WO2022244140A1 - 防汚塗料組成物及び塗膜 - Google Patents
防汚塗料組成物及び塗膜 Download PDFInfo
- Publication number
- WO2022244140A1 WO2022244140A1 PCT/JP2021/018986 JP2021018986W WO2022244140A1 WO 2022244140 A1 WO2022244140 A1 WO 2022244140A1 JP 2021018986 W JP2021018986 W JP 2021018986W WO 2022244140 A1 WO2022244140 A1 WO 2022244140A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- antifouling
- hydrolyzable resin
- resin
- mass
- hydrolyzable
- Prior art date
Links
- 230000003373 anti-fouling effect Effects 0.000 title claims abstract description 145
- 239000008199 coating composition Substances 0.000 title claims abstract description 44
- 239000011248 coating agent Substances 0.000 title claims description 88
- 238000000576 coating method Methods 0.000 title claims description 88
- 239000011347 resin Substances 0.000 claims abstract description 216
- 229920005989 resin Polymers 0.000 claims abstract description 216
- 239000002519 antifouling agent Substances 0.000 claims abstract description 25
- 230000009477 glass transition Effects 0.000 claims abstract description 25
- 239000003973 paint Substances 0.000 claims description 42
- 239000000203 mixture Substances 0.000 claims description 38
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 25
- 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 claims description 22
- 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 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 1
- 239000000178 monomer Substances 0.000 description 89
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 45
- -1 acryl Chemical group 0.000 description 35
- 238000011156 evaluation Methods 0.000 description 24
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 21
- 238000012360 testing method Methods 0.000 description 21
- 150000007524 organic acids Chemical group 0.000 description 20
- 239000002253 acid Substances 0.000 description 17
- 239000002904 solvent Substances 0.000 description 17
- 239000007787 solid Substances 0.000 description 15
- 239000004925 Acrylic resin Substances 0.000 description 14
- 229920000178 Acrylic resin Polymers 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 9
- 229910052751 metal Inorganic materials 0.000 description 9
- 239000002184 metal Substances 0.000 description 9
- 239000004014 plasticizer Substances 0.000 description 9
- 239000002023 wood Substances 0.000 description 9
- 239000013535 sea water Substances 0.000 description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 7
- 235000005985 organic acids Nutrition 0.000 description 7
- 239000000049 pigment Substances 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000007870 radical polymerization initiator Substances 0.000 description 6
- 239000008096 xylene Substances 0.000 description 6
- 125000004429 atom Chemical group 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000010949 copper Substances 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- MHVJRKBZMUDEEV-UHFFFAOYSA-N (-)-ent-pimara-8(14),15-dien-19-oic acid Natural products C1CCC(C(O)=O)(C)C2C1(C)C1CCC(C=C)(C)C=C1CC2 MHVJRKBZMUDEEV-UHFFFAOYSA-N 0.000 description 4
- BTXXTMOWISPQSJ-UHFFFAOYSA-N 4,4,4-trifluorobutan-2-one Chemical compound CC(=O)CC(F)(F)F BTXXTMOWISPQSJ-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 150000002430 hydrocarbons Chemical group 0.000 description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
- 230000007774 longterm Effects 0.000 description 4
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 4
- 239000011976 maleic acid Substances 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- PQSIXYSSKXAOFE-UHFFFAOYSA-N tri(propan-2-yl)silyl prop-2-enoate Chemical compound CC(C)[Si](C(C)C)(C(C)C)OC(=O)C=C PQSIXYSSKXAOFE-UHFFFAOYSA-N 0.000 description 4
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-UHFFFAOYSA-N 0.000 description 3
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-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
