IP Library Granted Patent US 7,682,674
Granted Patent B2
US 7,682,674 · App. 12/116,478 · Granted Mar 23, 2010

BADGE- and BPA-free can coating

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Quick Facts
Patent No.
US 7,682,674
App. No.
12/116,478
Granted
Mar 23, 2010
Kind
B2
Abstract

The present invention relates to a composition, which is useful for producing coatings for metal sheet substrates of metal cans for storing and/or transporting food or beverages or a lid thereof, and which comprises the following components: (a) 30 to 90 wt. % of a polyvinylchloride-(PVC)-polymer, (b) 7 to 25 wt. % of an acrylic resin, (c) 3 to 40 wt. % of a crosslinking agent, which is produced from phenol, para-tert.-butylphenol, xylenol or a mixture thereof, and formaldehyde, (d) 0 to 8 wt. % additive, (e) 0 to 50 wt. % pigment and (f) a solvent-component, where all weight percentages are on the basis of the total dry weight of the coating composition (without solvents) and the composition is substantially free of bisphenol-A-diglycidyl-ether (“BADGE”) and also substantially free of bisphenol-A-resins. The composition provides metal can coatings that have suitable flexibility, scratch resistance, adherence and sterilization resistance when processed in contact with food. The coatings are suitable for three-piece cans as well as deep-drawn metal cans. In particular they are, however, useful for lids that are to be torn open due to their extraordinary flexibility and sterilization resistance.

Claims (39)

1. A coating composition, which is useful for coating a metal substrate, which coating composition comprises:

(a) 30 to 90 wt. % of a polyvinylchloride polymer,

(b) 7 to 25 wt. % of an acrylic resin,

(c) 3 to 40 wt. % of a crosslinking agent, which is produced from phenol, para-tert.-butylphenol, xylenol or a mixture thereof, and formaldehyde,

(d) 0 to 8 wt. % additive,

(e) 0 to 50 wt. % pigment and

(f) a solvent-component,

where all weight percentages are on the basis of the total dry weight of the coating composition (without solvents) and the composition is substantially free of bisphenol-A-diglycidyl-ether (“BADGE”) and also substantially free of bisphenol-A-resins and other epoxy groups.

2. The coating composition of claim 1 wherein the acrylic resin is selected from methylmethacrylate, ethylmethacrylate, propylmethacrylate or butylmethacrylate resins or blends thereof.

3. The coating composition of claim 1 wherein the acrylic resin is present in an amount of from 5 to 18 wt. %.

4. The coating composition of claim 1 wherein the crosslinking component is present in an amount of from 8 to 25 wt. %.

5. The coating composition of claim 1 which further comprises additives selected from the group of accelerators for controlling the rate of the crosslinking reaction, lubricants, surfactants, adhesion promoters, stabilizing agents, defoamers, softening agents and mixtures thereof.

6. The coating composition of claim 1 wherein the polyvinylchloride polymer is a polyvinylchloride homopolymer.

7. The coating composition of claim 6 wherein the polyvinylchloride polymer is present in an amount of from 55 to 80 wt. %.

8. The coating composition of claim 1 comprising 55 to 80 wt. % polyvinylchloride polymer, 5 to 18 wt. % acrylic resin, and 8 to 25 wt. % crosslinking agent.

9. The coating composition of claim 8 wherein the polyvinylchloride polymer is a polyvinylchloride photopolymer and wherein the acrylic resin is selected from methylmethacrylate, ethylmethacrylate, propylmethacrylate or butylmethacrylate resins or blends thereof.

10. A method for producing a coated metal substrate which comprises applying a coating composition onto the metal substrate and heating the coated metal substrate, wherein the coating composition comprises:

(g) 30 to 90 wt. % of a polyvinylchloride polymer,

(h) 7 to 25 wt. % of an acrylic resin,

(i) 3 to 40 wt. % of a crosslinking agent, which is produced from phenol, para-tert.-butylphenol, xylenol or a mixture thereof, and formaldehyde,

(j) 0 to 8 wt. % additive,

(k) 0 to 50 wt. % pigment and

(l) a solvent-component,

where all weight percentages are on the basis of the total dry weight of the coating composition (without solvents) and the composition is substantially free of bisphenol-A-diglycidyl-ether (“BADGE”) and also substantially free of bisphenol-A-resins and other epoxy groups.

