JP6111079B2 - 熱溶融塗料組成物 - Google Patents
熱溶融塗料組成物 Download PDFInfo
- Publication number
- JP6111079B2 JP6111079B2 JP2013009895A JP2013009895A JP6111079B2 JP 6111079 B2 JP6111079 B2 JP 6111079B2 JP 2013009895 A JP2013009895 A JP 2013009895A JP 2013009895 A JP2013009895 A JP 2013009895A JP 6111079 B2 JP6111079 B2 JP 6111079B2
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- Japan
- Prior art keywords
- oxazoline
- coating composition
- acid
- hot
- resin
- 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.)
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- 239000008199 coating composition Substances 0.000 title claims description 34
- 238000007757 hot melt coating Methods 0.000 title claims description 28
- 239000011347 resin Substances 0.000 claims description 60
- 229920005989 resin Polymers 0.000 claims description 60
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 34
- 239000004626 polylactic acid Substances 0.000 claims description 34
- -1 carbodiimide compound Chemical class 0.000 claims description 27
- 150000001875 compounds Chemical class 0.000 claims description 21
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 19
- 239000004014 plasticizer Substances 0.000 claims description 16
- 238000002156 mixing Methods 0.000 claims description 15
- 239000002981 blocking agent Substances 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 10
- 239000004593 Epoxy Substances 0.000 claims description 9
- 239000000945 filler Substances 0.000 claims description 9
- 239000011521 glass Substances 0.000 claims description 9
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 claims description 8
- 239000003086 colorant Substances 0.000 claims description 8
- 239000011324 bead Substances 0.000 claims description 7
- 229930182843 D-Lactic acid Natural products 0.000 claims description 4
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical compound C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 claims description 4
- 229940022769 d- lactic acid Drugs 0.000 claims description 4
- 235000021384 green leafy vegetables Nutrition 0.000 claims 1
- 239000003973 paint Substances 0.000 description 23
- 239000003208 petroleum Substances 0.000 description 10
- 230000007613 environmental effect Effects 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 239000002245 particle Substances 0.000 description 8
- 239000000049 pigment Substances 0.000 description 8
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 239000003822 epoxy resin Substances 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 238000010276 construction Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000012943 hotmelt Substances 0.000 description 5
- 150000003949 imides Chemical class 0.000 description 5
- 239000000155 melt Substances 0.000 description 5
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 4
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 3
- AOBIOSPNXBMOAT-UHFFFAOYSA-N 2-[2-(oxiran-2-ylmethoxy)ethoxymethyl]oxirane Chemical compound C1OC1COCCOCC1CO1 AOBIOSPNXBMOAT-UHFFFAOYSA-N 0.000 description 3
