NZ625343B2 - Coating composition for a food or beverage can - Google Patents
Coating composition for a food or beverage can Download PDFInfo
- Publication number
- NZ625343B2 NZ625343B2 NZ625343A NZ62534312A NZ625343B2 NZ 625343 B2 NZ625343 B2 NZ 625343B2 NZ 625343 A NZ625343 A NZ 625343A NZ 62534312 A NZ62534312 A NZ 62534312A NZ 625343 B2 NZ625343 B2 NZ 625343B2
- Authority
- NZ
- New Zealand
- Prior art keywords
- silane
- coating composition
- coating
- functional
- acrylic
- Prior art date
Links
- 239000008199 coating composition Substances 0.000 title claims abstract description 49
- 235000013305 food Nutrition 0.000 title claims abstract description 16
- 235000013361 beverage Nutrition 0.000 title claims abstract description 14
- 239000000463 material Substances 0.000 claims abstract description 114
- 239000000203 mixture Substances 0.000 claims abstract description 86
- 239000011248 coating agent Substances 0.000 claims abstract description 78
- 238000000576 coating method Methods 0.000 claims abstract description 78
- BLRPTPMANUNPDV-UHFFFAOYSA-N silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 77
- 229910000077 silane Inorganic materials 0.000 claims abstract description 77
- 229920000126 Latex Polymers 0.000 claims abstract description 56
- 239000004816 latex Substances 0.000 claims abstract description 56
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 33
- 239000003999 initiator Substances 0.000 claims description 51
- 229920000642 polymer Polymers 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 32
- -1 polysiloxane Polymers 0.000 claims description 29
- 239000004593 Epoxy Substances 0.000 claims description 19
- 239000007787 solid Substances 0.000 claims description 19
- 125000003700 epoxy group Chemical group 0.000 claims description 18
- 125000000524 functional group Chemical group 0.000 claims description 18
- 239000006185 dispersion Substances 0.000 claims description 17
- 239000003995 emulsifying agent Substances 0.000 claims description 16
- 229910052751 metal Inorganic materials 0.000 claims description 13
- 239000002184 metal Substances 0.000 claims description 13
- 229920001296 polysiloxane Polymers 0.000 claims description 11
- 239000000758 substrate Substances 0.000 claims description 9
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 5
- 229920000058 polyacrylate Polymers 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 239000000306 component Substances 0.000 description 50
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 29
- 239000000178 monomer Substances 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 238000000034 method Methods 0.000 description 18
- 239000011541 reaction mixture Substances 0.000 description 13
- 238000007792 addition Methods 0.000 description 12
- 238000004383 yellowing Methods 0.000 description 12
- 238000002156 mixing Methods 0.000 description 11
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 229920001451 Polypropylene glycol Polymers 0.000 description 7
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 238000004659 sterilization and disinfection Methods 0.000 description 7
- 238000005260 corrosion Methods 0.000 description 6
- 239000003599 detergent Substances 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tBuOOH Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 6
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-Butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 5
- 150000001412 amines Chemical class 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 125000000129 anionic group Chemical group 0.000 description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 4
- 125000002843 carboxylic acid group Chemical group 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- AVTLBBWTUPQRAY-UHFFFAOYSA-N 2-(2-cyanobutan-2-yldiazenyl)-2-methylbutanenitrile Chemical compound CCC(C)(C#N)N=NC(C)(CC)C#N AVTLBBWTUPQRAY-UHFFFAOYSA-N 0.000 description 3
- PFHOSZAOXCYAGJ-UHFFFAOYSA-N 2-[(2-cyano-4-methoxy-4-methylpentan-2-yl)diazenyl]-4-methoxy-2,4-dimethylpentanenitrile Chemical compound COC(C)(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)(C)OC PFHOSZAOXCYAGJ-UHFFFAOYSA-N 0.000 description 3
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 3
- OILUAKBAMVLXGF-UHFFFAOYSA-M 3,5,5-trimethylhexanoate Chemical compound [O-]C(=O)CC(C)CC(C)(C)C OILUAKBAMVLXGF-UHFFFAOYSA-M 0.000 description 3
- LSXWFXONGKSEMY-UHFFFAOYSA-N Di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- UPIWXMRIPODGLE-UHFFFAOYSA-N butyl benzenecarboperoxoate Chemical group CCCCOOC(=O)C1=CC=CC=C1 UPIWXMRIPODGLE-UHFFFAOYSA-N 0.000 description 3
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- LHENQXAPVKABON-UHFFFAOYSA-N 1-methoxypropan-1-ol Chemical compound CCC(O)OC LHENQXAPVKABON-UHFFFAOYSA-N 0.000 description 2
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- XUCHXOAWJMEFLF-UHFFFAOYSA-N 2-[[4-[[4-(oxiran-2-ylmethoxy)phenyl]methyl]phenoxy]methyl]oxirane Chemical compound C1OC1COC(C=C1)=CC=C1CC(C=C1)=CC=C1OCC1CO1 XUCHXOAWJMEFLF-UHFFFAOYSA-N 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N 2-hydroxyethyl 2-methylacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- 229940095095 2-hydroxyethyl acrylate Drugs 0.000 description 2
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N Ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 239000004160 Ammonium persulphate Substances 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N Benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 229960002130 Benzoin Drugs 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N Bis(4-hydroxyphenyl)methane Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- VOZRXNHHFUQHIL-UHFFFAOYSA-N Glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 2
- UTSYWKJYFPPRAP-UHFFFAOYSA-N N-(butoxymethyl)prop-2-enamide Chemical compound CCCCOCNC(=O)C=C UTSYWKJYFPPRAP-UHFFFAOYSA-N 0.000 description 2
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-Methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L Potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 239000004159 Potassium persulphate Substances 0.000 description 2
- CHQMHPLRPQMAMX-UHFFFAOYSA-L Sodium persulfate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 2
- 240000008975 Styrax benzoin Species 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical compound OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 235000019395 ammonium persulphate Nutrition 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000011258 core-shell material Substances 0.000 description 2
- CWYNVVGOOAEACU-UHFFFAOYSA-N fe2+ Chemical class [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 239000008204 materials by function Substances 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000000643 oven drying Methods 0.000 description 2
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 2
- 235000019394 potassium persulphate Nutrition 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000007761 roller coating Methods 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000005028 tinplate Substances 0.000 description 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N 1-Hexanol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 1
- HJYNKVVBYUZGEX-UHFFFAOYSA-N 1-O-cyclohexyl 4-O-sulfo butanedioate Chemical compound OS(=O)(=O)OC(=O)CCC(=O)OC1CCCCC1 HJYNKVVBYUZGEX-UHFFFAOYSA-N 0.000 description 1
- ARHOUOIHKWELMD-UHFFFAOYSA-N 1-ethenyl-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=CC=CC(C=C)=C1 ARHOUOIHKWELMD-UHFFFAOYSA-N 0.000 description 1
- UWNADWZGEHDQAB-UHFFFAOYSA-N 2,5-Dimethylhexane Chemical group CC(C)CCC(C)C UWNADWZGEHDQAB-UHFFFAOYSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-L 2-sulfobutanedioate Chemical class OS(=O)(=O)C(C([O-])=O)CC([O-])=O ULUAUXLGCMPNKK-UHFFFAOYSA-L 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- YGUMVDWOQQJBGA-VAWYXSNFSA-N 5-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-[(E)-2-[4-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound C=1C=C(\C=C\C=2C(=CC(NC=3N=C(N=C(NC=4C=CC=CC=4)N=3)N3CCOCC3)=CC=2)S(O)(=O)=O)C(S(=O)(=O)O)=CC=1NC(N=C(N=1)N2CCOCC2)=NC=1NC1=CC=CC=C1 YGUMVDWOQQJBGA-VAWYXSNFSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N Azobisisobutyronitrile Chemical compound N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- KHSLHYAUZSPBIU-UHFFFAOYSA-M Benzododecinium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 KHSLHYAUZSPBIU-UHFFFAOYSA-M 0.000 description 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N Benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 1
