JP2009127061A - 金属表面処理組成物 - Google Patents
金属表面処理組成物 Download PDFInfo
- Publication number
- JP2009127061A JP2009127061A JP2007300538A JP2007300538A JP2009127061A JP 2009127061 A JP2009127061 A JP 2009127061A JP 2007300538 A JP2007300538 A JP 2007300538A JP 2007300538 A JP2007300538 A JP 2007300538A JP 2009127061 A JP2009127061 A JP 2009127061A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- surface treatment
- metal surface
- treatment composition
- polyurethane 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.)
- Granted
Links
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 47
- 239000002184 metal Substances 0.000 title claims abstract description 47
- 239000000203 mixture Substances 0.000 title claims abstract description 47
- 238000004381 surface treatment Methods 0.000 title claims abstract description 42
- 229920005749 polyurethane resin Polymers 0.000 claims abstract description 60
- -1 phosphoric acid compound Chemical class 0.000 claims abstract description 53
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 40
- 239000004593 Epoxy Substances 0.000 claims abstract description 33
- 238000006243 chemical reaction Methods 0.000 claims abstract description 30
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000006087 Silane Coupling Agent Substances 0.000 claims abstract description 14
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 10
- 239000010452 phosphate Substances 0.000 claims abstract description 10
- 150000001869 cobalt compounds Chemical class 0.000 claims abstract description 7
- 150000002816 nickel compounds Chemical class 0.000 claims abstract description 7
- 150000003609 titanium compounds Chemical class 0.000 claims abstract description 7
- 150000003682 vanadium compounds Chemical class 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 53
- 239000006185 dispersion Substances 0.000 claims description 33
- 229910000831 Steel Inorganic materials 0.000 claims description 31
- 239000010959 steel Substances 0.000 claims description 31
- 238000000576 coating method Methods 0.000 claims description 28
- 239000011248 coating agent Substances 0.000 claims description 27
- 125000001302 tertiary amino group Chemical group 0.000 claims description 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 13
- 239000005056 polyisocyanate Substances 0.000 claims description 13
- 229920001228 polyisocyanate Polymers 0.000 claims description 13
- 125000003277 amino group Chemical group 0.000 claims description 11
- 229920005862 polyol Polymers 0.000 claims description 9
- 150000003077 polyols Chemical class 0.000 claims description 9
- JFMGYULNQJPJCY-UHFFFAOYSA-N 4-(hydroxymethyl)-1,3-dioxolan-2-one Chemical compound OCC1COC(=O)O1 JFMGYULNQJPJCY-UHFFFAOYSA-N 0.000 claims description 8
- 125000003700 epoxy group Chemical group 0.000 claims description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 claims description 6
