which may be present in amounts of up to 30, such as 3 to 20 percent by weight based on total weight of the emulsion monomer component.
  • the emulsion monomer component is present in amounts of 75 to 99.9, such as 85 to 99.5 percent by weight based on weight of the ethylenically unsaturated monomer component and the reactive polymerizable surfactant.
  • the coating composition can optionally contain polyolefin base polymers functionalized with a polar group such as an acid group, such as polypropylene or polyethylene homopolymer or copolymer in which the polymer has been modified with carboxylic acid.
  • a polar group such as an acid group, such as polypropylene or polyethylene homopolymer or copolymer in which the polymer has been modified with carboxylic acid.
  • the latex of the present invention can be prepared according to methods known in the art.
  • the latex can be prepared by emulsion polymerized techniques in which the ethylenically unsaturated monomer component is emulsified with a surfactant in aqueous medium and the emulsion fed into pre-heated aqueous medium with an initiator.
  • the surfactant used in the preparation of the emulsion polymerized latex polymer can be any surfactant capable of polymerizing with the emulsion monomer (“polymerizable surfactant”); that is, the surfactant has at least one moiety that can undergo polymerization with an emulsion monomer.
  • a surfactant having at least one point of unsaturation is one example of a suitable polymerizable surfactant, as the unsaturation of the surfactant can polymerize with unsaturation of an emulsion monomer.
  • the polymerizable surfactant can be polymeric or can be oligomeric.
  • the polymerizable surfactant can have an ionic portion and nonionic portion.
  • the ionic portion can be, for example, acid functional, amine functional and the like. Suitable acid functionality can include, for example, phosphate functionality, sulfonic functionality, and/or carboxylic functionality.
  • the nonionic portion can be aliphatic or aromatic. It may be desired to use a polymerizable surfactant having a nonionic portion that is generally resistant to hydrolysis. Suitable polymerizable surfactants can also be solely nonionic or solely ionic.
  • the polymerizable surfactant can have a weight average molecular weight (“Mw”) as measured by gel permeation chromatography in tetrahydrofuran of at least 200, such as at least 400 or at least 500 or as high as 5,000 or lower, such as 2,000 or lower or 1,000 or lower.
  • Mw can be, for example, 250 to 850, such as 500 to 700.
  • Use of polymerizable surfactants for packaging coatings is particularly suitable, as the polymerization of the surfactant with the other monomer(s) minimizes the migration of the surfactant into food or beverage.
  • Other suitable surfactants include those that do not polymerize with the monomer(s) in the formation of the latex (non-polymerizable surfactant).
  • the non-polymerizable surfactant may be anionic, nonionic or a combination of the two.
  • Anionic surfactants suitable for facilitating emulsion polymerizations are well known in the polymer art, and include sodium lauryl sulfate, sodium dodecyl benzene sulfonate, disodium laureth-3 sulfosuccinate, sodium dioctyl sulfosuccinate, sodium di-sec-butyl naphthalene sulfonate, disodium dodecyl diphenyl ether sulfonate, disodium n-octadecyl sulfosuccinate, phosphate esters of branched alcohol ethoxylates, and the like.
  • the coating composition can optionally contain polyolefin base polymers functionalized with a polar group such as an acid group, such as polypropylene or polyethylene homopolymer or copolymer in which the polymer has been modified with carboxylic acid.
  • a polar group such as an acid group, such as polypropylene or polyethylene homopolymer or copolymer in which the polymer has been modified with carboxylic acid.
  • Exemplary polyolefins include, but are not limited to, one or more thermoplastic polyolefin homopolymers or copolymers of one or more alpha-olefins such as ethylene, propylene, 1-butene, 3-methyl-1-butene, 4-methyl-1-pentene, 3-methyl-1-pentene, 1-heptene, 1-hexene, 1-octene, 1-decene, and 1-dodecene, as typically represented by polyethylene, polypropylene, poly-1-butene, poly-3-methyl-1-butene, poly-3-methyl-1-pentene, poly-4-methyl-1-pentene, ethylene-propylene copolymer, ethylene-1-butene copolymer, and propylene-1-butene copolymer.
  • Such exemplary polyolefins may have a molecular weight of greater than 800 grams/mole; for example, greater than 5,000 grams/mole; or in the alternative, greater than 50,000 grams
  • the base polymers mentioned above comprise a polar group as either a comonomer or grafted monomer.
  • exemplary polar polyolefins include, but are not limited to, maleic anhydride grafted polyethylene homopolymer or copolymer, maleic anhydride grafted polypropylene homopolymer or copolymer, ethylene-acrylic acid (EAA) and ethylene-methacrylic acid copolymers, such as those available under the trademarks PRIMACORTM, commercially available from The Dow Chemical Company, NUCRELTM, commercially available from E.I. DuPont de Nemours, and ESCORTM, commercially available from ExxonMobil Chemical Company and described in U.S. Pat. Nos. 4,599,392; 4,988,781 and 5,938,437.
  • the polar polyolefin polymer such as an ethylene-acrylic acid (EAA) or ethylene-methacrylic acid copolymer can be present with the surfactant when the ethylenically unsaturated monomer component is polymerized in the presence of the surfactant, or alternatively, it may be added to the coating composition after polymerization of the ethylenically unsaturated monomer component.
  • EAA ethylene-acrylic acid
  • ethylene-methacrylic acid copolymer can be present with the surfactant when the ethylenically unsaturated monomer component is polymerized in the presence of the surfactant, or alternatively, it may be added to the coating composition after polymerization of the ethylenically unsaturated monomer component.
  • the polar polyolefin is typically at least partially neutralized with ammonia or an organic amine.
  • the polar polyolefin provides enhanced flexibility to the cured coating, which is particularly desirable in coatings for metal can ends and for can bodies that are formed by a deep drawing process.
