EP1163305A1 - Badge-free can coating - Google Patents

Badge-free can coating

Info

Publication number
EP1163305A1
EP1163305A1 EP00905046A EP00905046A EP1163305A1 EP 1163305 A1 EP1163305 A1 EP 1163305A1 EP 00905046 A EP00905046 A EP 00905046A EP 00905046 A EP00905046 A EP 00905046A EP 1163305 A1 EP1163305 A1 EP 1163305A1
Authority
EP
European Patent Office
Prior art keywords
coating composition
amount
solvent
coating
lubricant
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Withdrawn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
EP00905046A
Other languages
German (de)
French (fr)
Inventor
Christian Vogt
Peter Ambrosi
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.)
WR Grace and Co Conn
WR Grace and Co
Original Assignee
WR Grace and Co Conn
WR Grace and Co
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 WR Grace and Co Conn, WR Grace and Co filed Critical WR Grace and Co Conn
Publication of EP1163305A1 publication Critical patent/EP1163305A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D161/00Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
    • C09D161/04Condensation polymers of aldehydes or ketones with phenols only
    • C09D161/06Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D167/00Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00Compositions of 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 a halogen; Compositions of derivatives of such polymers
    • C08L27/02Compositions of 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12Compositions of 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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C08L27/18Homopolymers or copolymers or tetrafluoroethene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00Compositions of oils, fats or waxes; Compositions of derivatives thereof