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
- YKPWDFFRAWDABP-UHFFFAOYSA-N C(=C)N(C(C1=C(C=CC=C1)Cl)(Cl)Cl)C=C Chemical compound C(=C)N(C(C1=C(C=CC=C1)Cl)(Cl)Cl)C=C YKPWDFFRAWDABP-UHFFFAOYSA-N 0.000 description 1
- CKJVWJNBQDXKDC-UHFFFAOYSA-N CCO[SiH2]N Chemical compound CCO[SiH2]N CKJVWJNBQDXKDC-UHFFFAOYSA-N 0.000 description 1
- WOWHHFRSBJGXCM-UHFFFAOYSA-M Cetrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 1
- 229960002887 Deanol Drugs 0.000 description 1
- 210000003298 Dental Enamel Anatomy 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N Diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M Dioctyl sodium sulfosuccinate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- RFVNOJDQRGSOEL-UHFFFAOYSA-N Glycol stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- VKELSQNRSVJHGR-UHFFFAOYSA-M OS(=O)(=O)OC(=O)CCC([O-])=O Chemical compound OS(=O)(=O)OC(=O)CCC([O-])=O VKELSQNRSVJHGR-UHFFFAOYSA-M 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N Trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N [N-]=C=O Chemical compound [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atoms Chemical group C* 0.000 description 1
- 230000005591 charge neutralization Effects 0.000 description 1
- 230000001010 compromised Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000008358 core component Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000012470 diluted sample Substances 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- SQEDZTDNVYVPQL-UHFFFAOYSA-N dodecylbenzene;sodium Chemical compound [Na].CCCCCCCCCCCCC1=CC=CC=C1 SQEDZTDNVYVPQL-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N ethanolamine Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- SFNALCNOMXIBKG-UHFFFAOYSA-N ethylene glycol monododecyl ether Chemical compound CCCCCCCCCCCCOCCO SFNALCNOMXIBKG-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-M laurate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 1
- 229940113083 morpholine Drugs 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N n-pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 230000003287 optical Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000962 poly(amidoamine) Polymers 0.000 description 1
- 229920000548 poly(silane) polymer Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propene Chemical group CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Substances CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- ZXDUPDQEFOYLOM-UHFFFAOYSA-O propylideneazanium Chemical group [CH2-]CC=[NH2+] ZXDUPDQEFOYLOM-UHFFFAOYSA-O 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000523 sample Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N tin hydride Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5435—Silicon-containing compounds containing oxygen containing oxygen in a ring
-
- 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
- C08K5/54—Silicon-containing compounds
- C08K5/544—Silicon-containing compounds containing nitrogen
-
- 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
- C09D133/02—Homopolymers or copolymers of acids; Metal or ammonium salts 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
- 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
- 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
Abstract
Disclosed herein is a two component coating composition comprising: a first component comprising an acrylic latex material; and a second component comprising a functional silane material. Also disclosed is the use of the composition for coating food and beverage cans and for repairing a score line on a food or beverage can by applying the composition to the score line. n a food or beverage can by applying the composition to the score line.
Description
Coating Composition for a Food or Beverage Can
The present invention relates to a coating composition. In particular, the present
invention relates to a two component coating composition suitable for deposition onto
a metal substrate. In one embodiment, the present invention relates to a coating
composition for repairing a score line on a coated metal substrate and to a method of
repairing the score line incorporating the use of the coating composition.
Metal containers are being equipped more and more with so-called easy open ends
in which a user accesses the interior of the container by piercing the container in a
predetermined manner, without the need for a separate opening device. Such easy
open ends are routinely used in food and beverage cans.
The principle of easy opening is obtained by reducing the thickness of the metal to
thereby provide a score line which is weaker and susceptible to opening. During the
scoring operation, which is often achieved by stamping with a punch, the external
varnish layer is cut and therefore the corrosion resistance of the metal substrate is
compromised. This is particularly problematic in a context where:
i) the metal has been stressed and therefore its resistance to corrosion is
weakened
ii) the tin layer of the tinplate (where this is the substrate) is also cut; and/or
iii) the next treatment step of the packaging is sterilisation, where the
presence of heat and high humidity will create high corrosion conditions
iv) the container is at the beginning of its life cycle which has a minimum of
two years.
The corrosion resistance of the metal substrate is restored by the application of a
repair coating to the score line. This coating is often applied by spraying and in
particular an airless spray process.
Current repair formulations are generally based on a cross-linkage of an epoxy resin,
usually of low molecular weight, by poly(amido amine)s. These compositions are
characterised by high volatile organic compounds (VOC), a low cross-linkage speed
and a limited pot life (from a few hours to a week). Furthermore, since these
compositions are based on epoxy chemistry, they often contain Bisphenol A (4,4'-
(propane-2,2-diyl)diphenol, also known as BPA) or derivatives thereof.
Therefore, present compositions may have drawbacks. In particular, it is desired to
provide such coatings that have a reduced amount of BPA or derivatives thereof.
2
Also it is desired to provide coatings with reduced levels of volatile organic content
(VOC) when compared to the current compositions.
It is an object of embodiments of the present invention to provide a solution to the
above mentioned or other problems, and/or to at least provide the public with a useful
choice.
According to a first aspect of the present invention there is provided a two component
coating composition suitable for coating onto a metal substrate, the coating
composition comprising:
a first component comprising an acrylic latex material; and
a second component comprising a functional silane material.
Suitably, the acrylic latex material comprises an aqueous emulsion of one or more
acrylic polymers.
Suitably, the acrylic latex material is formed from a reaction mixture, the reaction
mixture may comprise one or more C to C alkyl (meth)acrylate material, suitably
1 6
more than one C to C alkyl (meth)acrylate material. Examples of suitable C to C
1 6 1 6
alkyl (meth)acrylate materials include methyl acrylate; methyl (meth)acrylate; ethyl
acrylate; ethyl (meth)acrylate; propyl acrylate; propyl (meth)acrylate; butyl acrylate;
butyl (meth)acrylate. The C to C alkyl (meth)acrylate may comprise one or more
1 6
functional group, such as an epoxy group. For example the C to C alkyl
1 6
(meth)acrylate may comprise glycidyl methacrylate.
The acrylic polymer(s) each suitably comprise a homopolymer or copolymer of at
least one C to C alkyl (meth)acrylate monomer.
1 6
Unless stated otherwise, it should be understood that reference herein to
(meth)acrylate indicates that the (meth) group is optional.
Suitably, the reaction mixture further comprises an ab ethylenically unsaturated
carboxylic acid or anhydride. Particularly suitable ab ethylenically unsaturated
carboxylic acid or anhydride are acrylic acid or methacrylic acid.
3
The reaction mixture may further comprise one or more ethylenically
unsaturated monomer(s). In one embodiment, the reaction mixture may comprise an
aryl substituted ethylenically unsaturated monomer, such as styrene, for example.