  • the polar polyolefins are typically present in the coating composition in amounts of 5 to 50, such as 20 to 40 percent by weight based on total weight of the ethylenically unsaturated monomer component, the surfactant and the polar polyolefin.
  • the polymerization of the surfactant into the latex may also contribute to the flexibility of coatings made from the present latex, although the inventors do not wish to be bound by this.
  • coatings used according to the present invention can have a flexibility as identified by wedge bend testing of 90% or greater or 95% or greater. This is further described in the example section, below.
  • the average particle size of the latex particles can be 0.05 micron, or greater such as at 0.08 micron or greater or 0.1 micron or greater, and can be up to 1.0 micron or less, such as 0.5 micron or less or 0.2 micron or less.
  • the average particle size can range, for example, from 0.05 to 1.0 micron, such as 0.1 to 0.5 micron, 0.1 to 0.2 micron, or 0.08 to 0.2 micron.
  • the Mw of these particles as measured by gel-permeation chromatography in tetrahydrofuran can be, for example, 50,000 or greater, such as 100,000 or greater or 400,000 or greater, and can be 1,000,000 or less, such as 800,000 or less or 650,000 or less.
  • the average Mw of these particles can range, for example, from 50,000 to 1,000,000, such as 100,000 to 800,000 or 400,000 to 650,000. Higher Mw may increase flexibility and/or resistance of the film coating. Any values within these broad ranges are also within the scope of the present invention, as are higher or lower numbers.
  • Theoretical Tg values, that is, Tg calculated via the Fox Equation, for the latex can be as low as ⁇ 20° C. or greater, such as 5° C. or greater or 25° C. or greater and as high as 100° C. or lower, such as 80° C. or lower or 40° C. or lower.
  • the Tg can range, for example, from ⁇ 20° C. to 100° C., such as 25° C. to 80° C. or 5° C. to 40° C.
  • compositions according to the present invention can comprise, for example, 50 or greater wt % of the latex having a reactive functional group, such as 80% or greater or 90% or greater, and can have up to 99.9% or less of such latex, such as 95% or less or 85% or less.
  • the amount of latex having a reactive function group in the coating compositions can range, for example, from 10 to 99.9 wt %, such as 20 to 95 wt % or 50 to 95 wt %. Weight percent here is based on the total solid, such as resin solids weight of the coating.
  • the phosphorus acid used in the present invention can be a phosphinic acid (H 3 PO 2 ), a phosphonic acid (H 3 PO 3 ) and/or a phosphoric acid (H 3 PO 4 ).
  • the phosphoric acid can be in the form of an aqueous solution, for example, an 85 percent by weight aqueous solution, or can be 100 percent phosphoric acid or super phosphoric acid.
  • the phosphorus acid can also be diluted in a water miscible solvent.
  • the amount of phosphorus acid in weight percent used in the present invention reflects the amount of acid itself, and not the combined amount of acid and solvent, if used.
  • the phosphorus acid can be used in any amount, such as 0.01 wt % or greater, 0.05 wt % or greater or 0.1 wt % or greater and can be used in amounts less than 5 wt %, less than 1 wt % or less than 0.05%, based on total solid such as resin solids weight of the coating.
  • the phosphorus acid can be phosphoric acid used in an amount ranging from 0.1 to 1.0 wt %, based on the total solid such as resin solids weight of the coating.
  • Typical crosslinkers for resins or latices having reactive functional groups include polyisocyanates, aminoplast resins and phenolic resins such as those based on benzoguanamine, water-borne isocyanates, phenolics and melamine aminoplasts, all of which are widely commercially available, such as from SI Group or Allenex.
  • Crosslinker can specifically refer to amino resins, such as those formed from the reaction of a triazine such as melamine or benzoguanamine with formaldehyde, and/or phenolic resins, such as those formed from the reaction of a phenol with formaldehyde.
  • Non-limiting examples of phenols that may be used to form phenolic resins are resol, phenol, butyl phenol, xylenol and cresol.
  • These crosslinkers generally are formed from and/or degrade to produce at least trace amounts of formaldehyde. Elimination of these crosslinkers can therefore eliminate formaldehyde. Accordingly, the present coating compositions can be completely free of formaldehyde, that is, formaldehyde is not released during curing of the composition.
  • compositions of the invention may contain a hydroxyalkylamide crosslinking agent that is particularly effective when used with the phosphorus acid.
  • the hydroxyalkylamides are typically of the structure:
  • R 10 and R 11 each, independently, represent an electron withdrawing group, such as carbonyl
  • Y 1 , Y 2 , Y 3 and Y 4 each, independently, represent a C 1 to C 3 alkylene group
  • X represents a C 2 to C 6 alkylene group.
  • each of Y 1 , Y 2 , Y 3 and Y 4 represent an ethylene group.
  • X represents a butylene group.
  • the crosslinker material may comprise a commercially available beta-hydroxyalkylamide crosslinker, such as, for example, PRIMID XL-552, i.e., N,N,N′,N′-tetrakis(2-hydroxypropyl)adipamide, and PRIMID QM-1260 (available from EMS Chemie).
  • PRIMID XL-552 i.e., N,N,N′,N′-tetrakis(2-hydroxypropyl)adipamide
  • PRIMID QM-1260 available from EMS Chemie
  • hydroxyalkylurea crosslinking agents can be used.
  • the hydroxyalkylureas are typically of the structure:
  • R 2 is a substituted or unsubstituted C 1 to C 36 alkyl group, an aromatic group, the residue of an isocyanurate, biuret, allophanate, glycoluril, benzoguanamine and/or polyether amine; wherein each R 1 is independently a hydrogen, an alkyl having at least 1 carbon atom, or a hydroxy functional alkyl having 2 or more carbon atoms and at least one R 1 is hydroxyalkyl having 2 or more carbon atoms; and n is 2 to 6.