Definitions

  • Metal containers for receiving foods and beverages generally have one or more coatings to prevent contact between the filled product and metal. This is to prevent or minimize corrosion to the metal by the product and any disadvantageous influences on the quality of the product.
  • coatings are required which are extremely flexible and have a low order of toxicity.
  • Epoxy phenolic type coatings have been applied as lacquers onto metal can stock (e.g., for three-piece cans) and baked to provide coatings having good resistance to aggressive filled products, mechanical performance and metal adhesion.
  • many of these incorporate 2,2'-bis(4- hydroxyphenyl) propane-bis(2,3-epoxypropyl)-ether (or homologues thereof), otherwise known as bisphenol-A-diglycidyl-ether or "BADGE" (Bisphenol- A-DiGlycidyl-Ether).
  • BADGE Bisphenol- A-DiGlycidyl-Ether
  • polyester type coatings such as those cross-linked with amino-type or isocyanate-type resins, are used on the exterior of three-piece cans, but do not resist processing when in contact with food, or do not comply with food laws, and therefore do not yet provide an alternative coating formulation.
  • a novel can coating is need which is substantially BADGE-free (and PVC-free as well).
  • the present invention provides a coating for metal sheet substrates, such as metal cans or metal can stock, which is substantially B ADGE-free. Another objective of the present invention to provide a coating which is substantially free of polyvinyl chloride (PNC).
  • PNC polyvinyl chloride
  • a further objective of the invention is to provide metal can coatings that have suitable flexibility and are safe when processed in contact with food.
  • the coatings should be suitable for three-piece cans as well as deep-drawn metal cans.
  • An exemplary coating of the invention comprises (a) a polyester resin (20-50% wt); (b) a resol resin (1-15% wt.); and (c) a solvent component (35- 79% wt.), all weight percentages based on total coating weight, the coating being substantially free of bisphenol-A-diglycidyl-ether and bisphenol-F- diglycidyl ether (e.g., "BADGE” or "BADGE-type” components), and preferably also substantially free of polyvinyl chloride.
  • the coating comprises a lubricant (0.1-2% wt.) and acid catalyst (0-2% wt).
  • exemplary coating compositions of the invention comprise: (a) a polyester resin in the amount of 20-50% wt.; (b) a resol resin in the amount of 1-15% wt. and comprising a condensation product made from a phenol or homologue thereof and formaldehyde; and (c) a solvent in the amount of 35-79% wt., all weight percentages being based on the total weight of said coating, the coating compositions being substantially free of bisphenol-A-diglycidyl-ether (“BADGE”) and bisphenol-F-diglycidyl ether (a "BADGE-type" component).
  • BADGE bisphenol-A-diglycidyl-ether
  • BADGE-type bisphenol-F-diglycidyl ether
  • the phrase "substantially free” as used within the context of this application means that the coating compositions of the invention have no BADGE, BADGE-type component, or PVC, or at least no more than a de minimus amount of these components, e.g., less than 0.001% by total wt..
  • An exemplary polyester resin component of the invention comprises (a) trimethylolpropane in the amount of 0.1-10% wt. and more preferably 1- 7% wt.; neopentylglycol in the amount of 15-30% wt. and more preferably 20- 25% by wt.; at least one other polyol (e.g., ethylene glycol, propylene glycol) in the amount of 5-20% wt. and more preferably 10-15% wt.; phthalic acid (including iso- and tere-) in the amount of 20-60% wt. and more preferably 20- 25% wt.; and adipic acid in the amount of 10-35% wt. and more preferably 15- 20% wt.
  • a commercially available polyester resin, available from DSM Resins of Zwolle, The Netherlands under the tradename URALAC XP 8481 SN, is believed to be suitable for use as polyester resin component (a) in the present invention.
  • Resol resin component (b) may be characterized as a condensation resin made from a phenol or phenolic homologue (phenol, butyl phenol, cresol, xylenol, Bisphenol A) and formaldehyde.
  • the resol resin comprises Bisphenol A, butyl phenol, xylenol, or a mixture thereof, and formaldehyde.