In one embodiment, the acrylic latex material comprises an aqueous dispersion of an
acrylic material in a core/shell arrangement.
The shell may be formed from a plurality of components, which may be referred to as
a shell mixture. The shell mixture suitably comprises one or more ab ethylenically
unsaturated carboxylic acid such as methacrylic acid, for example. The shell mixture
may further comprise one or more C to C alkyl (meth) acrylate, such as methyl
1 6
acrylate, ethyl acrylate or butyl acrylate, a particularly suitable C to C alkyl
1 6
(meth)acrylate is ethyl acrylate. The shell mixture may further comprise one or more
ethylenically unsaturated monomer, such as an aryl substituted ethylenically
unsaturated monomer, such as styrene, for example.
The shell mixture may further comprise one or more free radical initiators, particularly
initiators which are soluble in the monomer mixture, such as a peroxy or peroxyester
functional substances. Typical examples of suitable free radical initiators of this type
include, tertiary butyl perbenzoate, tert butyl peroxy 3,5,5 trimethylhexanoate, tertiary
butyl peroxy 2-ethyl hexanoate, di tertiary butyl peroxide and tertiary butyl per
acetate. Other suitable initiator materials include azo type initiators, typical examples
are 2,2’-azobis(isobutyronitrile), 2,2'-Azobis(2-methylbutyronitrile), 2,2'-Azobis(2.4-
dimethyl valeronitrile) and 2,2'-Azobis(4-methoxy-2.4-dimethyl valeronitrile).
Suitably, the shell mixture is caused to undergo polymerisation to form a shell
polymer. The polymerisation of the shell mixture is typically carried out as a free
radical initiated solution polymerisation in a solvent or mixture of solvents. The
solvents which may be used in this process include one or more of the following:
alcohols such as n-butanol, pentanol or hexanol; or glycol ethers such as 2-butoxy
ethanol, 1-methoxy propanol or dipropylene glycol mono methyl ether.
Polymerisation may be carried out at an elevated temperature. Typically the
polymerisation may be carried out in the range 80°C to 150°C. The polymerisation
can be effectively carried out by adding the shell mixture, over a set time period, to
the solvent mixture. In one embodiment, the shell mixture may be caused to undergo
4
polymerisation to form a shell polymer prior to contact with components of the
core mixture.
Where the shell mixture comprises one or more ab ethylenically unsaturated
carboxylic acid, the shell polymer will have pendant carboxylic acid functional groups.
This may be referred to a carboxylic acid functional shell polymer.
The carboxylic acid functional shell polymer may be contacted with a base to form a
water dispersible salt. The carboxylic acid functionality in the carboxylic acid
functional shell polymer may be at least partly neutralised with the base. Typically at
least 10 % of the available carboxylic acid groups are neutralised. In one
embodiment, substantially all of the available carboxylic acid groups are neutralised
by the base. Suitably, the base used for this neutralisation comprises an amine
functional material, or a mixture of amine functional materials. Examples of suitable
amine functional materials include ammonia, triethylamine, diethylamine,
trimethylamine and morpholine or hydroxy amine materials such as ethanol amine,
N-methyl ethanol amine and N,N di methyl ethanolamine.
The shell polymer may be dispersed in aqueous medium. Suitably, the shell polymer
may be dispersed in aqueous medium. In this manner, an aqueous dispersion or
solution of the shell polymer may be formed.
In another embodiment, the shell mixture is caused to undergo polymerisation to
form a shell polymer by dispersion polymerisation in an aqueous medium, thereby
forming an aqueous dispersion or solution of the shell polymer.
The core may be formed from plurality of components, which may be referred to as a
core mixture. Suitably, the core mixture comprises one or more C to C alkyl (meth)
1 6
acrylate, such as one or more of methyl acrylate, ethyl acrylate or butyl acrylate, a
particularly suitable C to C alkyl (meth)acrylate is ethyl acrylate. The core mixture
1 6
may further comprise a functional C to C alkyl (meth) acrylate. For example, the C
1 6 1
to C alkyl (meth) acrylate may comprise epoxy functionality, such as
6
gylcidylmethacrylate; hydroxy functionality, such as either of hydroxy ethyl
methacrylate or 2 hydroxy ethyl acrylate; or alkyl methylol functionality, such as n-
butoxymethyl acrylamide. The core mixture may further comprise one or more
5
ethylenically unsaturated monomer, such as an aryl substituted ethylenically
unsaturated monomer, such as styrene, for example.
The polymer formed from the shell mixture, such as an aqueous dispersion thereof,
may serve as a dispersant for a subsequent polymerisation, which may be a
polymerisation of an a,b ethylenically unsaturated monomer mixture, such as the
core mixture.
The core mixture may further comprise one or more free radical initiators, particularly
suitable are initiators that are generally soluble in the monomer mixture, such as
peroxy or peroxyester functional substances. Typical examples of free radical
initiators of this type include, tertiary butyl perbenzoate, tert butyl peroxy 3,5,5
trimethylhexanoate, tertiary butyl peroxy 2-ethyl hexanoate, di tertiary butyl peroxide,
and tertiary butyl per acetate . Other suitable oil soluble initiator materials include azo
type initiators, such as: 2,2’-azobis(isobutyronitrile), 2,2'-Azobis(2-
methylbutyronitrile), 2,2'-Azobis(2.4-dimethyl valeronitrile) and 2,2'-Azobis(4-
methoxy-2.4-dimethyl valeronitrile). Free radical initiators which are water soluble
may also be used such as, for example: azo type initiators such as 2,2'-Azobis[N-(2-
carboxyethyl)methylpropionamidine]hydrate, 2,2'-Azobis[2-(2-imidazolin
yl)propane]dihydrochloride and 2,2'-Azobis(2-methylpropionamidine)dihydrochloride.
Other examples of suitable water soluble free radical initiators include materials such
as hydrogen peroxide, tert butyl hydroperoxide or mixtures such as hydrogen
peroxide and benzoin or the redox initiators such as the mixture tert-butyl
hydroperoxide, erythrobic acid and ferrous complexes. Water soluble persulphate
initiators such as ammonium persulphate, sodium persulphate or potassium
persulphate can be used.
Suitably, the core mixture is caused to undergo polymerisation suitably at a
temperature in the range of between about 30°C to 99°C, particularly in the range of
between about 50°C to 95°C and most suitably in the range of between about 80°C
to 90°. Polymerisation of the core mixture may occur in the presence of the polymer
formed by polymerisation of the shell mixture to thereby form a core /shell polymer,
typically by dispersion polymerisation. A typical polymerisation may be carried out by
adding the core mixture, at a controlled rate over a period of time, to an aqueous
dispersion of shell polymer. During the polymerisation the mixture may be mixed,
such as by stirring and the temperature may be held generally constant.
6
Other methods to polymerise the core mixture include, but are not limited to, mixing
all or part of the core ethylenically unsaturated substances with the aqueous
dispersion of shell polymer and then adding the remaining core components,
including free radical initiator, to the resulting mixture over a set period of time.
Suitable temperatures for this type of process are typically in the range 50°C to 95°C.
For the Core/Shell latex composition the ratio of the core mixture (monomers and
initiator) to shell mixture (monomers and initiator) is typically between about 20:80
and 90:10 by weight. Suitably, the ratio of the core mixture to shell mixture is
between about 60:40 and 80:20 by weight, particularly suitably the ratio of the core
mixture to shell mixture components is between about 70:30 and 75:25.
