EP0883656A1 - Dispersion non aqueuse stabilisee steriquement et materiau de revetement a base de celle-ci - Google Patents
Dispersion non aqueuse stabilisee steriquement et materiau de revetement a base de celle-ciInfo
- Publication number
- EP0883656A1 EP0883656A1 EP97903349A EP97903349A EP0883656A1 EP 0883656 A1 EP0883656 A1 EP 0883656A1 EP 97903349 A EP97903349 A EP 97903349A EP 97903349 A EP97903349 A EP 97903349A EP 0883656 A1 EP0883656 A1 EP 0883656A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- component
- aqueous dispersion
- epoxy
- formula
- epoxy resin
- 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- Withdrawn
Links
- 239000006185 dispersion Substances 0.000 title claims abstract description 83
- 239000011248 coating agent Substances 0.000 title claims abstract description 29
- 238000000576 coating method Methods 0.000 title claims abstract description 18
- 239000000463 material Substances 0.000 title abstract description 6
- 229920000647 polyepoxide Polymers 0.000 claims abstract description 58
- 239000003822 epoxy resin Substances 0.000 claims abstract description 52
- 150000002009 diols Chemical class 0.000 claims abstract description 38
- 239000003381 stabilizer Substances 0.000 claims abstract description 36
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000002904 solvent Substances 0.000 claims abstract description 23
- 125000003700 epoxy group Chemical group 0.000 claims abstract description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 15
- 239000004593 Epoxy Substances 0.000 claims abstract description 13
- 150000001875 compounds Chemical class 0.000 claims abstract description 11
- 229920001195 polyisoprene Polymers 0.000 claims abstract description 11
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract description 10
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims abstract description 10
- 239000000945 filler Substances 0.000 claims abstract description 9
- 239000003960 organic solvent Substances 0.000 claims abstract description 9
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 8
- 239000000654 additive Substances 0.000 claims abstract description 7
- 239000000049 pigment Substances 0.000 claims abstract description 7
- 239000008199 coating composition Substances 0.000 claims description 43
- 238000000034 method Methods 0.000 claims description 25
- 229920001568 phenolic resin Polymers 0.000 claims description 21
- 239000005011 phenolic resin Substances 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 18
- 238000004806 packaging method and process Methods 0.000 claims description 15
- 239000007787 solid Substances 0.000 claims description 12
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 10
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims description 8
- 239000007795 chemical reaction product Substances 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
- 229920001577 copolymer Polymers 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 239000005062 Polybutadiene Substances 0.000 claims description 5
- 229920002857 polybutadiene Polymers 0.000 claims description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 4
- 235000013305 food Nutrition 0.000 claims description 4
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 abstract 1
- 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 23
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- 229920005989 resin Polymers 0.000 description 13
- 239000011347 resin Substances 0.000 description 13
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 238000003756 stirring Methods 0.000 description 12
- 229940106691 bisphenol a Drugs 0.000 description 11
- 239000003054 catalyst Substances 0.000 description 11
- 239000013065 commercial product Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 9
- 230000001954 sterilising effect Effects 0.000 description 9
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- 238000009835 boiling Methods 0.000 description 8
- 239000010410 layer Substances 0.000 description 8
- -1 propane-2,2-diyl group Chemical group 0.000 description 8
- 238000004659 sterilization and disinfection Methods 0.000 description 8
- 150000002118 epoxides Chemical class 0.000 description 7
- 229930195733 hydrocarbon Natural products 0.000 description 7
- 150000002430 hydrocarbons Chemical class 0.000 description 7
- 239000004922 lacquer Substances 0.000 description 7
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 5
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 239000001257 hydrogen Substances 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 5
- 235000013824 polyphenols Nutrition 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000010959 steel Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- 239000004677 Nylon Substances 0.000 description 4
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 4
- 238000011049 filling Methods 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920001778 nylon Polymers 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- 239000001361 adipic acid Substances 0.000 description 3
- 235000011037 adipic acid Nutrition 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 3
- 235000018417 cysteine Nutrition 0.000 description 3
- 229920003986 novolac Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 239000005028 tinplate Substances 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- 229920001342 Bakelite® Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 239000004637 bakelite Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 229910000365 copper sulfate Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000006266 etherification reaction Methods 0.000 description 2