  • Commercially available resol resins believed to be suitable for use in the present invention are available from Vianova Resins, Germany, under the tradename PriENODUR PR 401 and from Deutsche Shell Chemie, Germany, under the tradename EPICURE DX 200.
  • the resins can be solvated in a solvent or solvent mixture, for example, n-butanol and/ or butylcellusolve, or other conventional solvents used for can coatings.
  • the resin can be etherified with an alcohol (e.g., butanol) and solvated in the solvent or solvent mixture.
  • aromatic hydrocarbons e.g., aromatic 100 or aromatic 150
  • glycolether/glycolether acetate e-g-/ methoxypropanol butylcellusolveacetate, methoxypropylacetate
  • alcohols e.g., isobutanol, diacetone alkohol
  • ketons e.g., methylisobutylketon, is
  • the coating composition further comprises a lubricant which is in a solid form dispersed in solvent.
  • the lubricant may be present in the coating composition in the amount of 0.1-2% wt., and more preferably 0.1- 1% wt.
  • Exemplary lubricants may comprise polyethylene (PE), polypropylene (PP), PTFE, lanoline, carnauba wax and petrolatum.
  • the lubricant comprises PE, PP or PTFE or a mixture of these.
  • Preferred coating compositions also comprise at least one catalyst, preferably an acidic catalyst, such as sulfonic acid (e.g., paratoluene sulfonic acid and dodecyl benzenesulfonic acid), phosphoric acid and phosporic acid ester (e.g., phosphoric acid monobutyl ester), in the amount of 0.05-2.0% wt., and more preferably in the amount of 0.05-1.0% wt.
  • an acidic catalyst such as sulfonic acid (e.g., paratoluene sulfonic acid and dodecyl benzenesulfonic acid), phosphoric acid and phosporic acid ester (e.g., phosphoric acid monobutyl ester)
  • a preferred coating composition of the invention comprises polyester resin (solid) (20-50% wt); resol resin (solid) (1-15% wt); a lubricant (solid) (0.1-2% wt); an acidic catalyst (0-2% wt); and a solvent (35- 79% wt), all percentages based on the total weight of the coating composition.
  • the coating may be applied to a metal substrate or metal plate for a can, such as by roller coating or spray coating, or it may be applied by these means to a formed can. Preferred application is by roller coating to the flat metal before formation of the can.
  • Preferred coating layer weights are 2-15 gsm (grams/ square meter), and more preferably 3-8 gsm. After application, the coating should be cured at 180°C - 210°C, and more preferably at 190°C - 205°C for 6 to 20 minutes, and more preferably 8-13 minutes.
  • Example 1 Example 1
  • An exemplary can coating composition of the invention may be prepared and applied as follows.
  • a coating batch may be formulated as follows, using a blender that can mix the following components into a sufficiently homogeneous composition.
  • the polyester resin comprising trimethylolpropane, neopentylglycol, and other polyols, as previously discussed, is preferably added first into the blender in the amount of 40-85% wt and more preferably 69-80% wt. (based total weight of coating composition).
  • the polyester resin was URALAC XP 8481 SN (from DSM Resins) which was solvated in a solvent mixture that comprised SOLVESSO 150 and butyl cellosolve (which solvents were used in a 4:1 weight ratio).
  • SOLVESSO 150 aromatic hydrocarbon solvent is available from Exxon Chemical, and is believed to have a boiling range of 186-210°C.
  • Butyl cellosolve is otherwise known as butyl glycole (e.g., ethylene glycol mono butyl ether).
  • Exemplary lubricants which are suitable for use in the present invention are PFTE (polytetrafluoroethylene) modified with polyethylene wax, micronised (e.g., specially fine), and are available from Lanco Wax under the designations "TF 1780 EF.” Also available from Lanco Wax is a polyethylene/polypropylene lubricant under the designation "PP 1350 FF" which may also be suitable in the present invention.
  • the lubricant which is in solid form, should be mixed with a suitable solvent or solvents, such as SOLVESSO 100 (an hydrocarbon based solvent from Exxon) and butyl cellosolve, in amounts sufficient to prevent agglomeration of the lubricant in the mixture. Once a homogeneous mixture of the coating components is obtained, this may be roller coated onto steel or alumirtum can stock, for example, and baked at about 200°C for preferably 12-15 minutes. A BADGE-free can coating is thus obtained.
  • SOLVESSO 100 an hydrocarbon based