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 3
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 3
- 238000005422 blasting Methods 0.000 description 3
- 230000002950 deficient Effects 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 150000002736 metal compounds Chemical class 0.000 description 3
- 229920005604 random copolymer Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000008961 swelling Effects 0.000 description 3
- MHVJRKBZMUDEEV-APQLOABGSA-N (+)-Pimaric acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@](C=C)(C)C=C2CC1 MHVJRKBZMUDEEV-APQLOABGSA-N 0.000 description 2
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-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
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 2
- JMZRZEXRYJUHEB-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;zinc Chemical compound [Zn].NC(=S)SCCSC(N)=S JMZRZEXRYJUHEB-UHFFFAOYSA-N 0.000 description 2
- YXYJVFYWCLAXHO-UHFFFAOYSA-N 2-methoxyethyl 2-methylprop-2-enoate Chemical compound COCCOC(=O)C(C)=C YXYJVFYWCLAXHO-UHFFFAOYSA-N 0.000 description 2
- HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 2
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 2
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical class CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 2
- PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 description 2
- MXYATHGRPJZBNA-UHFFFAOYSA-N 4-epi-isopimaric acid Natural products C1CCC(C(O)=O)(C)C2C1(C)C1CCC(C=C)(C)CC1=CC2 MXYATHGRPJZBNA-UHFFFAOYSA-N 0.000 description 2
- BQACOLQNOUYJCE-FYZZASKESA-N Abietic acid Natural products CC(C)C1=CC2=CC[C@]3(C)[C@](C)(CCC[C@@]3(C)C(=O)O)[C@H]2CC1 BQACOLQNOUYJCE-FYZZASKESA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- ZVFDTKUVRCTHQE-UHFFFAOYSA-N Diisodecyl phthalate Chemical compound CC(C)CCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC(C)C ZVFDTKUVRCTHQE-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- DXVYLFHTJZWTRF-UHFFFAOYSA-N Ethyl isobutyl ketone Chemical compound CCC(=O)CC(C)C DXVYLFHTJZWTRF-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-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
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 2
- 235000011613 Pinus brutia Nutrition 0.000 description 2
- 241000018646 Pinus brutia Species 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 125000003158 alcohol group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 2
- QHNCWVQDOPICKC-UHFFFAOYSA-N copper;1-hydroxypyridine-2-thione Chemical compound [Cu].ON1C=CC=CC1=S.ON1C=CC=CC1=S QHNCWVQDOPICKC-UHFFFAOYSA-N 0.000 description 2
- 229940112669 cuprous oxide Drugs 0.000 description 2
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 229930004069 diterpene Natural products 0.000 description 2
- ZQPPMHVWECSIRJ-MDZDMXLPSA-N elaidic acid Chemical compound CCCCCCCC\C=C\CCCCCCCC(O)=O ZQPPMHVWECSIRJ-MDZDMXLPSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- QEWYKACRFQMRMB-UHFFFAOYSA-N fluoroacetic acid Chemical compound OC(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical compound CC(C)(C)NC1=NC(SC)=NC(NC2CC2)=N1 HDHLIWCXDDZUFH-UHFFFAOYSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- MXYATHGRPJZBNA-KRFUXDQASA-N isopimaric acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@@](C=C)(C)CC2=CC1 MXYATHGRPJZBNA-KRFUXDQASA-N 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- HRLIOXLXPOHXTA-UHFFFAOYSA-N medetomidine Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CN=C[N]1 HRLIOXLXPOHXTA-UHFFFAOYSA-N 0.000 description 2
- 229960002140 medetomidine Drugs 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000001054 red pigment Substances 0.000 description 2
- 238000007665 sagging Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- SJMYWORNLPSJQO-UHFFFAOYSA-N tert-butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C)(C)C SJMYWORNLPSJQO-UHFFFAOYSA-N 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- KNNOZYMZRGTZQM-UHFFFAOYSA-N tri(propan-2-yl)silyl 2-methylprop-2-enoate Chemical compound CC(C)[Si](C(C)C)(C(C)C)OC(=O)C(C)=C KNNOZYMZRGTZQM-UHFFFAOYSA-N 0.000 description 2