- SLAFUPJSGFVWPP-UHFFFAOYSA-M ethyl(triphenyl)phosphanium;iodide Chemical compound [I-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CC)C1=CC=CC=C1 SLAFUPJSGFVWPP-UHFFFAOYSA-M 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 229920000120 polyethyl acrylate Polymers 0.000 description 2
- 150000008442 polyphenolic compounds Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 1
- CEHUAMQOLQIVTJ-UHFFFAOYSA-N 2,2,2-triphenylethylphosphanium;acetate Chemical compound CC([O-])=O.C=1C=CC=CC=1C(C=1C=CC=CC=1)(C[PH3+])C1=CC=CC=C1 CEHUAMQOLQIVTJ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- KVZLHPXEUGJPAH-UHFFFAOYSA-N 2-oxidanylpropanoic acid Chemical compound CC(O)C(O)=O.CC(O)C(O)=O KVZLHPXEUGJPAH-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- BWLUMTFWVZZZND-UHFFFAOYSA-N Dibenzylamine Chemical compound C=1C=CC=CC=1CNCC1=CC=CC=C1 BWLUMTFWVZZZND-UHFFFAOYSA-N 0.000 description 1
- 229910000640 Fe alloy Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 229920002319 Poly(methyl acrylate) Polymers 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 1
- 150000008041 alkali metal carbonates Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 208000001848 dysentery Diseases 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- QUCZBHXJAUTYHE-UHFFFAOYSA-N gold Chemical compound [Au].[Au] QUCZBHXJAUTYHE-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002161 passivation Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 229920001483 poly(ethyl methacrylate) polymer Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000012085 test solution Substances 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
Classifications
-
- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/04—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
- C08G59/06—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
- C08G59/066—Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols with chain extension or advancing agents
Definitions
- the present application relates to a sterically stabilized, non-aqueous dispersion and a coating agent based on this dispersion.
- the present application also relates to a process for the preparation of the dispersion mentioned, the coating composition and its use for the coating of packaging.
- lacquer layer acts as a protective layer, on the one hand to protect the metal against attack by the filling material and the resulting corrosion, and on the other hand to prevent the filling material from being influenced by corrosion products of the metal.
- the lacquer layer itself for example by detached lacquer components, must not influence or impair the contents, neither in the case of food packaging after filling performed sterilization of the contents during the subsequent storage of the packed goods.
- the lacquers must be constructed in such a way that they withstand the mechanical stresses which arise during the further processing of the coated metal sheets into cans, for example during the shaping, stamping, flanging and beading of the metal sheets.
- the so-called gold lacquers based on one or more epoxy resins and one or more phenolic resins are used as internal protective coatings for sheet metal packaging.
- EP-A-321 088 discloses a process for producing a sterically stabilized, non-aqueous dispersion of a polyepoxide, in which polybutadiene is used as the dispersion stabilizer.
- a disadvantage of this method is the limited production of dispersions with a defined structure. The need for improvement in this process is the incorporation of additional resins.
- various properties of the coatings produced using the dispersions such as flexibility, porosity and resistance to acidic test solutions, such as 1% lactic acid or 3% acetic acid, are in need of improvement.
- the layer thicknesses of the applied coating agent are too high. Adequate sterilization resistance and freedom from pores, especially in acidic media can only be achieved with at least 7-8 g / m 2 , while the requirements for can coating today are less than 5 g / m 2 .
- German patent application P 44 23 309.4 a process for the production of a sterically stabilized, non-aqueous dispersion of a polyepoxy resin and its use in coating compositions for the interior coating of packaging are known.
- the addition of phenolic resins to the coating compositions is not described in this application.
- German patent application P 44 41 684 discloses a coating agent based on a sterically stabilized, non-aqueous dispersion and phenolic resins.
- Polybutadiene serves as the dispersion stabilizer.
- the same disadvantages occur here as with the product according to EP-A-321088.
- the present invention is therefore based on the object of a coating composition
- a coating composition comprising a) a sterically stabilized, non-aqueous dispersion which can be prepared by at least one epoxy resin (A) with an average of at least 2 epoxy groups per molecule in an organic solvent in the presence of a dispersion stabilizer with at least one diol (B) of the formula HOROH (I), in which R is a group of the formula -Ph-D- Ph- (II), in which - Ph- is a phenylene and D is a methylene or a propylene group, and optionally reacted with a further component (C) which has groups which are reactive toward epoxy or hydroxyl groups, and b) the coating agent contains at least one crosslinking agent.
