CN101778881B - 用于铝基材之上的电沉积涂层 - Google Patents
用于铝基材之上的电沉积涂层 Download PDFInfo
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- CN101778881B CN101778881B CN2008801029847A CN200880102984A CN101778881B CN 101778881 B CN101778881 B CN 101778881B CN 2008801029847 A CN2008801029847 A CN 2008801029847A CN 200880102984 A CN200880102984 A CN 200880102984A CN 101778881 B CN101778881 B CN 101778881B
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- epoxy
- acid
- resins
- phosphorylation
- organic phospho
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- 238000000576 coating method Methods 0.000 title claims abstract description 19
- 229910052782 aluminium Inorganic materials 0.000 title claims abstract description 14
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 238000004070 electrodeposition Methods 0.000 title claims abstract description 10
- 239000000758 substrate Substances 0.000 title abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims abstract description 35
- 239000002253 acid Substances 0.000 claims abstract description 34
- 239000011248 coating agent Substances 0.000 claims abstract description 16
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 12
- 229920005989 resin Polymers 0.000 claims description 40
- 239000011347 resin Substances 0.000 claims description 40
- -1 phospho Chemical class 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 34
- 239000004593 Epoxy Substances 0.000 claims description 25
- 230000026731 phosphorylation Effects 0.000 claims description 19
- 238000006366 phosphorylation reaction Methods 0.000 claims description 19
- 239000002585 base Substances 0.000 claims description 18
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 11
- 125000003700 epoxy group Chemical group 0.000 claims description 11
- 239000004411 aluminium Substances 0.000 claims description 10
- 239000000463 material Substances 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 10
- 239000003513 alkali Substances 0.000 claims description 9
- 239000006185 dispersion Substances 0.000 claims description 8
- 238000006386 neutralization reaction Methods 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 150000003009 phosphonic acids Chemical class 0.000 claims description 6
- 150000008442 polyphenolic compounds Chemical class 0.000 claims description 6
- 235000013824 polyphenols Nutrition 0.000 claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 4
- QLZHNIAADXEJJP-UHFFFAOYSA-N Phenylphosphonic acid Chemical compound OP(O)(=O)C1=CC=CC=C1 QLZHNIAADXEJJP-UHFFFAOYSA-N 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 239000012964 benzotriazole Substances 0.000 claims description 2
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims description 2
- 102000054766 genetic haplotypes Human genes 0.000 claims description 2
