FR2879615A1 - Composition de revetement transparent pour automobile et procede de formation d'un film de revetement multicouche l'utilisant - Google Patents
Composition de revetement transparent pour automobile et procede de formation d'un film de revetement multicouche l'utilisant Download PDFInfo
- Publication number
- FR2879615A1 FR2879615A1 FR0513117A FR0513117A FR2879615A1 FR 2879615 A1 FR2879615 A1 FR 2879615A1 FR 0513117 A FR0513117 A FR 0513117A FR 0513117 A FR0513117 A FR 0513117A FR 2879615 A1 FR2879615 A1 FR 2879615A1
- Authority
- FR
- France
- Prior art keywords
- acrylic resin
- soft segment
- acrylate
- coating composition
- isocyanate compound
- 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
- 238000000576 coating method Methods 0.000 title claims abstract description 115
- 239000011248 coating agent Substances 0.000 title claims abstract description 113
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title claims abstract description 88
- 229920000178 Acrylic resin Polymers 0.000 title claims abstract description 71
- 239000004925 Acrylic resin Substances 0.000 title claims abstract description 71
- 239000012948 isocyanate Substances 0.000 title claims abstract description 68
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 title claims abstract description 38
- 239000000203 mixture Substances 0.000 title claims abstract description 34
- 125000002768 hydroxyalkyl group Chemical group 0.000 title claims abstract description 25
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 19
- 150000001875 compounds Chemical class 0.000 title claims abstract description 8
- -1 isocyanate compound Chemical class 0.000 claims abstract description 72
- 239000000178 monomer Substances 0.000 claims abstract description 66
- 239000007787 solid Substances 0.000 claims abstract description 32
- 150000002596 lactones Chemical class 0.000 claims abstract description 30
- 238000000034 method Methods 0.000 claims abstract description 30
- 239000010410 layer Substances 0.000 claims abstract description 12
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000011247 coating layer Substances 0.000 claims abstract description 7
- 239000008199 coating composition Substances 0.000 claims description 65
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 230000009477 glass transition Effects 0.000 claims description 8
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical group OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 abstract description 10
- 230000007704 transition Effects 0.000 abstract 1
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- 238000001723 curing Methods 0.000 description 25
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- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 18
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- 238000011156 evaluation Methods 0.000 description 8
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- 229920000877 Melamine resin Polymers 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 6
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 6
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- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 238000004070 electrodeposition Methods 0.000 description 5
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- 125000002091 cationic group Chemical group 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-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
- 239000002245 particle Substances 0.000 description 4
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- WYKYCHHWIJXDAO-UHFFFAOYSA-N tert-butyl 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOC(C)(C)C WYKYCHHWIJXDAO-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
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- 239000003054 catalyst Substances 0.000 description 3
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- 125000003700 epoxy group Chemical group 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
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- 238000001029 thermal curing Methods 0.000 description 3
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- 239000008096 xylene Substances 0.000 description 3
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
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- 238000001035 drying Methods 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- JBFHTYHTHYHCDJ-UHFFFAOYSA-N gamma-caprolactone Chemical compound CCC1CCC(=O)O1 JBFHTYHTHYHCDJ-UHFFFAOYSA-N 0.000 description 2
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
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- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- KQALJCGUCSYRMJ-UHFFFAOYSA-N 1,3,5-triethyl-2,4-bis(isocyanatomethyl)benzene Chemical compound CCC1=CC(CC)=C(CN=C=O)C(CC)=C1CN=C=O KQALJCGUCSYRMJ-UHFFFAOYSA-N 0.000 description 1