- MZHROOGPARRVHS-UHFFFAOYSA-N triacetylene Chemical group C#CC#CC#C MZHROOGPARRVHS-UHFFFAOYSA-N 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- SMYMJHWAQXWPDB-UHFFFAOYSA-N (2,4,5-trichlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl SMYMJHWAQXWPDB-UHFFFAOYSA-N 0.000 description 1
- NJYFRQQXXXRJHK-UHFFFAOYSA-N (4-aminophenyl) thiocyanate Chemical compound NC1=CC=C(SC#N)C=C1 NJYFRQQXXXRJHK-UHFFFAOYSA-N 0.000 description 1
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- GDXHBFHOEYVPED-UHFFFAOYSA-N 1-(2-butoxyethoxy)butane Chemical compound CCCCOCCOCCCC GDXHBFHOEYVPED-UHFFFAOYSA-N 0.000 description 1
- FXFCLNJIQWLFEL-UHFFFAOYSA-N 1-(3,4-dichlorophenyl)-1,3-dimethylurea Chemical compound CNC(=O)N(C)C1=CC=C(Cl)C(Cl)=C1 FXFCLNJIQWLFEL-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- JZHGRUMIRATHIU-UHFFFAOYSA-N 1-ethenyl-3-methylbenzene Chemical compound CC1=CC=CC(C=C)=C1 JZHGRUMIRATHIU-UHFFFAOYSA-N 0.000 description 1
- YBEIZKBTJYSSFT-QXMHVHEDSA-N 1-o-pentyl 4-o-tri(propan-2-yl)silyl (z)-but-2-enedioate Chemical compound CCCCCOC(=O)\C=C/C(=O)O[Si](C(C)C)(C(C)C)C(C)C YBEIZKBTJYSSFT-QXMHVHEDSA-N 0.000 description 1
- 239000003559 2,4,5-trichlorophenoxyacetic acid Substances 0.000 description 1
- GDMDOMRUYVLLHM-UHFFFAOYSA-N 2-(1-iodoethyl)pentyl carbamate Chemical compound CCCC(C(C)I)COC(N)=O GDMDOMRUYVLLHM-UHFFFAOYSA-N 0.000 description 1
- OVSKIKFHRZPJSS-DOMIDYPGSA-N 2-(2,4-dichlorophenoxy)acetic acid Chemical compound OC(=O)[14CH2]OC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-DOMIDYPGSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-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
- BMFMTNROJASFBW-UHFFFAOYSA-N 2-(furan-2-ylmethylsulfinyl)acetic acid Chemical compound OC(=O)CS(=O)CC1=CC=CO1 BMFMTNROJASFBW-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- NCDBYAPSWOPDRN-UHFFFAOYSA-N 2-[dichloro(fluoro)methyl]sulfanylisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)F)C(=O)C2=C1 NCDBYAPSWOPDRN-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- AGJBKFAPBKOEGA-UHFFFAOYSA-M 2-methoxyethylmercury(1+);acetate Chemical compound COCC[Hg]OC(C)=O AGJBKFAPBKOEGA-UHFFFAOYSA-M 0.000 description 1
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 description 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N 2-nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 description 1
- OKTCWIPWLOOKDD-UHFFFAOYSA-N 2-nitronaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=C([N+]([O-])=O)C=CC2=C1 OKTCWIPWLOOKDD-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- ZVPQMESWKIQHGS-UHFFFAOYSA-N 3-(2,3-dichlorophenyl)-1,1-dimethylurea Chemical compound CN(C)C(=O)NC1=CC=CC(Cl)=C1Cl ZVPQMESWKIQHGS-UHFFFAOYSA-N 0.000 description 1
- UZIRFBMYVLTOHJ-UHFFFAOYSA-N 3-(2,4,6-trichlorophenyl)pyrrole-2,5-dione Chemical compound ClC1=CC(Cl)=CC(Cl)=C1C1=CC(=O)NC1=O UZIRFBMYVLTOHJ-UHFFFAOYSA-N 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- WHSXTWFYRGOBGO-UHFFFAOYSA-N 3-methylsalicylic acid Chemical compound CC1=CC=CC(C(O)=O)=C1O WHSXTWFYRGOBGO-UHFFFAOYSA-N 0.000 description 1
- OHTUILHDCNMZFI-UHFFFAOYSA-N 4,5-dichloro-2-octyl-1,2-thiazol-3-one Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O.CCCCCCCCN1SC(Cl)=C(Cl)C1=O OHTUILHDCNMZFI-UHFFFAOYSA-N 0.000 description 1
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- IIKAWVUMDFMDQM-KHPPLWFESA-N C(\C=C/C(=O)O[Si](C(C)C)(C(C)C)C(C)C)(=O)OC(C)(C)C Chemical compound C(\C=C/C(=O)O[Si](C(C)C)(C(C)C)C(C)C)(=O)OC(C)(C)C IIKAWVUMDFMDQM-KHPPLWFESA-N 0.000 description 1
- RATIMGCYJQYTLO-QZQOTICOSA-N CC(C)CC/C(=C(/C(=O)O)\[Si](C(C)C)(C(C)C)C(C)C)/C(=O)OCCC(C)C Chemical compound CC(C)CC/C(=C(/C(=O)O)\[Si](C(C)C)(C(C)C)C(C)C)/C(=O)OCCC(C)C RATIMGCYJQYTLO-QZQOTICOSA-N 0.000 description 1
