JP4440590B2 - カチオン性塗料組成物及び塗膜形成方法 - Google Patents
カチオン性塗料組成物及び塗膜形成方法 Download PDFInfo
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- JP4440590B2 JP4440590B2 JP2003338007A JP2003338007A JP4440590B2 JP 4440590 B2 JP4440590 B2 JP 4440590B2 JP 2003338007 A JP2003338007 A JP 2003338007A JP 2003338007 A JP2003338007 A JP 2003338007A JP 4440590 B2 JP4440590 B2 JP 4440590B2
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- coating film
- coating
- cationic
- meth
- acrylate
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- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 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
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- 235000019382 gum benzoic Nutrition 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
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 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
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 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
- 230000006698 induction Effects 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000004658 ketimines Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 238000013035 low temperature curing Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- ZIYVHBGGAOATLY-UHFFFAOYSA-N methylmalonic acid Chemical compound OC(=O)C(C)C(O)=O ZIYVHBGGAOATLY-UHFFFAOYSA-N 0.000 description 1
- QOHMWDJIBGVPIF-UHFFFAOYSA-N n',n'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 description 1
- LSHROXHEILXKHM-UHFFFAOYSA-N n'-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine Chemical compound NCCNCCNCCNCCNCCN LSHROXHEILXKHM-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 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
- QUANRIQJNFHVEU-UHFFFAOYSA-N oxirane;propane-1,2,3-triol Chemical compound C1CO1.OCC(O)CO QUANRIQJNFHVEU-UHFFFAOYSA-N 0.000 description 1
- FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 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
- 239000010452 phosphate Substances 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 239000003504 photosensitizing agent Substances 0.000 description 1
- STIABRLGDKHASC-UHFFFAOYSA-N phthalic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C1=CC=CC=C1C(O)=O STIABRLGDKHASC-UHFFFAOYSA-N 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- UFUASNAHBMBJIX-UHFFFAOYSA-N propan-1-one Chemical compound CC[C]=O UFUASNAHBMBJIX-UHFFFAOYSA-N 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- ANEFWEBMQHRDLH-UHFFFAOYSA-N tris(2,3,4,5,6-pentafluorophenyl) borate Chemical compound FC1=C(F)C(F)=C(F)C(F)=C1OB(OC=1C(=C(F)C(F)=C(F)C=1F)F)OC1=C(F)C(F)=C(F)C(F)=C1F ANEFWEBMQHRDLH-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
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- 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
- 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
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
- C08G18/643—Reaction products of epoxy resins with at least equivalent amounts of amines
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/50—Multilayers
- B05D7/52—Two layers
- B05D7/54—No clear coat specified
- B05D7/546—No clear coat specified each layer being cured, at least partially, separately
-
- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0809—Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups
- C08G18/0814—Manufacture of polymers containing ionic or ionogenic groups containing cationic or cationogenic groups containing ammonium groups or groups forming them
-
- 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
- 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
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/807—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with nitrogen containing compounds
- C08G18/8077—Oximes
-
- 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
- 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
- C08G18/81—Unsaturated isocyanates or isothiocyanates
- C08G18/8141—Unsaturated isocyanates or isothiocyanates masked
- C08G18/815—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
- C08G18/8158—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
- C08G18/8175—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
-
- C—CHEMISTRY; METALLURGY
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/12—Polyurethanes from compounds containing nitrogen and active hydrogen, the nitrogen atom not being part of an isocyanate group
-
- 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
- C09D5/443—Polyepoxides
- C09D5/4453—Polyepoxides characterised by the nature of the curing agent
-
- C—CHEMISTRY; METALLURGY
- C25—ELECTROLYTIC OR ELECTROPHORETIC PROCESSES; APPARATUS THEREFOR
- C25D—PROCESSES FOR THE ELECTROLYTIC OR ELECTROPHORETIC PRODUCTION OF COATINGS; ELECTROFORMING; APPARATUS THEREFOR
- C25D13/00—Electrophoretic coating characterised by the process
- C25D13/22—Servicing or operating apparatus or multistep processes
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/007—Processes for applying liquids or other fluent materials using an electrostatic field
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/02—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by baking
- B05D3/0209—Multistage baking
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/02—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by baking
- B05D3/0254—After-treatment
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
- B05D3/061—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation using U.V.
