JP3770275B2 - 水性プライマー組成物、それを用いた下地処理方法および積層構造体 - Google Patents
水性プライマー組成物、それを用いた下地処理方法および積層構造体 Download PDFInfo
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- JP3770275B2 JP3770275B2 JP2005234249A JP2005234249A JP3770275B2 JP 3770275 B2 JP3770275 B2 JP 3770275B2 JP 2005234249 A JP2005234249 A JP 2005234249A JP 2005234249 A JP2005234249 A JP 2005234249A JP 3770275 B2 JP3770275 B2 JP 3770275B2
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- acrylic resin
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- 239000000203 mixture Substances 0.000 title claims description 71
- 238000000034 method Methods 0.000 title claims description 57
- 239000004925 Acrylic resin Substances 0.000 claims description 100
- 229920000178 Acrylic resin Polymers 0.000 claims description 97
- 239000005056 polyisocyanate Substances 0.000 claims description 69
- 229920001228 polyisocyanate Polymers 0.000 claims description 69
- 239000006185 dispersion Substances 0.000 claims description 59
- 229920002554 vinyl polymer Polymers 0.000 claims description 47
- 229920005989 resin Polymers 0.000 claims description 44
- 239000011347 resin Substances 0.000 claims description 44
- 239000000463 material Substances 0.000 claims description 42
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 34
- 150000007529 inorganic bases Chemical class 0.000 claims description 27
- 239000011248 coating agent Substances 0.000 claims description 20
- 238000000576 coating method Methods 0.000 claims description 20
- 230000002209 hydrophobic effect Effects 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- 239000000758 substrate Substances 0.000 claims description 12
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- 239000003822 epoxy resin Substances 0.000 claims description 7
- 229920000647 polyepoxide Polymers 0.000 claims description 7
- 230000009477 glass transition Effects 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- 238000005227 gel permeation chromatography Methods 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
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- 239000000178 monomer Substances 0.000 description 60
- -1 2-isocyanatoethyl Chemical group 0.000 description 41
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 30
- 239000008367 deionised water Substances 0.000 description 26
- 229910021641 deionized water Inorganic materials 0.000 description 26
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 25
- 239000010410 layer Substances 0.000 description 24
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- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 22
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
- 238000001035 drying Methods 0.000 description 18
- 239000003960 organic solvent Substances 0.000 description 17