- GRUQTQBXJPTVRS-FPLPWBNLSA-N CC(C)[Si](C(C)C)(C(C)C)OC(/C=C\C(O)=O)=O Chemical compound CC(C)[Si](C(C)C)(C(C)C)OC(/C=C\C(O)=O)=O GRUQTQBXJPTVRS-FPLPWBNLSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- 241000238586 Cirripedia Species 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004921 DEGALAN® Substances 0.000 description 1
- QUUCYKKMFLJLFS-UHFFFAOYSA-N Dehydroabietan Natural products CC1(C)CCCC2(C)C3=CC=C(C(C)C)C=C3CCC21 QUUCYKKMFLJLFS-UHFFFAOYSA-N 0.000 description 1
- NFWKVWVWBFBAOV-UHFFFAOYSA-N Dehydroabietic acid Natural products OC(=O)C1(C)CCCC2(C)C3=CC=C(C(C)C)C=C3CCC21 NFWKVWVWBFBAOV-UHFFFAOYSA-N 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 description 1
- RDOFJDLLWVCMRU-UHFFFAOYSA-N Diisobutyl adipate Chemical compound CC(C)COC(=O)CCCCC(=O)OCC(C)C RDOFJDLLWVCMRU-UHFFFAOYSA-N 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 101100190537 Homo sapiens PNN gene Proteins 0.000 description 1
- RWWVEQKPFPXLGL-ONCXSQPRSA-N L-Pimaric acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC=C(C(C)C)C=C2CC1 RWWVEQKPFPXLGL-ONCXSQPRSA-N 0.000 description 1
- RWWVEQKPFPXLGL-UHFFFAOYSA-N Levopimaric acid Natural products C1CCC(C(O)=O)(C)C2C1(C)C1CC=C(C(C)C)C=C1CC2 RWWVEQKPFPXLGL-UHFFFAOYSA-N 0.000 description 1
- KGMSWPSAVZAMKR-UHFFFAOYSA-N Me ester-3, 22-Dihydroxy-29-hopanoic acid Natural products C1CCC(C(O)=O)(C)C2C1(C)C1CCC(=C(C)C)C=C1CC2 KGMSWPSAVZAMKR-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 241000237536 Mytilus edulis Species 0.000 description 1
- KGMSWPSAVZAMKR-ONCXSQPRSA-N Neoabietic acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CCC(=C(C)C)C=C2CC1 KGMSWPSAVZAMKR-ONCXSQPRSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 102100038374 Pinin Human genes 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 229910000004 White lead Inorganic materials 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- VZLZBGJVQPXXOI-UHFFFAOYSA-N [Cu].[O-][N+]1=CC=CC=C1S Chemical compound [Cu].[O-][N+]1=CC=CC=C1S VZLZBGJVQPXXOI-UHFFFAOYSA-N 0.000 description 1
- HZEWFHLRYVTOIW-UHFFFAOYSA-N [Ti].[Ni] Chemical compound [Ti].[Ni] HZEWFHLRYVTOIW-UHFFFAOYSA-N 0.000 description 1
- WPZSJJJTNREFSV-UHFFFAOYSA-N [Zn].[O-][N+]1=CC=CC=C1S Chemical compound [Zn].[O-][N+]1=CC=CC=C1S WPZSJJJTNREFSV-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
- 229930000074 abietane Natural products 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 238000009360 aquaculture Methods 0.000 description 1
- 244000144974 aquaculture Species 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229940007550 benzyl acetate Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- FPAMKDGYIVJNOL-YPKPFQOOSA-N bis[tri(propan-2-yl)silyl] (z)-but-2-enedioate Chemical compound CC(C)[Si](C(C)C)(C(C)C)OC(=O)\C=C/C(=O)O[Si](C(C)C)(C(C)C)C(C)C FPAMKDGYIVJNOL-YPKPFQOOSA-N 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 229940043232 butyl acetate Drugs 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- UMUXBDSQTCDPJZ-UHFFFAOYSA-N chromium titanium Chemical compound [Ti].[Cr] UMUXBDSQTCDPJZ-UHFFFAOYSA-N 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- PDZKZMQQDCHTNF-UHFFFAOYSA-M copper(1+);thiocyanate Chemical compound [Cu+].[S-]C#N PDZKZMQQDCHTNF-UHFFFAOYSA-M 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- VZWHXRLOECMQDD-UHFFFAOYSA-L copper;2-methylprop-2-enoate Chemical compound [Cu+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O VZWHXRLOECMQDD-UHFFFAOYSA-L 0.000 description 1
- XPLSDXJBKRIVFZ-UHFFFAOYSA-L copper;prop-2-enoate Chemical compound [Cu+2].[O-]C(=O)C=C.[O-]C(=O)C=C XPLSDXJBKRIVFZ-UHFFFAOYSA-L 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- NMCCNOZOBBWFMN-UHFFFAOYSA-N davicil Chemical compound CS(=O)(=O)C1=C(Cl)C(Cl)=NC(Cl)=C1Cl NMCCNOZOBBWFMN-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- NFWKVWVWBFBAOV-MISYRCLQSA-N dehydroabietic acid Chemical compound OC(=O)[C@]1(C)CCC[C@]2(C)C3=CC=C(C(C)C)C=C3CC[C@H]21 NFWKVWVWBFBAOV-MISYRCLQSA-N 0.000 description 1