  • the crosslinker can be used in amounts of 20 wt % or less, 15 wt % or less, and 5 wt % or less, and 1 wt % or greater, 3 wt % or greater, and 10 wt % or greater. Ranges of 3 to 15 wt % can be used. Weight percent is based on total resin solids of the composition.
  • compositions can comprise other optional materials well known in the art of formulating coatings, such as colorants, plasticizers, abrasion-resistant particles, anti-oxidants, hindered amine light stabilizers, UV light absorbers and stabilizers, surfactants, flow control agents, thixotropic agents, fillers, organic cosolvents, reactive diluents, catalysts, grind vehicles, lubricants, waxes and other customary auxiliaries.
  • colorants such as colorants, plasticizers, abrasion-resistant particles, anti-oxidants, hindered amine light stabilizers, UV light absorbers and stabilizers, surfactants, flow control agents, thixotropic agents, fillers, organic cosolvents, reactive diluents, catalysts, grind vehicles, lubricants, waxes and other customary auxiliaries.
  • colorant means any substance that imparts color and/or other opacity and/or other visual effect to the composition.
  • the colorant can be added to the coating in any suitable form, such as discrete particles, dispersions, solutions and/or flakes.
  • a single colorant or a mixture of two or more colorants can be used in the coatings of the present invention. Suitable colorants are listed in U.S. Pat. No. 8,614,286, column 7, line 2 through column 8, line 65, which is incorporated by reference herein.
  • Particularly suitable for packaging coatings are those approved for food contact, such as titanium dioxide; iron oxides, such as black iron oxide; carbon black; ultramarine blue; phthalocyanines, such as phthalocyanine blue and phthalocyanine green; chromium oxides, such as chromium green oxide; graphite fibrils; ferried yellow; quindo red; and combinations thereof, and those listed in Article 178.3297 of the Code of Federal Regulations, which is incorporated by reference herein.
  • the colorant can be present in any amount sufficient to impart the desired visual and/or color effect.
  • the colorant may comprise from 1 to 65 weight percent of the present compositions, such as from 3 to 40 weight percent or 5 to 35 weight percent, with weight percent based on the total weight of the compositions.
  • abrasion-resistant particle is one that, when used in a coating, will impart some level of abrasion resistance to the coating as compared with the same coating lacking the particles.
  • Suitable abrasion-resistant particles include organic and/or inorganic particles. Examples of suitable organic particles include, but are not limited to, diamond particles, such as diamond dust particles, and particles formed from carbide materials; examples of carbide particles include, but are not limited to, titanium carbide, silicon carbide and boron carbide.
  • suitable inorganic particles include, but are not limited to, silica; alumina; alumina silicate; silica alumina; alkali aluminosilicate; borosilicate glass; nitrides including boron nitride and silicon nitride; oxides including titanium dioxide and zinc oxide; quartz; nepheline syenite; zircon such as in the form of zirconium oxide; buddeluyite; and eudialyte. Particles of any size can be used, as can mixtures of different particles and/or different sized particles.
  • the particles can be microparticles, having an average particle size of 0.1 to 50, 0.1 to 20, 1 to 12, 1 to 10, or 3 to 6 microns, or any combination within any of these ranges.
  • the particles can be nanoparticles, having an average particle size of less than 0.1 micron, such as 0.8 to 500, 10 to 100, or 100 to 500 nanometers, or any combination within these ranges.
  • the latex having a reactive functional group and/or coating compositions comprising the same according to the present invention may be substantially free, may be essentially free and/or may be completely free of bisphenol A and derivatives or residues thereof, including bisphenol A and bisphenol A diglycidyl ether (“BADGE”).
  • a latex and/or coating that is substantially bisphenol A free is sometimes referred to as “BPA non intent” because BPA, including derivatives or residues thereof, are not intentionally added but may be present in trace amounts such as because of impurities or unavoidable contamination from the environment.
  • the latex and/or coatings of the present invention can also be substantially free, essentially free and/or completely free of bisphenol F and derivatives or residues thereof, including bisphenol F and bisphenol F diglycidyl ether (“BPFDG”), or any other bisphenol compound.
  • BPFDG bisphenol F and bisphenol F diglycidyl ether
  • the latex and/or coating comprising the same according to the present invention may be substantially free, essentially free and/or completely free of styrene, and/or may be substantially free, essentially free and/or completely free of phenol.
  • Non-limiting examples of phenols are resol, phenol, butyl phenol, xylenol and cresol.
  • substantially free means the latex and/or coating compositions contain less than 1000 parts per million (ppm), “essentially free” means less than 100 ppm and “completely free” means less than 20 parts per billion (ppb) of any of the above compounds or derivatives or residues thereof.
  • compositions described herein can be applied to any substrates, for example, automotive substrates, industrial substrates, packaging substrates, wood flooring and furniture, apparel, electronics including housings and circuit boards, glass and transparencies, sports equipment including golf balls, and the like.
  • substrates can be, for example, metallic or non-metallic.
  • Metallic substrates include tin, steel, tin-plated steel, chromium passivated steel, galvanized steel, aluminum, aluminum foil, coiled steel or other coiled metal.
  • Non-metallic substrates including polymeric, plastic, polyester, polyolefin, polyimide, cellulosic, polystyrene, polyacrylic, poly(ethylene naphthalate), polypropylene, polyethylene, nylon, EVOH, polylactic acid, other “green” polymeric substrates, poly(ethyleneterephthalate) (“PET”), polycarbonate, polycarbonate acrylobutadiene styrene (“PC/ABS”), polyimide, wood, veneer, wood composite, particle board, medium density fiberboard, cement, stone, glass, paper, cardboard, textiles, leather, both synthetic and natural, and the like.
  • the substrate can be one that has been already treated in some manner, such as to impart visual and/or color effect.
  • the coating compositions used in the present invention can be applied by any means standard in the art, such as electrocoating, spraying, electrostatic spraying, dipping, rolling, brushing, roller coating, flow coating, extrusion and the like.