- the coating composition should have as high a solids content as possible and the requirements that are usually imposed on the interior painting of cans coating agents used are met. These coating compositions should therefore have, for example, good application properties and ensure good adhesion, good flexibility and good sterilization resistance and freedom from pores in the resulting coatings. In addition, the coating agent should be simple and inexpensive to manufacture.
- a coating agent which is characterized in that the compound (I) is in the form of a non-aqueous dispersion which is sterically stabilized by a stabilizer which contains isoprene or a component derived from polyisoprene.
- the present application also relates to a process for the preparation of the coating compositions based on a sterically stabilized, non-aqueous dispersion which can be prepared by at least one epoxy resin (A) with an average of at least 2 epoxy groups in an organic solvent in the presence of a dispersion stabilizer per molecule with at least one diol (B) of the formula HOROH (I), in which R is a group of the formula -Ph-D-Ph- (II), in which - Ph- is a phenylene and D is a methylene or a propylene group and, if appropriate, is reacted with a further component (C) which has groups which are reactive toward epoxy or hydroxyl groups, and the coating composition contains at least one crosslinking agent.
- This process is characterized in that the reaction of the diol (B) and possibly component (C) with the epoxy resin component (A) in A steric dispersion stabilizer is present, which comprises isoprene or a component derived from polyisoprene.
- the invention further relates to a sterically stabilized, non-aqueous dispersion which can be prepared by at least one epoxy resin (A) with an average of at least 2 epoxy groups per molecule with at least one diol (B) of the formula HOROH in an organic solvent in the presence of a dispersion stabilizer (I) in which R is a group of the formula -Ph-D- Ph- (II), in which - Ph- is a phenylene and D is a methylene or a propylene group, and optionally with a further component (C) which has groups reactive towards epoxy or hydroxyl groups is reacted, characterized in that the compound (I) is in the form of a non-aqueous dispersion which is sterically stabilized by a stabilizer which contains isoprene or a component derived from polyisoprene.
- the invention accordingly also relates to a process for the preparation of a sterically stabilized, non-aqueous dispersion which can be prepared by at least one epoxy resin (A) with an average of at least 2 epoxy groups per molecule with at least one diol in an organic solvent in the presence of a dispersion stabilizer (B) of the formula HOROH (I), in which R is a group of the formula -Ph-D-Ph- (II), in which - Ph- is a phenylene and D is a methylene or a propylene group, and optionally with a further component (C) which has groups which are reactive toward epoxy or hydroxyl groups is reacted, characterized in that the reaction of the diol (B) and possibly component (C) with the epoxy resin component (A) in the presence of a steric Dispersion stabilizer takes place, which contains isoprene or a component derived from polyisoprene.
- a dispersion stabilizer B of the formula HOROH (
- the sterically stabilized, non-aqueous dispersion is preferably prepared in a one-step process.
- the dispersion can also be produced in a two-stage process.
- the epoxy resin component (A) with at least one diol (B) and optionally component (C) is converted into a reaction product containing phenolic hydroxyl groups as end groups with a phenoxy equivalent weight of at least 246, preferably at least 642, particularly preferably of 642 to 26,500.
- the amounts of epoxy resin component (A) and diol (B) are preferably chosen so that 1 equivalent of epoxy resin component (A) is reacted with 3 to 1.001 equivalents, preferably 1.5 to 1.01 equivalents, of at least one diol (B), up to 100% by weight of component (B) can be replaced by component (C). 0 to 20% by weight of component (C) is preferably present in component (B).
- the reaction of the epoxy resin component (A) with the diol (s) (B) and optionally (C) in the first stage of the process preferably takes place in that the epoxy resin (s), the diol (s) and (C) optionally Dispersion stabilizer and the solvent are combined and slowly heated with stirring. It is preferably heated to temperatures between 80 and 140 ° C. At this slightly elevated temperature, it is preferred to disperse for some time first. Thereafter, the catalyst is added if necessary and heated to the desired reaction temperature.
- the reaction of the epoxy resin with the diol and possibly (C) usually takes place at a temperature between 120 and 250 ° C., preferably at a temperature between 160 and 180 ° C.
- the first stage of the process it is also possible to initially introduce the epoxy resin component (A) with the solvent and the dispersion stabilizer and to disperse the epoxy resin component by stirring and, if appropriate, gentle heating, preferably to temperatures between 80 and 140 ° C.
- the dispersion can then be heated to the desired reaction temperature and the diol (B) and optionally (C) added.