- 239000007795 chemical reaction product Substances 0.000 claims description 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- 238000005260 corrosion Methods 0.000 abstract description 31
- 230000007797 corrosion Effects 0.000 abstract description 31
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract description 23
- 238000011282 treatment Methods 0.000 abstract description 21
- 238000003860 storage Methods 0.000 abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 15
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract description 14
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical compound [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 abstract description 14
- 239000002245 particle Substances 0.000 abstract description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract description 7
- 239000000377 silicon dioxide Substances 0.000 abstract description 5
- 239000002904 solvent Substances 0.000 abstract description 5
- 150000003755 zirconium compounds Chemical class 0.000 abstract description 5
- 239000000243 solution Substances 0.000 description 34
- 239000010408 film Substances 0.000 description 33
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 30
- 239000007787 solid Substances 0.000 description 24
- 238000000034 method Methods 0.000 description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 19
- 238000012360 testing method Methods 0.000 description 18
- 239000003795 chemical substances by application Substances 0.000 description 17
- 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 16
- 235000011007 phosphoric acid Nutrition 0.000 description 13
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- 238000013329 compounding Methods 0.000 description 10
- 239000003822 epoxy resin Substances 0.000 description 10
- 238000004519 manufacturing process Methods 0.000 description 10
- 229920000647 polyepoxide Polymers 0.000 description 10
- 239000012736 aqueous medium Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 8
- 241001163841 Albugo ipomoeae-panduratae Species 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000011701 zinc Substances 0.000 description 7
- 229910052725 zinc Inorganic materials 0.000 description 7
- 229910018137 Al-Zn Inorganic materials 0.000 description 6
- 229910018573 Al—Zn Inorganic materials 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 6
- 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 6
- 238000002156 mixing Methods 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 5
- 125000002091 cationic group Chemical group 0.000 description 5
- 125000005442 diisocyanate group Chemical group 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 5
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000012756 surface treatment agent Substances 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 4