  • the coating compositions can be applied to a dry film thickness of 0.04 mils or greater, such as 0.1 mil or greater or 0.7 mil or greater and up to 4 mils or less, such as 2 mils or less or 1.3 mils or less, with suitable ranges from 0.04 mils to 4 mils, such as 0.1 to 2 or 0.7 to 1.3 mils.
  • the coatings can be applied to a dry film thickness of 0.1 mils or greater, 0.5 mils or greater, 1.0 mils or greater, 2.0 mils or greater, 5.0 mils or greater, or even thicker.
  • the dry film thickness can be, for example, 1.0 to 20 microns.
  • the coating compositions of the present invention can be used alone, or in combination with one or more other coating compositions.
  • the coating compositions of the present invention can comprise a colorant or not and can be used as a primer, basecoat, and/or top coat.
  • one or more of those coatings can be coatings as described herein.
  • the coatings described herein can be either one component (“1 K”), or multi-component compositions such as two component (“2 K”) or more.
  • a 1 K composition will be understood as referring to a composition wherein all the coating components are maintained in the same container after manufacture, during storage, etc.
  • a 1 K coating can be applied to a substrate and cured by any conventional means, such as by heating, forced air, radiation cure and the like.
  • the present coating compositions can also be multi-component coating compositions, which will be understood as coatings in which various components are maintained separately until just prior to application.
  • the present coatings can be thermoplastic or thermosetting. Thermoset coating compositions are particularly suitable for packaging.
  • the present coating composition can be applied as a clearcoat.
  • a clearcoat will be understood as a coating that is substantially transparent. A clearcoat can therefore have some degree of color, provided it does not make the clearcoat opaque or otherwise affect, to any significant degree, the ability to see the underlying substrate.
  • the clearcoats of the present invention can be used, for example, in conjunction with a pigmented basecoat.
  • the clearcoat can be modified by reaction with carbamate.
  • the present coating composition can also be applied as a basecoat used alone or in conjunction with one or more other coatings.
  • a basecoat is typically pigmented; that is, it will impart some sort of color and/or other visual effect to the substrate to which it is applied.
  • the coating compositions used according to the present invention can be applied alone or as part of a coating system that can be deposited onto the different substrates that are described herein.
  • a coating system typically comprises a number of coating layers, such as two or more.
  • a coating layer is typically formed when a coating composition that is deposited onto the substrate is substantially cured by methods known in the art (e.g., by thermal heating).
  • the coating compositions described above can be used in one or more of the coating layers described herein.
  • a pretreated substrate is coated with an electrodepositable coating composition.
  • a primer-surfacer coating composition is applied onto a least a portion of the electrodepositable coating composition.
  • the primer-surfacer coating composition is typically applied to the electrodepositable coating layer and cured prior to a subsequent coating composition being applied over the primer-surfacer coating composition.
  • the substrate may not be coated with an electrodepositable coating composition. Accordingly, the primer-surfacer coating composition is applied directly onto the substrate or the primer-surfacer coating composition is not used in the coating system. Therefore, a color imparting basecoat coating composition can be applied directly onto the cured electrodepositable coating composition.
  • a clearcoat can be deposited onto at least a portion of the basecoat coating layer.
  • the substantially clear coating composition can comprise a colorant but not in an amount such as to render the clear coating composition opaque (not substantially transparent) after it has been cured.
  • the BYK Haze value of the cured composition is less than 50, can be less than 35, and is often less than 20 as measured using a BYK Haze Gloss meter available from BYK Chemie USA.
  • the coating compositions according to the present invention may be used in a monocoat coating system.
  • a monocoat coating system a single coating layer is applied over a substrate (which can be pretreated or non-pretreated) that can comprise one or more of the following layers (as described above): an electrodepositable coating layer or a primer-surfacer coating layer.
  • the coating compositions described herein are particularly suitable for use as a packaging coating.
  • the application of various pretreatments and coatings to packaging is well established.
  • Such treatments and/or coatings can be used in the case of metal cans, wherein the treatment and/or coating may be used, for example, to retard or inhibit corrosion, provide a decorative coating, provide ease of handling during the manufacturing process, and the like.
  • Coatings can be applied to the interior of such cans to prevent the contents from contacting the metal of the container. Contact between the metal and a food or beverage, for example, can lead to corrosion of a metal container, which can then contaminate the food or beverage. This is particularly true when the contents of the can are acidic in nature.
  • the coatings applied to the interior of metal cans also help prevent corrosion in the headspace of the cans, which is the area between the fill line of the product and the can lid; corrosion in the headspace is particularly problematic with food products having a high salt content.
  • Coatings can also be applied to the exterior of metal cans.
  • Certain coatings of the present invention are particularly applicable for use with coiled metal stock, such as the coiled metal stock from which the ends of cans are made (“can end stock”), and end caps and closures are made (“cap/closure stock”). Since coatings designed for use on can end stock and cap/closure stock are typically applied prior to the piece being cut and stamped out of the coiled metal stock, they are typically flexible and extensible. For example, such stock is typically coated on both sides.
  • the coated metal stock is punched.
  • the metal is then scored for the “pop-top” opening and the pop-top ring is then attached with a pin that is separately fabricated.
  • the end is then attached to the can body by an edge rolling process.
  • a similar procedure is done for “easy open” can ends.
  • a score substantially around the perimeter of the lid allows for easy opening or removing of the lid from the can, typically by means of a pull tab.
  • the cap/closure stock is typically coated, such as by roll coating, and the cap or closure stamped out of the stock; it is possible, however, to coat the cap/closure after formation. Coatings for cans subjected to relatively stringent temperature and/or pressure requirements may desirably also be resistant to cracking, popping, corrosion, blushing and/or blistering.
  • the present invention is further directed to a package coated at least in part with any of the coating compositions described above. Accordingly, the present invention is directed to a package coated at least in part with any of the coating compositions described above.