- 229940118781 dehydroabietic acid Drugs 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- WMWXXXSCZVGQAR-UHFFFAOYSA-N dialuminum;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3] WMWXXXSCZVGQAR-UHFFFAOYSA-N 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
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- HGQSXVKHVMGQRG-UHFFFAOYSA-N dioctyltin Chemical compound CCCCCCCC[Sn]CCCCCCCC HGQSXVKHVMGQRG-UHFFFAOYSA-N 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- GEEMMWCETUNGJC-UHFFFAOYSA-N dodecan-1-amine;triphenylborane Chemical compound CCCCCCCCCCCCN.C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 GEEMMWCETUNGJC-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000004070 electrodeposition Methods 0.000 description 1
- 238000009503 electrostatic coating Methods 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 150000004665 fatty acids Chemical group 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000008235 industrial water Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 125000001865 labdane diterpenoid group Chemical group 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
- PIJPYDMVFNTHIP-UHFFFAOYSA-L lead sulfate Chemical compound [PbH4+2].[O-]S([O-])(=O)=O PIJPYDMVFNTHIP-UHFFFAOYSA-L 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- DZBOAIYHPIPCBP-UHFFFAOYSA-L magnesium;2-methylprop-2-enoate Chemical compound [Mg+2].CC(=C)C([O-])=O.CC(=C)C([O-])=O DZBOAIYHPIPCBP-UHFFFAOYSA-L 0.000 description 1
- DWLAVVBOGOXHNH-UHFFFAOYSA-L magnesium;prop-2-enoate Chemical compound [Mg+2].[O-]C(=O)C=C.[O-]C(=O)C=C DWLAVVBOGOXHNH-UHFFFAOYSA-L 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- OTERBTMTWQHNQT-ZCDKHLBTSA-N methyl (1r,4ar,5s,8r,10as)-5,8-diacetyloxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4a-dimethyl-2-oxo-4,5,6,7,8,9,10,10a-octahydro-3h-phenanthrene-1-carboxylate Chemical compound C1C[C@H]([C@@](C(=O)CC2)(C)C(=O)OC)[C@]2(C)C2=C1[C@H](OC(C)=O)C(C(=C)C(=O)OC)C[C@@H]2OC(C)=O OTERBTMTWQHNQT-ZCDKHLBTSA-N 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 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
- 238000002156 mixing Methods 0.000 description 1
- 235000020638 mussel Nutrition 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 229910001000 nickel titanium Inorganic materials 0.000 description 1
- SCDFWNDQCMAYQI-UHFFFAOYSA-N octadecan-1-amine;triphenylborane Chemical compound CCCCCCCCCCCCCCCCCCN.C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 SCDFWNDQCMAYQI-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- FIBARIGPBPUBHC-UHFFFAOYSA-N octyl 8-(3-octyloxiran-2-yl)octanoate Chemical compound CCCCCCCCOC(=O)CCCCCCCC1OC1CCCCCCCC FIBARIGPBPUBHC-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 125000006353 oxyethylene group Chemical group 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
- 239000012188 paraffin wax Substances 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 230000002093 peripheral effect Effects 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- ZQADNTPYZIZRRM-UHFFFAOYSA-L phenyl(dipyridin-2-yl)bismuth(2+);dichloride Chemical compound C=1C=CC=NC=1[Bi](Cl)(C=1N=CC=CC=1)(Cl)C1=CC=CC=C1 ZQADNTPYZIZRRM-UHFFFAOYSA-L 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- WJSXSXUHWBSPEP-UHFFFAOYSA-N pyridine;triphenylborane Chemical compound C1=CC=NC=C1.C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 WJSXSXUHWBSPEP-UHFFFAOYSA-N 0.000 description 1
- LOAUVZALPPNFOQ-UHFFFAOYSA-N quinaldic acid Chemical compound C1=CC=CC2=NC(C(=O)O)=CC=C21 LOAUVZALPPNFOQ-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 238000007761 roller coating Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- MHVJRKBZMUDEEV-KRFUXDQASA-N sandaracopimaric acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@@](C=C)(C)C=C2CC1 MHVJRKBZMUDEEV-KRFUXDQASA-N 0.000 description 1
- YZVSLDRKXBZOMY-KNOXWWKRSA-N sandaracopimaric acid Natural products CC(=C)[C@]1(C)CCC[C@]2(C)[C@H]3CC[C@](C)(C=C)C=C3CC[C@@H]12 YZVSLDRKXBZOMY-KNOXWWKRSA-N 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 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
