JP2014122361A - ポリエステルコイル被覆組成物 - Google Patents
ポリエステルコイル被覆組成物 Download PDFInfo
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- JP2014122361A JP2014122361A JP2014042752A JP2014042752A JP2014122361A JP 2014122361 A JP2014122361 A JP 2014122361A JP 2014042752 A JP2014042752 A JP 2014042752A JP 2014042752 A JP2014042752 A JP 2014042752A JP 2014122361 A JP2014122361 A JP 2014122361A
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- Prior art keywords
- polyester
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- Prior art date
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- 238000000576 coating method Methods 0.000 claims abstract description 30
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- 238000000034 method Methods 0.000 claims abstract description 15
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- 239000007788 liquid Substances 0.000 claims abstract description 5
- 239000011248 coating agent Substances 0.000 claims description 27
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 14
- 150000002009 diols Chemical class 0.000 claims description 12
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- 239000002253 acid Substances 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 239000000178 monomer Substances 0.000 claims description 8
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- 239000003085 diluting agent Substances 0.000 claims description 3
- BXGYYDRIMBPOMN-UHFFFAOYSA-N 2-(hydroxymethoxy)ethoxymethanol Chemical compound OCOCCOCO BXGYYDRIMBPOMN-UHFFFAOYSA-N 0.000 claims 1
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- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 10
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- 229920000877 Melamine resin Polymers 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
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- 239000003822 epoxy resin Substances 0.000 description 3
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- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
- -1 methyl glycoside Chemical class 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920000647 polyepoxide Polymers 0.000 description 3
- 229920001225 polyester resin Polymers 0.000 description 3
- 239000004645 polyester resin Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- ARXKVVRQIIOZGF-UHFFFAOYSA-N 1,2,4-butanetriol Chemical compound OCCC(O)CO ARXKVVRQIIOZGF-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 229920003270 Cymel® Polymers 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
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- 229910010413 TiO 2 Inorganic materials 0.000 description 2
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- 239000000654 additive Substances 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 150000001298 alcohols Chemical class 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
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 2
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- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- BTMVHUNTONAYDX-UHFFFAOYSA-N butyl propionate Chemical compound CCCCOC(=O)CC BTMVHUNTONAYDX-UHFFFAOYSA-N 0.000 description 2