  • a “package” is anything used to contain another item, particularly for shipping from a point of manufacture to a consumer, and for subsequent storage by a consumer. A package will be therefore understood as something that is sealed so as to keep its contents free from deterioration until opened by a consumer. The manufacturer will often identify the length of time during which the food or beverage will be free from spoilage, which typically ranges from several months to years.
  • the present “package” is distinguished from a storage container or bakeware in which a consumer might make and/or store food; such a container would only maintain the freshness or integrity of the food item for a relatively short period.
  • a package according to the present invention can be made of metal or non-metal, for example, plastic or laminate, and be in any form.
  • An example of a suitable package is a laminate tube.
  • Another example of a suitable package is metal can.
  • the term “metal can” includes any type of metal can, container or any type of receptacle or portion thereof that is sealed by the food/beverage manufacturer to minimize or eliminate spoilage of the contents until such package is opened by the consumer.
  • metal can is a food can; the term “food can(s)” is used herein to refer to cans, containers or any type of receptacle or portion thereof used to hold any type of food and/or beverage.
  • the term “metal can(s)” specifically includes food cans and also specifically includes “can ends” including “E-Z open ends”, which are typically stamped from can end stock and used in conjunction with the packaging of food and beverages.
  • the term “metal cans” also specifically includes metal caps and/or closures such as bottle caps, screw top caps and lids of any size, lug caps, and the like.
  • the metal cans can be used to hold other items as well, including, but not limited to, personal care products, bug spray, spray paint, and any other compound suitable for packaging in an aerosol can.
  • the cans can include “two piece cans” and “three-piece cans” as well as drawn and ironed one-piece cans; such one piece cans often find application with aerosol products.
  • Packages coated according to the present invention can also include plastic bottles, plastic tubes, laminates and flexible packaging, such as those made from PE, PP, PET and the like. Such packaging could hold, for example, food, toothpaste, personal care products and the like.
  • the coating compositions can be applied to the interior and/or the exterior of the package.
  • the coating compositions can be rollcoated onto metal used to make a two-piece food can, a three-piece food can, can end stock and/or cap/closure stock.
  • the coating compositions can be applied to a coil or sheet by roll coating; the coating composition is then cured by heating or radiation and can ends are stamped out and fabricated into the finished product, i.e. can ends.
  • the coating compositions can be applied as a rim coat to the bottom of the can; such application can be by roll coating.
  • the rim coat functions to reduce friction for improved handling during the continued fabrication and/or processing of the can.
  • the coating compositions can be applied to caps and/or closures; such application can include, for example, a protective varnish that is applied before and/or after formation of the cap/closure and/or a pigmented enamel post applied to the cap, particularly those having a scored seam at the bottom of the cap.
  • Decorated can stock can also be partially coated externally with the coating compositions described herein, and the decorated, coated can stock used to form various metal cans.
  • the packages of the present invention can be coated with any of the compositions described above by any means known in the art, such as spraying, roll coating, dipping, flow coating and the like; the coating may also be applied by electrocoating when the substrate is conductive.
  • the appropriate means of application can be determined by one skilled in the art based upon the type of package being coated and the type of function for which the coating is being used.
  • the coatings described above can be applied over the substrate as a single layer or as multiple layers with multiple heating stages between the application of each layer, if desired. After application to the substrate, the coating composition may be cured by any appropriate means.
  • the coatings can be applied to a dry film thickness of 0.04 mils or greater, such as 0.1 mil or greater or 0.7 mil or greater and up to 4 mils or less, such as 2 mils or less or 1.3 mils or less, with suitable ranges from 0.04 mils to 4 mils, such as 0.1 to 2 or 0.7 to 1.3 mils.
  • the coatings can be applied to a dry film thickness of 0.1 mils or greater, 0.5 mils or greater, 1.0 mils or greater, 2.0 mils or greater, 5.0 mils or greater, or even thicker.
  • the dry film thickness can be, for example, 1.0 to 20 microns.
  • the coatings of the present invention can be used alone, or in combination with one or more other coatings.
  • the coatings of the present invention can comprise a colorant or not and can be used as a primer, basecoat, and/or top coat.
  • a coating such as described herein can be spray applied as a top coat over a roller applied basecoat of a different composition for improvements in organoleptic performance.
  • polymer refers to oligomers and both homopolymers and copolymers, and the prefix “poly” refers to two or more. “Including”, “for example”, “such as” and like terms means including, for example, such as, but not limited to. When ranges are given, any endpoints of those ranges and/or numbers within those ranges can be combined with the scope of the present invention.
  • acrylic and “acrylate” are used interchangeably (unless to do so would alter the intended meaning) and include acrylic acids, anhydrides, and derivatives thereof, lower alkyl-substituted acrylic acids, e.g., C 1 -C 2 substituted acrylic acids, such as methacrylic acid, ethacrylic acid, etc., and their C 1 -C 6 alkyl esters and hydroxyalkyl esters, unless clearly indicated otherwise.
  • (meth)acrylic” or “(meth)acrylate” are intended to cover both the acrylic/acrylate and methacrylic/methacrylate forms of the indicated material, e.g., a (meth)acrylate monomer.
  • MAXEMUL 6106 anionic surfactant commercially available from Croda
  • MAXEMUL 6106 anionic surfactant commercially available from Croda
  • a total of 98 grams of hydroxyethyl methacrylate, 349 grams of styrene, 644 grams of ethyl acrylate and 22 grams of methacrylic acid were added in order to the Erlenmeyer while mixing well. It was mixed until the monomer emulsion showed no separation upon standing. This is referred to below as the monomer premix.
  • a total of 1431 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 15 grams of the monomer premix was added to the reactor over 2 minutes. A total of 0.5 grams of ammonium persulfate dissolved in 5 grams of water was then added over 1 minute to the reactor. After 20 minutes, 4 grams of ammonium persulfate dissolved in 419 grams of water were added to the flask.