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 3
- YWOIQIYQBRDOQA-UHFFFAOYSA-N 5,6-dihydro-4h-1,3-oxazine Chemical compound C1COC=NC1 YWOIQIYQBRDOQA-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical class C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 3
- 238000007580 dry-mixing Methods 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000004310 lactic acid Substances 0.000 description 3
- 235000014655 lactic acid Nutrition 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- BOSWPVRACYJBSJ-UHFFFAOYSA-N 1,3-di(p-tolyl)carbodiimide Chemical compound C1=CC(C)=CC=C1N=C=NC1=CC=C(C)C=C1 BOSWPVRACYJBSJ-UHFFFAOYSA-N 0.000 description 2
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 2
- NXQMCAOPTPLPRL-UHFFFAOYSA-N 2-(2-benzoyloxyethoxy)ethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCCOCCOC(=O)C1=CC=CC=C1 NXQMCAOPTPLPRL-UHFFFAOYSA-N 0.000 description 2
- DUILGEYLVHGSEE-UHFFFAOYSA-N 2-(oxiran-2-ylmethyl)isoindole-1,3-dione Chemical compound O=C1C2=CC=CC=C2C(=O)N1CC1CO1 DUILGEYLVHGSEE-UHFFFAOYSA-N 0.000 description 2
- HMOZDINWBHMBSQ-UHFFFAOYSA-N 2-[3-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=CC(C=2OCCN=2)=C1 HMOZDINWBHMBSQ-UHFFFAOYSA-N 0.000 description 2
- ZDNUPMSZKVCETJ-UHFFFAOYSA-N 2-[4-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=C(C=2OCCN=2)C=C1 ZDNUPMSZKVCETJ-UHFFFAOYSA-N 0.000 description 2
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical compound CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 description 2
- FMHKPLXYWVCLME-UHFFFAOYSA-N 4-hydroxy-valeric acid Chemical compound CC(O)CCC(O)=O FMHKPLXYWVCLME-UHFFFAOYSA-N 0.000 description 2
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-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
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 230000005856 abnormality Effects 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 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 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 239000010445 mica Substances 0.000 description 2
- 229910052618 mica group Inorganic materials 0.000 description 2
- HEYRRRCRGGOAJP-UHFFFAOYSA-N n'-(2-methylphenyl)-n-phenylmethanediimine Chemical compound CC1=CC=CC=C1N=C=NC1=CC=CC=C1 HEYRRRCRGGOAJP-UHFFFAOYSA-N 0.000 description 2
- CMESPBFFDMPSIY-UHFFFAOYSA-N n,n'-diphenylmethanediimine Chemical compound C1=CC=CC=C1N=C=NC1=CC=CC=C1 CMESPBFFDMPSIY-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- 150000004893 oxazines Chemical class 0.000 description 2
- XRQKARZTFMEBBY-UHFFFAOYSA-N oxiran-2-ylmethyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1CO1 XRQKARZTFMEBBY-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000011164 primary particle Substances 0.000 description 2
- CYIDZMCFTVVTJO-UHFFFAOYSA-N pyromellitic acid Chemical compound OC(=O)C1=CC(C(O)=O)=C(C(O)=O)C=C1C(O)=O CYIDZMCFTVVTJO-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 229910052604 silicate mineral Inorganic materials 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- DYJIIMFHSZKBDY-UHFFFAOYSA-N (3-benzoyloxy-2,2-dimethylpropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(C)(C)COC(=O)C1=CC=CC=C1 DYJIIMFHSZKBDY-UHFFFAOYSA-N 0.000 description 1