- 239000004925 Acrylic resin Substances 0.000 claims 1
- 229920000178 Acrylic resin Polymers 0.000 claims 1
- 229920000647 polyepoxide Polymers 0.000 abstract description 17
- 239000003822 epoxy resin Substances 0.000 abstract description 3
- 125000000129 anionic group Chemical group 0.000 abstract description 2
- 235000011007 phosphoric acid Nutrition 0.000 description 13
- 229960004838 phosphoric acid Drugs 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- 239000000178 monomer Substances 0.000 description 7
- 239000003643 water by type Substances 0.000 description 7
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 6
- 229940043276 diisopropanolamine Drugs 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 229920003270 Cymel® Polymers 0.000 description 4
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- MNAHQWDCXOHBHK-UHFFFAOYSA-N 1-phenylpropane-1,1-diol Chemical compound CCC(O)(O)C1=CC=CC=C1 MNAHQWDCXOHBHK-UHFFFAOYSA-N 0.000 description 3
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 150000008065 acid anhydrides Chemical class 0.000 description 2
- 229920003180 amino resin Polymers 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 238000001962 electrophoresis 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
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229910052698 phosphorus Inorganic materials 0.000 description 2
- 239000011574 phosphorus Substances 0.000 description 2
- QVLTXCYWHPZMCA-UHFFFAOYSA-N po4-po4 Chemical compound OP(O)(O)=O.OP(O)(O)=O QVLTXCYWHPZMCA-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 2
- GSZQTIFGANBTNF-UHFFFAOYSA-N (3-aminopropyl)phosphonic acid Chemical compound NCCCP(O)(O)=O GSZQTIFGANBTNF-UHFFFAOYSA-N 0.000 description 1
- SCMAYTUWDLAAAO-UHFFFAOYSA-N (4-methoxyphenyl)phosphonic acid Chemical class COC1=CC=C(P(O)(O)=O)C=C1 SCMAYTUWDLAAAO-UHFFFAOYSA-N 0.000 description 1
- RAIPHJJURHTUIC-UHFFFAOYSA-N 1,3-thiazol-2-amine Chemical compound NC1=NC=CS1 RAIPHJJURHTUIC-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 1
- MXYOPVWZZKEAGX-UHFFFAOYSA-N 1-phosphonoethylphosphonic acid Chemical compound OP(=O)(O)C(C)P(O)(O)=O MXYOPVWZZKEAGX-UHFFFAOYSA-N 0.000 description 1
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
- KLSLBUSXWBJMEC-UHFFFAOYSA-N 4-Propylphenol Chemical compound CCCC1=CC=C(O)C=C1 KLSLBUSXWBJMEC-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical class CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical group C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 description 1
- 229920001342 Bakelite® Polymers 0.000 description 1