  • the final latex had a measured solids of 33%, a surface weighted mean particle size of 121 nm, a Brookfield Viscosity of 33 centipoise (#4@60 rpm) and a bluish-white appearance. Unless otherwise indicated, Brookfield Viscosity is measured at 20° C.
  • a total of 14 grams of MAXEMUL 6106 was added to an Erlenmeyer flask with 421 grams of deionized water and stirred well.
  • a total of 45 grams of glycidyl methacrylate, 279 grams of styrene, 550 grams of ethyl acrylate and 18 grams of methacrylic acid were added in order to the Erlenmeyer while mixing well. It was mixed until the monomer emulsion showed no separation upon standing. This is the monomer premix.
  • a total of 1145 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 12 grams of the monomer premix was then added to the reactor over 2 minutes. A total of 0.39 grams of ammonium persulfate dissolved in 4 grams of water was added over 1 minute to the reactor. After 20 minutes, 4 grams of ammonium persulfate dissolved in 335 grams of water were added to the flask.
  • the final latex had a measured solids of 33%, a surface weighted mean particle size of 109 nm, a Brookfield Viscosity of 36 centipoise (#4@60 rpm) and a bluish-white appearance.
  • a total of 11 grams of MAXEMUL 6106 was added to an Erlenmeyer flask with 337 grams of deionized water and stirred well. A total of 45 grams of glycidyl methacrylate, 279 grams of methyl methacrylate, 550 grams of ethyl acrylate and 18 grams of methacrylic acid were added in order to the Erlenmeyer while mixing well. It was mixed until the monomer emulsion showed no separation upon standing. This is the monomer premix.
  • a total of 1147 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 12 grams of the monomer premix was then added to the reactor over 2 minutes. A total of 0.39 grams of ammonium persulfate dissolved in 4 grams of water was added over 1 minute to the reactor. After 20 minutes, 3.5 grams of ammonium persulfate dissolved in 335 grams of water were added to the flask.
  • the final latex had a measured solids of 33%, a surface weighted mean particle size of 111 nm, a Brookfield Viscosity of 32 centipoise (#4@60 rpm) and a bluish-white appearance.
  • Rhodapex CO436 non-polymerizable surfactant ammonium nonyl phenol ether sulfate 58% resin solids in ethanol/water solvent
  • Rhodapex CO436 non-polymerizable surfactant ammonium nonyl phenol ether sulfate 58% resin solids in ethanol/water solvent
  • a total of 99 grams of hydroxyethyl methacrylate, 349 grams of styrene, 645 grams of ethyl acrylate and 22 grams of methacrylic acid were added in order to the Erlenmeyer while mixing well. It was mixed until the monomer emulsion showed no separation upon standing. This is the monomer premix.
  • a total of 1422 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 16 grams of the monomer premix was then added to the reactor over 2 minutes. A total of 0.5 grams of ammonium persulfate dissolved in 5 grams of water was added over 1 minute to the reactor. After 20 minutes, 4.4 grams of ammonium persulfate dissolved in 419 grams of water and the remaining 1543 grams of monomer premix were fed into the reactor simultaneously over 150 minutes. At the end of the monomer feed the reaction was maintained at 80° C.
  • Rhodapex CO436 was added to an Erlenmeyer flask with 421 grams of deionized water and stirred well.
  • a total of 56 grams of glycidyl methacrylate, 349 grams of styrene, 688 grams of ethyl acrylate and 22 grams of methacrylic acid were added in order to the Erlenmeyer while mixing well. It was mixed until the monomer emulsion showed no separation upon standing. This is the monomer premix.
  • a total of 1422 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 16 grams of the monomer premix was then added to the reactor over 2 minutes. A total of 0.5 grams of ammonium persulfate dissolved in 5 grams of water was added over 1 minute to the reactor. After 20 minutes, 4.4 grams of ammonium persulfate dissolved in 419 grams of water and the remaining 1543 grams of monomer premix were fed into the reactor simultaneously over 150 minutes. At the end of the monomer feed the reaction was maintained at 80° C.
  • a total of 5.6 grams of MAXEMUL 6106 was added to an Erlenmeyer flask with 153 grams of deionized water and stirred well.
  • a total of 23 grams of glycidyl methacrylate, 139 grams of methyl methacrylate, 221 grams of ethyl acrylate, 22 grams of methacrylic acid and 40 grams of hydroxyethyl methacrylate were added in order to the Erlenmeyer while mixing well. The contents were mixed until the monomer emulsion showed no sign of separation upon standing. This is the monomer premix.
  • a total of 724 grams of deionized water was placed into a 3-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 6 grams of the monomer premix was added to the reactor over 2 minutes. A total of 0.2 grams of ammonium persulfate dissolved in 2 grams of water was then added over 1 minute to the reactor.
  • a total of 4.6 grams of Adeka Reasoap SR-10 was added to an Erlenmeyer flask with 153 grams of deionized water and stirred well.
  • a total of 23 grams of glycidyl methacrylate, 139 grams of methyl methacrylate, 221 grams of ethyl acrylate, 22 grams of methacrylic acid and 40 grams of hydroxyethyl methacrylate were added in order to the Erlenmeyer while mixing well. The contents were mixed until the monomer emulsion showed no sign of separation upon standing. This is the monomer premix.
  • a total of 722 grams of deionized water was placed into a 3-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 6 grams of the monomer premix was added to the reactor over 2 minutes. A total of 0.2 grams of ammonium persulfate dissolved in 2 grams of water was then added over 1 minute to the reactor.
  • the final latex had a measured solids of 29%, a volume weighted mean particle size of 145 nm, a Brookfield Viscosity of 22 centipoise (#4@60 rpm) and a bluish-white appearance.
