JP6370889B2 - コーティング材料組成物、およびそれらから生成される低温硬化コーティング、ならびにその使用方法 - Google Patents
コーティング材料組成物、およびそれらから生成される低温硬化コーティング、ならびにその使用方法 Download PDFInfo
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- JP6370889B2 JP6370889B2 JP2016516542A JP2016516542A JP6370889B2 JP 6370889 B2 JP6370889 B2 JP 6370889B2 JP 2016516542 A JP2016516542 A JP 2016516542A JP 2016516542 A JP2016516542 A JP 2016516542A JP 6370889 B2 JP6370889 B2 JP 6370889B2
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- Prior art keywords
- compound
- alkyl
- coating
- coating material
- polyol
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- 238000000576 coating method Methods 0.000 title claims description 147
- 239000000203 mixture Substances 0.000 title claims description 108
- 239000011248 coating agent Substances 0.000 title claims description 107
- 239000000463 material Substances 0.000 title claims description 76
- 238000000034 method Methods 0.000 title claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 105
- -1 ethanediyl Chemical group 0.000 claims description 95
- 229920005862 polyol Polymers 0.000 claims description 56
- 150000003077 polyols Chemical class 0.000 claims description 54
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 44
- 239000003054 catalyst Substances 0.000 claims description 38
- 239000011230 binding agent Substances 0.000 claims description 37
- 239000002253 acid Substances 0.000 claims description 36
- 239000001257 hydrogen Substances 0.000 claims description 35
- 229910052739 hydrogen Inorganic materials 0.000 claims description 35
- 229920000642 polymer Polymers 0.000 claims description 29
- 150000002148 esters Chemical group 0.000 claims description 25
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 22
- 229920000728 polyester Polymers 0.000 claims description 22
- 239000004814 polyurethane Substances 0.000 claims description 17
- 238000004132 cross linking Methods 0.000 claims description 16
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- 229920002635 polyurethane Polymers 0.000 claims description 16
- 230000008439 repair process Effects 0.000 claims description 16
- 238000010422 painting Methods 0.000 claims description 14
- 239000000049 pigment Substances 0.000 claims description 14
- 229920005906 polyester polyol Polymers 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 14
- 125000001931 aliphatic group Chemical group 0.000 claims description 13
- 150000002431 hydrogen Chemical class 0.000 claims description 13
- 239000003973 paint Substances 0.000 claims description 11
- 239000000758 substrate Substances 0.000 claims description 11
- 229920002554 vinyl polymer Polymers 0.000 claims description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- 150000001412 amines Chemical class 0.000 claims description 9
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- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 230000000694 effects Effects 0.000 claims description 4
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- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims description 3
- 101150065749 Churc1 gene Proteins 0.000 claims description 3
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- 238000006243 chemical reaction Methods 0.000 description 49
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 13
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
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- 150000007513 acids Chemical class 0.000 description 11
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 description 10
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- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 9
- 150000002009 diols Chemical class 0.000 description 9
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 description 9
- GQHTUMJGOHRCHB-UHFFFAOYSA-N 2,3,4,6,7,8,9,10-octahydropyrimido[1,2-a]azepine Chemical compound C1CCCCN2CCCN=C21 GQHTUMJGOHRCHB-UHFFFAOYSA-N 0.000 description 8
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- 238000001035 drying Methods 0.000 description 8
- 230000009477 glass transition Effects 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000003860 storage Methods 0.000 description 8
- 239000004793 Polystyrene Substances 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