- B05D3/065—After-treatment
- B05D3/067—Curing or cross-linking the coating
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
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- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Electrochemistry (AREA)
- Metallurgy (AREA)
- Molecular Biology (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Paints Or Removers (AREA)
Description
1.水酸基含有不飽和化合物(a)、ブロック剤(b)、及びポリイソシアネート化合物(c)を反応させて得られる不飽和基変性ブロック化ポリイソシアネート架橋剤(A)、カチオン性エポキシ樹脂(B)及び光重合開始剤(C)を含有するカチオン性塗料組成物、
2.不飽和基変性ブロック化ポリイソシアネート架橋剤(A)の不飽和基濃度が、架橋剤(A)の固形分を基準にして、0.25〜4.5モル/kgであることを特徴とする1項に記載のカチオン性塗料組成物、
3.さらに重合性不飽和基含有化合物(D)を含有する1項又は2項に記載のカチオン性塗料組成物、
4.1項〜3項のいずれか1項に記載のカチオン性塗料組成物が、カチオン電着塗料であって、電着塗装によって得た塗膜に、光照射及び加熱を施すことによって硬化塗膜を得る塗膜形成方法、
5.順次以下の工程1〜工程4:
(1)被塗物に、1項〜3項のいずれか1項に記載のカチオン性塗料組成物を塗装して塗膜を形成する工程、
(2)工程1で得た塗膜に光照射する工程、
(3)中塗り塗料、及び/又は上塗り塗料を塗装して塗膜を形成する工程、及び
(4)カチオン電着塗膜、中塗り塗膜、及び/又は上塗り塗膜の複層塗膜を同時に加熱することにより硬化させる工程よりなることを特徴とする複層塗膜形成方法、
6.工程1において塗膜形成後、60〜120℃の温度でプレヒートを行うことを特徴とする5項に記載の複層塗膜形成方法、
7.5項、又は6項に記載の複層塗膜形成方法によって被覆された塗装物品、に関する。
膜での塗膜形成方法は、従来、カチオン電着塗膜が未硬化のまま中塗り塗膜及び/又は上塗り塗膜を塗り重ねると仕上り性や、耐水性の低下を招いたが、本発明の塗膜形成方法は、カチオン電着塗膜と中塗り塗膜及び/又は上塗り塗膜との混層などがなく仕上がり性、耐水性に優れる塗膜を得ることができる。
本発明のカチオン性塗料組成物は、不飽和基変性ブロック化ポリイソシアネート架橋剤(A)、カチオン性エポキシ樹脂(B)、光重合開始剤(C)を含有し、さらには重合性不飽和基含有化合物(D)を併用することもできる。
上記のブロックポリイソシアネート架橋剤(A)は、水酸基含有不飽和化合物(a)、ブロック剤(b)、ポリイソシアネート化合物(c)の付加反応生成物である。ここで使用される水酸基含有不飽和化合物(a)は、水酸基とポリイソシアネート化合物を反応させることにより、不飽和基を架橋剤に導入することができる。水酸基含有不飽和基化合物としては、2−ヒドロキシエチル(メタ)アクリレート、2−ヒドロキシプロピル(メタ)アクリレート、4−ヒドロキシブチル(メタ)アクリレート、2−ヒドロキシエチル(メタ)アクリレートとカプロラクトンとの付加物(例えば、ダイセル化学社製の商品名、プラクセルFA−2、FM−3等)などを挙げることができる。これらはそれぞれ単独で、又は2種以上組み合せて使用することができる。
これらのポリイシアネート化合物の環化重合体、イソシアネートビゥレット体;これらのイソシアネート化合物の過剰量にエチレングリコール、プロピレングリコール、トリメチロールプロパン、ヘキサントリオール、ヒマシ油などの低分子活性水素含有化合物を反応させて得られる末端イソシアネート含有化合物などを挙げることができる。これらはそれぞれ単独で又は2種以上組合わせて使用することができる。
ると光照射による塗膜硬化と加熱による塗膜硬化時のバランスがくずれ、架橋が不均一となることから、仕上り性や防食性が低下するので好ましくない。
エポキシ樹脂は、一般に180〜2,500、好ましくは200〜2,000であり、さらに好ましくは400〜1,500の範囲内のエポキシ当量を有することができ、また、一般に少なくとも200、特に400〜4,000、さらに特に800〜2,500の範囲内の数平均分子量を有するものが適している。
ネート、4,4′−メチレンビスシクロヘキシルイソシアネートなど)との付加物を挙げることができる。このうち合成上の自由度から、ジイソシアネート化合物とのモノ付加物であることが好ましい。
5重量%の範囲が好ましい。