  • a total of 5.7 grams of sodium dioctyl sulfosuccinate at 75% solids (AOT-75 from Cytec Solvay Group) and 11.4 grams of MAXEMUL 5010 was added to an Erlenmeyer flask with 323 grams of deionized water and stirred well.
  • a total of 47 grams of glycidyl methacrylate, 279 grams of methyl methacrylate, 485 grams of ethyl acrylate, 45 grams of methacrylic acid, and 36 grams of hydroxyethyl acrylate were added in order to the Erlenmeyer while mixing well. The contents were mixed until the monomer emulsion showed no separation upon standing. This is the monomer premix.
  • a total of 1003 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 0.39 grams of ammonium persulfate dissolved in 3.9 grams of water was then added over 1 minute to the reactor. A total of 12 grams of the monomer premix was then added to the reactor over 2 minutes.
  • the final latex had a measured solids of 35%, a volume weighted mean particle size of 292 nm, a Brookfield Viscosity of 28 centipoise (#4@60 rpm) and a bluish-white appearance.
  • a total of 10.7 grams of MAXEMUL 6106 and 3.6 grams of MAXEMUL 5010 was added to an Erlenmeyer flask with 288 grams of deionized water and stirred well.
  • a total of 4 grams of ethylene glycol dimethacrylate, 262 grams of methyl methacrylate, 454 grams of ethyl acrylate, 42 grams of methacrylic acid, and 74 grams of hydroxyethyl acrylate were added in order to the Erlenmeyer while mixing well. The contents were mixed until the monomer emulsion showed no separation upon standing. This is the monomer premix.
  • a total of 1364 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 11 grams of the monomer premix was then added to the reactor over 2 minutes. A total of 0.37 grams of ammonium persulfate dissolved in 3.7 grams of water was then added over 1 minute to the reactor.
  • the final latex had a measured solids of 30%, a volume weighted mean particle size of 121 nm, a Brookfield Viscosity of 42 centipoise (#4@60 rpm) and a bluish-white appearance.
  • a total of 8 grams of MAXEMUL 6106 was added to an Erlenmeyer flask with 168 grams of deionized water and stirred well.
  • a total of 139 grams of methyl methacrylate, 240 grams of ethyl acrylate, 27 grams of methacrylic acid and 40 grams of hydroxyethyl methacrylate were added in order to the Erlenmeyer while mixing well. The contents were mixed until the monomer emulsion showed no sign of separation upon standing. This is the monomer premix.
  • a total of 708 grams of deionized water was placed into a 5-liter, 4-neck round bottom flask equipped with a stirrer, water-cooled reflux condenser, two addition funnels and a thermocouple. The water was heated to 80° C. with stirring and under a nitrogen gas blanket. A total of 0.2 grams of ammonium persulfate dissolved in 20 grams of water was added over 1 minute to the reactor. A total of 6 grams of the monomer premix was then added to the reactor over 2 minutes.
  • the final latex had a measured solids of 29.5%, a Z-average particle size of 124 nm, a Brookfield Viscosity of 76 centipoise (#4@60 rpm) and a bluish-white appearance.
  • coating sample 1 25 g were prepared by adding 2.50 g of butanol and 7.73 g of deionized water to 14.77 g of latex 1, made as described above. The mixtures were stirred manually. No phosphorus acid was used in these coatings.
  • coating sample 5 25 g were prepared by adding 2.50 g of butanol and 7.73 g of deionized water to 14.77 g of latex 2. This mixture was stirred manually. No phosphorus acid was used in these coatings.
  • coating samples 6-8 were prepared by adding a 10% solution of phosphoric acid drop by drop to 14.77 g of latex 2 in the amount shown in Table 2. The mixtures were stirred manually; then 2.50 g of butanol and 7.70 g of deionized water were added. Formulation of the coatings was completed using the components and amounts also shown in Table 2.
  • coating sample 9 25 g were prepared by adding 2.50 g of butanol and 7.73 g of deionized water to 14.77 g of latex 3. The mixtures were stirred manually. No phosphorus acid was used in these coatings.
  • coating samples 10-12 were prepared by adding a 10% solution of phosphoric acid drop by drop to 14.77 g of latex 3 in amounts shown in Table 3. The mixtures were stirred manually; then 2.50 g of butanol and 7.70 g of deionized water were added. Formulation of the coatings was completed using the components and amounts also shown in Table 3.
  • 20 g of coating sample 13 was prepared by adding 7.50 g of deionized water to 12.50 g of latex 4. This mixture was stirred manually. No phosphorus acid was used in this coating.
  • coating samples 14-16 were prepared by adding 0.04 g of a 10% solution of phosphoric acid drop by drop to 12.50 g of latex 4 in an amount shown in Table 4. The mixture was stirred manually; then 7.48 g of deionized water was added. Formulation of the coatings was completed using the components and amounts also shown in Table 4.
  • 20 g of coating sample 17 was prepared by adding 7.50 g of deionized water to 12.50 g of latex 5. This mixture was stirred manually. No phosphorus acid was used in this coating.
  • coating samples 18-20 were prepared by adding 0.04 g of a 10% solution of phosphoric acid drop by drop to 12.50 g of latex 5 in an amount shown in Table 5. The mixture was stirred manually; then 7.07 g of deionized water was added. Formulation of the coatings was completed using the components and amounts also shown in Table 5.
  • 20 g of coating sample 21 were prepared by adding 1.80 g of DMAE then 2.17 g of deionized water and 2.60 g of a mix of butanol and pentanol in a 3 to 1 ratio (i.e. 1.95 g of butanol and 0.65 g of pentanol) to 14.77 g of Latex 6, made as described above. The mixtures were stirred manually. No phosphorus acid was used in this coating.