- 150000008064 anhydrides Chemical class 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 229940072282 cardura Drugs 0.000 description 7
- RUZYUOTYCVRMRZ-UHFFFAOYSA-N doxazosin Chemical compound C1OC2=CC=CC=C2OC1C(=O)N(CC1)CCN1C1=NC(N)=C(C=C(C(OC)=C2)OC)C2=N1 RUZYUOTYCVRMRZ-UHFFFAOYSA-N 0.000 description 7
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- 238000002360 preparation method Methods 0.000 description 7
- BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
- 238000006555 catalytic reaction Methods 0.000 description 6
- 125000000524 functional group Chemical group 0.000 description 6
- 238000004817 gas chromatography Methods 0.000 description 6
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 239000003960 organic solvent Substances 0.000 description 6
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 6
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 6
- 150000003003 phosphines Chemical class 0.000 description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 6
- 125000006239 protecting group Chemical group 0.000 description 6
- 239000000376 reactant Substances 0.000 description 6
- 238000010992 reflux Methods 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
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- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 5
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical group O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 5
- 108090001060 Lipase Proteins 0.000 description 5
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 5
- 125000003545 alkoxy group Chemical group 0.000 description 5
- 150000001409 amidines Chemical class 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 150000002513 isocyanates Chemical class 0.000 description 5
- 150000002596 lactones Chemical class 0.000 description 5
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 5
- 239000004417 polycarbonate Substances 0.000 description 5
- 229920000515 polycarbonate Polymers 0.000 description 5
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- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
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- 102000004882 Lipase Human genes 0.000 description 4
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- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 229920002877 acrylic styrene acrylonitrile Polymers 0.000 description 4
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- 125000005907 alkyl ester group Chemical group 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 4
- 125000005587 carbonate group Chemical group 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 4
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
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- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 3
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- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 description 2
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- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 229940005657 pyrophosphoric acid Drugs 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 210000003660 reticulum Anatomy 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 150000003378 silver Chemical class 0.000 description 1
- 229910001958 silver carbonate Inorganic materials 0.000 description 1
- LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 description 1
- 229910000342 sodium bisulfate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 150000005846 sugar alcohols Chemical class 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- UFDHBDMSHIXOKF-UHFFFAOYSA-N tetrahydrophthalic acid Natural products OC(=O)C1=C(C(O)=O)CCCC1 UFDHBDMSHIXOKF-UHFFFAOYSA-N 0.000 description 1
- 238000001029 thermal curing Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 150000003623 transition metal compounds Chemical class 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([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])[H] 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([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])[H] 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- 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
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP20130185573 EP2851403A1 (de) | 2013-09-23 | 2013-09-23 | Beschichtungsmittelzusammensetzungen und daraus hergestellte, bei niedrigen temperaturen härtbare beschichtungen und sowie deren verwendung |