- 238000003756 stirring Methods 0.000 description 17
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- 238000006243 chemical reaction Methods 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 11
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 10
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- 125000000129 anionic group Chemical group 0.000 description 9
- 239000004567 concrete Substances 0.000 description 9
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- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical group [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 8
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- 150000001875 compounds Chemical class 0.000 description 8
- 125000001165 hydrophobic group Chemical group 0.000 description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 8
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 235000011114 ammonium hydroxide Nutrition 0.000 description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 7
- 125000002091 cationic group Chemical group 0.000 description 7
- 238000010276 construction Methods 0.000 description 7
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
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- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 5
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- 150000007513 acids Chemical class 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 238000004945 emulsification Methods 0.000 description 5
- 230000001804 emulsifying effect Effects 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- 150000007514 bases Chemical class 0.000 description 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
- PGMYKACGEOXYJE-UHFFFAOYSA-N pentyl acetate Chemical compound CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 4
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000001294 propane Substances 0.000 description 4
- 239000007870 radical polymerization initiator Substances 0.000 description 4
- 238000010526 radical polymerization reaction Methods 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 238000004078 waterproofing Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
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- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000002170 ethers Chemical class 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000009408 flooring Methods 0.000 description 3
- 150000002513 isocyanates Chemical class 0.000 description 3
- 150000002576 ketones Chemical class 0.000 description 3
- 239000004570 mortar (masonry) Substances 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 230000003472 neutralizing effect Effects 0.000 description 3
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- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical group OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 3