11. The method of claim 10 , wherein the metal substrate comprises tin-plated or chromium-plated steel or aluminum.

12. The method of claim 10 which comprises heating the coated metal substrate for 10 to 20 minutes at a temperature of from 150 to 250° C.

13. The method of claim of claim 10 wherein the coating composition comprises 55 to 80 wt. % polyvinylchloride polymer, 5 to 18 wt. % acrylic resin, and 8 to 25 wt. % crosslinking agent.

14. The method of claim 13 wherein the polyvinylchloride polymer is a polyvinylchloride photopolymer and wherein the acrylic resin is selected from methylmethacrylate, ethylmethacrylate, propylmethacrylate or butylmethacrylate resins or blends thereof.

15. A coated metal substrate, which has been coated with a coating composition comprising:

(m) 30 to 90 wt. % of a polyvinylchloride polymer,

(n) 7 to 25 wt. % of an acrylic resin,

(o) 3 to 40 wt. % of a crosslinking agent, which is produced from phenol, para-tert.-butylphenol, xylenol or a mixture thereof, and formaldehyde,

(p) 0 to 8 wt. % additive,

(q) 0 to 50 wt. % pigment and

(r) a solvent-component,

where all weight percentages are on the basis of the total dry weight of the coating composition (without solvents) and the composition is substantially free of bisphenol-A-diglycidyl-ether (“BADGE”) and also substantially free of bisphenol-A-resins and other epoxy groups.

16. The coated metal substrate of claim 15 , characterized in that it is a metal can or can lid intended for storing and/or transporting food or beverages.

17. The coated metal substrate of claim 15 wherein the coating composition comprises 55 to 80 wt. % polyvinylchloride polymer, 5 to 18 wt. % acrylic resin, and 8 to 25 wt. % crosslinking agent.

18. The coated metal substrate of claim 17 wherein the polyvinylchloride polymer is a polyvinylchloride photopolymer and wherein the acrylic resin is selected from methylmethacrylate, ethylmethacrylate, propylmethacrylate or butylmethacrylate resins or blends thereof.

Assignments (12)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2025
From: HENKEL AG & CO. KGAA
To: VALSPAR INDUSTRIES GMBH
Reel/Frame 070543/0734 →
RELEASE OF SECURITY INTEREST Recorded Sep 27, 2022
From: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
To: DE NEEF CONSTRUCTION CHEMICALS (US) INC.; VERIFI LLC; GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 061553/0521 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2022
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 059357/0267 →
RELEASE OF SECURITY AGREEMENT RECORDED AT REEL/FRAME NO.: 032159/0384 Recorded Apr 3, 2018
From: GOLDMAN SACHS BANK USA, AS THE COLLATERAL AGENT
To: W.R. GRACE & CO.-CONN.
Reel/Frame 045832/0887 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 11, 2017
From: VOGT, CHRISTIAN; AMBROSI, PETER; RIES, BEATE
To: W. R. GRACE & CO.-CONN.
Reel/Frame 043835/0041 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 27, 2017
From: GCP APPLIED TECHNOLOGIES INC.
To: HENKEL IP & HOLDING GMBH
Reel/Frame 043107/0890 →
RELEASE OF SECURITY INTEREST Recorded Jul 10, 2017
From: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
To: GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 042952/0845 →
CORRECTIVE ASSIGNMENT TO CORRECT THE APPLICATION NUMBER 13353676 PREVIOUSLY RECORDED ON REEL 037701 FRAME 0396. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 17, 2016
From: W. R. GRACE & CO.-CONN.
To: GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 038289/0821 →
SECURITY INTEREST Recorded Mar 7, 2016
From: GCP APPLIED TECHNOLOGIES INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 038012/0407 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 5, 2016
From: W. R. GRACE & CO.-CONN.
To: GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 037701/0396 →
RELEASE OF SECURITY INTEREST Recorded Feb 2, 2016
From: GOLDMAN SACHS BANK USA
To: W. R. GRACE & CO.-CONN.
Reel/Frame 037681/0323 →
SECURITY AGREEMENT Recorded Feb 4, 2014
From: W.R. GRACE & CO.-CONN.
To: GOLDMAN SACHS BANK USA, AS THE COLLATERAL AGENT
Reel/Frame 032159/0384 →