  • 20 g of coating samples 22-24 were prepared by adding 1.8 g of DMAE and a 10% solution of phosphoric acid drop by drop to 13.43 g of Latex 6 in an amount shown in Table 6. This mixture was stirred manually; then 2.17 g of deionized water and 2.60 g of the butanol/pentanol (3/1) mix were added. Formulation of the coatings was completed using the components and amounts also shown in Table 6.
  • 20 g of coating sample 25 were prepared by adding 1.80 g of DMAE then 2.43 g of deionized water and 2.60 g of butanol to 13.18 g of Latex 7, made as described above. The mixtures were stirred manually. No phosphorus acid was used in this coating.
  • coating samples 26-28 were prepared by adding 1.8 g of DMAE and a 10% solution of phosphoric acid drop by drop to 13.43 g of Latex 7 in an amount shown in Table 7. This mixture was stirred manually; then 2.17 g of deionized water and 2.60 g of butanol were added. Formulation of the coatings was completed using the components and amounts also shown in Table 7.
  • 20 g of coating sample 29 were prepared by adding 0.30 g of DMAE then 5.98 g of deionized water and 2.60 g of a mix of butyl glycol and pentanol in a 4 to 1 ratio (i.e. 2.08 g of butyl glycol and 0.52 g of pentanol) to 11.12 g of Latex 8, made as described above. The mixtures were stirred manually. No phosphorus acid was used in this coating.
  • coating samples 30-32 were prepared by adding 0.45 g of DMAE and a 10% solution of phosphoric acid drop by drop to 11.12 g of Latex 8 in an amount shown in Table 8. This mixture was stirred manually; then 5.96 g of deionized water and 2.60 g of the butyl glycol/pentanol (4/1) mix were added. Formulation of the coatings was completed using the components and amounts also shown in Table 8.
  • 20 g of coating sample 33 were prepared by adding 0.35 g of DMAE then 4.0 g of deionized water and 2.60 g of a mix of butanol and propylene glycol monomethyl ether in a 3 to 1 ratio (i.e. 1.95 g of butanol and 0.65 g of propylene glycol monomethyl ether) to 13.05 g of Latex 9, made as described above. The mixtures were stirred manually. No phosphorus acid was used in this coating.
  • coating samples 34-36 were prepared by adding 0.35 g of DMAE and a 10% solution of phosphoric acid drop by drop to 13.05 g of Latex 9 in an amount shown in Table 9. This mixture was stirred manually; then 3.98 g of deionized water and 2.60 g of butanol/propylene glycol monomethyl ether (3/1) mix were added. Formulation of the coatings was completed using the components and amounts also shown in Table 9.
  • 20 g of coating sample 37 were prepared by adding 3.95 g of deionized water and 2.60 g of a mix of butanol and pentanol in a 3 to 1 ratio (i.e. 1.95 g of butanol and 0.65 g of pentanol) to 13.45 g of latex 10, made as described above. The mixtures were stirred manually. No phosphorus acid was used in this coating.
  • coating samples 38-40 were prepared by adding a 10% solution of phosphoric acid drop by drop to 13.45 g of latex 10 in an amount shown in Table 10. This mixture was stirred manually; then 3.93 g of deionized water and 2.60 g of butanol/pentanol (3/1) mix were added. Formulation of the coatings was completed using the components and amounts also shown in Table 10.
  • coating samples 41-45 were prepared by adding a 10% solution of phosphoric acid drop by drop and PRIMID XL-552 to 13.26 g of latex 10 in an amount shown in Table 11. This mixture was stirred manually; then 3.91 g of deionized water and 2.60 g of the butanol/pentanol (3/1) mix were added. Formulation of the coatings was completed using the components and amounts also shown in Table 11.
  • the coating samples were applied onto an ETP panel using a wire wound bar coater to give a 7-9 g/square meter dried coating weight.
  • the substrates were cleaned by MEK before application.
  • the coated panels were stoved in a conveyor oven with 3 controllable heating zones at the following temperature settings: zone 1 145° C.; zone 2 220° C.; zone 3 220° C. at a conveyor speed setting of 2.30 to give a time of 6 minutes.
  • the number of reciprocating rubs required to remove the coating was measured using a ball of cotton wool soaked in methyl ethyl ketone (MEK).
  • a 10 cm ⁇ 4 cm coated panel was bent on a 6 mm steel rod to form a U-shaped strip 10 cm long and 2 cm wide.
  • the U-shaped strip was then placed onto a metal block with a built in tapered recess.
  • a 2 kg weight was dropped onto the recessed block containing the U-shaped strip from a height of 60 cm in order to form a wedge.
  • the test piece was then immersed in a copper sulphate (CuSO 4 ) solution acidified with hydrochloric acid (HCl) for 2 minutes, followed by rinsing with tap water.
  • the sample was then carefully dried by blotting any residual water with tissue paper.
  • the length of coating without any fracture was measured.
  • the result was quoted in mm passed.
  • the wedge bends were tested in triplicate and the average value was quoted. That is, the results indicate the mm of the 100 mm coating surface that remained in-tact or unbroken upon deformation. A result of 98 therefore means that only 2 mm of the coating out of
  • the coating samples were applied onto aluminum can plate using a wire wound bar coater to give a 7-9 g/square meter dried coating weight.
  • the substrates were cleaned by MEK before application.
  • the coated panels were stoved in a conveyor oven with the following settings: zone 1 145° C.; zone 2 215° C.; zone 3 215° C. and conveyor setting 3.30 to give a through time of 4 minutes.

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US11091656B2 (en) 2021-08-17
WO2016196190A1 (en) 2016-12-08
CN107690456A (zh) 2018-02-13
CN107683311A (zh) 2018-02-09
CN107690456B (zh) 2021-07-06
KR20180002745A (ko) 2018-01-08
WO2016196174A1 (en) 2016-12-08
EP3303485A1 (en) 2018-04-11
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RU2681002C1 (ru) 2019-03-01
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EP3303490B1 (en) 2019-09-11
ES2750820T3 (es) 2020-03-27

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