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- 125000000626 sulfinic acid group Chemical group 0.000 description 3
- 125000000542 sulfonic acid group Chemical group 0.000 description 3
- 125000001302 tertiary amino group Chemical group 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
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- OTLDLKLSNZMTTA-UHFFFAOYSA-N octahydro-1h-4,7-methanoindene-1,5-diyldimethanol Chemical compound C1C2C3C(CO)CCC3C1C(CO)C2 OTLDLKLSNZMTTA-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005650 polypropylene glycol diacrylate Polymers 0.000 description 1
- 229920005651 polypropylene glycol dimethacrylate Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 229940032330 sulfuric acid Drugs 0.000 description 1
- WYKYCHHWIJXDAO-UHFFFAOYSA-N tert-butyl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)C WYKYCHHWIJXDAO-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- HLOLETUOZGAKMT-UHFFFAOYSA-N trimethoxysilyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)OC(=O)C(C)=C HLOLETUOZGAKMT-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical group NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
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- C08G18/0842—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents
- C08G18/0861—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers
- C08G18/0866—Manufacture of polymers in the presence of non-reactive compounds in the presence of liquid diluents in the presence of a dispersing phase for the polymers or a phase dispersed in the polymers the dispersing or dispersed phase being an aqueous medium
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
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- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/703—Isocyanates or isothiocyanates transformed in a latent form by physical means
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- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
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Description
土木建築用プライマーの一例として、ウレタン樹脂系、エポキシ樹脂系などが挙げられるが、何れも塗布作業性や下地への浸透性を向上させる目的で多量の有機溶剤を含有しており、作業者の健康への悪影響のみならず室内空気汚染(シックハウス)ひいては大気汚染への影響も懸念されるため、プライマーの水系化などによる有機溶剤の使用削減が期待されていた。
しかしながらこの方法は、有機溶剤を使用しない点や多孔性無機質基材への含浸と基材の表層強化の点で優れるものの、エマルジョン樹脂の分子量が小さいため、防水や塗り床工法に使用した場合、遮蔽性に乏しく、その上に塗布する防水材や塗り床材などの被覆樹脂層が下地コンクリートの水分の影響を受けやすく、膨れが発生しやすい。また、熱風乾燥機などでプレヒートされない多孔性無機質基材の場合は、乾燥性が遅く迅速に次工程に移れないという問題がある。
すなわち、本発明は、水分散性ポリイソシアネート(A)およびアクリル樹脂水分散液(B)を必須成分とする水性プライマー組成物であって、前記アクリル樹脂水分散液(B)のアクリル樹脂の、ゲルパーミエーションクロマトグラフィーにより測定したポリスチレン換算の重量平均分子量が350,000以上であり、前記アクリル樹脂の示差走査型熱量計により測定したガラス転移温度が15〜130℃であり、かつ前記水分散性ポリイソシアネート(A)と前記アクリル樹脂水分散液(B)との重量割合が固形分換算で(A):(B)=70:30〜50:50であることを特徴とする水性プライマー組成物を提供するものである。