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
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- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 1
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- IGGDKDTUCAWDAN-UHFFFAOYSA-N 1-vinylnaphthalene Chemical compound C1=CC=C2C(C=C)=CC=CC2=C1 IGGDKDTUCAWDAN-UHFFFAOYSA-N 0.000 description 1
- JOWZLGXQYYCMSK-UHFFFAOYSA-N 2,4-bis(isocyanatomethyl)-1,3,5-trimethylbenzene Chemical compound CC1=CC(C)=C(CN=C=O)C(C)=C1CN=C=O JOWZLGXQYYCMSK-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
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- HACRKYQRZABURO-UHFFFAOYSA-N 2-phenylethyl isocyanate Chemical compound O=C=NCCC1=CC=CC=C1 HACRKYQRZABURO-UHFFFAOYSA-N 0.000 description 1
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- 239000004645 polyester resin Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 230000002522 swelling effect Effects 0.000 description 1
- 150000003606 tin compounds Chemical class 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
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 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 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
- C08G18/77—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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/14—Esterification
- C08F8/16—Lactonisation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
-
- 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
- C08G18/62—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
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
- C08G18/6233—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols the monomers or polymers being esterified with carboxylic acids or lactones
-
- 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
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/7806—Nitrogen containing -N-C=0 groups
- C08G18/7818—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups
- C08G18/7831—Nitrogen containing -N-C=0 groups containing ureum or ureum derivative groups containing biuret groups
-
- 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
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/062—Copolymers with monomers not covered by C09D133/06
- C09D133/066—Copolymers with monomers not covered by C09D133/06 containing -OH groups
-
- 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
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- 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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/06—Unsaturated polyesters having carbon-to-carbon unsaturation
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Description
Claims (1)
- 29 REVENDICATIONS1. Composition de revêtement transparent pour automobile comprenant une résine acrylique contenant des groupes hydroxyle et un composé isocyanate polyfonctionnel caractérisée en ce que la résine acrylique contenant des groupes hydroxyle est une résine acrylique contenant des groupes hydroxyle obtenue en utilisant un (méth)acrylate d'hydroxyalkyle ayant un groupe hydroxyalkyle à 4 à 9 atomes de carbone qui constitue au moins une partie de son monomère; au moins une partie du composé isocyanate polyfonctionnel est un composé isocyanate de type isocyanurate; et la composition de revêtement transparent est préparée de telle manière que la composition de revêtement transparent inclut 25 à 50 en masse d'une partie de segment mou par rapport à la teneur totale en solides de la résine acrylique contenant des groupes hydroxyle et du composé isocyanate polyfonctionnel, le rapport de la partie segment mou dérivée d'un monomère contenant une lactone à la teneur totale en solides de la résine acrylique contenant des groupes hydroxyle et du composé isocyanate polyfonctionnel n'est pas supérieur à 4,5 % en masse, et la température de transition vitreuse dynamique d'un film de revêtement durci obtenu à partir de la composition de revêtement transparent est située dans l'intervalle de 30 à 60 C, la partie segment mou étant représentée par la formule générale (1) ci-dessous: -(CH2)n- (1) (où n représente un entier de 4 ou plus).2. Composition de revêtement transparent selon la revendication 1, caractérisée en ce que le (méth)acrylate d'hydroxyalkyle est l'acrylate de 4-hydroxybutyle.3. Composition de revêtement transparent selon l'une quelconque des revendications 1 et 2, caractérisée en ce que la totalité du composé isocyanate polyfonctionnel est constituée par le composé isocyanate de type isocyanurate.4. Procédé de formation d'un film de revêtement multicouche ayant une couche de revêtement supérieure sur un objet à revêtir caractérisé en ce qu'il comprend l'application comme couche de 2879615 30 revêtement supérieure de la composition de revêtement transparent pour automobile selon l'une quelconque des revendications précédentes.5. Procédé selon la revendication 4 caractérisé en ce que, après l'obtention d'un film de couche de base non durci par application d'une composition de couche de base sur l'objet à revêtir, la composition de revêtement transparent pour automobile est appliquée sur le film de couche de base non durci pour obtenir un film de revêtement transparent non durci, et le film de couche de base non durci et le film de revêtement transparent non durci sont chauffés simultanément pour le durcissement.