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 4
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 4
- 239000005058 Isophorone diisocyanate Substances 0.000 description 4
- 239000004264 Petrolatum Substances 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- ZDGWGNDTQZGISB-UHFFFAOYSA-N acetic acid;perchloric acid Chemical compound CC(O)=O.OCl(=O)(=O)=O ZDGWGNDTQZGISB-UHFFFAOYSA-N 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 description 4
- 150000002334 glycols Chemical class 0.000 description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 4
- 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 4
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 4
- 229940066842 petrolatum Drugs 0.000 description 4
- 235000019271 petrolatum Nutrition 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 229910001335 Galvanized steel Inorganic materials 0.000 description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 3
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000008119 colloidal silica Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005238 degreasing Methods 0.000 description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000008397 galvanized steel Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000012948 isocyanate Substances 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 229910052744 lithium Inorganic materials 0.000 description 3
- 238000005461 lubrication Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- 229920005906 polyester polyol Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 3
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 3
- 229910000165 zinc phosphate Inorganic materials 0.000 description 3
- OMQSJNWFFJOIMO-UHFFFAOYSA-J zirconium tetrafluoride Chemical compound F[Zr](F)(F)F OMQSJNWFFJOIMO-UHFFFAOYSA-J 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 2
- 125000003504 2-oxazolinyl group Chemical group O1C(=NCC1)* 0.000 description 2
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- LDMRLRNXHLPZJN-UHFFFAOYSA-N 3-propoxypropan-1-ol Chemical compound CCCOCCCO LDMRLRNXHLPZJN-UHFFFAOYSA-N 0.000 description 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
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- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
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- 239000004970 Chain extender Substances 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
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- 229910000611 Zinc aluminium Inorganic materials 0.000 description 2
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 2
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- 125000000129 anionic group Chemical group 0.000 description 2
- GOZLPQZIQDBYMO-UHFFFAOYSA-N azanium;zirconium;fluoride Chemical compound [NH4+].[F-].[Zr] GOZLPQZIQDBYMO-UHFFFAOYSA-N 0.000 description 2