Abstract

An exemplary coating of the invention, suitable for use as an interior coating for metal cans, comprises (a) a polyester resin; (b) a resol resin; and (c) a solvent, the coating being substantially free of bisphenol-A-diglycidyl-ether and bisphenol-F-diglycidyl ether (e.g., 'BADGE' or 'BADGE-type' components), and preferably also substantially free of polyvinyl chloride.

Description

BADGE-FREE CAN COATING
Background of the Invention
Metal containers for receiving foods and beverages generally have one or more coatings to prevent contact between the filled product and metal. This is to prevent or minimize corrosion to the metal by the product and any disadvantageous influences on the quality of the product. For producing containers of this type, such as steel or tin cans, metal sheets are used which, prior to their shaping (such as for three-piece can production) or deformation (such as for deep drawing process), are coated with suitable coating compositions. In producing cans for foods and beverages, coatings are required which are extremely flexible and have a low order of toxicity.
Epoxy phenolic type coatings have been applied as lacquers onto metal can stock (e.g., for three-piece cans) and baked to provide coatings having good resistance to aggressive filled products, mechanical performance and metal adhesion. However, many of these incorporate 2,2'-bis(4- hydroxyphenyl) propane-bis(2,3-epoxypropyl)-ether (or homologues thereof), otherwise known as bisphenol-A-diglycidyl-ether or "BADGE" (Bisphenol- A-DiGlycidyl-Ether). One objective of the present invention is to provide a novel can coating which is substantially free of BADGE (and BADGE-type components). BADGE-containing formulations do not meet approval in some countries for use in food canning. Currently available polyester type coatings, such as those cross-linked with amino-type or isocyanate-type resins, are used on the exterior of three-piece cans, but do not resist processing when in contact with food, or do not comply with food laws, and therefore do not yet provide an alternative coating formulation. In view of the foregoing disadvantages of the prior art, a novel can coating is need which is substantially BADGE-free (and PVC-free as well).
-l- Summary of the Invention
In surmounting the disadvantages of the prior art, the present invention provides a coating for metal sheet substrates, such as metal cans or metal can stock, which is substantially B ADGE-free. Another objective of the present invention to provide a coating which is substantially free of polyvinyl chloride (PNC).
A further objective of the invention is to provide metal can coatings that have suitable flexibility and are safe when processed in contact with food. The coatings should be suitable for three-piece cans as well as deep-drawn metal cans.
An exemplary coating of the invention comprises (a) a polyester resin (20-50% wt); (b) a resol resin (1-15% wt.); and (c) a solvent component (35- 79% wt.), all weight percentages based on total coating weight, the coating being substantially free of bisphenol-A-diglycidyl-ether and bisphenol-F- diglycidyl ether (e.g., "BADGE" or "BADGE-type" components), and preferably also substantially free of polyvinyl chloride. In further preferred embodiments, the coating comprises a lubricant (0.1-2% wt.) and acid catalyst (0-2% wt).
Further advantages and features of the present invention are discussed hereinafter.
Detailed Description of the Invention
All weight percentages provided herein are based on the total weight of the coating composition including solvent. As summarized above, exemplary coating compositions of the invention comprise: (a) a polyester resin in the amount of 20-50% wt.; (b) a resol resin in the amount of 1-15% wt. and comprising a condensation product made from a phenol or homologue thereof and formaldehyde; and (c) a solvent in the amount of 35-79% wt., all weight percentages being based on the total weight of said coating, the coating compositions being substantially free of bisphenol-A-diglycidyl-ether ("BADGE") and bisphenol-F-diglycidyl ether (a "BADGE-type" component).
The phrase "substantially free" as used within the context of this application means that the coating compositions of the invention have no BADGE, BADGE-type component, or PVC, or at least no more than a de minimus amount of these components, e.g., less than 0.001% by total wt..
An exemplary polyester resin component of the invention comprises (a) trimethylolpropane in the amount of 0.1-10% wt. and more preferably 1- 7% wt.; neopentylglycol in the amount of 15-30% wt. and more preferably 20- 25% by wt.; at least one other polyol (e.g., ethylene glycol, propylene glycol) in the amount of 5-20% wt. and more preferably 10-15% wt.; phthalic acid (including iso- and tere-) in the amount of 20-60% wt. and more preferably 20- 25% wt.; and adipic acid in the amount of 10-35% wt. and more preferably 15- 20% wt. A commercially available polyester resin, available from DSM Resins of Zwolle, The Netherlands under the tradename URALAC XP 8481 SN, is believed to be suitable for use as polyester resin component (a) in the present invention.