- a second stage 50 to 100, preferably 80 to 100% of the phenolic hydroxyl groups contained in the reaction product obtained in stage (1) are then reacted with further epoxy resin component (A) and / or component (C).
- 50 to 100, preferably 80 to 100% of the phenolic hydroxyl groups contained in the reaction product obtained in stage (1) are preferably reacted with further epoxy resin component (A).
- the reaction with the epoxy resin component and / or possibly further modifying components (C) is preferably carried out by slowly adding the epoxy resin and possibly the further modifying components slowly at an elevated temperature, preferably at a temperature of 60 to 120 ° C. It is also possible to add the epoxy resin component in step (2) of the process all at once. After the end of the epoxy resin addition or addition of the modifying components, catalyst is preferably added again and the temperature is increased, preferably to values between 160 and 180 ° C. Then the reaction is continued until the desired degree of conversion is reached.
- the invention is directed to use for coating packaging.
- the coating compositions produced using the new dispersion stabilizer have good application properties despite a very high solids content and at the same time also meet the other requirements which are normally placed on coating compositions for the interior coating of packaging.
- the coatings produced from the coating compositions according to the invention have good adhesion and good flexibility, good resistance to sterilization and freedom from pores.
- these coating compositions can be used to produce films with a lower layer thickness than those produced using polybutadiene dispersion stabilizers in accordance with EP-A-321088, and are resistant to sterilization and non-porous. This can easily be achieved with layer thicknesses of ⁇ 5 g / m 2 .
- the coating compositions are simple and inexpensive to produce.
- the coatings have a high degree of non-pores.
- Epoxy resins (A) suitable for producing the non-aqueous dispersion of the polyepoxide used according to the invention are epoxides with an average of at least 2 epoxy groups per molecule. Epoxy resins which are liquid at room temperature are preferably used as component (A). Epoxy resins with a
- Aromatic epoxy resins (A) are particularly suitable for use, but aliphatic and araliphatic epoxy resins (A) are also suitable. As
- Examples are diglycidyl ethers of polyphenols, diglycidyl ethers of
- Bisphenol A and epoxidized novolak resins, particularly preferably epoxy resins based on bisphenol A, are used. Mixtures of different epoxy resins can of course also be used. Furthermore, it is also possible - provided that there are two stages - in the
- Stage (1) and stage (2) use different epoxy resins (A).
- Suitable epoxy resins (A) are, for example, the products commercially available under the following names Bisphenol A base:
- the polyepoxides of the formula (4) are also suitable.
- B is a group of the formula (2) and A is hydrogen or a group of the formula (6),
- n 1 to 4 and A 2 is a group of the formula (7),
- n has the same meaning as in formula (6), or A 1 represents hydrogen or a group of formula (9),
- D is a methylene group or a propane-2,2-diyl group and b is 0 to 2, and A 2 is a group of the formula (13), -CH (13)
- a 1 is hydrogen or a group of the formula (12), A 2 is a group of the formula (13) and D is the group propane-2,2-diyl and b is 0.1 to 1. Furthermore A 1 can be hydrogen or a group of the formula (6), A 2 can be a group of the formula (7) and n can be 4.
- the compound having at least two epoxy groups is preferably an epoxy novolak compound.
- the epoxy equivalent weight is in the range from 350 to 50 (). () () (), Preferably in the range from 350 to 250,000, very particularly preferably in the range from 350 to 25,000.
- diols (B) of the formula HOROH (I) are used, in which R is a group of the formula - Ph-D-Ph- (II), in which Ph is a phenylene and D a Is methylene or a propylene group.
- Bisphenol A is preferably used as diol (B). Possibly. Small amounts, preferably less than 20% by weight, particularly preferably from 1 to 15% by weight, of the diol (B) and / or the epoxy resin component (A) can be replaced by other components (C) which have the epoxy resin component (A) or - if working in two stages - are reacted with the reaction product obtained in stage (1).
- difunctional compounds are used as component (C).
- component (C) for the reaction with the epoxy resin.
- Polyester, polyacrylates, diamines and fatty acid amides can also be used for this. If the two-stage process is used, component (C) is preferably implemented in stage (1).
- reaction of the diol (B) and possibly the component (C) with the epoxy resin component (A) takes place in the presence of a steric dispersion stabilizer.
- a steric dispersion stabilizer is a compound having a part associated with the epoxy resin to be stabilized (commonly referred to as an anchor component) and a part associated with the solvent (usually referred to as a solvated component).