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 1
- OUPZKGBUJRBPGC-UHFFFAOYSA-N 1,3,5-tris(oxiran-2-ylmethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound O=C1N(CC2OC2)C(=O)N(CC2OC2)C(=O)N1CC1CO1 OUPZKGBUJRBPGC-UHFFFAOYSA-N 0.000 description 1
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 description 1
- SCRCZNMJAVGGEI-UHFFFAOYSA-N 1,4-dioxane-2,5-dione;oxepan-2-one Chemical compound O=C1COC(=O)CO1.O=C1CCCCCO1 SCRCZNMJAVGGEI-UHFFFAOYSA-N 0.000 description 1
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 description 1
- QBUXRIUNFDMSAK-UHFFFAOYSA-N 1-(oxiran-2-ylmethyl)-3-propylpyrrolidine-2,5-dione Chemical compound O=C1C(CCC)CC(=O)N1CC1OC1 QBUXRIUNFDMSAK-UHFFFAOYSA-N 0.000 description 1
- KTCCGEXQRZSXIJ-UHFFFAOYSA-N 1-(oxiran-2-ylmethyl)pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1CC1OC1 KTCCGEXQRZSXIJ-UHFFFAOYSA-N 0.000 description 1
- QVNQWADZKGITKV-UHFFFAOYSA-N 1-(oxiran-2-ylmethyl)pyrrolidine-2,5-dione Chemical compound O=C1CCC(=O)N1CC1OC1 QVNQWADZKGITKV-UHFFFAOYSA-N 0.000 description 1
- UYLNEXRLQPVSOZ-UHFFFAOYSA-N 1-[3-(hydroxymethyl)-2,2,5,5-tetramethylpyrrol-1-yl]ethanone Chemical compound CC(=O)N1C(C)(C)C=C(CO)C1(C)C UYLNEXRLQPVSOZ-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- BLPURQSRCDKZNX-UHFFFAOYSA-N 2,4,6-tris(oxiran-2-ylmethoxy)-1,3,5-triazine Chemical compound C1OC1COC(N=C(OCC1OC1)N=1)=NC=1OCC1CO1 BLPURQSRCDKZNX-UHFFFAOYSA-N 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- SYCNOGATASJMGD-UHFFFAOYSA-N 2-(2-ethylphenoxy)-4,5-dihydro-1,3-oxazole Chemical compound CCC1=CC=CC=C1OC1=NCCO1 SYCNOGATASJMGD-UHFFFAOYSA-N 0.000 description 1
- PUXQRANMBDAMBR-UHFFFAOYSA-N 2-(2-ethylphenyl)-4,5-dihydro-1,3-oxazole Chemical compound CCC1=CC=CC=C1C1=NCCO1 PUXQRANMBDAMBR-UHFFFAOYSA-N 0.000 description 1
- FOCSWKJNNDKQBA-UHFFFAOYSA-N 2-(2-methylphenyl)-4,5-dihydro-1,3-oxazole Chemical compound CC1=CC=CC=C1C1=NCCO1 FOCSWKJNNDKQBA-UHFFFAOYSA-N 0.000 description 1
- NOWGDLPFFKREDH-UHFFFAOYSA-N 2-(2-phenylphenoxy)-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1OC1=CC=CC=C1C1=CC=CC=C1 NOWGDLPFFKREDH-UHFFFAOYSA-N 0.000 description 1
- AZQQFCSRBIOXMN-UHFFFAOYSA-N 2-(2-phenylphenyl)-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=CC=CC=C1C1=CC=CC=C1 AZQQFCSRBIOXMN-UHFFFAOYSA-N 0.000 description 1
- DMMCPTYEVHKJLH-UHFFFAOYSA-N 2-(2-propylphenoxy)-4,5-dihydro-1,3-oxazole Chemical compound CCCC1=CC=CC=C1OC1=NCCO1 DMMCPTYEVHKJLH-UHFFFAOYSA-N 0.000 description 1
- DZIFWNPTTNYNQP-UHFFFAOYSA-N 2-(2-propylphenyl)-4,5-dihydro-1,3-oxazole Chemical compound CCCC1=CC=CC=C1C1=NCCO1 DZIFWNPTTNYNQP-UHFFFAOYSA-N 0.000 description 1
- REAYNXWAFFVXPQ-UHFFFAOYSA-N 2-(3-ethylphenoxy)-4,5-dihydro-1,3-oxazole Chemical compound CCC1=CC=CC(OC=2OCCN=2)=C1 REAYNXWAFFVXPQ-UHFFFAOYSA-N 0.000 description 1
- LKZCPRJWYIJTAN-UHFFFAOYSA-N 2-(3-ethylphenyl)-4,5-dihydro-1,3-oxazole Chemical compound CCC1=CC=CC(C=2OCCN=2)=C1 LKZCPRJWYIJTAN-UHFFFAOYSA-N 0.000 description 1