In another embodiment the latex material comprises an aqueous dispersion of an
acrylic material with reactive functional groups and stabilized with an emulsifier or
surfactant material.
In such an embodiment, the emulsifier may be an anionic, cationic or non ionic type
stabilizer. Typical examples of anionic emulsifiers include alkyl sulphates, such as
sodium dodecyl sulphate or sodium polyoxy ethylene alkyl ether sulphate or aryl
sulphonates such as sodium dodecylbenzene sulphonate. Other examples of
anionic emulsifiers include the sulphosuccinates examples of which include the
compounds sodium diisobutyl sulpho succinate, sodium dioctyl sulpho succinate and
sodium di cyclohexyl sulpho succinate. Examples of nonionic emulsifiers include
fatty alcohol ethoxylates such as poly ethylene glycol mono lauryl ether or fatty acid
ethoxylates such as polyethylene glycol mono stearate or polyethylene glycol mono
laurate or polyether block polymers such as polyethylene glycol/polypropylene glycol
block polymers also known as pluronics, typical commercial products of this type
include Tergitol XJ, XH or XD from Dow Chemical. Examples of Cationic emulsifiers
include amine salts such as cetyl trimethyl ammonium chloride or benzyl dodecyl
dimethyl ammonium bromide. It should also be noted that mixtures of anionic and
cationic emulsifiers would not be desirable.
The acrylic latex material according to the present embodiment may be formed from
a reaction mixture, the reaction mixture may comprise one or more C to C alkyl
1 6
to C alkyl (meth)acrylate material.
(meth)acrylate material, suitably more than one C1 6
7
Examples of suitable C to C alkyl (meth)acrylate materials include methyl
1 6
acrylate; methyl (meth)acrylate; ethyl acrylate; ethyl (meth)acrylate; propyl acrylate;
propyl (meth)acrylate; butyl acrylate; butyl (meth)acrylate. The C to C alkyl
1 6
(meth)acrylate may comprise a functional C to C alkyl (meth) acrylate. For
1 6
example, the C to C alkyl (meth) acrylate may comprise epoxy functionality, such as
1 6
gylcidylmethacrylate; hydroxy functionality, such as either of hydroxy ethyl
methacrylate or 2 hydroxy ethyl acrylate; or alkyl methylol functionality, such as n-
butoxymethyl acrylamide.
In some cases the reaction mixture further comprises an ab ethylenically unsaturated
carboxylic acid or anhydride, preferably acrylic acid or methacrylic acid.
The reaction mixture may further comprise one or more ethylenically unsaturated
monomer(s). In one embodiment, the reaction mixture may comprise an aryl
substituted ethylenically unsaturated monomer, such as styrene.
The reaction mixture of a,b–ethylenically unsaturated compounds may be
polymerised to form the acrylic latex using free radical initiators. Free radical initiators
which are water soluble are commonly used in emulsifier stabilised Latex
compositions as one or more of the free radical initiators for polymerization.
Examples of this type of initiator include azo type initiators such as 2,2'-Azobis[N-(2-
carboxyethyl)methylpropionamidine]hydrate; 2,2'-Azobis[2-(2-imidazolin
yl)propane]dihydrochloride and 2,2'-Azobis(2-methylpropionamidine)dihydrochloride.
Other examples of water soluble free radical initiators include materials such as
hydrogen peroxide or mixtures such as hydrogen peroxide and benzoin or the redox
initiators such as the mixture tert-butyl hydroperoxide, erythrobic acid and ferrous
complexes. Water soluble persulphate initiators such as ammonium persulphate,
sodium persulphate or potassium persulphate can be used.
In some polymerisations, initiators which are soluble in the monomer mixture or so
called oil soluble initiators can be used, such as peroxy or peroxyester functional
substances. Typical examples of free radical initiators of this type include, tertiary
butyl perbenzoate , tert butyl peroxy 3,5,5 trimethylhexanoate , tertiary butyl peroxy
2-ethyl hexanoate , di tertiary butyl peroxide, and tertiary butyl per acetate. Other oil
soluble initiator materials include azo type initiators, typical examples are 2,2’-
8
azobis(isobutyronitrile), 2,2'-Azobis(2-methylbutyronitrile); 2,2'-Azobis(2.4-
dimethyl valeronitrile) and 2,2'-Azobis(4-methoxy-2.4-dimethyl valeronitrile).
Polymerization may be carried out at temperatures in the range of between about
30°C to 99°C, preferably in the range 50°C to 95°C and most preferably in the range
75°C to 90°C. The temperature is typically held constant throughout the
polymerization process.
The process of forming the emulsifier stabilised latex polymer can be achieved in a
number of ways. In all cases the emulsifier is mixed with water and the mixture
heated to the polymerisation temperature, as the first part of the process. In some
process methods all of the monomer components can be mixed with water and
emulsifier at the start of the process and then, when at temperature, the initiator
materials can be added to the reaction mixture either continuously or in portions over
a set time period. An alternative process is for all of the monomer mixture and the
initiator mixture to be added to the mixture of emulsifier and water over a set time
period at a constant rate. Other alternative process methods utilise a combination of
these techniques, in so much as a part of the monomer mix or initiator (or both) is
added to the emulsifier and water mixture at the start of polymerisation. The
remaining monomer mix and initiator is then added to the reaction mixture over a set
time period whilst maintaining a pre determined temperature. The appropriate
process method which provides a stable latex material with the desired
characteristics, from the chosen reaction components is utilised
The term polymer as used herein refers to a homopolymer or copolymer unless
otherwise stated. Furthermore, the term copolymer refers to a polymer formed from
two or more different monomers. For example, the term copolymer as used herein
refers to a polymer that may be formed from 2, 3, 4, 5 or more different monomers.
The functional silane material comprises one or more functional groups. It is
believed that the functional groups allow the coating to adhere to the metal substrate,
although the inventors do not wish to be bound by this. Such functional groups may
include one or more of methoxy, ethoxy, alkoxy, hydroxy, methyldimethoxy, methoxy-
ethoxy, methyldimethoxy, ethyltrimethoxy for example.
9
The functional silane material may be any silane material comprising a molecule
having a single or multiple silicon atoms. This includes polysilanes, polysiloxanes or
other silicon containing polymers.
In other embodiments, the functional silane material comprises functional groups that
react with the acrylic latex material. Such functional groups include aminopropyl,
aminoethyl-aminopropyl, phenyl-aminopropyl, benzylamine, phenyl, vinyl,
vinyltrichloro, vinylbenzylamine, glycidoxypropyl, methacrylate, isocyanate, 3,4-
epoxycyclohexyl, methacryloxypropyl, methacrylamido, chloropropyl, an alkyl chain
(branched or linear) containing 1 to 12 carbon atoms, or epoxy, for example.
In one embodiment, the functional silane material comprises an epoxy functional
group. In an alternative embodiment, the functional silane material comprises a
hydroxyl or alkoxyl functional group.
In one embodiment, the functional silane material comprises an epoxy functional
silane or an amino functional silane.
In one embodiment, the functional silane material comprises at least two functional
groups. The at least two functional groups may be different functional groups. In
such an embodiment, the functional silane material may comprise one or more epoxy
functional group and one or more hydroxy or alkoxy functional group.
In one embodiment, the functional silane material comprises a silane material
according to Formula I, or a polysiloxane polymer derived from one or more silane
material according to Formula I:
1 2
(R ) Si(OR ) I
n m
1
wherein each R is independently selected from an epoxy functional optionally
substituted alkyl group,
2
each R independently represents H or an alkyl group
n= 1 to 3,
m= 1 to 3; and
10
n+m=4.