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 description 2
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- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 2
- UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
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- RGPUVZXXZFNFBF-UHFFFAOYSA-K diphosphonooxyalumanyl dihydrogen phosphate Chemical compound [Al+3].OP(O)([O-])=O.OP(O)([O-])=O.OP(O)([O-])=O RGPUVZXXZFNFBF-UHFFFAOYSA-K 0.000 description 1
- WSLQHGMJTGELSF-UHFFFAOYSA-L dipotassium;difluoride Chemical compound [F-].[F-].[K+].[K+] WSLQHGMJTGELSF-UHFFFAOYSA-L 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- HLJCWGPUCQTHFY-UHFFFAOYSA-H disodium;hexafluorotitanium(2-) Chemical compound [F-].[F-].[Na+].[Na+].F[Ti](F)(F)F HLJCWGPUCQTHFY-UHFFFAOYSA-H 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000004070 electrodeposition Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- CWAFVXWRGIEBPL-UHFFFAOYSA-N ethoxysilane Chemical compound CCO[SiH3] CWAFVXWRGIEBPL-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- 229940042795 hydrazides for tuberculosis treatment Drugs 0.000 description 1
- 150000002429 hydrazines Chemical class 0.000 description 1
- CPSYWNLKRDURMG-UHFFFAOYSA-L hydron;manganese(2+);phosphate Chemical compound [Mn+2].OP([O-])([O-])=O CPSYWNLKRDURMG-UHFFFAOYSA-L 0.000 description 1
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229910000398 iron phosphate Inorganic materials 0.000 description 1
- WBJZTOZJJYAKHQ-UHFFFAOYSA-K iron(3+) phosphate Chemical compound [Fe+3].[O-]P([O-])([O-])=O WBJZTOZJJYAKHQ-UHFFFAOYSA-K 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- 229910052745 lead Inorganic materials 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- GVALZJMUIHGIMD-UHFFFAOYSA-H magnesium phosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O GVALZJMUIHGIMD-UHFFFAOYSA-H 0.000 description 1
- 239000004137 magnesium phosphate Substances 0.000 description 1
- 229910000157 magnesium phosphate Inorganic materials 0.000 description 1
- 229960002261 magnesium phosphate Drugs 0.000 description 1
- 235000010994 magnesium phosphates Nutrition 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- ALTWGIIQPLQAAM-UHFFFAOYSA-N metavanadate Chemical compound [O-][V](=O)=O ALTWGIIQPLQAAM-UHFFFAOYSA-N 0.000 description 1
- AYLRODJJLADBOB-QMMMGPOBSA-N methyl (2s)-2,6-diisocyanatohexanoate Chemical compound COC(=O)[C@@H](N=C=O)CCCCN=C=O AYLRODJJLADBOB-QMMMGPOBSA-N 0.000 description 1
- VUQUOGPMUUJORT-UHFFFAOYSA-N methyl 4-methylbenzenesulfonate Chemical compound COS(=O)(=O)C1=CC=C(C)C=C1 VUQUOGPMUUJORT-UHFFFAOYSA-N 0.000 description 1
- 229940102396 methyl bromide Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 description 1