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- 238000010348 incorporation Methods 0.000 description 2
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- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 1
- XDODWINGEHBYRT-UHFFFAOYSA-N [2-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCCCC1CO XDODWINGEHBYRT-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229940091181 aconitic acid Drugs 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- SXQXMCWCWVCFPC-UHFFFAOYSA-N aluminum;potassium;dioxido(oxo)silane Chemical compound [Al+3].[K+].[O-][Si]([O-])=O.[O-][Si]([O-])=O SXQXMCWCWVCFPC-UHFFFAOYSA-N 0.000 description 1
- 229920003180 amino resin Polymers 0.000 description 1
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- 150000008064 anhydrides Chemical group 0.000 description 1
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- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
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- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 229910052799 carbon Inorganic materials 0.000 description 1
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- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
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- 238000005336 cracking Methods 0.000 description 1
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- RLMGYIOTPQVQJR-UHFFFAOYSA-N cyclohexane-1,3-diol Chemical compound OC1CCCC(O)C1 RLMGYIOTPQVQJR-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
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- 230000001627 detrimental effect Effects 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
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- VAPILSUCBNPFBS-UHFFFAOYSA-L disodium 2-oxido-5-[[4-[(4-sulfophenyl)diazenyl]phenyl]diazenyl]benzoate Chemical compound [Na+].[Na+].Oc1ccc(cc1C([O-])=O)N=Nc1ccc(cc1)N=Nc1ccc(cc1)S([O-])(=O)=O VAPILSUCBNPFBS-UHFFFAOYSA-L 0.000 description 1
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- BQUDLWUEXZTHGM-UHFFFAOYSA-N ethyl propaneperoxoate Chemical compound CCOOC(=O)CC BQUDLWUEXZTHGM-UHFFFAOYSA-N 0.000 description 1
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- 239000004744 fabric Substances 0.000 description 1
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- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229930182470 glycoside Natural products 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
- 238000010438 heat treatment Methods 0.000 description 1
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- GFMIDCCZJUXASS-UHFFFAOYSA-N hexane-1,1,6-triol Chemical compound OCCCCCC(O)O GFMIDCCZJUXASS-UHFFFAOYSA-N 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- AOGQPLXWSUTHQB-UHFFFAOYSA-N hexyl acetate Chemical class CCCCCCOC(C)=O AOGQPLXWSUTHQB-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 238000007373 indentation Methods 0.000 description 1
- GJRQTCIYDGXPES-UHFFFAOYSA-N iso-butyl acetate Natural products CC(C)COC(C)=O GJRQTCIYDGXPES-UHFFFAOYSA-N 0.000 description 1