2
Suitably, each R may be independently selected from H, methyl, ethyl, propyl or
butyl, particularly suitably H, methyl or ethyl.
1
Each optionally substituted alkyl group in R may be independently selected from any
optionally substituted C to C alkyl group.
1 12
1
In one embodiment, each R is independently selected from an epoxy alkyl or an
epoxy alkyl ether.
The functional silane material may comprise g-glycidyloxypropyl trialkoxy silane, such
as g-glycidyloxypropyl trimethoxy silane, for example.
In one embodiment, the functional silane material may comprise one or more amine
functional groups and, optionally one or more hydroxy or alkoxy functional group.
In one embodiment, the functional silane material comprises a silane material
according to Formula 2, or a polysiloxane polymer derived from one or more silane
material according to Formula 2:
3 4
((R )HN(CH ) ) Si(OR ) 2
2 3 n m
3
wherein each R is independently selected from H or an optionally substituted alkyl
group,
4
each R independently represents H or an alkyl group
n= 1 to 3,
m= 1 to 3; and
n+m=4.
4
Suitably, each R may be independently selected from H, methyl, ethyl, propyl or
butyl, particularly suitably H, methyl or ethyl.
11
3
Each R may be independently selected from H or any optionally amine
substituted C to C alkyl group.
1 12
3
In one embodiment, each R is independently selected from H or a primary amine
alkyl.
The functional silane material may comprise an g-amino propyl trialkoxy silane such
as g-amino propyl trimethoxy silane or an a-aminoethylaminopropyl trialkoxy silane,
such as a-aminoethylaminopropyl trimethoxy silane (N-(3-
(Trimethoxysilyl)propyl)ethylenediamine), for example.
The second component may further comprise at least one solvent, which may be an
organic solvent.
Suitably, the coating composition when the two components are combined to form
one coating composition; comprises the acrylic latex material and the functional
silane material in a ratio of latex solids to silane solids of between about 99:1 parts by
wt to 1:99 parts by wt, especially in a ratio of between about to 60:40 parts by wt to
95:5 parts by wt and more suitably in a ratio of between about 75:25 parts by wt to
90:10 parts by wt. In one embodiment, the coating composition comprises the acrylic
latex material and the functional silane material in a ratio of latex solids to silane
solids of between about 78:22 parts by wt to 85:15 parts by wt.
In a preferred embodiment of the current invention the two component coating is
applied as a repair coating for component parts of food and beverage cans. A
particularly preferred use is as a repair coating for a full aperture easy open end for
food cans. This end component is repair coated, after fabrication, by airless spraying
of the material on to the exterior of the score line. Other uses as repair coatings
include the coating of seams and welds, such as side seams for which the coating
may be applied to the area by spraying (airless or air driven) or roller coating. Repair
coating can also include protection of vulnerable areas where corrosion may be likely
due to damage, these areas include flanges, rims and bottom rims where the coating
may be applied by spraying, roller coating flow or dip coating.
In certain embodiments, the coating compositions of the present invention, may be
substantially free, may be essentially free and/or may be completely free of bisphenol
12
A and derivatives or residues thereof, including bisphenol A ("BPA") and
bisphenol A diglycidyl ether ("BADGE"). Such coating compositions are 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 because of
impurities or unavoidable contamination from the environment. The coating
compositions can also be substantially free and may be essentially free and/or may
be completely free of bisphenol F and derivatives or residues thereof, including
bisphenol F and bisphenol F diglycidyl ether ("BFDGE"). The term "substantially
free" as used in this context means the 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 mentioned
compounds, derivatives or residues thereof.
According to a second aspect of the present invention there is provided a food or
beverage can comprising a surface having a coating on at least a portion thereof, the
coating being formed from a two component coating composition according to the
first aspect.
According to a third aspect of the present invention there is provided a method of
repairing a food or beverage can, the method comprising coating a portion of the
food or beverage can with a two component coating composition according to the
first aspect. More specifically, the present invention provides a method of repairing a
score line on a food or beverage can, the method comprising applying to the score
line a two component coating composition according to the first aspect.
It has been surprisingly and advantageously found by the present inventors that the
two component coating composition of the present invention provides a very clear
coating with no perceptible yellowing of the coating. This is extremely advantageous
in that the coating composition, which is often used to repair a score line, is
substantially not visible to an end user. Therefore, according to a further aspect of
the present invention there is provided the use of two component coating
composition according to the first aspect for reducing yellowing.
It has also surprisingly and advantageously been found by the present inventors that
the addition of a functional silane material may significantly reduce the curing time of
the coating composition. Described herein is the use of a functional silane material
13
for reducing the curing time in a two component coating composition. Also
described is the use of a functional silane in a second component of a two
component coating composition for reducing curing time of the coating. Preferably,
the first component in the two component coating material comprises an acrylic latex
material.
A yet further surprising element of the present invention is that the addition of a
functional silane material may significantly reduce the curing temperature of the
coating composition. Described herein is the use of a functional silane material for
reducing the curing temperature in a two component coating composition. Also
described is the use of a functional silane in a second component of a two
component coating composition for reducing the curing temperature of the coating.
Preferably, the first component of the two component coating composition comprises
an acrylic latex material.
All of the features contained herein may be combined with any of the above aspects
and in any combination.
For a better understanding of the invention, and to show how embodiments of the
same may be carried into effect, reference will now be made, by way of example, to
the following experimental data.
Examples
The following examples are intended to illustrate the invention and should not be
construed as limiting the invention in any way.
Polymer Examples
Core/shell latex emulsions were formed as follows.
Shell polymer example 1
The ingredients of this shell polymer example are displayed in Table 1 below.
14
Table 1
Item no Component Parts (by weight)
6.00
1 Propylene glycol mono methyl ether
11.88
2 Butyl glycol
0.50
3 Trigonox 42S*
3.00
4 Butyl glycol
11.25
Methacrylic acid
6.25
6 Ethyl acrylate
7.50
7 Styrene
1.00
8 Butyl glycol
0.25
9 Trigonox 42S*
1.50
Butyl glycol
0.50
11 Butyl glycol
.83
12 De-ionized water
.83
13 Dimethylethanolamine**
38.73
14 De-ionized water
* = tert-Butyl peroxy-3,5,5-trimethylhexanoate
** = the amine used to neutralise the polymer
Process method
The polymerisation was carried out using a reaction vessel equipped with heating,
cooling, stirring and a reflux condenser. A sparge of nitrogen was applied to the
reactor to provide an inert atmosphere, stirred vessels for mixing and addition of
monomers (a monomer tank) and free radical initiators (an initiator tank) were
available and linked to the reaction vessel by pumps which could be used to control
the addition rate. Items 1 and 2 were added to the reaction vessel and heated to
140°C. Whilst the vessel was heating to temperature items 3 and 4 were mixed in
the initiator tank and items 5, 6 and 7 were mixed in the monomer tank. With the
contents of the reactor maintained at a temperature of 139 to 140°C the contents of
the initiator tank and monomer tank were simultaneously added to the reactor at a
constant rate over a period of 150 minutes. After the addition was completed the
contents of the reactor were held at 139 to 140°C, then item 8 was added to the
reactor from the monomer tank as a line wash. Items 9 and 10 were added to the
initiator tank. After holding the reactor contents at 139 - 140°C for 30 minutes 50% of
the contents of the initiator tank (items 9 and 10) were added as rapidly as possible
to the reactor and the temperature of the reactor held at 139 to 140°C for a further 30
minutes. The remaining contents of the initiator tank were then added and item 11
added to the reactor via the initiator tank as a line wash. The contents of the reactor
15
were then maintained at 139 to 140°C for a further 90 minutes. The reactor
contents were then cooled to 98°C, items 12 and 13 were mixed and the mixture was
carefully added to the reactor over a period of 15 minutes. After thorough mixing of
the contents of the reactor item 14 was added to produce a translucent or slightly
hazy solution like material which was cooled to 25 °C and filtered ready for use in
further polymerisation.