| EP13185573.6 | 2013-09-23 | ||
| PCT/EP2014/067076 WO2015039807A1 (de) | 2013-09-23 | 2014-08-08 | Beschichtungsmittelzusammensetzungen und daraus hergestellte, bei niedrigen temperaturen härtbare beschichtungen und sowie deren verwendung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016539194A JP2016539194A (ja) | 2016-12-15 |
| JP2016539194A5 JP2016539194A5 (https=) | 2017-09-14 |
| JP6370889B2 true JP6370889B2 (ja) | 2018-08-08 |
Family
ID=49223670
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016516542A Expired - Fee Related JP6370889B2 (ja) | 2013-09-23 | 2014-08-08 | コーティング材料組成物、およびそれらから生成される低温硬化コーティング、ならびにその使用方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US9920215B2 (https=) |
| EP (2) | EP2851403A1 (https=) |
| JP (1) | JP6370889B2 (https=) |
| KR (1) | KR20160060082A (https=) |
| CN (1) | CN105593319B (https=) |
| CA (1) | CA2921135A1 (https=) |
| ES (1) | ES2674529T3 (https=) |
| MX (1) | MX2016003523A (https=) |
| RU (1) | RU2016115792A (https=) |
| WO (1) | WO2015039807A1 (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR3034770B1 (fr) * | 2015-04-10 | 2017-05-12 | Bostik Sa | Polymeres hydrocarbones comprenant deux groupements terminaux exo-vinylene cyclocarbonate |
| EP3334773A1 (de) * | 2015-08-11 | 2018-06-20 | BASF Coatings GmbH | Beschichtungsmittelsystem basierend auf bi-katalysatoren und aromatischen carbonsäuren |
| EP3299402B1 (en) | 2016-09-21 | 2019-04-03 | Henkel AG & Co. KGaA | Two-component composition based on compounds with at least two exo-vinylene cyclic carbonate units |
| ES2895718T3 (es) | 2016-09-21 | 2022-02-22 | Basf Se | Compuestos con dos o más unidades de carbonato cíclico de exovinileno |
| FR3057269B1 (fr) * | 2016-10-07 | 2018-11-23 | Bostik Sa | Nouveaux polymeres hydrocarbones a groupements terminaux exo-vinylene cyclocarbonate |
| JP7203483B2 (ja) * | 2016-12-28 | 2023-01-13 | 昭和電工パッケージング株式会社 | 蓄電デバイス用外装材、蓄電デバイス用外装ケースおよび蓄電デバイス |
| EP3372624A1 (en) | 2017-03-06 | 2018-09-12 | Henkel AG & Co. KGaA | One component composition based on compounds with at least two exo-vinylene cyclic carbonate units |
| US10672311B2 (en) | 2017-05-04 | 2020-06-02 | Pure Depth, Inc. | Head tracking based depth fusion |
| EP3569597A1 (en) | 2018-05-18 | 2019-11-20 | Basf Se | Monomers comprising at least one 4-(2-oxyethylidene)-1,3-dioxolan-2-one unit and use thereof |
| AU2019371419B2 (en) * | 2018-11-01 | 2022-06-16 | Ppg Industries Ohio, Inc. | Coating compositions containing acid functional polyol polymers and coatings formed therefrom |
| US11187127B2 (en) | 2019-06-28 | 2021-11-30 | Deere & Company | Exhaust gas treatment system and method with four-way catalyzed filter element |
| US20250236755A1 (en) * | 2022-02-18 | 2025-07-24 | Kansai Paint Co., Ltd. | Coating composition and method for forming coating film |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1098953B (de) | 1959-09-29 | 1961-02-09 | Basf Ag | Verfahren zur Herstellung von 5-Methylen-4, 4-dialkyl-1, 3-dioxolan-2-onen |
| DE3433403A1 (de) | 1984-09-12 | 1986-03-20 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von 4,4-disubstituierten 5-methylen-1,3-dioxolan-2-onen |
| DE3644373A1 (de) * | 1986-12-24 | 1988-07-07 | Hoechst Ag | Aminogruppenhaltige polymerisate, ihre herstellung und ihre verwendung |
| DE3644372A1 (de) * | 1986-12-24 | 1988-07-07 | Hoechst Ag | Haertbare mischungen und deren verwendung |
| EP0421666B1 (en) * | 1989-09-29 | 1996-01-24 | Dainippon Ink And Chemicals, Inc. | Thermosetting resin composition |
| US5240835A (en) | 1989-10-10 | 1993-08-31 | Genencor International, Inc. | Methods for enzymatically preparing polymerizable monomers |
| DE4310414A1 (de) | 1993-03-31 | 1994-10-06 | Basf Lacke & Farben | Verfahren zur Herstellung einer zweischichtigen Decklackierung auf einer Substratoberfläche |
| US5567527A (en) | 1995-02-21 | 1996-10-22 | Eastman Chemical Company | Copolymers containing 1,3-dioxolane-2-one-4-yl groups and coatings made therefrom |
| CN1092191C (zh) | 1996-10-21 | 2002-10-09 | 霍夫曼-拉罗奇有限公司 | 环碳酸酯的制备方法 |
| US6090891A (en) * | 1997-05-30 | 2000-07-18 | Ciba Specialty Chemicals Corp. | Carboxyl-containing polymer(s) with (2-oxo-1,3-dioxolan-4-yl)methyl groups-containing compound(s) |