なお、本明細書においては、「アクリル酸」と「メタクリル酸」を総称して(メタ)アクリル酸といい、「アクリレート」と「メタクリレート」を総称して(メタ)アクリレートという。
はじめに、本発明で使用する水分散性ポリイソシアネート(A)について説明する。
公知慣用の水分散性ポリイソシアネートとしては、例えば(1)疎水性ポリイソシアネートと親水性基を有するポリイソシアネートとの混合物、(2)疎水性ポリイソシアネートとイソシアネート基を有さないが親水性基を有する分散剤との混合物、(3)親水性基を有するポリイソシアネート単独等が挙げられる。これらのうち、耐フクレ性等の点で、(1)の水分散性ポリイソシアネートが好ましい。
カラム温度 : 40℃
溶 媒 : THF
流 速 : 1.0ml/分
検出器 : RI(示差屈折率検出器)
この観点より、1)重合開始剤の使用量を低減させる方法、2)低温で重合する方法、具体的には(2a)乳化剤等の分散剤でアクリル樹脂を水性媒体中に分散した場合は50℃以下の重合温度で所謂レドックス開始剤を用いて重合する、(2b)親水性基を有するアクリル樹脂が水性媒体中に分散した場合は、80℃以下の重合温度で重合する、3)重合時間を延長する方法等の何れか、又はこれらの方法の組み合わせが有効である。
これらの単量体を1種又は2種以上併用することができる。
攪拌機、温度計、冷却管、窒素導入管を装備した、4つ口のフラスコにジエチレングリコールジエチルエーテル(以下EDEという)429部を仕込み、窒素気流下に110℃に昇温した後、メトキシポリエチレングリコールメタクリレート(1分子当たりオキシエチレン単位を平均9個含有、以下「MPEGMA−1」という)500部、メチルメタクリレート(以下、MMAという)300部、2−ヒドロキシエチルメタクリレート(以下、2−HEMAという) 50部、シクロヘキシルメタクリレート(以下、CHMAという)150部、t−ブチルパーオキシ−2−エチルヘキサノエート 45部、t−ブチルパーオキシベンゾエート 5部からなる混合液を5時間かけて滴下した。滴下後、110℃にて9時間反応せしめ、不揮発分が70%なるアクリル系重合体の溶液を得た。以下、これを活性水素基含有ビニル重合体(q−1)という。
参考例1と同様の反応器に、バーノックDN−980S[HDI系イソシアヌレート型疎水性ポリイソシアネート イソシアネート基含有率(以下NCO基含有率という)、21%、平均NCO官能基数が約3.6、不揮発分 100% 大日本インキ化学工業(株)製]200部と活性水素基含有ビニル重合体(q−1) 100部を仕込み、窒素気流下に90℃に昇温した後、同温度で6時間攪拌下に反応を行って、不揮発分が90%、NCO基含有率が13%なる水分散性ポリイソシアネート組成物を得た。以下、これをポリイソシアネート組成物(a−1)という。
参考例1と同様の反応器に、脱イオン交換水 400部およびニューコール707SF(日本乳化剤社製の固形分30%のアニオン系乳化剤)7部を仕込み、攪拌を開始し、80℃まで昇温した。過硫酸ナトリウムの0.35部を仕込み、反応温度を78℃〜80℃に保ちつつ、別途調製した脱イオン交換水70部、ニューコール707SF 17.5部、ブチルアクリレート(以下BAという)122.5部、MMA 217部およびメタクリル酸(以下MAAという)0.5部、メタクリロキシトリメトキシシラン(以下MTMSという)3.5部を攪拌乳化せしめた単量体混合物と、過硫酸ナトリウム 0.35部と脱イオン水 7部の混合物を、別々に3時間をかけて滴下した。同温度に保ちつつ過硫酸ナトリウム 0.35部と脱イオン水 28部の混合物を加え、さらに同温度で4時間保持した後、室温まで冷却した。25%アンモニア水を用いてpHを7.5に調整し、脱イオン水を加えて、不揮発分が5.0重量%、重量平均分子量が50万以上であるアクリル樹脂水分散液(b−1)を得た。
参考例1と同様の反応器に、脱イオン交換水 400部およびニューコール707SF 7部を仕込み、攪拌を開始し、80℃まで昇温した。過硫酸ナトリウム 0.35部を仕込み、反応温度を78℃〜80℃に保ちつつ、別途調製した脱イオン交換水 70部、ニューコール707SF 17.5部、BA 113.4部、MMA 198.1部およびMAA 10.5部、2−HEMA 28部を攪拌乳化せしめた単量体混合物と、過硫酸ナトリウム 0.35部と脱イオン水の7部の混合物を、別々に、3時間をかけて滴下した。同温度に保ちつつ過硫酸ナトリウム 0.35部と脱イオン水 28部の混合物を加え、さらに同温度で4時間保持した後、室温まで冷却した。25%アンモニア水を用いてpHを7.5に調整し、脱イオン水を加えて、不揮発分が5.0重量%、重量平均分子量が42万であるアクリル樹脂水分散液(b−2)を得た。
参考例1と同様の反応器に、脱イオン交換水 400部およびニューコール707SF 7部を仕込み、攪拌を開始し、80℃まで昇温した。過硫酸ナトリウム 0.35部を仕込み、反応温度を78℃〜80℃に保ちつつ、別途調製した脱イオン交換水 70部、ニューコール707SF 17.5部、BA 119部、MMA 204.4部およびMAA 10.5部、2−HEMA 16.1部、MTMS 3.5部を攪拌乳化せしめた単量体混合物と、過硫酸ナトリウム 0.35部と脱イオン水の7部の混合物を、別々に、3時間をかけて滴下した。同温度に保ちつつ過硫酸ナトリウム 0.35部と脱イオン水 28部の混合物を加え、さらに同温度で4時間保持した後、室温まで冷却した。25%アンモニア水を用いてpHを7.5に調整し、脱イオン水を加えて、不揮発分が5.0重量%、重量平均分子量が50万以上であるアクリル樹脂水分散液(b−3)を得た。
参考例1と同様の反応器に、脱イオン交換水 400部およびニューコール707SF 7部を仕込み、攪拌を開始し、80℃まで昇温した。過硫酸ナトリウム 0.35部を仕込み、反応温度を78℃〜80℃に保ちつつ、別途調製した脱イオン交換水 70部、ニューコール707SF 17.5部、BA 115.5部、MMA 161部およびMAA 10.5部、2−HEMA 40.6部、スチレン 35部、MTMS 3.5部を攪拌乳化せしめた単量体混合物と、過硫酸ナトリウム 0.35部と脱イオン水の7部の混合物を、別々に、3時間をかけて滴下した。同温度に保ちつつ過硫酸ナトリウム 0.35部と脱イオン水 28部の混合物を加え、さらに同温度で4時間保持した後、室温まで冷却した。25%アンモニア水を用いてpHを7.5に調整し、脱イオン水を加えて、不揮発分が5.0重量%、重量平均分子量が50万以上であるアクリル樹脂水分散液(b−4)を得た。