- QHJABUZHRJTCAR-UHFFFAOYSA-N n'-methylpropane-1,3-diamine Chemical compound CNCCCN QHJABUZHRJTCAR-UHFFFAOYSA-N 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- KBJFYLLAMSZSOG-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)aniline Chemical compound CO[Si](OC)(OC)CCCNC1=CC=CC=C1 KBJFYLLAMSZSOG-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 1
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 1
- 229910000159 nickel phosphate Inorganic materials 0.000 description 1
- QELJHCBNGDEXLD-UHFFFAOYSA-N nickel zinc Chemical compound [Ni].[Zn] QELJHCBNGDEXLD-UHFFFAOYSA-N 0.000 description 1
- JOCJYBPHESYFOK-UHFFFAOYSA-K nickel(3+);phosphate Chemical compound [Ni+3].[O-]P([O-])([O-])=O JOCJYBPHESYFOK-UHFFFAOYSA-K 0.000 description 1
- 229910000008 nickel(II) carbonate Inorganic materials 0.000 description 1
- ZULUUIKRFGGGTL-UHFFFAOYSA-L nickel(ii) carbonate Chemical compound [Ni+2].[O-]C([O-])=O ZULUUIKRFGGGTL-UHFFFAOYSA-L 0.000 description 1
- BFDHFSHZJLFAMC-UHFFFAOYSA-L nickel(ii) hydroxide Chemical compound [OH-].[OH-].[Ni+2] BFDHFSHZJLFAMC-UHFFFAOYSA-L 0.000 description 1
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 description 1
- 229910052758 niobium Inorganic materials 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- DCKVFVYPWDKYDN-UHFFFAOYSA-L oxygen(2-);titanium(4+);sulfate Chemical compound [O-2].[Ti+4].[O-]S([O-])(=O)=O DCKVFVYPWDKYDN-UHFFFAOYSA-L 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- QVLTXCYWHPZMCA-UHFFFAOYSA-N po4-po4 Chemical compound OP(O)(O)=O.OP(O)(O)=O QVLTXCYWHPZMCA-UHFFFAOYSA-N 0.000 description 1
- 229920001281 polyalkylene Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000003270 potassium fluoride Nutrition 0.000 description 1
- 239000011698 potassium fluoride Substances 0.000 description 1
- HHDOORYZQSEMGM-UHFFFAOYSA-L potassium;oxalate;titanium(4+) Chemical compound [K+].[Ti+4].[O-]C(=O)C([O-])=O HHDOORYZQSEMGM-UHFFFAOYSA-L 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- CMZUMMUJMWNLFH-UHFFFAOYSA-N sodium metavanadate Chemical compound [Na+].[O-][V](=O)=O CMZUMMUJMWNLFH-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 235000019832 sodium triphosphate Nutrition 0.000 description 1
- WSFQLUVWDKCYSW-UHFFFAOYSA-M sodium;2-hydroxy-3-morpholin-4-ylpropane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(O)CN1CCOCC1 WSFQLUVWDKCYSW-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- LRBQNJMCXXYXIU-NRMVVENXSA-N tannic acid Chemical compound OC1=C(O)C(O)=CC(C(=O)OC=2C(=C(O)C=C(C=2)C(=O)OC[C@@H]2[C@H]([C@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)[C@@H](OC(=O)C=3C=C(OC(=O)C=4C=C(O)C(O)=C(O)C=4)C(O)=C(O)C=3)O2)OC(=O)C=2C=C(OC(=O)C=3C=C(O)C(O)=C(O)C=3)C(O)=C(O)C=2)O)=C1 LRBQNJMCXXYXIU-NRMVVENXSA-N 0.000 description 1
- 229940033123 tannic acid Drugs 0.000 description 1
- 235000015523 tannic acid Nutrition 0.000 description 1