| US6046270A (en) | 1998-10-14 | 2000-04-04 | Bayer Corporation | Silane-modified polyurethane resins, a process for their preparation and their use as moisture-curable resins |
| DE19914899A1 (de) | 1999-04-01 | 2000-10-05 | Basf Coatings Ag | Aus mindestens drei Komponenten bestehender Beschichtungsstoff, Verfahren zu seiner Herstellung sowie seine Verwendung |
| PT1204709E (pt) | 1999-07-30 | 2007-05-31 | Ppg Ind Ohio Inc | Composições de revestimento que têm resistência ao arranhão melhorada, substratos revestidos e métodos relacionados com eles |
| DE10132938A1 (de) | 2001-07-06 | 2003-01-16 | Degussa | Nichtwässriges, wärmehärtendes Zweikomponenten-Beschichtungsmittel |
| US7122605B2 (en) | 2001-11-29 | 2006-10-17 | Basf Corporation | Method for selective graft polymerization |
| WO2004005088A1 (en) | 2002-07-05 | 2004-01-15 | Paul Marriott | Intrusion detector |
| JP4368289B2 (ja) | 2004-11-15 | 2009-11-18 | 独立行政法人科学技術振興機構 | α−アルキリデン−１，３−ジオキソラン−２−オン類の製造方法 |
| JP5141865B2 (ja) | 2007-03-09 | 2013-02-13 | 日産化学工業株式会社 | 環状炭酸エステル化合物の製造方法 |
| DE102009003035A1 (de) | 2009-05-12 | 2010-11-18 | Basf Se | Verfahren zur Herstellung von urethangruppenhaltigen (Meth)acrylsäureestern |
| EP2582740B1 (de) | 2010-06-15 | 2015-03-25 | Basf Se | Verwendung von cyclischen carbonaten in epoxidharzzusammensetzungen |
| KR101928117B1 (ko) | 2011-03-14 | 2018-12-11 | 바스프 코팅스 게엠베하 | 폴리우레탄 코팅 물질 조성물, 이러한 코팅 물질 조성물을 사용한 다단식 코팅 방법, 및 또한 클리어코트 물질 및 착색된 코팅 물질로서 코팅 물질 조성물의 용도, 및 자동차 리피니시 및/또는 플라스틱 기판 및/또는 다용도 차량의 코팅을 위한 코팅 방법의 적용 |
| BR112013022041B1 (pt) | 2011-03-14 | 2020-04-28 | Basf Coatings Gmbh | composição de revestimento de material e seu uso, método para revestimento multicelular e seu uso, e uso de um complexo de zinco-amidina |
| ES2527273T3 (es) | 2011-03-14 | 2015-01-22 | Basf Coatings Gmbh | Composición de agentes de recubrimiento de poliuretano, métodos de recubrimiento de varias etapas por empleo de estas composiciones de agentes de recubrimiento, así como el empleo de las composiciones de agentes de recubrimiento como laca clara y laca pigmentada o bien aplicación del método de recubrimiento, para el lacado de refacción de automóviles y/o para el recubrimiento de sustratos plásticos y/o vehículos utilitarios |
| WO2012126796A1 (de) | 2011-03-18 | 2012-09-27 | Basf Coatings Gmbh | Zink-imidazol-carboxylat-komplex katalysierte beschichtungsmittelzusammensetzung |
| ES2546433T3 (es) | 2011-03-31 | 2015-09-23 | Basf Se | Masas de recubrimiento de dos componentes |
| MX2014009035A (es) | 2012-01-25 | 2014-10-24 | Basf Coatings Gmbh | Composicion de material de revestimiento catalizada con complejo de (1 - metilimidazol) bis (2 - etilhexanoato) de zinc. |
| DK2831055T3 (en) | 2012-03-29 | 2017-01-16 | Basf Se | POLYMERIZABLE ALKYLIDE-1,3-DIOXOLAN-2-ONES AND THEIR USE |
-
2013
- 2013-09-23 EP EP20130185573 patent/EP2851403A1/de not_active Withdrawn
-
2014
- 2014-08-08 KR KR1020167009934A patent/KR20160060082A/ko not_active Withdrawn
- 2014-08-08 ES ES14749825.7T patent/ES2674529T3/es active Active
- 2014-08-08 RU RU2016115792A patent/RU2016115792A/ru not_active Application Discontinuation
- 2014-08-08 EP EP14749825.7A patent/EP3049487B1/de not_active Not-in-force
- 2014-08-08 JP JP2016516542A patent/JP6370889B2/ja not_active Expired - Fee Related
- 2014-08-08 MX MX2016003523A patent/MX2016003523A/es unknown
- 2014-08-08 CN CN201480052056.XA patent/CN105593319B/zh not_active Expired - Fee Related
- 2014-08-08 WO PCT/EP2014/067076 patent/WO2015039807A1/de not_active Ceased
- 2014-08-08 US US14/917,722 patent/US9920215B2/en not_active Expired - Fee Related
- 2014-08-08 CA CA2921135A patent/CA2921135A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US9920215B2 (en) | 2018-03-20 |
| MX2016003523A (es) | 2016-07-05 |
| RU2016115792A (ru) | 2017-10-26 |
| EP3049487B1 (de) | 2018-03-21 |
| KR20160060082A (ko) | 2016-05-27 |
| WO2015039807A1 (de) | 2015-03-26 |
| JP2016539194A (ja) | 2016-12-15 |
| CA2921135A1 (en) | 2015-03-26 |
| CN105593319A (zh) | 2016-05-18 |
| ES2674529T3 (es) | 2018-07-02 |
| EP3049487A1 (de) | 2016-08-03 |
| US20160215162A1 (en) | 2016-07-28 |
| EP2851403A1 (de) | 2015-03-25 |
| CN105593319B (zh) | 2018-10-09 |
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| LAPS | Cancellation because of no payment of annual fees |