- Suitable dispersion stabilizers are (co) polymers of isoprene or components derived therefrom. Accordingly, too Copolymers of isoprene and butadiene can be used. The stabilizer is preferably present as a solvated component.
- the proportions of the isoprene are 1 to 99% by weight, preferably 10 to 70% by weight, and those of the polybutadiene 1 to 99% by weight, preferably 30 to 90% by weight.
- the dispersion stabilizers can be used in such a way that the anchor component is based on an acrylic polymer.
- Suitable acrylate polymers are homopolymers and copolymers of (meth) acrylic acid alkyl esters (e.g. polymethyl methacrylate,
- the dispersion stabilizers can be prepared by the methods usually used, for example by reacting the polymer desired as the anchor component with the polymer desired as the solvated component (e.g. derived from the polyisoprene).
- Solvents which do not dissolve the resulting polyepoxide are used in particular to prepare the non-aqueous dispersion, for example non-polar organic solvents.
- Aliphatic hydrocarbons which may contain up to 20% by weight of other solvents, for example aromatic hydrocarbons, such as xylene and Solvesso R 150, are preferably used as solvents.
- High-boiling aliphatic hydrocarbons are preferably used as solvents.
- suitable solvents are Hydrosol R P 230 EA from Deutsche Hydrocarbures GmbH, Exxold 240 to 270, Norpar R 12 and Isopar R M from Deutsche Exxon Chemical GmbH.
- the amount of solvent is preferably chosen so that the reaction of the diol (B) with the epoxy resin component (A) (stage (1)) with a dispersion solids content of 20 to 80 wt .-%, preferably from 50 to 70% by weight and the reaction of the reaction product from stage (1) with the diol (B) (stage (2)) at a dispersion solids content of 25 to 85% by weight, preferably 55 to 75% by weight becomes.
- the reaction of the diol (B) with the epoxy resin component (A) is preferably carried out in the presence of a catalyst.
- Suitable catalysts are, for example, alkali metal carbonates, such as potassium and sodium carbonate, alkali metal hydroxides, such as sodium and potassium hydroxide, quaternary ammonium salts, amines, such as dibenzylamine, and trialkylphosphonium salts, such as e.g. Triphenylethylphosphonium iodide and triphenylethylphosphonium acetate. Is preferred as a catalyst
- Triphenylethylphosphonium iodide used.
- the non-aqueous dispersions obtained in the manner described above are combined with a phenolic resin or a mixture of phenolic resins as crosslinking agents in order to produce the coating compositions according to the invention.
- Phenolic resins which are preferably used are reaction products of phenol, substituted phenols and bisphenol-A with formaldehyde, which have preferably been prepared under alkaline conditions. Under such conditions, the methylol group is linked to the aromatic ring either ortho or para.
- Lower alcohols for example ethanol, propanol, butanol and isobutanol, are used as etherification alcohol for the methylolic hydroxyl groups, n-butanol preferably being used as etherification alcohol.
- Low-viscosity phenolic resins are particularly preferably used to prepare the coating compositions.
- phenolic resins are used whose 50 to 70% solutions have a viscosity at 20 C of less than 1000 mPas, preferably from 300 to 900 mPas.
- phenolic resins suitable as crosslinking agents are the products commercially available under the following trade names:
- Phenodur R resins such as, for example, Phenodur R PR 285 from Hoechst AG
- Epikure R resins such as Epikure R DX-200-N-60, from Shell Chemicals Bakelite R resins, such as Bakelite R 7576 LB, from Rütgerswerke AG Uravar R resins, such as Uravar R FB 209, from DSM Varcum R resins, such as Varcum R 2890, from Reichold Chemie GmbH.
- the coating compositions according to the invention can also contain other binders, e.g. Contain epoxy resins, polyester resins, polyacrylate resins or polyurethane resins.
- binders e.g. Contain epoxy resins, polyester resins, polyacrylate resins or polyurethane resins.
- the coating compositions according to the invention may also contain further solvents.
- suitable further solvents are aromatic, aliphatic and cycloaliphatic hydrocarbons, such as, for example, Solventnaphta R , various Solvesso R and Shellsol R types, deasol and various white spirits. These further solvents are used in such an amount that the total solvent content of the coating compositions (ie including the solvent content of the non-aqueous dispersion and possibly of the phenolic resin) is 30 to 50% by weight.