The polymer obtained by the above example had the following characteristics:
solids content 28.9 % (180°C, 30 minutes 0.5gm)
viscosity 504 centipoise (Brookfield DVII pro viscometer spindle
3, 50rpm @ 25°C)
acid value 69.6 (mgKOH/gm on total sample)
This Shell polymer, also sometimes referred to as soap, can be used in various
core/shell latex systems. One example is detailed in table 2.
Latex example 1
Table 2
Item Component Parts (by weight)
1
Shell polymer example 1 25.38
1
55.02
2 De-ionized water
6.80
3 Styrene
9.54
4 Ethyl acrylate
1.32
Glycidyl methacrylate
2
0.18
6 Trigonox 21
1.68
7 De-ionized water
2
0.04
8 Trigonox 21
2
0.04
9 Trigonox 21
1
= the soap formed from the reaction components in Table 1, above
2
= the radical initiator = tert-Butyl peroxyethylhexanoate
16
Process Method
Items 1 and 2 were placed in a reaction vessel equipped with heating, cooling,
stirring and a simple reflux condenser. The vessel was also supplied with a nitrogen
sparge to maintain an inert atmosphere and also attached were stirred addition tanks
which could be employed to add ab unsaturated monomers and initiator. The
mixture in the reaction vessel was heated to 85 °C and held at that temperature.
Items 3 to 6 were mixed in a stirred addition tank and then added to the vessel over a
period of 2 hours, whilst maintaining the temperature of the contents of the vessel at
85 °C. After the addition was complete item 7 was added to the vessel via the stirrer
addition tank as a line wash. The vessel was maintained at 85 °C for 30 minutes and
then item 8 was added. The vessel was maintained at temperature for a further 1
hour before item 9 was added and the vessel was then maintained at 85°C for a
further 2 hours. Finally the contents of the vessel were cooled to 40C and
discharged with filtration prior to the use of this material, Latex example 1, in the
preparation of coatings.
The characteristics of the Latex produced in Latex example 1 were determined as
follows:
Solids content 25.4% (110°C, 60 minutes 0.5gm)
Viscosity 15 seconds (Ford 4 cup @25°C)
Particle size 167. 4 nanometers (Z average value, determined with diluted
sample using Malvern Zetasizer Nano ZS machine)
The latex produced in this process is an example of a core shell latex dispersion, with
a ratio of core to shell components of 73.3 / 26 .7 wt %.
Coatings Examples
Preparation of coatings
Coatings were prepared from the Latex polymers as described below. The coatings
were prepared as two parts, Part A and Part B, which are stored separately as stable
components. The two parts are then mixed in weight ratios as outlined below prior to
application of the coating.
The tables below outline the components of each of the parts and also the mixture of
the parts which make up the coating. All the quantities given in the tables are parts
by weight.
17
Table 3 A
Coating Coating Coating
Components
Example 1A Example 2A Example 3A
1
Part A Latex Example 1 85.92 82.29 0.00
2
Alberdingk AC 5503 0.00 0.00 51.88
Deionized Water 13.36 16.83 47.08
3
BYK-307 0.41 0.50 0.65
4
Optical Brightener 0.10 0.12 0.13
BYK-024 0.21 0.25 0.26
1
= Core shell Latex from preparative example 1
2
= Epoxy functional aqueous acrylic latex dispersion, commercially available from Alberdingk Boley
GMBH, Krefeld Germany
3
= silicone wetting agent, commercially available from BYK-Chemie GmbH, Wesel, Germany
4
= Tinopal NFW Liq commercially available from BASF SE, Ludwigshafen, Germany
= silicone defoamer, commercially available from BYK-Chemie GmbH, Wesel, Germany
Table 3A outlines the components of a composition which makes up part A which is
the latex containing part of the two part coating. Each of the examples was made by
adding the components in order, as in the table, to a vessel stirred with a high speed
mixer at 25 °C. Mixing was continued for 10 minutes after the addition of
components was complete.
Table 3 B
Coating Coating Coating
Components
Example 1B Example 2B Example 3B
6
Part B Epoxy-methoxy silane 100.00 20.00 0.00
7
Amino-ethoxy silane 0.00 0.00 21.55
Methoxypropanol 0.00 55.00 78.45
Acetone 0.00 25.00 0.00
6
= Silquest A-187 commercially available from Momentive Performance Materials Albany, NY, USA
7
= Silquest A-1100 commercially available from Momentive Performance Materials Albany, NY, USA
Table 3B outlines the components of a composition which makes up part B which is
the functional silane containing part of the two part coating. Each of the examples
was made by adding the components in order, as in the table, to a vessel stirred with
a high speed mixer at 25 °C. Mixing was continued for 10 minutes after the addition
of components was complete.
18
Table 3 C
Components Coating Coating Coating
Example 1 Example 2 Example 3
Coating Coating Example 1A 97
Mixture
Coating Example 2A 80
Coating Example 3A 77
Coating Example 1B 3
Coating Example 2B 20
Coating Example 3B 23
Table 3C outlines the component parts and the amounts which are mixed to produce
the final coatings. Thus Coating example 1 was prepared by mixing Coating
example 1 A (part A or the latex part) with Coating example 1B (part B or the
functional silane containing part) in the weight proportions as given in the table.
Other examples were prepared by combining part A and part B as outlined in table
3C.
Each of the Coating examples were made by adding component B to component A in
a mixing vessel which was stirred with a high speed mixing blade at 500 – 1000 rpm
at a temperature around 25 °C. Mixing continued for 10 minutes after the addition
was complete. After mixing each of the coatings was ready for use; stored at a
temperature around 25 °C they remained in a useable state for around 50 hours.
Using the solids contents as determined for the latex materials discussed above, the
proportion of latex solids and silane solids in each of the example coatings was
calculated:
For coating example 1, the proportion of latex solids to silane solids by weight is 87.6
to 12.4. For coating example 2, the proportions of latex to silane solids by weight are
80.7 to 19.3 and for coating example 3, the latex to silane solids ratio is 80.3 to 19.7.
19
Coating application and drying
The Coatings from the coating examples outlined above and a commercial standard
product were applied to a metal substrate, being a full aperture tinplate easy open
end, such as those routinely used in food or beverage cans. The ends used were
coated with clear, gold or white pigmented lacquer with print markings and had not
been repair coated.
The coatings were applied with an airless spray gun in a strip 5 – 25 mm wide over
the score line on the easy open end.
After application of the coatings the easy open ends were dried for one minute in a
o o
fan assisted oven at a temperature between 100 C and 150 C as outlined in tables 4
and 5 below. The drying process produces a cured film of the coating on the end
which is tested, as outlined in the details below, to demonstrate the performance of
the protective coating applied to the score line as a repair layer.
Details of methods for testing coatings
The performance of the coatings are evaluated in the following ways:
The coating is evaluated using a test for bubbles, blush, adhesion and yellowing.