- 229940117955 isoamyl acetate Drugs 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- FGKJLKRYENPLQH-UHFFFAOYSA-M isocaproate Chemical compound CC(C)CCC([O-])=O FGKJLKRYENPLQH-UHFFFAOYSA-M 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- OQAGVSWESNCJJT-UHFFFAOYSA-N isovaleric acid methyl ester Natural products COC(=O)CC(C)C OQAGVSWESNCJJT-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- ZADYMNAVLSWLEQ-UHFFFAOYSA-N magnesium;oxygen(2-);silicon(4+) Chemical compound [O-2].[O-2].[O-2].[Mg+2].[Si+4] ZADYMNAVLSWLEQ-UHFFFAOYSA-N 0.000 description 1
- 239000005267 main chain polymer Substances 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
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 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
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 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
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical class O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 230000007928 solubilization Effects 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-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
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052845 zircon Inorganic materials 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 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
- 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
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/16—Dicarboxylic acids and dihydroxy compounds
- C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
- C08G63/199—Acids or hydroxy compounds containing cycloaliphatic rings
Abstract
【効果】これらの組成物から調製された硬化したコイル被覆は、可撓性および硬さの優れた組み合わせを示す。
【選択図】なし
Description
(a)室温で液体である硬化性ポリエステル、
(b)架橋剤、および
(c)溶媒
の混合物を含む組成物であって、前記ポリエステルは1,3−および1,4−シクロヘキサンジメタノールの混合物を含むポリオールを用いて調製され、1,3異性体と1,4異性体の比が約60:40〜約5:95である、組成物である。
T屈曲値はASTM D 4585−92に従って測定される。
デフェルスコ社(DeFelsko Corporation)(ニューヨーク)製Positector 6000を用いて、最低5回読み取り、平均する。
被覆の接着を測定するためにASTM D3359(クロスハッチ接着)を用い、ASTMガイドラインに従って評価する。
メチルエチルケトンを用いたASTM D5402を、耐溶剤性を決定するために使用する。薄膜の崩壊(degradation)または離層が観察されたときに、二重摩擦の数を記録する。被覆への影響が観察されない場合は、200回の二重摩擦で試験を中止する。
鉛筆硬さはASTM D3363に従って測定する。
被覆の耐衝撃性は、ASTM D2794の方法に従って、ガードナー衝撃試験機を用いて、決定する。
被覆の振子型硬さは、ケーニッヒ(Konig)振子型硬さ試験機を用いて数秒における値を報告することによって測定される。
微小硬さは、WIN−HCU制御ソフトウェアとともに用いられるFISCHERSCOPE H100C(両方ともフィッシャーテクノロジー社(Fischer Technology)(コネチカット)製)を用いて、硬化被覆上で測定される。ビッカース圧子は、5mNの力(速度=5mN/20秒)を加えて用いられる。圧子の形状および加えた力の圧入深さを考慮に入れることにより、ユニバーサル硬さ(UH)、ビッカース硬さ、モジュラスおよび押込み深さ(μm)が得られる。
ネオペンチルグリコール(NPG)
Dow Corning 3074シリコーン中間体(ヒドロキシル基と反応するメトキシ官能性低分子量反応性シリコーン)
トリメチロールプロパン(TMP)
イソフタル酸(PIA)
テレフタル酸(TA)
UNOXOL銘柄ジオールはダウ・ケミカル社から入手できる(UNOXOL)。
Cymel 303架橋剤(ヘキサメトキシメチルメラミン−98質量%)およびCycat 4040触媒(トルエンスルホン酸のイソプロパノール溶液−40質量%活性触媒)銘柄はサイテック社(Cytec)から入手できる。
DOWANOL PMA(プロピレングリコールモノメチルエーテルアセテート)はダウ・ケミカル社から入手できる。
UCAR n−ブチルプロピオネートはダウ・ケミカル社から入手できる。
n−ブタノールおよび酢酸ブチルはフィッシャー・サイエンティフィック社(Fisher Scientific)から入手できる。
表Aに記載された量のNPG、TMP、PIAおよびTAから混合物を調製する。その混合物を、オーバーヘッド温度が100℃を超えないように加熱する。達成された酸基の含量が5〜8mgKOH/gポリエステルの酸価であると測定されるまで、160〜210℃で縮合を行なう。生じたポリマーを380gのDOWANOL PMAで希釈する。次の被覆手順を用いて、生じた希釈ポリマー(ポリマー1)から被覆を調製する。
NPGの代わりにUNOXOLを表Aに示される量で用い、生じたポリマーを414gのDOWANOL PMAで希釈し、そして70%の固形分を有する被覆組成物を得るために被覆組成物中の溶媒ブレンドの量がわずかに異なる以外は、比較例1の手順を繰り返す。
用いられた物質の量を表Aに示されるようにし、最初の縮合の後、生じた混合物を140℃に冷却し、その後、Dow Corningシリコーンを表Aに示される量で加え、そしてその混合物を150℃に加熱して、生じたアルコキシシランからメタノールを取り除く以外は、比較例1を繰り返す。ガラスの上に反応混合物の薄膜を置き、わずかに曇った未反応の第2の相を観察することによって、分離した相の測定がガラス上で観察できないとき、化学的改質は完了している。この方法によって転化が完了(2時間)した後、混合物を80℃に冷却し、300gのブタノールを加える。