Resol resin component (b) may be characterized as a condensation resin made from a phenol or phenolic homologue (phenol, butyl phenol, cresol, xylenol, Bisphenol A) and formaldehyde. Preferably, the resol resin comprises Bisphenol A, butyl phenol, xylenol, or a mixture thereof, and formaldehyde. Commercially available resol resins believed to be suitable for use in the present invention are available from Vianova Resins, Germany, under the tradename PriENODUR PR 401 and from Deutsche Shell Chemie, Germany, under the tradename EPICURE DX 200. The resins can be solvated in a solvent or solvent mixture, for example, n-butanol and/ or butylcellusolve, or other conventional solvents used for can coatings. The resin can be etherified with an alcohol (e.g., butanol) and solvated in the solvent or solvent mixture. Other known solvents that can be used for solvating the polyester and resol resins include aromatic hydrocarbons (e.g., aromatic 100 or aromatic 150), glycolether/glycolether acetate (e-g-/ methoxypropanol butylcellusolveacetate, methoxypropylacetate,), alcohols (e.g., isobutanol, diacetone alkohol), ketons (e.g., methylisobutylketon, isophorone) or esters (e.g., butyl acetate, dibasic esters). In other exemplary coating compositions of the invention, at least two different solvents are used, preferably having different boiling ranges. Preferably, the coating composition further comprises a lubricant which is in a solid form dispersed in solvent. The lubricant may be present in the coating composition in the amount of 0.1-2% wt., and more preferably 0.1- 1% wt. Exemplary lubricants may comprise polyethylene (PE), polypropylene (PP), PTFE, lanoline, carnauba wax and petrolatum. Preferably, the lubricant comprises PE, PP or PTFE or a mixture of these.
Preferred coating compositions also comprise at least one catalyst, preferably an acidic catalyst, such as sulfonic acid (e.g., paratoluene sulfonic acid and dodecyl benzenesulfonic acid), phosphoric acid and phosporic acid ester (e.g., phosphoric acid monobutyl ester), in the amount of 0.05-2.0% wt., and more preferably in the amount of 0.05-1.0% wt.
Accordingly, a preferred coating composition of the invention comprises polyester resin (solid) (20-50% wt); resol resin (solid) (1-15% wt); a lubricant (solid) (0.1-2% wt); an acidic catalyst (0-2% wt); and a solvent (35- 79% wt), all percentages based on the total weight of the coating composition. The coating may be applied to a metal substrate or metal plate for a can, such as by roller coating or spray coating, or it may be applied by these means to a formed can. Preferred application is by roller coating to the flat metal before formation of the can. Preferred coating layer weights are 2-15 gsm (grams/ square meter), and more preferably 3-8 gsm. After application, the coating should be cured at 180°C - 210°C, and more preferably at 190°C - 205°C for 6 to 20 minutes, and more preferably 8-13 minutes. Example 1
An exemplary can coating composition of the invention may be prepared and applied as follows. A coating batch may be formulated as follows, using a blender that can mix the following components into a sufficiently homogeneous composition. The polyester resin, comprising trimethylolpropane, neopentylglycol, and other polyols, as previously discussed, is preferably added first into the blender in the amount of 40-85% wt and more preferably 69-80% wt. (based total weight of coating composition). The polyester resin was URALAC XP 8481 SN (from DSM Resins) which was solvated in a solvent mixture that comprised SOLVESSO 150 and butyl cellosolve (which solvents were used in a 4:1 weight ratio). SOLVESSO 150 aromatic hydrocarbon solvent is available from Exxon Chemical, and is believed to have a boiling range of 186-210°C. Butyl cellosolve is otherwise known as butyl glycole (e.g., ethylene glycol mono butyl ether). Thus, once the polyester resin is introduced into the blender, then the other components can be introduced thereafter during mixing, as follows:
Exemplary lubricants which are suitable for use in the present invention are PFTE (polytetrafluoroethylene) modified with polyethylene wax, micronised (e.g., specially fine), and are available from Lanco Wax under the designations "TF 1780 EF." Also available from Lanco Wax is a polyethylene/polypropylene lubricant under the designation "PP 1350 FF" which may also be suitable in the present invention. The lubricant, which is in solid form, should be mixed with a suitable solvent or solvents, such as SOLVESSO 100 (an hydrocarbon based solvent from Exxon) and butyl cellosolve, in amounts sufficient to prevent agglomeration of the lubricant in the mixture. Once a homogeneous mixture of the coating components is obtained, this may be roller coated onto steel or alumirtum can stock, for example, and baked at about 200°C for preferably 12-15 minutes. A BADGE-free can coating is thus obtained.
The foregoing discussion is provided by way of illustration only and is not intended to limit the scope of the invention as set forth in the claims.