Details of how these tests are performed and evaluated are given below.
Bubbles
After application and curing the formation of bubbles is evaluated. This is done by
examining the score line with a microscope looking particularly for bubbles and
defects which are trapped within the film or in the coating metal interface. The
evaluation is rated between 0 and 5. Rating grade 0 corresponds to no bubbles seen
along the score line and grade 5 corresponds to bubbles covering all of the score
line.
Blush
Blush is white colouration of the film caused by water penetration and entrapment.
To assess the resistance to blush the coated ends are sterilised in an autoclave for 1
20
o
hour at 130 C in water and in water plus 1% teepol (sodium dodecyl benzene
sulphonate, detergent) (as detergent) and the film is observed.
In the evaluation of the coating examples reported below the blush evaluation
corresponds to sterilisation in the liquid phase (completely immersed in the solution)
o
in water with 1 % arylsulphosuccinate detergent for 1 hour at 130 C.
After sterilisation the appearance of the film is rated between 0 and 5. Grade 0
corresponds to perfect film appearance with no discernable attack. Grade 5
corresponds to complete attack of the film across the whole of the score line.
The industrial process for processing or sterilisation of cans containing various food
stuffs often uses water which is treated with detergents such as
arylsulphosuccinates. In some cases the industrial process can also use a 1%
solution of Teepol in water. Hence, this test has particular relevance to the industrial
use of the coatings that are under evaluation.
Adhesion
Film adhesion after sterilisation with water with 1% teepol (sodium dodecyl benzene
o
sulphonate, detergent) for 1 hour at 130C is also checked. The coating is
crosshatched and checked for removal with tape (3M 610 type tape). Grade 0
corresponds to good adhesion with no removal of coating and grade 5 to complete
loss of adhesion as seen by complete removal of the coating with the tape.
Yellowing
To check yellowing the coating is applied on ends which are coated with white
enamel and sterilized in water with 1% teepol (sodium dodecyl benzene sulphonate,
detergent) for 1 hour at 130°C. Grade 0 corresponds to no yellowing and grade 5 to a
high yellowing level.
Results of testing of Coating Examples
The standard product and coating examples were prepared, applied and dried as
outlined in the preceding descriptions. The coated ends obtained were then tested
no later than 3 hours after completion of the drying process. The results of the
testing and evaluation of the ends are compiled in Table 4. It should also be noted
21
that for each coating ends were cured at three different temperatures (105°C,
120°C and 150°C) as outlined in the table.
Table 4
Adhesion
Film curing
Bubbles Blush after Yellowing
temperature
sterilisation
o
Standard
105C 0 4 0 1
from PPG
(epoxy
o
120C 0 3 0 1
based
solvent-
o
150C 0 2 0 1
borne
1
product)
o
Coating
105C 0 2 0 0
Example 1
o
120C 0 2 0 0
o
150C 0 2 0 0
o
Coating
105C 0 1 0 0
Example 2
o
120C 0 1 0 0
o
150C 0 1 0 0
o
Coating
105C 0 1 0 0
Example 3
o
120C 0 1 0 0
o
150C 0 1 0 0
1
= PPG 2982-803/A + PPG 2982-804/A mix 1:1
The results in table 4 show that the standard product has poor blush performance
o o
particularly where the curing temperature used is low (105 C and 120 C). This is
expected for the standard; in commercial production using products such as the
standard employed here, the repaired easy open ends are held at a temperature
around 22°C for a period at least 24 hours to fully develop resistance properties. All
of the coating examples under study at all of the temperatures show a better level of
performance than the standard and have been shown to develop a good level of
performance immediately after oven drying, with no need to age the coating. This
offers an advantage, particularly in process costs, for the products under study
compared to the standard.
22
Tables 5 below shows the results of tests on ends which have been stored at a
temperature of 19 and 22°C for 24 hours after oven drying. This storage or ageing
process is applied in commercial use of the standard coating which is known not to
develop its full performance immediately after drying. Tests were made for the
standard and the coating examples under study after this storage time and the
results should be compared to those in table 4
Table 5
Adhesion
Film curing
Bubbles Blush after Yellowing
temperature
sterilisation
Standard o
C 0 2 0 1
105
from PPG
(epoxy based
o
120C 0 1 0 1
solvent-borne
1
product)
o
150C 0 1 0 1
o
Coating
105C 0 2 0 0
Example 1
o
120C 0 2 0 0
o
150C 0 2 0 0
o
Coating
105C 0 1 0 0
Example 2
o
120C 0 1 0 0
o
150C 0 1 0 0
o
Coating
105C 0 1 0 0
Example 3
o
120C 0 1 0 0
o
150C 0 1 0 0
1
= PPG 2982-803/A + PPG 2982-804/A mix 1:1
The results in table 5 when compared to those in table 4 show that the performance
of the standard has changed and reached a good level of performance. This change
was as expected for the commercial standard product. Whereas for all the coating
examples under study the test results in table 4, immediately after cure, are the same
as the results in table 5, after 24 hours ageing. The results in table 5 of all the
coating examples under test are comparable with the standard.
23
In all of the examples under study the film is transparent and is colourless, as
indicated by a score of 0 in the yellowing test, whereas the standard is known to be
slightly yellowish, as indicated by a score of 1 in the yellowing test, giving the repair
some visibility. Hence, the coatings under study offer another desirable advantage
over the current commercial standard product, particularly where the ends are
precoated with a pigmented white coating or colourless lacquer.
Thus in summary, it can be seen from the examples above that a coating
composition made in accordance with the present invention provides a water based
coating with lower volatile organic content (VOC), requires a lower curing
temperature, does not need to be stored (or aged) to produce the desired protection
performance and produces less yellowing compared to the current commercial
standard product. Furthermore, it can be seen from the examples presented that in
common with the current commercial standard product the coating composition made
in accordance with the present invention provides a two component coating with a
workable life (after mixing of the components) of at least 12 hours, can be applied
with airless spray equipment and provides sufficient protection to resist corrosion to
the exposed metal score line which it has been applied to repair.
Attention is directed to all papers and documents which are filed concurrently with or
previous to this specification in connection with this application and which are open to
public inspection with this specification, and the contents of all such papers and
documents are incorporated herein by reference.
In this specification where reference has been made to external documents, or other
sources of information, this is generally for the purpose of providing a context for
discussing the features of the invention. Unless specifically stated otherwise,
reference to such external documents is not to be construed as an admission that
such documents, or such sources of information, in any jurisdiction, are prior art, or
form part of the common general knowledge in the art.
All of the features disclosed in this specification (including any accompanying claims,
abstract and drawings), and/or all of the steps of any method or process so
disclosed, may be combined in any combination, except combinations where at least
some of such features and/or steps are mutually exclusive.
24
Each feature disclosed in this specification (including any accompanying claims,
abstract and drawings) may be replaced by alternative features serving the same,
equivalent or similar purpose, unless expressly stated otherwise. Thus, unless
expressly stated otherwise, each feature disclosed is one example only of a generic
series of equivalent or similar features.
The invention is not restricted to the details of the foregoing embodiment(s). The
invention extends to any novel one, or any novel combination, of the features
disclosed in this specification (including any accompanying claims, abstract and
drawings), or to any novel one, or any novel combination, of the steps of any method
or process so disclosed.
The term “comprising” as used in this specification and claims means “consisting at
least in part of”. When interpreting statements in this specification and claims which
include the term “comprising”, other features besides the features prefaced by this
term in each statement can also be present. Related terms such as “comprise” and
“comprises” are to be interpreted in similar manner.