ポリマーおよび被覆する組成物を表Aに示すように変えた以外は、比較例2の手順を繰り返す。
Claims (12)
- (a)室温で液体である硬化性ポリエステル、(b)架橋剤、および(c)溶媒の混合物を含む硬化性コイル被覆組成物であって、前記ポリエステルが1,3−および1,4−シクロヘキサンジメタノールの混合物(ただし1,3異性体と1,4異性体のモル比は約60:40〜約5:95である。)を含む組成物から調製されることを特徴とする組成物。
- ポリエステルがヒドロキシル末端またはカルボキシル末端であることを特徴とする請求項1に記載の組成物。
- 前記組成物を硬化した状態で含む硬化した被覆が、少なくとも2Hの鉛筆硬度および0TのT屈曲値を有することを特徴とする請求項1または2に記載の組成物。
- 1,3−および1,4−シクロヘキサンジメタノールを含む反応性希釈剤を実質的に含まないことを特徴とする請求項1〜3のいずれか1項に記載の組成物。
- 固形分が約70質量%未満であることを特徴とする請求項1〜4のいずれか1項に記載の組成物。
- ポリエステルの数平均分子量が約2,000〜約10,000であることを特徴とする請求項1〜5のいずれか1項に記載の組成物。
- ポリエステルのヒドロキシル価が約10〜約100mgKOH/gであることを特徴とする請求項1〜6のいずれか1項に記載の組成物。
- ポリエステルが少なくとも1種の芳香族ジカルボン酸モノマーを重合された状態で含むことを特徴とする請求項1〜7のいずれか1項に記載の組成物。
- ポリエステル、架橋剤および溶媒の合計質量を基準として、約20〜約90質量%のポリエステル、約2〜約35質量%の架橋剤、および約5〜約75質量%の溶媒を含む(ただし質量%の合計は100である。)ことを特徴とする請求項1〜8のいずれか1項に記載の組成物。
- 固形分が約25〜約95質量%であることを特徴とする請求項1に記載の組成物。
- 固形分が少なくとも85質量%であることを特徴とする請求項10に記載の組成物。
- 改善されたポリエステルコイル被覆組成物を調製する方法であって、ポリエステルがジオールを含むポリヒドロキシモノマーと多官能酸を含むモノマーとを反応させる工程で調製され、該工程がジオールとして1,3−および1,4−シクロヘキサンジメタノールの混合物(ただし1,3異性体と1,4異性体の比が約60:40〜約5:95である。)を含む組成物を用いることを含むことを特徴とする方法。
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EP2586839B2 (en) | 2011-10-27 | 2017-06-21 | King Saud University | A method for coating a coil of metal |
EP3350241B1 (en) * | 2015-09-14 | 2022-08-24 | LCY Biosciences Inc. | Curable coating compositions using succinic acid |
WO2017058504A1 (en) | 2015-10-02 | 2017-04-06 | Resinate Materials Group, Inc. | High performance coatings |
CN105602417A (zh) * | 2016-01-19 | 2016-05-25 | 立邦涂料(天津)有限公司 | 一种聚酯背面漆及其制备方法 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0258532A (ja) * | 1988-08-24 | 1990-02-27 | Hitachi Chem Co Ltd | 変性ポリエステル樹脂組成物及びこれを用いた塗料 |
JPH04298528A (ja) * | 1990-10-05 | 1992-10-22 | General Electric Co <Ge> | ポリエステル樹脂 |
JPH09176566A (ja) * | 1995-12-22 | 1997-07-08 | Unitika Ltd | 塗料用ポリエステル樹脂組成物及びそれを用いた塗装鋼板 |
JP2001009366A (ja) * | 1999-06-29 | 2001-01-16 | Nkk Corp | 成形加工性に優れた1コートプレコート鋼板及びその製造方法 |
WO2001032790A1 (en) * | 1999-11-02 | 2001-05-10 | Ppg Industries Ohio, Inc. | Liquid coating compositions and coated substrates made therewith |
WO2004016426A1 (en) * | 2002-08-15 | 2004-02-26 | Valspar Sourcing, Inc. | Durable polyester coating |
KR20060074068A (ko) * | 2004-12-27 | 2006-07-03 | (주)디피아이 홀딩스 | 피씨엠 도료용 폴리에스테르 수지 및 그 제조 방법 |
Family Cites Families (37)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4071578A (en) * | 1973-02-09 | 1978-01-31 | Whittaker Corporation | One-coat polyester-based coating and method of making same |
US4177315A (en) * | 1977-03-04 | 1979-12-04 | E. I. Du Pont De Nemours And Company | Coated Polymeric substrates |
US4348462A (en) * | 1980-07-11 | 1982-09-07 | General Electric Company | Abrasion resistant ultraviolet light curable hard coating compositions |
US4554343A (en) * | 1984-11-23 | 1985-11-19 | Eastman Kodak Company | Process for the production of high molecular weight polyester |
US4578453A (en) * | 1984-11-23 | 1986-03-25 | Eastman Kodak Company | High molecular weight polyesters |
US4600768A (en) * | 1985-10-18 | 1986-07-15 | Eastman Kodak Company | Aromatic polyesters derived from 2,3-butanediol |