- 229920002258 tannic acid Polymers 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical group FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- PRZSXZWFJHEZBJ-UHFFFAOYSA-N thymol blue Chemical compound C1=C(O)C(C(C)C)=CC(C2(C3=CC=CC=C3S(=O)(=O)O2)C=2C(=CC(O)=C(C(C)C)C=2)C)=C1C PRZSXZWFJHEZBJ-UHFFFAOYSA-N 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 description 1
- BFDQRLXGNLZULX-UHFFFAOYSA-N titanium hydrofluoride Chemical compound F.[Ti] BFDQRLXGNLZULX-UHFFFAOYSA-N 0.000 description 1
- 229910000348 titanium sulfate Inorganic materials 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
- 229940048102 triphosphoric acid Drugs 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- IHIXIJGXTJIKRB-UHFFFAOYSA-N trisodium vanadate Chemical compound [Na+].[Na+].[Na+].[O-][V]([O-])([O-])=O IHIXIJGXTJIKRB-UHFFFAOYSA-N 0.000 description 1
- AUTOISGCBLBLBA-UHFFFAOYSA-N trizinc;diphosphite Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])[O-].[O-]P([O-])[O-] AUTOISGCBLBLBA-UHFFFAOYSA-N 0.000 description 1
- QFKMMXYLAPZKIB-UHFFFAOYSA-N undecan-1-amine Chemical compound CCCCCCCCCCCN QFKMMXYLAPZKIB-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 description 1
- WQEVDHBJGNOKKO-UHFFFAOYSA-K vanadic acid Chemical compound O[V](O)(O)=O WQEVDHBJGNOKKO-UHFFFAOYSA-K 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- UUUGYDOQQLOJQA-UHFFFAOYSA-L vanadyl sulfate Chemical compound [V+2]=O.[O-]S([O-])(=O)=O UUUGYDOQQLOJQA-UHFFFAOYSA-L 0.000 description 1
- 229940041260 vanadyl sulfate Drugs 0.000 description 1
- 229910000352 vanadyl sulfate Inorganic materials 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C2222/00—Aspects relating to chemical surface treatment of metallic material by reaction of the surface with a reactive medium
- C23C2222/20—Use of solutions containing silanes
Landscapes
- Laminated Bodies (AREA)
- Paints Or Removers (AREA)
- Chemical Treatment Of Metals (AREA)
Abstract
【解決手段】(A)特定の構造を有するエポキシプレポリマー(I)と、特定の構造を有するウレタンプレポリマー(II)との反応によって得られるポリウレタン樹脂であって、前記エポキシプレポリマー(I)及び前記ウレタンプレポリマー(II)の双方又はいずれか一方が側鎖にポリオキシアルキレン鎖を有するポリウレタン樹脂の水性分散体、並びに
(B)リン酸化合物、バナジウム化合物、ジルコニウム化合物、チタニウム化合物、コバルト化合物、ニッケル化合物、シランカップリング剤及びシリカ粒子から選ばれる少なくとも1種、
を含有することを特徴とする金属表面処理組成物及び該金属表面処理組成物を塗布し皮膜形成してなる金属板。
【選択図】なし
Description
1分子中に水酸基を2つ以上含有する化合物(c)とポリイソシアネート化合物(d)との反応により得られるイソシアネート基を有するウレタンプレポリマー(II)との反応によって得られるポリウレタン樹脂であって、
前記エポキシプレポリマー(I)及び前記ウレタンプレポリマー(II)の双方又はいずれか一方が側鎖にポリオキシアルキレン鎖を有するポリウレタン樹脂の水性分散体、並びに
(B)リン酸化合物、バナジウム化合物、ジルコニウム化合物、チタニウム化合物、コバルト化合物、ニッケル化合物、シランカップリング剤及びシリカ粒子から選ばれる少なくとも1種、
を含有することを特徴とする金属表面処理組成物に関する。
また、本発明は、鋼板に、上記金属表面処理組成物を塗布し、皮膜形成してなる金属板に関する。
エポキシプレポリマー(I−1)の作成
温度計、攪拌装置、還流冷却管を備えた4つ口フラスコを窒素置換させ、その中でエポキシ当量450g/eqのビスフェノールA型エポキシ樹脂(126g)を、プロピレングリコールモノプロピルエーテル(54.91g)に溶解し、これに「ジェファーミンM−2070」(商品名、ハンツマン社製、一般式(1)で示される構造に含まれる化合物、R1はメトキシ基、ポリオキシエチレンとポリオキシプロピレンとのブロック鎖、数平均分子量約2000)(140g)を加え、90℃で3時間反応させた後、モノエタノールアミン(8.55g)を加え、90℃で3時間保持し、エポキシ基及びアミノ基含有量(注1)が0.762〜0.767mmol/g程度となるまで反応させた。その後、メチルエチルケトン(219.6g)を加え、エポキシプレポリマー(I−1)溶液を得た。得られたエポキシプレポリマー(I−1)溶液の固形分濃度は50%であった。