- OGBVRMYSNSKIEF-UHFFFAOYSA-N Benzylphosphonic acid Chemical compound OP(O)(=O)CC1=CC=CC=C1 OGBVRMYSNSKIEF-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- KGWDUNBJIMUFAP-KVVVOXFISA-N Ethanolamine Oleate Chemical compound NCCO.CCCCCCCC\C=C/CCCCCCCC(O)=O KGWDUNBJIMUFAP-KVVVOXFISA-N 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- 102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 1
- 108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- 229920003265 Resimene® Polymers 0.000 description 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- CSIYEPLOFBQQOZ-MYVZEITOSA-N [(3s,5s,6r,8r,9s,10r,13s,14s)-10-(deuteriomethyl)-6-hydroxy-13-methyl-17-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate Chemical compound C([C@]1(C)C(=O)CC[C@H]1[C@@H]1C[C@H]2O)C[C@@H]1[C@]1(C[2H])[C@@H]2C[C@@H](OC(C)=O)CC1 CSIYEPLOFBQQOZ-MYVZEITOSA-N 0.000 description 1
- PGKQTZHDCHKDQK-VOTSOKGWSA-N [(e)-2-phenylethenyl]phosphonic acid Chemical compound OP(O)(=O)\C=C\C1=CC=CC=C1 PGKQTZHDCHKDQK-VOTSOKGWSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000004637 bakelite Substances 0.000 description 1
- 229950011260 betanaphthol Drugs 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- UOKRBSXOBUKDGE-UHFFFAOYSA-N butylphosphonic acid Chemical class CCCCP(O)(O)=O UOKRBSXOBUKDGE-UHFFFAOYSA-N 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000003034 coal gas Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 1
- 239000012972 dimethylethanolamine Substances 0.000 description 1
- PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- SVMUEEINWGBIPD-UHFFFAOYSA-N dodecylphosphonic acid Chemical class CCCCCCCCCCCCP(O)(O)=O SVMUEEINWGBIPD-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 238000010438 heat treatment Methods 0.000 description 1
- VCOCWGTYSUNGHT-UHFFFAOYSA-N heptadecylphosphonic acid Chemical class CCCCCCCCCCCCCCCCCP(O)(O)=O VCOCWGTYSUNGHT-UHFFFAOYSA-N 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- FTMKAMVLFVRZQX-UHFFFAOYSA-N octadecylphosphonic acid Chemical class CCCCCCCCCCCCCCCCCCP(O)(O)=O FTMKAMVLFVRZQX-UHFFFAOYSA-N 0.000 description 1
- NJGCRMAPOWGWMW-UHFFFAOYSA-N octylphosphonic acid Chemical compound CCCCCCCCP(O)(O)=O NJGCRMAPOWGWMW-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- CDXVUROVRIFQMV-UHFFFAOYSA-N oxo(diphenoxy)phosphanium Chemical compound C=1C=CC=CC=1O[P+](=O)OC1=CC=CC=C1 CDXVUROVRIFQMV-UHFFFAOYSA-N 0.000 description 1
- MPNNOLHYOHFJKL-UHFFFAOYSA-N peroxyphosphoric acid Chemical group OOP(O)(O)=O MPNNOLHYOHFJKL-UHFFFAOYSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 235000013849 propane Nutrition 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
- 229940048102 triphosphoric acid Drugs 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- 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
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/30—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen
- C08G59/304—Di-epoxy compounds containing atoms other than carbon, hydrogen, oxygen and nitrogen containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4419—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained otherwise than by polymerisation reactions only involving carbon-to-carbon unsaturated bonds
- C09D5/4423—Polyesters, esterified polyepoxides
- C09D5/4426—Esterified polyepoxides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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Abstract
一种通过阴离子电沉积磷酸化环氧树脂而在铝基材上施加涂层的方法,所述磷酸化环氧树脂通过用磷酸与有机膦酸和/或有机次膦酸使得聚合型环氧化物磷酸化而制得。所述涂层具有降低的形成针孔的倾向。
Description
技术领域
本发明涉及利用电沉积在铝基材上提供涂层,其中所述涂层具有改善的外观。
发明背景
铝是在航空器装配中最主要使用的金属。航空器的结构接合处是通过粘合剂粘合在一起的。然而,许多粘合剂不能良好地粘附至铝基材。为了改善接合区域内的粘合强度,已知将电沉积涂层施加至铝基材。在这方面一种优选涂层源自磷酸化环氧树脂,其通过使环氧树脂例如多酚的多缩水甘油醚与磷酸反应而制备。通过阴离子电沉积施加所述涂层,并且该涂层很好地粘附至铝基材和粘附至随后施加的粘合剂。电沉积涂层的一个问题是在涂层中形成针孔,这会产生具有不良外观的粗糙涂层。此外,所述针孔可能是涂层中的破损点(pointof failure)。
发明概述
本发明通过使用磷酸化环氧树脂克服了上述问题,其中通过使一种或多种环氧树脂与磷酸和与有机膦酸和/或有机次膦酸反应而得到磷酸化环氧树脂。更具体地说,本发明提供了一种在铝基材上提供涂层的方法,其通过在充当阳极的基材和与电沉积浴电接触的阴极之间通过电流,所述电沉积浴包含碱中和的树脂组合物的水性分散体,该碱中和的树脂组合物含有未胶凝的磷酸化环氧树脂,所述磷酸化环氧树脂包含一种或多种聚合型环氧化合物与磷酸和与有机膦酸和/或有机次膦酸的反应产物的混合物。
发明详述
本文可用的磷酸化环氧树脂是未胶凝的,并且典型地如下制备。将含环氧基的物质例如多环氧化物与含磷的酸(phosphorus acid)例如磷酸(phosphoricacid)或其等效物反应。本文可用的多环氧化物可以是每分子具有超过1.0个环氧基的化合物或化合物的混合物。本领域已知若干多环氧化物。可以在Handbook of Epoxy Resins,Lee和Neville,1967,McGraw-Hill Book Company中找到多环氧化物的实例。
一类优选的多环氧化物是多酚例如双酚A的多缩水甘油醚。这些通过在碱存在下用表氯醇醚化多酚而制得。所述酚类化合物可以是1,1-双(4-羟基苯基)乙烷;2,2-双(4-羟基苯基)丙烷;1,1-双(4-羟基苯基)异丁烷;2,2-双(4-羟基叔丁基苯基)丙烷;双(2-羟基萘基)甲烷;1,5-二羟基萘;和1,1-双(4-羟基-3-烯丙基苯基)乙烷。类似地由聚酚树脂(polyphenol resin)制得另一类可用的多环氧化物。
除了如上所述多环氧化物,还可以使用包含侧挂环氧基的加成聚合物。通过使多种可聚合的烯属不饱和单体共聚而生产这些聚合物,这些单体中的至少一种是含环氧基的单体,例如丙烯酸缩水甘油酯或甲基丙烯酸缩水甘油酯。
本文中可以使用不含对环氧基呈反应性的基团的合适的烯属不饱和单体作为共聚单体。优选的单体包括α,β-烯属不饱和单体,例如含有1至约8个碳原子的饱和醇的不饱和羧酸酯,和单乙烯基芳族单体例如苯乙烯和乙烯基甲苯。
优选的多环氧化物具有约172至5000、优选300至1000的环氧当量。
除了多环氧化物,反应混合物可以包含单体型单环氧化物例如醇和酚的单缩水甘油醚,例如苯基缩水甘油醚,以及单羧酸的缩水甘油酯例如新癸酸缩水甘油酯。
与所述含环氧基的物质反应的磷酸可以是100%正磷酸或磷酸水溶液例如被称为85%磷酸的。本文可以使用其它形式的磷酸例如过磷酸、焦磷酸和三磷酸。此外,可以使用磷酸的聚合型酸酐或部分酸酐(partial anhydride)。典型地,使用具有约70至90%、优选约85%磷酸的含水磷酸。
除了所述磷酸,还将膦酸或次膦酸与含环氧基的物质反应。膦酸的实例是以下结构的有机膦酸:
其中R是有机基团,例如具有共计1-30个碳、例如6-18个碳的那些。R可以是脂族、芳族或混合的脂族/芳族的,并可以是未取代的烃或取代的烃。
次膦酸的实例是以下结构的有机次膦酸:
其中优选地,R和R’各自独立地是氢或有机基团。所述基团的实例是具有共计1-30个碳、例如6-18个碳的那些。次膦酸的有机组分(R,R’)可以是脂族、芳族或混合的脂族/芳族的。R和R’可以是未取代的烃或取代的烃。
有机膦酸的代表如下:3-氨基丙基膦酸、4-甲氧苯基膦酸、苄基膦酸、丁基膦酸、羧乙基膦酸、二苯基次膦酸、十二烷基膦酸、亚乙基二膦酸、十七烷基膦酸、甲基苄基次膦酸、萘基甲基次膦酸、十八烷基膦酸、辛基膦酸、戊基膦酸、甲基苯基次膦酸、苯基膦酸、苯乙烯膦酸、十二烷基双-1,12-膦酸、聚(乙二醇)膦酸。
典型地在有机溶剂中,通过混合多环氧化物与磷酸(phosphorus acid)和有机膦酸和/或有机次膦酸的混合物和任选地在催化剂例如鎓盐的存在下于升高的温度下加热达30至90分钟以完成反应,进行多环氧化物与含磷的酸的反应。彼此反应的多环氧化物和含磷的酸的相对量如下:对于每一当量环氧基,存在0.1至0.8摩尔的磷酸和0.01至0.4摩尔的有机膦酸和/或有机次膦酸,其中磷酸与有机膦酸和/或有机次膦酸的摩尔比为1∶0.01至0.5。环氧-含磷的酸反应产物基于树脂固体典型地具有10至60、优选15至50的酸值。
除了将含环氧基的物质与磷酸(phosphoric acid)和有机膦酸和/或有机次膦酸的混合物反应,可以使多环氧化物分别与磷酸和与有机膦酸和有机次膦酸之一或两者反应。然后可以合并各种反应产物。