Claims

Claims :
1. A coating composition for metal capable of being formed into a container, said coating composition comprising:
a) a polyester resin in the amount of 20-50% by wt.;
b) a resol resin in the amount of 1-15% by wt. and comprising a condensation product made from a phenol or homolo- gue thereof and formaldehyde; and
c) a solvent component in the amount of 35-79% by wt., all foregoing weight percentages being based on the total weight of the coating composition; and
the coating composition being substantially free of bisphenol-A-diglycidyl ether, bisphenol-F-diglycidyl ether, homo- logues tehreof , and polyvinyl chloride .
2. The coating composition of claim 1 further comprising at least one lubricant.
3. The coating composition of claim 2 wherein said lubricant comprises polyethylene, polypropylene, tetrafluor ethylene or a mixture of these.
4. The coating composition of any claims 1-3 wherein said polyester resin comprises trimethylolpropane in the amount of 0.1-10% by wt., neopentylglycol in the amount of 15-30% by wt., at least one other polyol in the amount of 5-20% by wt., a phthalic acid in the amount of 20-60% by wt., and adipic acid in the amount of 10-35% by wt.
5. The coating composition of any of claims 1-4 wherein said resol resin is a condensation product made from phenol, butyl phenol, cresol, xylenol, bisphenol A, or a mixture thereof .
6. The coating composition of claim 5 wherein said resol resin comprises bisphenol A, butyl phenol, and xylenol or a mixture thereof .
7. The coating composition of any of claims 1-6 wherein said solvent comprises an aromatic hydrocarbon, a glycolether/ glycolether acetate, n-butanol, an aromatic hydrocarbon, a glycoiether/glycolether acetate, an alcohol, an ester, or a mixture thereof .
8. The coating composition of any of claims 1-7 comprising: a polyester resin dispersed in a solvent (20-50% by wt.); a resol resin dissolved in a solvent (1-15% by wt.); a lubricant in solid form dispersed in at least one solvent (0.1-2% by wt.); an acidic catalyst (0-2% by wt . ) ; and said solvent or solvents being operative to solvate said resins and lubricant, all percentages based on the total weight of the coating composition.
9. The coating composition of claim 8 wherein said polyester and said resol resin are combined together using at least two different solvents.
10. The coating composition of any of claims 1-9 wherein said coating is coated onto a metal substrate.
11. The coating composition of claim 1 wherein said polyester resin comprises trimethylolpropane and neopentylglycol; said resol resin comprises a condensation resin made from a phenol or phenolic ho ologue and formaldehyde; at least one lubricant comprising polyethylene, polypropylene, PTFE, lanoline, carnauba wax, petrolatum, or a mixture thereof; and at least two different solvents .
12. The coating composition of claim 11 wherein at least one of said two different solvents comprises an aromatic hydrocarbon type solvent.
13. The coating composition of any of claims 1-12 wherein said conposition comprises at least two different solvent.? having dif erent boiling ranges .
14. A coated metal substrate comprising a metal sheet having the coating composition of any of claims 1-13.
15. A coated can body having the coating composition according to any of claims 1-13.
16. The coating composition of claim 1 further comprising at least one catalyst.
AMENDED CLAIMS
[received by the International Bureau on 12 July 2000 (12.07.00); original claims 1 and 6 replaced by amended claim 1 ; original claim 5 cancelled; remaining claims renumbered accordingly (3 pages)]