カチオン性塗料組成物における光重合開始剤(C)は、例えば、ベンゾイン、ベンゾインメチルエーテル、ベンゾインエチルエーテル、ベンゾインイソブチルエーテル、ジエトキシアセトフェノン、2−ヒドロキシ−2−メチル−1−フェニルプロパン−1−オン、ベンジルジメチルケタール、1−ヒドロキシシクロヘキシル−フェニルケトン、2−メチル−2−モルフォリノ(4−チオメチルフェニル)プロパン−1−オン、2−ベンジル−2−ジメチルアミノ−1−(4−モルホリノフェニル)−ブタノン、2,4,6−トリメチルベンゾイルフェニルフォスフィンオキサイド、2,4,6−トリメチルベンゾイルフェニルエトキシフォスフィンオキサイド、ベンゾフェノン、o−ベンゾイル安息香酸メチル、ヒドロキシベンゾフェノン、2−イソプロピルチオキサントン、2,4−ジメチルチオキサントン、2,4−ジエチルチオキサントン、2,4−ジクロロチオキサントン、2,4,6−トリス(トリクロロメチル)−S−トリアジン、2−メチル−4,6−ビス(トリクロロ)−S−トリアジン、2−(4−メトキシフェニル)−4,6−ビス(トリクロロメチル)−S−トリアジンなどが挙げられる。
ベンゾフェノン等の3級アミン系、トリフェニルホスフィン等のアルキルフォスフィン系、β−チオジグリコール等のチオエーテル系などが挙げられる。
キサ(メタ)アクリレートなどが挙げられる。これらの化合物は1種または2種以上併用して使用することができる。
本発明の複層塗膜形成方法は、カチオン性塗料組成物により形成された塗膜に、光照射のみを行い、次に中塗り/上塗り塗料の加熱硬化を利用して同時に複層塗膜を硬化させる方法であって、詳しくは、工程1:被塗物に、カチオン性塗料組成物の塗膜を形成する工程、工程2:工程1で得た塗膜に光照射する工程、工程3:さらに中塗り塗料、及び/又は上塗り塗料を塗装して塗膜を形成する工程、及び工程4:カチオン性塗料組成物の塗膜、中塗り塗膜、及び/又は上塗り塗膜の複層塗膜を同時に加熱することにより硬化させる工程よりなる複層塗膜形成方法である。以下、工程順に説明する。
0〜450nmの紫外線を照射して塗膜を硬化させる。紫外線は、光重合開始剤の種類に応じて、感度の高い波長を有する照射源を適宜選択して使用することができる。紫外線の照射源としては、例えば、高圧水銀灯、超高圧水銀灯、キセノンランプ、カーボンアーク、メタルハライドランプ、太陽光などを挙げることができる。塗膜への紫外線照射条件は、通常、線量が100〜5,000mJ/cm2、好ましくは500〜3,000mJ/cm2となる範囲が適している。照射時間としては、数分程度で塗膜を硬化できる。
られ、ゴミやホコリ対策として赤外線や遠赤外線による加熱方法を行った後、熱風乾燥方法などで加熱して、カチオン電着塗膜、中塗り塗膜、及び/又は上塗り塗膜からなる複層の塗膜を形成することができる。
反応容器に、イソホロンジイソシアネート222g、メチルイソブチルケトン97gを加え50℃に昇温した。次に、ヒドロキシエチルアクリレート116g、メチルエチルケトキシム96g、ハイドロキノン0.5gをゆっくり加えた後、100℃に昇温した。
反応容器に、ヘキサメチレンジイソシアネート168g、メチルイソブチルケトン87gを加え50℃に昇温した。次に、ヒドロキシエチルメタアクリレート 130g、メチ
ルエチルケトキシム96g、ハイドロキノン0.5gをゆっくり加えた後、100℃に昇温した。この温度を保ちながら、経時でサンプリングし、赤外吸収スペクトル測定にて未反応のイソシアネートの吸収がなくったことを確認し、不飽和基濃度が2.6mol/kg、固形分80%の不飽和基で変性した架橋剤No.2を得た。
反応容器に、イソホロンジイソシアネート222g、メチルイソブチルケトン99gを加え50℃に昇温した。次に、メチルエチルケトキシム174gをゆっくり加えた後、70℃に昇温した。この温度を保ちながら、経時でサンプリングし、赤外吸収スペクトル測定にて未反応のイソシアネートの吸収がなくったことを確認することにより、固形分80%の架橋剤No.3を得た。
エピコート828EL(ジャパンエポキシレジン株式会社製、商品名、エポキシ樹脂)1010gに、ビスフェノールA 390g及びジメチルベンジルアミン0.2gを加え
、130℃でエポキシ当量800になるまで反応させた。次に、ジエタノールアミン160g及びジエチレントリアミンのケチミン化物65gを加え、120℃で4時間反応させた後、ブチルセロソルブ355gを加え、アミン価67mgKOH/g、固形分80%のカチオン性エポキシ樹脂No.1を得た。
温度計、還流冷却器及び撹拌機を備えた内容積2リットルのセパラブルフラスコに50%ホルマリン240g、フェノール55g、98%工業用硫酸101g及びメタキシレン212gを仕込み、84〜88℃で4時間反応させる。反応終了後、静置して樹脂相と硫酸水相とを分離した後、樹脂相を3回水洗し、20〜30mmHg/120〜130℃の条件で20分間未反応メタキシレンをストリッピングして、粘度1050センチポイズ(25℃)のフェノール変性キシレンホルムアルデヒド樹脂240gを得た。