- XNYYBTGERQHGNO-UHFFFAOYSA-N 2-(3-propylphenoxy)-4,5-dihydro-1,3-oxazole Chemical compound CCCC1=CC=CC(OC=2OCCN=2)=C1 XNYYBTGERQHGNO-UHFFFAOYSA-N 0.000 description 1
- KLHRMHYYCBOPTN-UHFFFAOYSA-N 2-(3-propylphenyl)-4,5-dihydro-1,3-oxazole Chemical compound CCCC1=CC=CC(C=2OCCN=2)=C1 KLHRMHYYCBOPTN-UHFFFAOYSA-N 0.000 description 1
- KKKKCPPTESQGQH-UHFFFAOYSA-N 2-(4,5-dihydro-1,3-oxazol-2-yl)-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1C1=NCCO1 KKKKCPPTESQGQH-UHFFFAOYSA-N 0.000 description 1
- JTWOISPQRQYYAI-UHFFFAOYSA-N 2-(4-phenylphenoxy)-4,5-dihydro-1,3-oxazole Chemical compound O1CCN=C1OC1=CC=C(C=2C=CC=CC=2)C=C1 JTWOISPQRQYYAI-UHFFFAOYSA-N 0.000 description 1
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- 238000004062 sedimentation Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 238000009283 thermal hydrolysis Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
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Landscapes
- Paints Or Removers (AREA)
Description
(1)ポリ乳酸樹脂100重量部に対して、着色剤0.1〜30重量部、反射材1〜50重量部を配合してなる熱溶融型塗料組成物、
(2)ポリ乳酸樹脂の重量平均分子量が10万以下である前記(1)記載の熱溶融型塗料組成物、
(3)ポリ乳酸樹脂に含まれるL−乳酸とD−乳酸の比(L/D)が5/95〜95/5の範囲である前記(1)〜(2)のいずれか記載の熱溶融型塗料組成物、
(4)反射材がガラスビーズである前記(1)〜(3)のいずれか記載の熱溶融型塗料組成物、
(5)前記(1)〜(4)のいずれか記載の組成物に対し、さらに充填剤を配合してなる熱溶融型塗料組成物、
(6)前記(1)〜(5)のいずれか記載の組成物に対し、さらに可塑剤を配合してなる熱溶融型塗料組成物、
(7)前記(1)〜(6)のいずれか記載の組成物に対し、さらにカルボキシル基反応性末端封鎖剤を配合してなる熱溶融型塗料組成物、
(8)前記カルボキシル基反応性末端封鎖剤がエポキシ化合物および/またはカルボジイミド化合物である前記(7)記載の熱溶融型塗料組成物である。
可塑剤の配合量は、ポリ乳酸樹脂100重量部に対して、0.1〜30重量部であることが好ましく、0.5〜25重量部であることがさらに好ましく、1〜20重量部であることが最も好ましい。可塑剤の配合量がこの範囲であれば施工し易く、低温時の可とう性、乾燥性および汚染性も良好である。0.1重量部未満では低温時の可とう性が低下し、30重量部を超えると可塑剤がブリードアウトを起こし、好ましくない。
(A)粘結樹脂
(A−1)ポリ乳酸樹脂:L/D=95/5、重量平均分子量5万
(A−2)ポリ乳酸樹脂:L/D=5/95、重量平均分子量5万
(A−3)ポリ乳酸樹脂:L/D=99.5/0.5、重量平均分子量5万
(A−4)ポリ乳酸樹脂:L/D=95/5、重量平均分子量15万
(A−5)石油樹脂:C5系石油樹脂(丸善石油化学)
(B)着色剤:二酸化チタン(石原産業「タイペークCR−60」)
(C)反射剤:ガラスビーズ(ポッターズ・バロティーニ「GB153T」、粒径範囲:0.11〜0.85mm)
(D)充填材:重質炭酸カルシウム(白石カルシウム「BF−200」、平均粒子径5μm)
(E)可塑剤:ポリエチレングリコール(三洋化成「PEG−6000P」)
(F)カルボキシル基反応性末端封鎖剤
(F−1)ポリカルボジイミド化合物(日清紡績“カルボジライト”HMV−8CA)
(F−2)エポキシ基含有スチレン/アクリル酸エステル共重合体(東亞合成“ARUFON”UG4040)
粘結樹脂にバイオマス樹脂を使用した場合を○、石油系樹脂を使用した場合を×とした。
乾式混合した熱溶融型塗料組成物を、ニーダー混合機を用いて、190℃にて30分間混練した。30分間混練した溶融物の表面状態を観察して、以下の基準で判定した。
○:表面に艶があり、平滑である
×:表面に艶がなく、ざらついている。
熱溶融型塗料を190℃で加熱溶融させ、施工速度0.8km/hにてかすれ等の不具合が生じないかを目視観察した。
◎:塗料の伸びが非常に良好であり、かすれ無し
○:塗料の伸びが良好であり、かすれ無し
△:塗料の伸びがやや悪く、かすれもやや確認できる
×:塗料の伸びが悪く、かすれが大きい。
コンクリート平板上に熱溶融型塗料を190℃で塗布し、23℃で24時間放置後、インストロン製5581型引張試験機を用いて、速度5mm/minで引張試験を行い、剥離までの最大荷重を測定した。
(5)耐久性
コンクリート平板上に190℃で塗布したものを12ヶ月間屋外暴露し、塗料の状態に異常がないか目視観察した。
○:異常なし
△:やや気泡が発生するが、塗料の崩壊なし
×:塗料が崩壊
表1に示す割合で原料を配合し、ニーダー混合機を用いて190℃で溶融混練し、各種評価を実施した。
表2に示す割合で原料を配合し、ニーダー混合機を用いて190℃で溶融混練し、各種評価を実施した。
Claims (7)
- ポリ乳酸樹脂100重量部に対して、着色剤0.1〜30重量部、反射材1〜50重量部を乾式混合してなり、前記ポリ乳酸樹脂の重量平均分子量が10万以下である熱溶融型塗料組成物。
- ポリ乳酸樹脂に含まれるL−乳酸とD−乳酸の比(L/D)が5/95〜95/5である請求項1記載の熱溶融型塗料組成物。
- 反射材がガラスビーズである請求項1または2記載の熱溶融型塗料組成物。
- 請求項1〜3のいずれか1項記載の組成物に対し、さらに充填剤を配合してなる熱溶融型塗料組成物。
- 請求項1〜4のいずれか1項記載の組成物に対し、さらに可塑剤を配合してなる熱溶融型塗料組成物。
- 請求項1〜5のいずれか1項記載の組成物に対し、さらにカルボキシル基反応性末端封鎖剤を配合してなる熱溶融型塗料組成物。
- 前記カルボキシル基反応性末端封鎖剤がエポキシ化合物および/またはカルボジイミド化合物である請求項6記載の熱溶融型塗料組成物。
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