典型地将磷酸化环氧树脂与固化剂例如氨基塑料或酚醛塑料树脂一起使用。本发明可用的氨基塑料树脂是醛例如甲醛、乙醛、巴豆醛和苯甲醛与含氨基或酰胺基的物质例如脲、三聚氰胺和苯基胍胺的缩合产物。由醇和甲醛与三聚氰胺、脲和苯基胍胺反应得到的产物是本文中优选的。
可用的氨基塑料树脂的说明性非限定实例是可从Cytec Industries以商标CYMEL获得的那些和可从Solutia Inc以商标RESIMENE获得的那些。具体实例是CYMEL 1130和1156以及RESIMENE 750和753。
(a)磷酸化环氧树脂和(b)固化剂的相对量为50至90、优选60至75wt%磷酸化环氧树脂,以及10至50、优选25至40wt%固化剂,基于(a)和(b)的固体重量。
在制备本发明的可低温固化的组合物中,可以在水中以任何方便的方式混合上述成分。本文可以使用典型的涂料添加剂例如颜料、填料、防腐剂、抗氧化剂、流动控制剂、表面活性剂等。优选的防腐剂为唑类,即杂环中包含两个双键、一个或多个碳原子和任选地硫原子的5元N-杂环化合物。优选的唑类为苯并三唑。其它唑类的实例为5-甲基苯并三唑和2-氨基噻唑。典型地,水性分散体中唑类以基于水性分散体的总重量低至0.001wt%、例如0.001至1wt%的量存在。
在将树脂组合物配制为水基和电泳(electrophoretic)组合物中,使用碱将其中和。本文可用的碱可以为有机或无机的。碱的说明性实例为氨、单烷基胺、二烷基胺或三烷基胺例如乙胺、丙胺、二甲胺、二丁胺和环己胺;单烷醇胺、二烷醇胺或三烷醇胺例如乙醇胺、二乙醇胺、三乙醇胺、丙醇胺、异丙醇胺、二异丙醇胺、二甲基乙醇胺和二乙基乙醇胺;吗啉、例如,N-甲基吗啉或N-乙基吗啉。中和百分比为使树脂共混物为水分散性和电泳的。典型地,树脂共混物被至少部分中和,约40至150%、优选60至120%中和。
本发明的可电沉积组合物典型地具有5至25%、优选5至15%的固体含量。通常,电沉积浴具有每厘米200至3000微欧姆、优选每厘米500至1500微欧姆的操作浴导电率。被涂布的铝基材在浴中的停留时间通常为约90至120秒。可以任选地以腐蚀抑制处理预先处理铝基材,只要基材保持其导电性。
电涂后,取出所述基材,然后将其在烘箱中于一定温度下用足以在低温下进行固化的时间烘烤。通常,在约225°F或更低、更优选200°F或更低的温度下烘烤涂布的基材约20-60分钟。典型地可以在180°F下固化所述基材20分钟以产生硬的、耐溶剂的和非粘性的膜。如果需要,可以在更高的温度如350°F下烘烤电涂的基材。
通过下列非限定实施例进一步说明本发明的这些和其它方面。
实施例
实施例I
将824.2份双酚A二缩水甘油醚(EEW 188)、265.1份双酚A、210.7份2-正丁氧基-1-乙醇的混合物加热至115℃。此时,加入0.8份乙基三苯基碘化鏻。加热该混合物并在至少165℃的温度下保持一小时。当使得混合物冷却至88℃时,加入51.6份Ektasolve EEH溶剂(可以从Eastman Chemical Company获得)和23.4份2-正丁氧基-1-乙醇。在88℃,加入39.2份85%o-磷酸和6.9份Ektasolve EEH,随后将反应混合物保持在至少120℃的温度下30分钟。此时,冷却该混合物至100℃,并逐渐加入72.0份去离子水。一旦加入水,保持约100℃温度2小时。然后冷却混合物至90℃,并加入90.6份二异丙醇胺,随后加入415.5份Cymel 1130甲基化/丁基化三聚氰胺甲醛树脂(可以从CytecIndustries,Inc获得)。混合30分钟后,将1800.0份该混合物反向稀释到1497.8份被搅拌的去离子水中。加入另外的347.1份去离子水,以产生均匀的分散体,其被证实在110℃下1小时后具有39.2%的固体含量。
实施例II
将819.2份双酚A二缩水甘油醚(EEW 188)、263.5份双酚A和209.4份2-正丁氧基-1-乙醇加热至115℃。此时,加入0.8份乙基三苯基碘化鏻。加热该混合物,并在至少165℃的温度下保持一小时。当使得该混合物冷却至88℃时,加入51.3份Ektasolve EEH溶剂和23.2份2-正丁氧基-1-乙醇。在88℃,加入由32.1份85%o-磷酸、18.9份苯基膦酸和6.9份Ektasolve EEH构成的浆料。随后将反应混合物保持在至少120℃温度下30分钟。此时,冷却该混合物至100℃,并逐渐加入71.5份去离子水。一旦加入水,保持约100℃温度2小时。然后冷却反应混合物至90℃并加入90.0份二异丙醇胺,之后加入413.0份Cymel 1130和3.0份去离子水。混合30分钟后,将1800.0份该混合物反向稀释到1506.0份被搅拌的去离子水中。加入另外的348.0份去离子水,以产生均匀的分散体,其被证实在110℃下1小时后具有39.5%的固体含量。
如下制备上述磷酸化环氧树脂的树脂共混物:
成分 | 重量份 |
磷酸化环氧树脂分散体 | 1432 |
颜料糊1 | 318 |
去离子水 | 2050 |
1灰色颜料糊,ACPP-1120,可以从PPG Industries,Inc.获得,51.4%固体。
充分共混上述成分,以产生固体含量19%的树脂共混物,其中颜料/粘结剂比例为0.2。制备包含实施例I的该共混物的电沉积浴,以及包含实施例II的该共混物的另一个电沉积浴,并分别用于涂布清洁/脱氧化的铝面板,以及首先用Alodine 1200(可以从Henkel Corporation获得)处理过的铝面板,其在将各个浴50%超滤之前和之后。在24-27℃浴温度和250至300伏特下进行涂布(coatout)90秒。将所述面板均在以煤气为燃料的烘箱中于93℃(200°F)烘烤30分钟,然后在Nikon optiphot显微镜下用10×目镜和10×物镜检查。观察到用包含实施例II的磷酸化环氧树脂的树脂共混物涂布的面板明显更光滑,并且其被证实比用包含实施例I的磷酸化环氧树脂的树脂共混物涂布的那些面板具有更少的类似针孔的缺陷。
尽管为了说明的目的在上文描述了本发明的特定实施方式,但是对于本领域技术人员而言显见是可以在不偏离所附权利要求书中限定的本发明的情况下对本发明的细节作出许多变换。
Claims (9)
1.一种在铝基材上提供涂层的方法,其通过在充当阳极的基材和与电沉积浴电接触的阴极之间通过电流,所述电沉积浴包含碱中和的树脂组合物的水性分散体,所述碱中和的树脂组合物含有固化剂和未胶凝的磷酸化环氧树脂,其中所述磷酸化环氧树脂包含一种或多种聚合型环氧化合物与磷酸和与有机膦酸和/或有机次膦酸的反应产物的混合物,其中所述磷酸化环氧树脂包含每一当量环氧基0.1至0.8摩尔的磷酸,和每一当量环氧基0.01至0.4摩尔的膦酸和/或有机次膦酸;