参考例1と同様の反応器に、脱イオン交換水 400部およびニューコール707SF 7部を仕込み、攪拌を開始し、80℃まで昇温した。過硫酸ナトリウム 0.35部を仕込み、反応温度を78℃〜80℃に保ちつつ、別途調製した脱イオン交換水 70部、ニューコール707SF 17.5部、BA 47.6部、MMA 263.9部およびMAA 10.5部、2−HEMA 28部、を攪拌乳化せしめた単量体混合物と、過硫酸ナトリウム 0.35部と脱イオン水の7部の混合物を、別々に、3時間をかけて滴下した。同温度に保ちつつ過硫酸ナトリウム 0.35部と脱イオン水 28部の混合物を加え、さらに同温度で4時間保持した後、室温まで冷却した。25%アンモニア水を用いてpHを7.5に調整し、脱イオン水を加えて、不揮発分が5.0重量%、重量平均分子量が41万であるアクリル樹脂水分散液(b−5)を得た。
参考例1と同様の反応器に、脱イオン交換水 400部およびニューコール707SF 7部を仕込み、攪拌を開始し、80℃まで昇温した。過硫酸ナトリウム 0.70部を仕込み、反応温度を78℃〜80℃に保ちつつ、別途調製した脱イオン交換水 70部、ニューコール707SF 17.5部、BA 121.1部、MMA 218.4部およびMAA 10.5部、ラウリルメルカプタン 3.5部、を攪拌乳化せしめた単量体混合物と、過硫酸ナトリウム 0.70部と脱イオン水の7部の混合物を、別々に、3時間をかけて滴下した。同温度に保ちつつ過硫酸ナトリウム 0.70部と脱イオン水 28部の混合物を加え、さらに同温度で4時間保持した後、室温まで冷却した。25%アンモニア水を用いてpHを7.5に調整し、脱イオン水を加えて、不揮発分が5.0重量%、重量平均分子量が24万であるアクリル樹脂水分散液(b−6)を得た。
参考例1と同様の反応器に、脱イオン交換水 400部およびニューコール707SF 7部を仕込み、攪拌を開始し、80℃まで昇温した。過硫酸ナトリウム 0.35部を仕込み、反応温度を78℃〜80℃に保ちつつ、別途調製した脱イオン交換水 70部、ニューコール707SF 17.5部、BA 178.5部、MMA 161.0部およびMAA 10.5部、MTMS 3.5部、を攪拌乳化せしめた単量体混合物と、過硫酸ナトリウム 0.35部と脱イオン水の7部の混合物を、別々に、3時間をかけて滴下した。同温度に保ちつつ過硫酸ナトリウム 0.35部と脱イオン水 28部の混合物を加え、さらに同温度で4時間保持した後、室温まで冷却した。25%アンモニア水を用いてpHを7.5に調整し、脱イオン水を加えて、不揮発分が5.0重量%、重量平均分子量が50万以上であるアクリル樹脂水分散液(b−7)を得た。
アクリル樹脂水分散液(b−1)500部に脱イオン交換水 500部を加えて希釈し、不揮発分が2.5重量%、重量平均分子量が50万以上であるアクリル樹脂水分散液(b−8)を得た。
<アクリル樹脂水分散液のアクリル樹脂のTgの測定>
JIS K 7121(プラスチックの転移温度測定方法)に準拠するものであり、参考例で得られたアクリル樹脂水分散液を試料として、示差走査型熱量計装置内に入れ、(Tg+50℃)まで昇温速度10℃/分で昇温した後、3分間保持し、その後急冷した。得られた示差熱量曲線からTgを読み取った。
参考例で得られた水分散性ポリイソシアネートとアクリル樹脂水分散液を混合してプライマー組成物を得た。このプライマー組成物を用いて積層構造体を作製し、この積層構造体について、接着性および耐フクレ性試験を行った。
基材層 ;舗道用セメントコンクリート平板(厚さ60×300×300mm)。
被覆樹脂層;上記コンクリート平板に前記プライマー組成物を塗布・乾燥した後、補強用のディッククロス[ガラスクロス:大日本インキ化学工業(株)製]を敷き、被覆樹脂層としてプライアデックHF−3500[硬質ウレタン樹脂:大日本インキ化学工業(株)製]を通常処方で厚さ2mmに塗布し、温度23℃湿度50%条件下7日間養生した。
温度23℃湿度50%雰囲気下において、下地基材にプライマーをローラーもしくは刷毛にて0.15kg/m2塗布し、タックフリーまでの時間を調べた。
タックフリーまでの時間が4時間以下を○、4時間を越え8時間未満を△、8時間以上を×として評価した。
なお、タックフリーとは、粘着感のなさをいい、タックフリーまでの時間は、プライマーを塗布してから、塗布プライマー面に触れても指先に付着しなくなるまでに要した時間を計測することにより、得た。
プライマーのタックフリー確認後30分以内に、被覆樹脂層を塗布して硬化形成させて得られた積層構造体を試験体とした。
接着試験は、巾25mmの短冊状に切り出してn=3の平均値による90°剥離接着力(単位:N/25mm)で接着性を評価した。この際無機質基材の材料破壊が見られたものを「下地材破」とし、被覆樹脂層の材料破壊が見られたものを「被覆層材破」とし、プライマー層の材料破壊が見られたものを「プライマー材破」とした。
上記の試験体を常温水に半浸漬させ、16時間静置後、60℃温水8時間と常温水16時間の温冷繰り返し試験を7サイクル実施し、被覆樹脂層表面に発生したフクレ面積の割合を算出することで評価を行った。
フクレ面積の割合が5%未満を◎、5%以上20%未満を○、20%以上35%未満を△、35%以上50%未満を△〜×、50%以上を×として評価した。
試験結果は、表−1〜4に記載した。
Claims (8)
- 水分散性ポリイソシアネート(A)およびアクリル樹脂水分散液(B)を必須成分とする水性プライマー組成物であって、前記アクリル樹脂水分散液(B)のアクリル樹脂の、ゲルパーミエーションクロマトグラフィーにより測定したポリスチレン換算の重量平均分子量が350,000以上であり、前記アクリル樹脂の示差走査型熱量計により測定したガラス転移温度が15〜130℃であり、かつ前記水分散性ポリイソシアネート(A)と前記アクリル樹脂水分散液(B)との重量割合が固形分換算で(A):(B)=70:30〜50:50であることを特徴とする水性プライマー組成物。
- 前記アクリル樹脂水分散液(B)が、水酸基価0〜60のアクリル樹脂である請求項1記載の水性プライマー組成物。
- 前記水分散性ポリイソシアネート(A)が、疎水性ポリイソシアネート(A1)と親水性ポリイソシアネート(A2)との混合物で、その混合割合が(A1):(A2)=9:1〜5:5(重量比)である請求項1記載の水性プライマー組成物。