1. A coating composition for metal capable of being formed into a container, said coating composition comprising:
a) a polyester resin in the amount of 20-50% by wt.;
b) a resol resin in the amount of 1-15% by wt . and comprising a condensation product made from bisphenol A, butyl phenol, xylenol or a mixture thereof and formaldehyde; and
c) a solvent component in the amount of 35-79% by wt . , all foregoing weight percentages being based on the total weight of the coating composition; and
the coating composition being substantially free of bisphe- nol-A-diglycidyl ether, bisphenol-F-diglycidyl ether, homo- logues thereof, and polyvinyl chloride.
2. The coating compositon of claim 1 further comprising at least one lubricant.
3. The coating composition of claim 2 wherein said lubricant comprises polyethylene, polypropylene, tetrafluor ethylene or a mixture of these.
4. The coating composition of any of claims 1-3 wherein said polyester resin comprises trimethylolpropane in the amount of 0.1-10% by wt . , neopentylglycol in the amount of 15-30% by wt., at least one other polyol in the amount of 5-20% by wt., a phthalic acid in the amount of 20-60% by wt., and adipic acid in the amount of 10-35% by wt .
5. The coating composition of any of claims 1-4 wherein said solvent comprises an aromatic hydrocarbon, a glycolether/ glycolether acetate, n-butanol, an aromatic hydrocarbon, a glycolether/glycolether acetate, an alcohol, an ester, or a mixture thereof .
6. The coating composition of any of claims 1-5 comprising: a polyester resin dispersed in a solvent (2-50% by wt . ) ; a resol resin dissolved in a solvent (1-15% by wt.); a lubricant in solid form dispersed in at least one solvent (0.1-2% by wt . ) ; an acidic catalyst (0-2% by wt . ) ; and said solvent or solvents being operative to solvate said resins and lubricant; all percentages based on the total weight of the coating composition.
7. The coating compositions of claim 6 wherein said polyester and said resol resin are combined together using at least two different solvents.
8. The coating composition of any of claims 1-7 wherein said coating is coated onto a metal substrate.
9. The coating composition of claim 1 wherein said polyester resin comprises trimethylolpropane and neopentylglycol; said resol resin comprises a condensation resin made from bisphenol A, butyl phenol, xylenol or a mixture thereof and formaldehyde; at least one lubricant comprising polyethylene, polypropylene, PTFE, lanoline, carnauba wax, petrolatum, or a mixture thereof; and at least two different solvents.
10. The coating composition of claim 9 wherein at least one of the said two different solvents comprises an aromatic hydrocarbon type solvent.
11. The coating composition of any of claims 1-10 wherein said composition comprises at least two different solvents having different boiling ranges.
12. A coated metal substrate comprising a metal sheet having the coating composition of any of claims 1-11.
13. A coated can body having the coating composition according to any of claims 1-11.
14. The coating composition of claim 1 further comprising at least one catalyst.
EP00905046A 1999-03-16 2000-02-10 Badge-free can coating Withdrawn EP1163305A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE1999112794 DE19912794A1 (en) 1999-03-16 1999-03-16 BADGE-free can coating
DE19912794 1999-03-16
PCT/EP2000/001065 WO2000055265A1 (en) 1999-03-16 2000-02-10 Badge-free can coating