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2004370987A JP4744871B2 (ja) | 2004-12-22 | 2004-12-22 | 自動車用クリヤー塗料組成物及びそれを用いた複層塗膜の形成方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2879615A1 true FR2879615A1 (fr) | 2006-06-23 |
FR2879615B1 FR2879615B1 (fr) | 2014-07-25 |
Family
ID=35840931
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR0513117A Expired - Fee Related FR2879615B1 (fr) | 2004-12-22 | 2005-12-22 | Composition de revetement transparent pour automobile et procede de formation d'un film de revetement multicouche l'utilisant |
Country Status (5)
Country | Link |
---|---|
US (1) | US8138258B2 (fr) |
JP (1) | JP4744871B2 (fr) |
CN (1) | CN1800282B (fr) |
FR (1) | FR2879615B1 (fr) |
GB (1) | GB2421734B (fr) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4368395B2 (ja) * | 2007-08-22 | 2009-11-18 | Basfコーティングスジャパン株式会社 | 塗料組成物、塗装仕上げ方法及び塗装物品 |
US8299170B2 (en) * | 2008-10-08 | 2012-10-30 | Toyota Motor Engineering & Manufacturing North America, Inc. | Self-stratifying coating |
US7863375B2 (en) * | 2008-10-08 | 2011-01-04 | Toyota Motor Engineering & Manufacturing North America, Inc. | Self-stratifying automotive topcoat compositions and processes |
JP2012097173A (ja) * | 2010-11-01 | 2012-05-24 | Dic Corp | 耐傷性に優れるコーティング樹脂組成物 |
CN103725128B (zh) * | 2013-12-12 | 2016-07-06 | 江苏普兰纳涂料有限公司 | 双组份pp汽车饰件用单工序面漆 |
JP7471990B2 (ja) * | 2020-10-06 | 2024-04-22 | 株式会社豊田中央研究所 | 電子線硬化型塗料組成物 |
CN113845831B (zh) * | 2021-10-14 | 2023-03-24 | Ppg涂料(天津)有限公司 | 清漆组合物 |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0245577A (ja) | 1988-08-04 | 1990-02-15 | Nippon Paint Co Ltd | 熱硬化性組成物 |
JPH0819315B2 (ja) | 1990-04-05 | 1996-02-28 | 日本ペイント株式会社 | 熱硬化性樹脂組成物 |
US5322861A (en) * | 1991-10-01 | 1994-06-21 | Mitsubishi Kasei Corporation | Ultraviolet-hardening urethane acrylate oligomer |
JPH05202335A (ja) | 1992-01-24 | 1993-08-10 | Nippon Paint Co Ltd | 熱硬化性塗料組成物 |
WO1995006674A1 (fr) * | 1993-09-03 | 1995-03-09 | Olin Corporation | Revetements reticules par isocyanate a jaunissement reduit |
JP3413265B2 (ja) * | 1993-12-28 | 2003-06-03 | 三菱レイヨン株式会社 | 熱硬化被覆組成物 |
DE4407409A1 (de) | 1994-03-05 | 1995-09-07 | Basf Lacke & Farben | Beschichtungsmittel auf Basis eines hydroxylgruppenhaltigen Polyacrylatharzes und seine Verwendung in Verfahren zur Herstellung einer Mehrschichtlackierung |
GB9406815D0 (en) | 1994-04-06 | 1994-05-25 | Ici Plc | Polymer |
JPH09132753A (ja) | 1995-11-07 | 1997-05-20 | Aisin Chem Co Ltd | 熱硬化性塗料組成物 |
US5849835A (en) * | 1995-12-19 | 1998-12-15 | Ppg Industries, Inc. | Polyisocyanate cured ultradurable glossy coating compositions |
DE19828935A1 (de) * | 1998-06-29 | 1999-12-30 | Basf Ag | Hochviskose Polyisocyanate enthaltende Zusammensetzungen |
CN1326492A (zh) * | 1998-11-17 | 2001-12-12 | 范蒂科股份公司 | 用于可热固化体系中的含羧基聚合物的交联剂 |
JP2003082031A (ja) * | 2001-09-13 | 2003-03-19 | Kansai Paint Co Ltd | 共重合体およびこの重合体を用いた耐擦り傷性塗料組成物 |
JP2003253191A (ja) * | 2002-02-28 | 2003-09-10 | Nippon Paint Co Ltd | クリヤー塗料組成物及び複層塗膜形成方法 |
US7157536B2 (en) * | 2004-01-19 | 2007-01-02 | E. I. Du Pont De Nemours And Company | Coating composition for ambient cure containing an alkoxylated amine |
JP4902115B2 (ja) * | 2004-12-22 | 2012-03-21 | 日本ペイント株式会社 | 硬化性樹脂組成物、クリヤー塗料組成物及びそれを用いた複層塗膜の形成方法 |
JP4477483B2 (ja) * | 2004-12-22 | 2010-06-09 | 日本ペイント株式会社 | 硬化性樹脂組成物、クリヤー塗料組成物及びそれを用いた複層塗膜の形成方法 |
JP2007196982A (ja) | 2005-12-26 | 2007-08-09 | Bridgestone Corp | ストラットマウント |
-
2004
- 2004-12-22 JP JP2004370987A patent/JP4744871B2/ja active Active
-
2005
- 2005-12-21 GB GB0526080A patent/GB2421734B/en active Active
- 2005-12-22 CN CN200510132165.5A patent/CN1800282B/zh not_active Expired - Fee Related
- 2005-12-22 FR FR0513117A patent/FR2879615B1/fr not_active Expired - Fee Related
- 2005-12-22 US US11/313,786 patent/US8138258B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
GB2421734B (en) | 2008-08-20 |
FR2879615B1 (fr) | 2014-07-25 |
US20060147639A1 (en) | 2006-07-06 |
CN1800282A (zh) | 2006-07-12 |
JP4744871B2 (ja) | 2011-08-10 |
US8138258B2 (en) | 2012-03-20 |
GB0526080D0 (en) | 2006-02-01 |
GB2421734A (en) | 2006-07-05 |
JP2006176634A (ja) | 2006-07-06 |
CN1800282B (zh) | 2010-05-12 |
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