Claims (31)
1. A two component coating composition suitable for coating onto a metal substrate, the coating composition comprising: 5 a first component comprising an acrylic latex material; and a second component comprising a functional silane material. 10
2. A coating composition according to claim 1, wherein the acrylic latex material comprises an aqueous emulsion of one or more acrylic polymers.
3. A coating composition according to claim 1 or 2, wherein the acrylic latex material comprises an aqueous dispersion of an acrylic material in a core/shell 15 arrangement.
4. A coating composition according to claim 3, wherein the core is formed from a core mixture and the shell is formed from a shell mixture, and wherein the ratio of the core mixture (monomers and initiator) to shell mixture (monomers and 20 initiator) is typically between about 20:80 and 90:10 by weight.
5. A coating composition according to any one of the preceding claims, wherein the latex material comprises an aqueous dispersion of an acrylic material with reactive functional groups and stabilized with an emulsifier or surfactant 25 material.
6. A coating composition according to any one of the preceding claims, wherein the functional silane material comprises a silane material according to Formula I, or a polysiloxane polymer derived from one or more silane material according 30 to Formula I: 1 2 (R )nSi(OR )m I 1 wherein each R is independently selected from an epoxy functional optionally 35 substituted alkyl group, 26 2 each R independently represents H or an alkyl group n= 1 to 3, m= 1 to 3; and 5 n+m=4.
7. A coating composition according to any one of the preceding claims, wherein the functional silane material comprises a silane material according to Formula 2, or a polysiloxane polymer derived from one or more silane material 10 according to Formula 2: 3 4 ((R )HN(CH ) ) Si(OR ) 2 2 3 n m 3 wherein each R is independently selected from H or an optionally substituted 15 alkyl group, 4 each R independently represents H or an alkyl group n= 1 to 3, 20 m= 1 to 3; and n+m=4.
8. A coating composition according to any one of the preceding claims, wherein the functional silane material comprises an epoxy functional silane or an amino 25 functional silane.
9. A coating composition according to any one of the preceding claims, wherein the coating composition comprises the acrylic latex material and the functional silane material in a ratio of latex solids to silane solids of between about 99:1 30 parts by wt to 1:99 parts by wt.
10. A food or beverage can comprising a surface having a coating on at least a portion thereof, the coating being formed from a two component coating composition, the coating composition comprising: 35 a first component comprising an acrylic latex material; and 27 a second component comprising a functional silane material.
11. A can according to claim 10, wherein the acrylic latex material comprises an 5 aqueous emulsion of one or more acrylic polymers.
12. A can according to claim 10 or 11, wherein the acrylic latex material comprises an aqueous dispersion of an acrylic material in a core/shell arrangement. 10
13. A can according to claim 12, wherein the core is formed from a core mixture and the shell is formed from a shell mixture, and wherein the ratio of the core mixture (monomers and initiator) to shell mixture (monomers and initiator) is typically between about 20:80 and 90:10 by weight. 15
14. A can according to any one of claims 10 to 13, wherein the latex material comprises an aqueous dispersion of an acrylic material with reactive functional groups and stabilized with an emulsifier or surfactant material.
15. A can according to any one of claims 10 to 14, wherein the functional silane 20 material comprises a silane material according to Formula I, or a polysiloxane polymer derived from one or more silane material according to Formula I: 1 2 (R ) Si(OR ) I n m 1 25 wherein each R is independently selected from an epoxy functional optionally substituted alkyl group, 2 each R independently represents H or an alkyl group 30 n= 1 to 3, m= 1 to 3; and n+m=4.
16. A can according to any one of claims 10 to 15, wherein the functional silane 35 material comprises a silane material according to Formula 2, or a polysiloxane polymer derived from one or more silane material according to Formula 2: 28 3 4 ((R )HN(CH ) ) Si(OR ) 2 2 3 n m 3 wherein each R is independently selected from H or an optionally substituted 5 alkyl group, 4 each R independently represents H or an alkyl group n= 1 to 3, 10 m= 1 to 3; and n+m=4.
17. A can according to any one of claims 10 to 16, wherein the functional silane material comprises an epoxy functional silane or an amino functional silane. 15
18. A can according to any one of claims 10 to 17, wherein the coating composition comprises the acrylic latex material and the functional silane material in a ratio of latex solids to silane solids of between about 99:1 parts by wt to 1:99 parts by wt. 20
19. A method of repairing a score line on a food or beverage can, the method comprising applying to the score line a two component coating composition, the coating composition comprising: 25 a first component comprising an acrylic latex material; and a second component comprising a functional silane material.
20. A method according to claim 19, wherein the acrylic latex material comprises 30 an aqueous emulsion of one or more acrylic polymers.
21. A method according to claim 19 or 20, wherein the acrylic latex material comprises an aqueous dispersion of an acrylic material in a core/shell arrangement. 35 29
22. A method according to claim 21, wherein the core is formed from a core mixture and the shell is formed from a shell mixture, and wherein the ratio of the core mixture (monomers and initiator) to shell mixture (monomers and initiator) is typically between about 20:80 and 90:10 by weight. 5
23. A method according to any one of claims 19 to 22, wherein the latex material comprises an aqueous dispersion of an acrylic material with reactive functional groups and stabilized with an emulsifier or surfactant material. 10 24. A method according to any one of claims 19 to 23, wherein the functional silane material comprises a silane material according to Formula I, or a polysiloxane polymer derived from one or more silane material according to Formula I: 1 2
(R ) Si(OR ) I n m 15 1 wherein each R is independently selected from an epoxy functional optionally substituted alkyl group, 2 each R independently represents H or an alkyl group 20 n= 1 to 3, m= 1 to 3; and n+m=4.
25 25. A method according to any one of claims 19 to 24, wherein the functional silane material comprises a silane material according to Formula 2, or a polysiloxane polymer derived from one or more silane material according to Formula 2: 3 4 ((R )HN(CH ) ) Si(OR ) 2 2 3 n m 30 3 wherein each R is independently selected from H or an optionally substituted alkyl group, 4 each R independently represents H or an alkyl group 35 n= 1 to 3, 30 m= 1 to 3; and n+m=4.
26. A method according to any one of claims 19 to 25, wherein the functional silane 5 material comprises an epoxy functional silane or an amino functional silane.
27. A method according to any one of claims 19 to 26, wherein the coating composition comprises the acrylic latex material and the functional silane material in a ratio of latex solids to silane solids of between about 99:1 parts by 10 wt to 1:99 parts by wt.
28. A coating composition according to any one of claims 1 to 9 substantially as herein described with reference to any example thereof. 15
29. A can according to any one of claims 10 to 18 substantially as herein described with reference to any example thereof.
30. A method according to any one of claims 19 to 27 substantially as herein described with reference to any example thereof. 20
31. A can when repaired by a method of any one of claims 19 to 27 and 30.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP11191799.3A EP2599844A1 (en) | 2011-12-02 | 2011-12-02 | Coating composition for a food or beverage can |
EP11191799.3 | 2011-12-02 | ||
PCT/EP2012/074228 WO2013079718A1 (en) | 2011-12-02 | 2012-12-03 | Coating composition for a food or beverage can |
Publications (2)
Publication Number | Publication Date |
---|---|
NZ625343A NZ625343A (en) | 2016-10-28 |
NZ625343B2 true NZ625343B2 (en) | 2017-01-31 |
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