00g及びジメチルベンジルアミン0.2gを加え、130℃でエポキシ当量750になるまで反応させた。
温度計、還流冷却器、及び攪拌機を備えた内容積2リットルのセパラブルフラスコに50%ホルマリン240g、フェノール55g、98%工業用硫酸101g及びメタキシレン212gを仕込み、84〜88℃で4時間反応させる。反応終了後、静置して樹脂相と硫酸水相とを分離した後、樹脂相を3回水洗し、20〜30mmHg/120〜130℃の条件で20分間未反応メタキシレンをストリッピングして、粘度1050センチポイズ(25℃)のフェノール変性のキシレンホルムアルデヒド樹脂240gを得た。
なるまで反応させた。
架橋剤No.1 を37.5g(樹脂固形分で30g)、カチオン性エポキシ樹脂No
.1を87.5g(樹脂固形分70g)、イルガキュア184(注2)3g、イルガキュア819(注3)5g、10%酢酸を15g配合し、均一に攪拌した後、脱イオン水 1
70gを強く攪拌しながら約15分かけて滴下し、固形分34%のエマルションNo.1を得た。
製造例7と同様の操作にて、表1に示す配合(g)にてエマルションNo.2〜No.7を得た。
(注2)イルガキュア184(チバガイギー株式会社製、商品名、光重合開始剤)
(注3)イルガキュア819(チバガイギー株式会社製、商品名、光重合開始剤)
製造例14 顔料分散ペースト
60%の第4級塩化エポキシ樹脂5.83部(固形分3.5部)、チタン白 5部、水
酸化ビスマス2.0部に、脱イオン水 6.3部を加え、十分に攪拌して、固形分55%
の顔料分散ペーストを得た。
エマルションNo.1318部(固形分108部)に、顔料分散ペースト19.1部(10.5部)、及び脱イオン水 255.4部を加えて固形分20%のカチオン電着塗料
No.1を得た。
製造例15と同様にして、固形分20%のカチオン電着塗料No.2〜No.9を得た。配合(部)を表2に示す。
WP−300T(関西ペイント社製、商品名、水性中塗り塗料)を用いた。
アクリル樹脂(水酸基価60mgKOH/g、酸価 35mgKOH/g、数平均分子
量6,000) 70部、ブチルエーテル化メラミン 30部、中和剤としてジメチルエタノールアミンを使用し、JR−806(テイカ(株)社製、商品名、チタン白) 60部
を混合し、水性の上塗り塗料を得た。
被塗物として、パルボンド#3020(日本パーカライジング社製、商品名、リン酸亜鉛処理剤)で化成処理した冷延鋼板(70×150×0.8mm)を用いた。
実施例1
実施例2〜6
実施例7
2の紫外線を照射して(10秒間)光硬化した。
カチオン電着塗料No.1の膜厚20μmとなるように塗装した。水洗後、光照射を行うことなく、140℃−10分で加熱し硬化塗膜を得た。
表4の内容にて、比較例2〜5の硬化塗膜を得た。
カチオン電着塗料No.1の膜厚20μmとなるように塗装した。水洗後、100℃−5分のプレヒートを行い、光照射を行わなかった。
表4の内容にて、比較例7の3層からなる硬化塗膜を得た。
。それぞれの重量から式(1)からゲル分率を求めた。高いほど硬化性が良好であることを意味する。
(注5)加熱減量:
(1).あらかじめ試験板の重量を測定する。
験板]の重量を測定する。式(2)から加熱減量を求めた。
(注6)防食性:
単独膜の塗板を用いて、素地に達するように電着塗膜にナイフでクロスカット傷を入れ、これをJISZ−2371に準じて840時間耐塩水噴霧試験を行い、ナイフ傷からの錆、フクレ幅(mm)を測定した。
度鏡面光沢度を測定した。
△:90〜99/100個の範囲
×:90個未満/100個
Claims (4)
- 水酸基含有不飽和化合物(a)、ブロック剤(b)、及びポリイソシアネート化合物(c)を反応させて得られる不飽和基変性ブロック化ポリイソシアネート架橋剤(A)、カチオン性エポキシ樹脂(B)及び光重合開始剤(C)を含有し、該不飽和基変性ブロック化ポリイソシアネート架橋剤(A)の不飽和基濃度が、架橋剤(A)の固形分を基準にして、0.25〜4.5モルkgであるカチオン性塗料組成物よりなるカチオン電着塗料を電着塗装して形成された電着塗膜に、光照射及び加熱を施して硬化塗膜を形成することを特徴とする塗膜形成方法。
- 該カチオン性塗料組成物が、さらに重合性不飽和基含有化合物(D)を含有する請求項1記載の塗膜形成方法。
- 順次以下の工程1〜工程4:
・ 被塗物に、請求項1又は2に記載のカチオン性塗料組成物よりなるカチオン電着塗料を電着塗層して電着塗膜を形成する工程、
・ 工程1で得た電着塗膜に光照射する工程、
・ 中塗り塗料、及び/又は上塗り塗料を塗装して塗膜を形成する工程、及び
・ カチオン電着塗膜、中塗り塗膜、及び/又は上塗り塗膜の複層塗膜を同時に加熱することにより硬化させる工程よりなることを特徴とする複層塗膜形成方法。 - 工程1において電着塗膜形成後、60〜120℃の温度でプレヒートを行うことを特徴とする請求項3に記載の複層塗膜形成方法。
以 上