其中磷酸化环氧树脂的存在量为50至90wt%,固化剂的存在量为10至50wt%,所述百分比基于磷酸化环氧树脂和固化剂的总固体重量。
2.根据权利要求1所述的方法,其中所述聚合型环氧化合物选自多酚的多缩水甘油醚和环氧官能的丙烯酸类树脂。
3.根据权利要求1所述的方法,其中所述混合物另外包含单体型单环氧化物。
4.根据权利要求1所述的方法,其中所述磷酸化环氧树脂基于树脂固体具有15至50的酸值。
5.根据权利要求1所述的方法,其中所述固化剂为氨基塑料。
6.根据权利要求1所述的方法,其中所述有机膦酸为苯基膦酸。
7.根据叔利要求1所述的方法,其中碱中和的树脂组合物进一步含有唑类。
8.根据权利要求7所述的方法,其中所述唑类为苯并三唑。
9.根据权利要求7或8所述的方法,其中所述组合物中唑类的存在量为0.001至1.0wt%,基于树脂水性分散体中固体的总重量。
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US11/839,127 US8323470B2 (en) | 2007-08-15 | 2007-08-15 | Electrodeposition coatings for use over aluminum substrates |
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PCT/US2008/072956 WO2009023690A1 (en) | 2007-08-15 | 2008-08-13 | Electrodeposition coatings for use over aluminum substrates |
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Families Citing this family (61)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8877029B2 (en) * | 2007-08-15 | 2014-11-04 | Ppg Industries Ohio, Inc. | Electrodeposition coatings including a lanthanide series element for use over aluminum substrates |
US20100243108A1 (en) * | 2009-03-31 | 2010-09-30 | Ppg Industries Ohio, Inc. | Method for treating and/or coating a substrate with non-chrome materials |
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US9181628B2 (en) * | 2011-09-14 | 2015-11-10 | Prc-Desoto International, Inc. | Coating/sealant systems, aqueous resinous dispersions, and methods of electrocoating |
US9029437B2 (en) | 2011-09-14 | 2015-05-12 | Prc-Desoto International, Inc. | Coating/sealant systems, aqueous resinous dispersions, methods for making aqueous resinous dispersions, and methods of electrocoating |
US9150736B2 (en) | 2012-11-27 | 2015-10-06 | Ppg Industries Ohio, Inc. | Methods of coating an electrically conductive substrate and related electrodepositable compositions |
US9505937B2 (en) | 2012-05-16 | 2016-11-29 | Ppg Industries Ohio, Inc. | Anionic electrodepositable coating compositions capable of forming low gloss coatings |
WO2013192140A2 (en) | 2012-06-18 | 2013-12-27 | Ppg Industries Ohio, Inc. | Dual-cure compositions useful for coating metal substrates and processes using the compositions |
ES2657645T3 (es) * | 2012-10-11 | 2018-03-06 | Prc-Desoto International, Inc. | Sistemas de revestimiento/sellante, dispersiones de resina acuosas, métodos para fabricar dispersiones de resina acuosas y métodos de electrorrevestimiento |
MX2015006443A (es) * | 2012-11-26 | 2015-10-29 | Chemetall Gmbh | Metodo para recubrir superficies metalicas de sustratos, y objetos recubiertos de acuerdo con el metodo. |
US20140255608A1 (en) | 2013-03-11 | 2014-09-11 | Ppg Industries Ohio, Inc. | Coatings that exhibit a tri-coat appearance, related coating methods and substrates |