三角フラスコに試料(g)をはかりとり、これに40mlのメチルエチルケトンを加えて溶解する。溶解しにくい場合は50℃まで加熱して溶解する。次に、全量ピペットでCTAB(セチルトリメチルアンモニウムブロミド)溶液10mlを加えて均一にする。続いて、スクリーン指示薬0.2mlを正確に加えて、N/10過塩素酸−酢酸溶液で滴定し、最後の一滴で桃色が約30秒間続いたとき終点とする。下記計算値から算出する。尚、CTAB溶液はCTAB20gに酢酸200mlを加えて溶解しさらにメチルエチルケトン200mlを加えて均一溶液に調整し、スクリーン指示薬は氷酢酸100mlにアルファズリン0.3gを溶解した溶液に、チモールブルー1.5gをメタノール500mlに溶解した溶液を混合して調整した。
計算式:E=(A-B)×0.1×F/(S×0.01×W)
ここでE:エポキシ基及びアミノ基含有量(mmol/g)
A:本試験のN/10過塩素酸-酢酸溶液の使用量(ml)
B:空試験のN/10過塩素酸-酢酸溶液の使用量(ml)
F:N/10過塩素酸-酢酸溶液のファクター
S:試料の加熱残分(%)
W:試料の量(g)
温度計、攪拌装置、還流冷却管を備えた4つ口フラスコを窒素置換させ、その中で「ビスオール3PN」(注2)(44.9)、「ビスオール6PN」(注3)(64.7g)、メチルジエタノールアミン(20.9g)をN−メチルピロリドン(45.1g)に溶解し、ヘキサメチレンジイソシアネート(50.5g)を30分かけて滴下し、60℃で1.5時間反応を行った。その後80℃に昇温し2時間反応を行って、イソホロンジイソシアネート(44.4g)を加え更に80℃で3時間、NCO価(注4)が34〜41程度となるまで反応させた。その後、メチルエチルケトン(105.1g)を加え、ウレタンプレポリマー(II−1)溶液を得た。得られたウレタンプレポリマー(II−1)溶液の固形分濃度は60.0%、プレポリマーのアミン価は43.6mgKOH/gであった。
(注3)ビスオール6PN:商品名、東邦化学社製、プロピレンオキサイド変性ビスフェノールA(プロピレンオキサイド変性量=6モル)
(注4)NCO価:ウレタンプレポリマー1g中に含まれるイソシアネート基の量をイソシアネートの重量に換算したもの(mg)で、下記測定方法にて追跡した。三角フラスコに試料(g)を正しくはかりとり、ジオキサン10mlを加え、溶解した試料を50℃に加熱し、正しくはかりとったN/5ジブチルアミン−ジオキサン溶液10mlを加え、2分間かき混ぜて試料とジブチルアミンを反応させる。次に、ブロムフェノールブルー-エチルアルコール溶液を2〜3滴加えて、N/10塩酸溶液で滴定し、青色から黄緑色に変化したときを終点とする。なお、下記計算式における「C」は、試料中に含まれる3級アミノ基が上記測定へ影響することを考慮した補正項である。
計算式N={0.1×42×(A-B)×f}/(0.01×S×W)+C
ここでN:NCO価(試料1g中に含まれるNCOのmg数)
A:空試験のN/5ジブチルアミン-ジオキサン溶液を中和するのに使用したN/10塩酸溶液の量(ml)
B:試料の滴定に使用したN/10塩酸溶液の量(ml)
f:N/10塩酸溶液のファクター
S:試料の加熱残分(%)
W:試料の量(g)
42:NCOの分子量
C:試料中に含まれる3級アミノ基の量(mol)をイソシアネートの重量に
換算したもの(mg)で下記計算式にて算出
計算式C=(D/M×42×1000)/E
ここでD:ウレタンプレポリマー合成時に配合した3級アミノ基含有モノマーの重量(g)
M:ウレタンプレポリマー合成時に配合した3級アミノ基含有モノマーの分子量
E:配合した全モノマーの重量(g)
上記と同様の装置を用い、60.0%ウレタンプレポリマー(II−1)溶液(375.5g)を、攪拌状態で50℃に保持し、その中に50%エポキシプレポリマー(I−1)溶液(392.2g)を加え、1時間攪拌した。次いで40℃に冷却し、89%リン酸水溶液(8.3g)で中和し、脱イオン水(983.3g)を加えて分散し、その後70℃に昇温して、1時間保持した。その後、60℃でメチルエチルケトンを減圧留去することで、ポリウレタン樹脂の水性分散体(A−1)を得た。この水性分散体の固形分濃度は30.0%、ポリウレタン樹脂のアミン価は30.0mgKOH/g、水酸基価は60.4mgKOH/gであった。
ウレタンプレポリマー(II−2)の作成
温度計、攪拌装置、還流冷却管を備えた4つ口フラスコを窒素置換させ、ジェファーミンM−2070(200g)、グリセリンカーボネート(11.8g)を加え、100℃で1時間攪拌した。アミン価が1以下となっていることを確認し、ポリエーテルアミン変性グリセリンカーボネートを得た。
上記と同様の装置を用い、その中で「ビスオール3PN」(注2)(36.2g)、「ビスオール6PN」(注3)(52.2g)、N−メチルジエタノールアミン(23.1g)、上記ポリエーテルアミン変性グリセリンカーボネート(53.0g)をN−メチルピロリドン(51.8g)に溶解し、ヘキサメチレンジイソシアネート(50.5g)を30分かけて滴下し、60℃で1.5時間反応を行った。その後80℃に昇温し2時間反応を行って、イソホロンジイソシアネート(44.4g)を加え更に80℃で3時間、NCO価(注4)が36〜43程度となるまで反応させた。その後、メチルエチルケトン(121.0g)を加え、ウレタンプレポリマー(II−2)溶液を得た。得られたウレタンプレポリマー(II−2)溶液の固形分濃度は60.0%、プレポリマーのアミン価は41.9mgKOH/gであった。
上記と同様の装置を用い、60.0%ウレタンプレポリマー(II−2)溶液(432.0g)を、攪拌状態で50℃に保持し、その中に50%エポキシプレポリマー(I−1)溶液(392.2g)を加え、1時間攪拌した。次いで40℃に冷却し、89%リン酸水溶液(8.9g)で中和し、脱イオン水(1062.4g)を加えて分散し、その後70℃に昇温して、1時間保持した。その後、60℃でメチルエチルケトンを減圧留去することで、ポリウレタン樹脂の水性分散体(A−2)を得た。この水性分散体の固形分濃度は30.0%、ポリウレタン樹脂のアミン価は30.0mgKOH/g、水酸基価は55.9mgKOH/gであった。
エポキシプレポリマー(I−2)の作成
温度計、攪拌装置、還流冷却管を備えた4つ口フラスコを窒素置換させ、その中でエポキシ当量450g/eqのビスフェノールA型エポキシ樹脂(126g)を、プロピレングリコールモノプロピルエーテル(27.8g)に溶解し、これに2−アミノエタノール(12.8g)を加え、85℃で3時間保持し、エポキシ基及びアミノ基含有量(注1)が1.5〜1.55mmol/g程度となるまで反応させた。その後、メチルエチルケトン(111.1g)を加え、エポキシプレポリマー(I−2)溶液を得た。得られたエポキシプレポリマー(I−2)溶液の固形分濃度は50%であった。