- 前記親水性ポリイソシアネート(A2)が、イソシアネート基と親水性基とを有するビニル系重合体である請求項3記載の水性プライマー組成物。
- 前記ビニル系重合体が、アクリル系重合体で、重量平均分子量2,000〜100,000である請求項4記載の水性プライマー組成物。
- 前記ビニル系重合体の親水性基が、ノニオン性基である請求項4記載の水性プライマー組成物。
- 土木建築物の無機質基材に請求項1に記載の水性プライマー組成物を塗布することを特徴とする無機質基材の下地処理方法。
- 土木建築物の無機質基材層、その上に請求項1記載の水性プライマー組成物からなる樹脂層、更にその上にエポキシ樹脂、ウレタン樹脂又は重合性不飽和樹脂のいずれかの樹脂から選択される被覆樹脂層の少なくとも3つの層から構成されてなる積層構造体。
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ATE366783T1 (de) * | 2000-05-19 | 2007-08-15 | Akzo Nobel Coatings Int Bv | Wässrige vernetzbare bindemittelzusammensetzung und beschichtungs-, lack- oder dichtmittel- zusammensetzung, die diese bindemittelzusammensetzung beinhaltet |
DE10043433A1 (de) | 2000-09-04 | 2002-03-21 | Bayer Ag | Wäßrige 2-K-PUR-Systeme |
US7166673B2 (en) | 2000-10-20 | 2007-01-23 | Dainippon Ink And Chemicals, Inc. | Water-dispersible polyisocyanate composition, process for its production, water-base curable composition and its application |
JP2002241674A (ja) * | 2001-02-20 | 2002-08-28 | Nippon Paint Co Ltd | 防錆用プライマー塗料組成物 |
US6632873B2 (en) | 2001-11-19 | 2003-10-14 | Ashland, Inc. | Two-part polyurethane adhesives for structural finger joints and method therefor |
JP4136472B2 (ja) | 2002-06-07 | 2008-08-20 | 三井化学ポリウレタン株式会社 | 水性塗工剤用ポリイソシアネート及びそれを用いた多孔質基材の下地処理方法 |
US7150899B2 (en) * | 2002-11-05 | 2006-12-19 | Kansai Paint Co., Ltd. | Method for forming coating film on plastic substrate |
JP4562982B2 (ja) | 2002-12-17 | 2010-10-13 | 中国塗料株式会社 | 無機質基材用水系シーラー組成物、および該組成物を用いた無機質基材の下地処理方法 |
JP2004352780A (ja) | 2003-05-27 | 2004-12-16 | Mitsubishi Rayon Co Ltd | プライマー用組成物 |
-
2005
- 2005-08-12 JP JP2005234249A patent/JP3770275B2/ja not_active Expired - Fee Related
- 2005-08-15 KR KR1020067023250A patent/KR101094104B1/ko not_active IP Right Cessation
- 2005-08-15 US US11/587,660 patent/US7718263B2/en not_active Expired - Fee Related
- 2005-08-15 DE DE200560023884 patent/DE602005023884D1/de active Active
- 2005-08-15 EP EP20050780199 patent/EP1788050B1/en not_active Not-in-force
- 2005-08-15 CN CN2005800144990A patent/CN1950471B/zh not_active Expired - Fee Related
- 2005-08-15 WO PCT/JP2005/014922 patent/WO2006019080A1/ja active Application Filing
- 2005-08-16 TW TW094127885A patent/TWI372776B/zh not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
KR101094104B1 (ko) | 2011-12-15 |
DE602005023884D1 (de) | 2010-11-11 |
EP1788050A4 (en) | 2009-07-01 |
CN1950471A (zh) | 2007-04-18 |
EP1788050B1 (en) | 2010-09-29 |
EP1788050A1 (en) | 2007-05-23 |
WO2006019080A1 (ja) | 2006-02-23 |
TW200613478A (en) | 2006-05-01 |
CN1950471B (zh) | 2010-05-05 |
TWI372776B (en) | 2012-09-21 |
JP2006083372A (ja) | 2006-03-30 |
US20070178313A1 (en) | 2007-08-02 |
US7718263B2 (en) | 2010-05-18 |
KR20070042916A (ko) | 2007-04-24 |
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