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MX2019001759A (es) | 2016-08-12 | 2019-06-13 | Ppg Ind Ohio Inc | Composicion de pretratamiento. |
JP7203720B2 (ja) | 2016-08-12 | 2023-01-13 | ピーアールシー-デソト インターナショナル,インコーポレイティド | 金属基材を処理するためのシステム及び方法 |
WO2018031981A1 (en) | 2016-08-12 | 2018-02-15 | Ppg Industries Ohio, Inc. | Two-step pretreatment system and method |
CN109642327A (zh) | 2016-08-12 | 2019-04-16 | Prc-迪索托国际公司 | 处理组合物的制备和维持由其所形成的处理浴的系统和方法 |
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CN117769585A (zh) | 2021-07-01 | 2024-03-26 | Ppg工业俄亥俄公司 | 可电沉积的涂层组合物 |
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WO2023132989A1 (en) | 2022-01-06 | 2023-07-13 | Ppg Industries Ohio, Inc. | Compositions, systems, and methods for treating a substrate |
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WO2024040217A1 (en) | 2022-08-19 | 2024-02-22 | Ppg Industries Ohio, Inc. | Electrodepositable coating compositions |
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Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1454245A (zh) * | 1999-12-16 | 2003-11-05 | 纳幕尔杜邦公司 | 阳极电泳涂漆的方法和电泳漆 |
Family Cites Families (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AT356905B (de) * | 1978-10-31 | 1980-06-10 | Vianova Kunstharz Ag | Verfahren zur herstellung von wasserloeslichen lackbindemitteln |
JPS585377A (ja) * | 1981-07-01 | 1983-01-12 | Kansai Paint Co Ltd | アニオン型電着塗料 |
US5344858A (en) * | 1984-09-10 | 1994-09-06 | Ppg Industries, Inc. | Coating from phosphated epoxy and COOH-vinyl addition resins |
CA1262794A (en) | 1984-09-10 | 1989-11-07 | Terence J. Hart | Blends of phosphated epoxy and acrylic resins and the use thereof in coating compositions |
DE3601560A1 (de) * | 1986-01-21 | 1987-07-23 | Herberts Gmbh | Waessriges, hitzehaertbares ueberzugsmittel, dessen verwendung und damit beschichtete gegenstaende |
CA1312684C (en) * | 1987-01-30 | 1993-01-12 | Mitsuo Yamada | Electrodeposition coating composition containing modified epoxy resin having chargeable groups |
AU8189391A (en) | 1990-06-14 | 1992-01-07 | Valspar Corporation, The | Electrodeposition coating baths and processes for controlling iron ion levels in the bath |
FI913587A (fi) | 1990-08-03 | 1992-02-04 | Ppg Industries Inc | Vid laog temperatur haerdbara anjoniska elektrokemiskt faellbara kompositioner. |
GB9101468D0 (en) | 1991-01-23 | 1991-03-06 | Ciba Geigy | Coating compositions |
GB9201642D0 (en) | 1992-01-25 | 1992-03-11 | Ciba Geigy | Corrosion inhibitors |
JPH06200194A (ja) * | 1992-12-28 | 1994-07-19 | Kansai Paint Co Ltd | カチオン電着塗料組成物 |
HU214503B (hu) | 1993-03-15 | 1998-03-30 | Hoechst Aktiengesellschaft | Foszforral módosított epoxigyanták, eljárás előállításukra, és az ilyen gyantákkal előállított termékek |