温度計、攪拌装置、還流冷却管を備えた4つ口フラスコを窒素置換させ、その中で「ビスオール3PN」(注2)(44.9g)、「ビスオール6PN」(注3)(64.6g)、メチルジエタノールアミン(17.9g)、前記合成例2で作成したポリエーテルアミン変性グリセリンカーボネート(53.0g)をN−メチルピロリドン(55.0g)に溶解し、ヘキサメチレンジイソシアネート(50.5g)を30分かけて滴下し、60℃で1.5時間反応を行った。その後80℃に昇温し2時間反応を行って、イソホロンジイソシアネート(44.4g)を加え更に80℃で3時間、NCO価(注4)が33〜40程度となるまで反応させた。その後、メチルエチルケトン(128.4g)を加え、ウレタンプレポリマー(II−3)溶液を得た。得られたウレタンプレポリマー(II−3)溶液の固形分濃度は60.0%、プレポリマーのアミン価は30.6mgKOH/gであった。
上記と同様の装置を用い、60.0%ウレタンプレポリマー(II−3)溶液(458.6g)を、攪拌状態で50℃に保持し、その中に50%エポキシプレポリマー(I−2)溶液(198.3g)を加え、1時間攪拌した。次いで40℃に冷却し、89%リン酸水溶液(7.4g)で中和し、脱イオン水(873.5g)を加えて分散し、その後70℃に昇温して、1時間保持した。その後、60℃でメチルエチルケトンを減圧留去することで、ポリウレタン樹脂の水性分散体(A−3)を得た。この水性分散体の固形分濃度は30.0%、ポリウレタン樹脂のアミン価は30.0mgKOH/g、水酸基価は75.5mgKOH/gであった。
金属表面処理組成物の製造
上記で得た各ポリウレタン樹脂水性分散体を用いて、下記表1に示す金属表面処理組成物を得た。なお、表1においてポリウレタン樹脂水性分散体の配合量は固形分重量(g)で表示し、スノーテックスNの配合量はシリカ粒子の固形分重量(g)で表示し、他の各成分の配合量は重量(g)で表示した。また、各金属表面処理組成物は脱イオン水により固形分20%に希釈して下記試験に供した。
アルカリ脱脂の後に水洗を行った70mm×150mmの電気亜鉛めっき鋼板(商品名:ジンコート、板厚0.8mm、めっき付着量20g/m2)に、表1で得られた実施例1〜9及び比較例1〜4の各金属表面処理組成物を、バーコーターを用いて乾燥皮膜重量が1.2g/m2となるように塗装し、鋼板の最高到達温度が100℃になるようにして10秒間乾燥を行った。得られた各試験板について下記の各種性能試験を行った。得られた結果を表1に示す。
(注6)スーパーフレックス 150:商品名、第一工業製薬社製、アニオン性ウレタン樹脂水分散体(本発明のポリウレタン樹脂水性分散体(A)とは異なる)、固形分30%
(注7)スノーテックスN:商品名、日産化学工業社製、コロイダルシリカの水分散液、シリカ粒子の平均粒子径は約20nm
(注8)エポクロスWS−700:商品名、日本触媒社製、オキサゾリン基含有化合物
貯蔵安定性試験:上記実施例及び比較例にて製造した固形分20%の各金属表面処理組成物を40℃の恒温室に静置し、15日後及び30日後の状態を下記基準により評価した。
○:沈降、ゲル化ともになし
×:沈降もしくはゲル化が見られる
○:色差(ΔE)が2未満
×:色差(ΔE)が2以上
◎:白錆の発生程度が塗膜面積の5%未満
○:白錆の発生程度が塗膜面積の5%以上で10%未満
△:白錆の発生程度が塗膜面積の10%以上で30%未満
×:白錆の発生程度が塗膜面積の30%以上
◎:白錆の発生程度が塗膜面積の5%未満
○:白錆の発生程度が塗膜面積の5%以上で10%未満
△:白錆の発生程度が塗膜面積の10%以上で30%未満
×:白錆の発生程度が塗膜面積の30%以上
○:こすり痕が目立たない
△:こすり痕が目立つ
×:皮膜が溶解
◎:100個
○:80〜99個
△:50〜79個
×:49個以下
Claims (9)
- (A)ポリエポキシ化合物(a)とアミン化合物(b)との反応によって得られる2級アミノ基を有するエポキシプレポリマー(I)と、
1分子中に水酸基を2つ以上含有する化合物(c)とポリイソシアネート化合物(d)との反応により得られるイソシアネート基を有するウレタンプレポリマー(II)との反応によって得られるポリウレタン樹脂であって、
前記エポキシプレポリマー(I)及び前記ウレタンプレポリマー(II)の双方又はいずれか一方が側鎖にポリオキシアルキレン鎖を有するポリウレタン樹脂の水性分散体、並びに
(B)リン酸化合物、バナジウム化合物、ジルコニウム化合物、チタニウム化合物、コバルト化合物、ニッケル化合物、シランカップリング剤及びシリカ粒子から選ばれる少なくとも1種、
を含有することを特徴とする金属表面処理組成物。 - アミン化合物(b)が、その成分の少なくとも一部としてポリオキシアルキレンアミンを含む請求項1記載の金属表面処理組成物。
- エポキシプレポリマー(I)が、ポリエポキシ化合物(a)中のエポキシ基とアミン化合物(b)中のアミノ基との当量比が1:0.5〜1:2となるように反応させて得られる請求項1記載の金属表面処理組成物。
- 化合物(c)が、その成分の少なくとも一部として側鎖となるポリオキシアルキレン鎖を有するポリオールを含む請求項1記載の金属表面処理組成物。
- 側鎖となるポリオキシアルキレン鎖を有するポリオールが、ポリオキシアルキレン鎖を有するアクリレートとジアルカノールアミンとの反応生成物、グリセリンカーボネートとポリオキシアルキレンアミンとの反応生成物から選ばれる少なくとも1種である請求項4記載の金属表面処理組成物。
- ウレタンプレポリマー(II)が、さらに1分子中に活性水素基を2つ以上含有し、且つ3級アミノ基を含有する化合物(e)を製造原料とする請求項1記載の金属表面処理組成物。
- ウレタンプレポリマー(II)が、全成分中のイソシアネート基と水酸基との当量比が1:0.5〜1:0.9となるように反応させて得られる請求項1記載の金属表面処理組成物。
- ポリウレタン樹脂が、エポキシプレポリマー(I)中のアミノ基とウレタンプレポリマー(II)中のイソシアネート基との当量比が0.01:1〜0.9:1となるように反応させて得られる請求項1記載の金属表面処理組成物。
- 鋼板に請求項1〜8のいずれか1項に記載の金属表面処理組成物を乾燥皮膜重量で0.1〜3.0g/m2塗布し、皮膜形成してなる金属板。
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