- the further solvent can be used to set a viscosity which is favorable for the application of the coating compositions and / or to increase the phenolic resins and / or pigments or fillers.
- Organic and inorganic pigments such as titanium dioxide, iron oxides and diarylides, are also suitable for use in the coating compositions according to the invention.
- the coating compositions are preferably used unpigmented.
- coating compositions according to the invention are customarily used fillers, such as, for example, talc, mica, kaolin, chalk, quartz powder, slate powder, barium sulfate, various silicas, silicates and the like.
- fillers such as, for example, talc, mica, kaolin, chalk, quartz powder, slate powder, barium sulfate, various silicas, silicates and the like.
- coating compositions which contain no or only transparent fillers are preferred.
- the coating compositions of the invention can also contain customary auxiliaries and additives, such as e.g. Contain leveling agents, wetting agents, defoamers, PVC-free plasticizers (e.g. adipic acid esters), wax (e.g. polyolefin waxes, carnauba waxes, beeswax, lanolin wax) and crosslinking catalysts (e.g. acid catalysts such as phosphoric acid solutions and p-toluenesulfonic acid solutions).
- customary auxiliaries and additives such as e.g. Contain leveling agents, wetting agents, defoamers, PVC-free plasticizers (e.g. adipic acid esters), wax (e.g. polyolefin waxes, carnauba waxes, beeswax, lanolin wax) and crosslinking catalysts (e.g. acid catalysts such as phosphoric acid solutions and p-toluene
- compositions according to the invention preferably contain
- the coating compositions also contain, if appropriate, further solvents and, if appropriate, further binders, if appropriate pigments and / or fillers and, if appropriate, conventional auxiliaries and additives in customary amounts.
- the coating compositions according to the invention particularly preferably comprise 0 to 40% by weight of further binders, 30 to 50% by weight of solvent (including the solvent content of the non-aqueous dispersion), 0 to 50% by weight of pigments and / or fillers and 1 to 10% by weight of conventional auxiliaries and additives.
- the coating compositions are usually prepared by first preparing the non-aqueous dispersion of a polyepoxy resin and then adding the phenolic resin and, if appropriate, solvents, optionally pigments, optionally fillers and, if appropriate, customary auxiliaries and additives, and if necessary by dispersing them the coating agent are processed.
- the coating compositions are preferably used for coating packaging, in particular for coating food packaging.
- the packaging can consist of a wide variety of materials and have a wide variety of geometries.
- the materials in particular black plate, tin plate and various iron alloys, which may be provided with a passivation layer based on nickel, chromium and zinc compounds.
- the packaging can be in the form of, for example Half-can parts, i.e. hulls and lids, as 3-part cans and as 2-part, stretched deep-drawn or otherwise deep-drawn cans, such as beverages and food cans, are coated.
- compositions of the invention harden in
- Object temperature range from 150 to 400 C over a period of 2 s to 15 min. They can be applied by rolling, knife coating, brushing, spraying, flooding or dipping by means of conventional devices, the film then being cured to form a permanent coating.
- the coating compositions are preferably applied by roller application.
- feed 1 and feed 2 are metered in simultaneously but separately.
- the feed 1 is within 90 min. and inlet 2 within 100 min. added.
- the temperature is kept at 125 ° C. for 1 hour.
- 4.702 parts of xylene are distilled off under a slight vacuum. Then be
- the dispersion obtained has a solids content (90 min. 180 ° C.) of 18.4% and an acid number of 22.2 mgKOH / g and a viscosity (ICI plate / cone viscometer, 23 ° C.) of 0.4 dPas .
- Bisphenol A with an epoxide equivalent of 186 and a molecular weight of 350-380 (commercial product Epikote R 880 from Shell Chemie) 19.321 parts of bisphenol A and 29.333 parts of the dispersion stabilizer described above and
- the dispersion obtained has a solids content (90 nm in 180 ° C.) of 60.0% and a viscosity (ICI plate / cone viscometer, 23 ° C.) of 1.6 dPas.
- the dispersion obtained in this way has a storage stability at 23 ° C. of more than 30 days.
- the components listed in Table 1 are processed into homogeneous coating compositions by stirring.