US4775732A (en) * | 1988-01-11 | 1988-10-04 | Allied-Signal Inc. | Vinyl ether terminated ester and urethane resins from bis(hydroxyalkyl)cycloalkanes |
US5019636A (en) * | 1989-05-10 | 1991-05-28 | Allied-Signal Inc. | Polyester chain-extended vinyl ether urethane oligomers |
JPH0374471A (ja) | 1989-08-11 | 1991-03-29 | Fuji Photo Film Co Ltd | カルボシアニン染料 |
US5017679A (en) * | 1989-08-30 | 1991-05-21 | Eastman Kodak Company | Polyesters terminated with carboxycyclohexanecarboxylate groups |
US5322884A (en) | 1991-06-18 | 1994-06-21 | Exxon Chemical Patents Inc. | Polyester-based coating compositions having high pigment-to-binder ratios |
DE4305990A1 (de) * | 1993-02-26 | 1994-09-01 | Hoechst Ag | Sauer modifizierte Polyester und deren Verwendung in Einbrennlacken |
JP3374471B2 (ja) | 1993-09-30 | 2003-02-04 | 東亞合成株式会社 | 液状重合性(メタ)アクリレートの製造方法 |
JPH07304708A (ja) | 1994-05-12 | 1995-11-21 | Mitsubishi Rayon Co Ltd | 新規なジ(メタ)アクリレートおよびその製造方法 |
US5442036A (en) * | 1994-09-06 | 1995-08-15 | Eastman Chemical Company | Branched copolyesters especially suitable for extrusion blow molding |
US5516549A (en) * | 1994-10-31 | 1996-05-14 | Morton International, Inc. | Method of applying a striated coating |
JP3865080B2 (ja) * | 1995-07-05 | 2007-01-10 | 東洋紡績株式会社 | 塗料用樹脂組成物 |
US5552512A (en) * | 1995-10-06 | 1996-09-03 | Eastman Chemical Company | Thermoplastic copolyesters having improved gas barrier properties |
US5656715A (en) * | 1996-06-26 | 1997-08-12 | Eastman Chemical Company | Copolyesters based on 1,4-cyclohexanedimethanol having improved stability |
DE19753990A1 (de) * | 1997-12-08 | 1999-06-10 | Norsk Hydro As | Für witterungsbeständige Beschichtungen geeignete Polyester, deren Herstellung, Überzugsmittel und Verwendung beim Coil-Coating |
US6255523B1 (en) * | 1998-09-18 | 2001-07-03 | Mcwhorter Technologies, Inc. | Power coatings based on branched oligoesters and non-emissive uretdione polyisocyanates |
US6252121B1 (en) | 1999-07-27 | 2001-06-26 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
US6703433B1 (en) * | 2000-05-12 | 2004-03-09 | Dow Corning Corporation | Radiation curable compositions containing alkenyl ether functional polyisobutylenes |
JP2005520879A (ja) * | 2002-03-20 | 2005-07-14 | シュティヒティング ダッチ ポリマー インスティテュート | 変性された熱可塑性ポリエステルの製造法 |
US6897265B2 (en) | 2002-10-29 | 2005-05-24 | Basf Corporation | Polyester coil coating |
US7071267B2 (en) | 2002-10-29 | 2006-07-04 | Basf Corporation | Polyester coil coating, process of coating a coil, and coated coil |
DE10255250A1 (de) * | 2002-11-26 | 2004-06-03 | Degussa Ag | Polyester-Pulverlacke für Beschichtungen mit mattem Erscheinungsbild |
US6806314B2 (en) | 2003-02-03 | 2004-10-19 | Ppg Industries Ohio, Inc. | Coating of Hydroxy-functional polymer(s), crosslinker, and 1,3- and 1,4-cyclohexane dimethanols |
DE10358488A1 (de) * | 2003-12-13 | 2005-07-14 | Basf Coatings Ag | Beschichtungsstoff, Verfahren zu seiner Herstellung und seine Verwendung zur Herstellung transparenter, korrosionshemmender Beschichtungen |
US7317061B2 (en) * | 2004-04-29 | 2008-01-08 | Ashland Licensing And Intellectual Property Llc | Self-photoinitiating water-dispersible acrylate ionomers and synthetic methods |