US6248225B1 (en) * | 1998-05-26 | 2001-06-19 | Ppg Industries Ohio, Inc. | Process for forming a two-coat electrodeposited composite coating the composite coating and chip resistant electrodeposited coating composition |
US6110341A (en) * | 1998-10-22 | 2000-08-29 | Ppg Industries Ohio, Inc. | Electrodeposition baths containing organic phosphorous-based compounds |
US6312812B1 (en) | 1998-12-01 | 2001-11-06 | Ppg Industries Ohio, Inc. | Coated metal substrates and methods for preparing and inhibiting corrosion of the same |
US6440580B1 (en) | 1998-12-01 | 2002-08-27 | Ppg Industries Ohio, Inc. | Weldable, coated metal substrates and methods for preparing and inhibiting corrosion of the same |
US6271377B1 (en) * | 1999-02-25 | 2001-08-07 | Ciba Specialty Chemicals Corporation | Hydroxy-substituted N-alkoxy hindered amines and compositions stabilized therewith |
DE60114604T2 (de) | 2000-04-12 | 2006-07-27 | Akzo Nobel Coatings International B.V. | Wässrige vernetzbare zusammensetzung aus zwei komponenten |
KR100545438B1 (ko) | 2000-09-22 | 2006-01-24 | 피피지 인더스트리즈 오하이오 인코포레이티드 | 경화성 폴리우레탄, 그로부터 제조된 코팅물, 및 그의제조방법 |
US6558796B2 (en) * | 2000-12-06 | 2003-05-06 | E. I. Du Pont De Nemours And Company | Aqueous coating compositions with phosphonic acid based compounds |
US6713587B2 (en) | 2001-03-08 | 2004-03-30 | Ppg Industries Ohio, Inc. | Electrodepositable dielectric coating compositions and methods related thereto |
DE60319237T2 (de) | 2002-06-21 | 2009-02-12 | PPG Industries Ohio, Inc., Cleveland | Elektrotauchbäder mit metallsalzen sowie entsprechende verfahren |
US6761933B2 (en) | 2002-10-24 | 2004-07-13 | Ppg Industries Ohio, Inc. | Process for coating untreated metal substrates |
WO2004065498A2 (en) | 2003-01-17 | 2004-08-05 | University Of Missouri Curators | Corrosion resistant coatings containing carbon pigments |
JP4241821B2 (ja) * | 2003-02-24 | 2009-03-18 | ビーエーエスエフ ソシエタス・ヨーロピア | 金属表面処理用カルボキシレート含有ポリマー |
US20050215670A1 (en) | 2004-03-29 | 2005-09-29 | Akihiko Shimasaki | Coating composition and article coated therewith |
US20070048550A1 (en) | 2005-08-26 | 2007-03-01 | Millero Edward R | Coating compositions exhibiting corrosion resistance properties, related coated substrates, and methods |
US8231970B2 (en) | 2005-08-26 | 2012-07-31 | Ppg Industries Ohio, Inc | Coating compositions exhibiting corrosion resistance properties and related coated substrates |
US8070927B2 (en) * | 2007-08-15 | 2011-12-06 | Ppg Industries Ohio, Inc | Stabilizing aqueous anionic resinous dispersions with chelating agents |
-
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Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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DK2178942T3 (da) | 2013-09-02 |
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