Publications (1)

Publication Number Publication Date
EP1163305A1 true EP1163305A1 (en) 2001-12-19

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP00905046A Withdrawn EP1163305A1 (en) 1999-03-16 2000-02-10 Badge-free can coating

Country Status (8)

Country Link
EP (1) EP1163305A1 (en)
JP (1) JP2002539319A (en)
CN (1) CN1348486A (en)
AU (1) AU2671500A (en)
CA (1) CA2363482A1 (en)
DE (1) DE19912794A1 (en)
MX (1) MXPA01009010A (en)
WO (1) WO2000055265A1 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1277814A1 (en) * 2001-07-20 2003-01-22 Dsm N.V. Badge-free coating composition for metal substrates
BR0313103B1 (en) * 2002-08-01 2015-01-13 Valspar Sourcing Inc FOOD AND BEVERAGE COATING ALUMINUM, METHOD OF MANUFACTING A FOOD AND BEVERAGE ALUMINUM COATING AND BEVERAGE FOOD COATING COMPOSITION
US7745508B2 (en) * 2002-08-30 2010-06-29 Ppg Industries Ohio, Inc. Compositions and methods for coating food cans
JP4679077B2 (en) * 2003-06-02 2011-04-27 パイロットインキ株式会社 Liquid composition for discolored body and discolored body set using the same
DE10345788A1 (en) 2003-10-02 2005-04-21 Bayer Materialscience Ag Aqueous coating agent for can coating
EP1584667A1 (en) * 2004-04-08 2005-10-12 Surface Specialties Austria GmbH Blends comprising phenolic resins for internal protection coatings
ES2488391T5 (en) 2004-10-20 2018-11-08 Swimc Llc Article and method of coating
BRPI0614747B1 (en) 2005-08-11 2018-02-06 Valspar Sourcing, Inc. Hardenable packaging coating composition, method for coating a metal substrate with a hardening packaging coating composition and food metal container
DE102005056959A1 (en) 2005-11-29 2007-05-31 W.R. Grace & Co. Conn. Metal-coating composition, especially for steel or aluminum food or drink cans, is based on PVC, acrylic resin, crosslinker and solvent, and contains no Bisphenol A or its diglycidyl ether
US7981515B2 (en) * 2006-05-30 2011-07-19 Ppg Industries Ohio, Inc. Bis epoxy polyesters and food cans coated with a composition comprising same
CN101230226B (en) * 2007-01-25 2016-03-23 新应材股份有限公司 The composition of a kind of new process of double-faced micro-shadow etching and protective layer thereof
EP1964898A1 (en) * 2007-02-22 2008-09-03 Cytec Surface Specialties Austria GmbH Coating compositions for can coating comprising phenolic resins
US10035872B2 (en) 2010-04-01 2018-07-31 Ppg Industries Ohio, Inc. Branched polyester-urethane resins and coatings comprising the same
US9695264B2 (en) * 2010-04-01 2017-07-04 Ppg Industries Ohio, Inc. High functionality polyesters and coatings comprising the same
US9115241B2 (en) 2010-04-01 2015-08-25 Ppg Industries Ohio, Inc. Branched polyester polymers and soft touch coatings comprising the same
KR102007188B1 (en) 2010-10-15 2019-08-06 에스더블유아이엠씨 엘엘씨 Polyester-based coating composition for metal substrates
CN102850914B (en) * 2012-09-29 2015-03-25 杭州中粮包装有限公司 Coating composition and application of coating composition to metal base material
CN103013303B (en) * 2012-12-25 2015-07-22 广州慧谷工程材料有限公司 Inner paint of metal beverage food can and preparation method and application thereof
CN103709910B (en) * 2013-12-20 2016-08-17 广州慧谷工程材料有限公司 BPA-Free packaging material for food coating and preparation method and application
EP2959981A1 (en) * 2014-06-26 2015-12-30 PPG Industries Ohio Inc. A coating system
CN104309911B (en) * 2014-09-29 2016-11-09 无锡华鹏瓶盖有限公司 A kind of manufacture craft of BPA-NI crown cap
UY37974A (en) 2017-11-20 2019-06-28 Lanxess Deutschland Gmbh ALUMINUM GLASSES CONTAINING DICARBONIC DIESTERS
CN107936428A (en) * 2017-12-13 2018-04-20 郑州莉迪亚医药科技有限公司 Good plastics of a kind of resistance to low temperature and preparation method thereof
CN110511640B (en) * 2019-08-29 2021-06-08 中瀚新材料科技有限公司 Bisphenol A-free can coating and method for producing same

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB349464A (en) * 1930-02-24 1931-05-26 Ici Ltd Improvements in and relating to coating and impregnating compositions
GB836004A (en) * 1955-04-04 1960-06-01 Schenectady Varnish Company In Improvements in and relating to terephthalic acid ester compositions and the use thereof in coating conductors
US3108083A (en) * 1960-10-03 1963-10-22 Schenectady Chemical Composition comprising polyester phenol formaldehyde resin and aldehyde condensate of urea melamine or acetone and metal surface coated therewith
US3342780A (en) * 1961-06-16 1967-09-19 Schenectady Chemical Reaction product of a dibasic polycarboxylic acid and tris (2-hydroxyethyl) isocyanurate
AT313436B (en) * 1971-06-11 1974-02-25 Stolllack Ag Thermosetting packaging varnish
DE4010167C2 (en) * 1990-03-30 1996-04-11 Basf Lacke & Farben Process for the internal coating of sheet metal packaging, coating compositions based on a carboxyl-containing polyester and a phenol and the use thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0055265A1 *

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DE19912794A1 (en) 2000-09-21
CA2363482A1 (en) 2000-09-21
MXPA01009010A (en) 2002-01-01
WO2000055265A1 (en) 2000-09-21
JP2002539319A (en) 2002-11-19
CN1348486A (en) 2002-05-08

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