- Non-aqueous dispersion of a polyepoxy resin described above 2) Product from Schenectady Europe SA, phenolic resin based on butylphenol and formaldehyde. 3) Epikure R DX-200-N-60 from Shell Chemicals, a commercially available resol-phenol-formaldehyde resin, 60% in n-butanol, with a viscosity / Brookfield) at 25 ° C from 450 - 800 mPas 4) Hydrosol Table 2: Sterilization properties of the coated according to the examples
- the resistance to sterilization was determined by sterilizing the coated sheets (99 mm) in an autoclave at 129 ° C. for 60 minutes and exposure to water or 3% saline solution (3%
- test panels were loaded with copper sulfate solution (10% copper sulfate, 10% concentrated hydrochloric acid) during an exposure time of 3 minutes
- the dispersion obtained has a solids content (90min. 180 ° C.) of 55% and a viscosity (ICI plate / cone viscometer, 23 ° C.) of 1.5 dPas.
- component C is included with a 100% share:
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Epoxy Resins (AREA)
Abstract
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19607435A DE19607435A1 (de) | 1996-02-28 | 1996-02-28 | Sterisch stabilisierte, nicht-wäßrige Dispersion, und Beschichtungsmittel auf deren Basis |
| DE19607435 | 1996-02-28 | ||
| PCT/EP1997/000833 WO1997031952A1 (fr) | 1996-02-28 | 1997-02-21 | Dispersion non aqueuse stabilisee steriquement et materiau de revetement a base de celle-ci |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0883656A1 true EP0883656A1 (fr) | 1998-12-16 |
Family
ID=7786622
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP97903349A Withdrawn EP0883656A1 (fr) | 1996-02-28 | 1997-02-21 | Dispersion non aqueuse stabilisee steriquement et materiau de revetement a base de celle-ci |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0883656A1 (fr) |
| JP (1) | JPH11512780A (fr) |
| CN (1) | CN1213392A (fr) |
| AU (1) | AU706657B2 (fr) |
| CA (1) | CA2247140A1 (fr) |
| DE (1) | DE19607435A1 (fr) |
| TR (1) | TR199801711T2 (fr) |
| WO (1) | WO1997031952A1 (fr) |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE794765A (nl) * | 1972-02-09 | 1973-07-31 | Shell Int Research | Werkwijze ter bereiding van oplosbare condensatieprodukten en van met water verdunbare verfbindmiddelen |
| JPS5891755A (ja) * | 1981-11-26 | 1983-05-31 | Sunstar Giken Kk | エポキシ樹脂組成物の製法 |
| EP0321088B1 (fr) * | 1987-12-04 | 1994-01-26 | Imperial Chemical Industries Plc | Procédé pour préparer des dispersions de résines époxyde allongées |
| DE4423309A1 (de) * | 1994-07-02 | 1996-01-04 | Basf Lacke & Farben | Verfahren zur Herstellung einer sterisch stabilisierten, nichtwäßrigen Dispersion eines Polyepoxids und diese Dispersion enthaltende Beschichtungsmittel |
| DE4441684A1 (de) * | 1994-11-23 | 1996-05-30 | Basf Lacke & Farben | Beschichtungsmittel auf der Basis einer sterisch stabilisierten, nichtwäßrigen Dispersion, Verfahren zu deren Herstellung sowie ihre Verwendung zur Beschichtung von Emallagen |
-
1996
- 1996-02-28 DE DE19607435A patent/DE19607435A1/de not_active Ceased
-
1997
- 1997-02-21 CN CN97192675A patent/CN1213392A/zh active Pending
- 1997-02-21 WO PCT/EP1997/000833 patent/WO1997031952A1/fr not_active Ceased
- 1997-02-21 CA CA002247140A patent/CA2247140A1/fr not_active Abandoned
- 1997-02-21 AU AU17936/97A patent/AU706657B2/en not_active Ceased
- 1997-02-21 EP EP97903349A patent/EP0883656A1/fr not_active Withdrawn
- 1997-02-21 JP JP9530567A patent/JPH11512780A/ja active Pending
- 1997-02-21 TR TR1998/01711T patent/TR199801711T2/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| See references of WO9731952A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2247140A1 (fr) | 1997-09-04 |
| JPH11512780A (ja) | 1999-11-02 |
| DE19607435A1 (de) | 1997-09-04 |
| TR199801711T2 (xx) | 1998-11-23 |
| AU1793697A (en) | 1997-09-16 |
| CN1213392A (zh) | 1999-04-07 |
| WO1997031952A1 (fr) | 1997-09-04 |
| AU706657B2 (en) | 1999-06-17 |
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