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CA002481168A CA2481168C (en) | 2003-09-29 | 2004-09-10 | Cationic coating composition and coating film-forming method |
GB0420965A GB2408046B (en) | 2003-09-29 | 2004-09-21 | Cationic coating composition and coating film-forming method |
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US20070023288A1 (en) * | 2005-08-01 | 2007-02-01 | Eiji Kuwano | Method of forming multi-layered coating film |
US20090012235A1 (en) * | 2006-02-03 | 2009-01-08 | Basf Corporation | Dispersant for use in a fluorocarbon coating composition |
US7838582B2 (en) * | 2006-02-03 | 2010-11-23 | Ppg Industries Ohio, Inc. | Hyperdispersant for use in fluorocarbon coating compositions |
US7956144B2 (en) * | 2006-02-03 | 2011-06-07 | Ppg Industries Ohio, Inc. | Acrylic resin for use in fluorocarbon coating compositions and method of forming the same |
US7790011B2 (en) | 2006-05-03 | 2010-09-07 | Basf Coatings Gmbh | Solid resin-crosslinker mixture for use in aqueous coatings |
JP2012530156A (ja) * | 2009-06-12 | 2012-11-29 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 放射線硬化性コーティング組成物 |
KR101724709B1 (ko) * | 2010-10-27 | 2017-04-07 | 현대자동차주식회사 | 휘발성 유기물질 저감용 수성 도료 조성물 |
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MX2017009782A (es) | 2015-02-10 | 2017-10-27 | Valspar Sourcing Inc | Sistema de electrodeposicion novedoso. |
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AU649695B2 (en) * | 1990-08-02 | 1994-06-02 | Ppg Industries Ohio, Inc. | Photoimageable electrodepositable photoresist composition |
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2004
- 2004-09-10 CA CA002481168A patent/CA2481168C/en not_active Expired - Fee Related
- 2004-09-21 GB GB0420965A patent/GB2408046B/en not_active Expired - Fee Related
- 2004-09-23 US US10/947,389 patent/US20050067284A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
CA2481168C (en) | 2009-11-17 |
CA2481168A1 (en) | 2005-03-29 |
JP2005105064A (ja) | 2005-04-21 |
US20050067284A1 (en) | 2005-03-31 |
GB2408046A (en) | 2005-05-18 |
GB2408046B (en) | 2007-12-27 |
GB0420965D0 (en) | 2004-10-20 |
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