DE102004049070A1 (de) * | 2004-10-08 | 2006-04-13 | Degussa Ag | Verzweigte, amorphe Makropolyole auf Polyesterbasis mit fluorhaltigen Bausteinen |
US7375144B2 (en) * | 2005-06-16 | 2008-05-20 | Eastman Chemical Company | Abrasion resistant coatings |
WO2007038437A1 (en) * | 2005-09-27 | 2007-04-05 | Dow Global Technologies Inc. | Polymers incorporating 1,3 and 1,4 cyclohexanedimethanol |
WO2007070252A2 (en) * | 2005-11-30 | 2007-06-21 | The University Of North Carolina At Chapel Hill | Identification of genetic polymorphic variants associated with somatosensory disorders and methods of using the same |
RU2008135693A (ru) * | 2006-02-03 | 2010-03-10 | Дау Глобал Текнолоджиз Инк. (Us) | Мономеры и полимеры на основе 1,3/1,4-циклогександиметанола |
CN101443374B (zh) * | 2006-05-18 | 2011-11-09 | 陶氏环球技术有限责任公司 | 得自环己烷二甲醇的聚氨酯-脲聚合物 |
US7687594B2 (en) * | 2007-11-27 | 2010-03-30 | Industrial Technology Research Institute | Random amorphous copolymer and manufacturing method thereof |
-
2008
- 2008-01-29 CN CN2008800034710A patent/CN101595189B/zh not_active Expired - Fee Related
- 2008-01-29 JP JP2009548389A patent/JP2010516888A/ja active Pending
- 2008-01-29 WO PCT/US2008/052296 patent/WO2008094898A1/en active Application Filing
- 2008-01-29 BR BRPI0806435-0A patent/BRPI0806435A2/pt not_active IP Right Cessation
- 2008-01-29 US US12/523,333 patent/US8716429B2/en not_active Expired - Fee Related
- 2008-01-29 DE DE112008000227.4T patent/DE112008000227B4/de not_active Expired - Fee Related
- 2008-01-30 TW TW097103505A patent/TW200848479A/zh unknown
-
2014
- 2014-03-05 JP JP2014042752A patent/JP2014122361A/ja active Pending
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0258532A (ja) * | 1988-08-24 | 1990-02-27 | Hitachi Chem Co Ltd | 変性ポリエステル樹脂組成物及びこれを用いた塗料 |
JPH04298528A (ja) * | 1990-10-05 | 1992-10-22 | General Electric Co <Ge> | ポリエステル樹脂 |
JPH09176566A (ja) * | 1995-12-22 | 1997-07-08 | Unitika Ltd | 塗料用ポリエステル樹脂組成物及びそれを用いた塗装鋼板 |
JP2001009366A (ja) * | 1999-06-29 | 2001-01-16 | Nkk Corp | 成形加工性に優れた1コートプレコート鋼板及びその製造方法 |
WO2001032790A1 (en) * | 1999-11-02 | 2001-05-10 | Ppg Industries Ohio, Inc. | Liquid coating compositions and coated substrates made therewith |
WO2004016426A1 (en) * | 2002-08-15 | 2004-02-26 | Valspar Sourcing, Inc. | Durable polyester coating |
KR20060074068A (ko) * | 2004-12-27 | 2006-07-03 | (주)디피아이 홀딩스 | 피씨엠 도료용 폴리에스테르 수지 및 그 제조 방법 |
Non-Patent Citations (1)
Title |
---|
JPN6012065667; John Argyropoulos, Kim Hayson, Tammy Tyler: 'A NEW LIQUID CYCLOALIPHATIC DIOL FOR COATING APPLICATIONS' Proceedings of the Thirtieth International Waterborne, High-Solids, and Powder Coatings Symposium 30th, 2003, p.107-113, The University of Southern Mississippi,  * |
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CN101595189B (zh) | 2012-10-24 |
WO2008094898A1 (en) | 2008-08-07 |
JP2010516888A (ja) | 2010-05-20 |
DE112008000227B4 (de) | 2017-08-24 |
CN101595189A (zh) | 2009-12-02 |
US8716429B2 (en) | 2014-05-06 |
TW200848479A (en) | 2008-12-16 |
DE112008000227T5 (de) | 2009-12-31 |
BRPI0806435A2 (pt) | 2011-09-06 |
US20100076154A1 (en) | 2010-03-25 |
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