- 238000005507 spraying Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960004274 stearic acid Drugs 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
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical class OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000000037 tert-butyldiphenylsilyl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1[Si]([H])([*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- XNFIRYXKTXAHAC-UHFFFAOYSA-N tralopyril Chemical compound BrC1=C(C(F)(F)F)NC(C=2C=CC(Cl)=CC=2)=C1C#N XNFIRYXKTXAHAC-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- JNXDCMUUZNIWPQ-UHFFFAOYSA-N trioctyl benzene-1,2,4-tricarboxylate Chemical compound CCCCCCCCOC(=O)C1=CC=C(C(=O)OCCCCCCCC)C(C(=O)OCCCCCCCC)=C1 JNXDCMUUZNIWPQ-UHFFFAOYSA-N 0.000 description 1
- UYPBIJBICPDFCV-UHFFFAOYSA-N tritert-butylsilyl prop-2-enoate Chemical compound C(C=C)(=O)O[Si](C(C)(C)C)(C(C)(C)C)C(C)(C)C UYPBIJBICPDFCV-UHFFFAOYSA-N 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- XKMZOFXGLBYJLS-UHFFFAOYSA-L zinc;prop-2-enoate Chemical compound [Zn+2].[O-]C(=O)C=C.[O-]C(=O)C=C XKMZOFXGLBYJLS-UHFFFAOYSA-L 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Images
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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
- C09D5/1612—Non-macromolecular compounds
- C09D5/1618—Non-macromolecular compounds inorganic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
- C09D5/1662—Synthetic film-forming substance
- C09D5/1668—Vinyl-type polymers
-
- 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
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
-
- 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
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal
- C08F230/08—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing a metal containing silicon
-
- 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
-
- 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
- C09D143/00—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 containing boron, silicon, phosphorus, selenium, tellurium, or a metal; Coating compositions based on derivatives of such polymers
- C09D143/04—Homopolymers or copolymers of monomers containing silicon
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
- C09D5/1612—Non-macromolecular compounds
- C09D5/1625—Non-macromolecular compounds organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
- C09D5/1637—Macromolecular compounds
- C09D5/165—Macromolecular compounds containing hydrolysable 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1687—Use of special additives
Definitions
- the present invention relates to an antifouling paint composition and a coating film.
- the present invention also relates to ships, underwater structures, etc., having the coating film.
- Aquatic organisms such as barnacles, mussels, and algae tend to adhere to underwater structures, ships, fishing nets, etc. Adhesion of such organisms interferes with efficient operation of ships and the like, causing problems such as waste of fuel. In addition, problems such as clogging of fishing nets and shortened service life arise. For this reason, in order to prevent adhesion of aquatic organisms, it has been conventional practice to apply an antifouling coating composition to the surface to form an antifouling coating film.
- an antifouling coating composition containing a hydrolyzable resin (binder resin) having a triorganosilyl group and an antifouling agent is conventionally used [for example, International Publication No. 2020/235516 ( Patent Document 1)].
- the antifouling coating film formed from this antifouling coating composition can exhibit antifouling performance over a long period of time because the coating film surface is constantly renewed by gradual hydrolysis of triorganosilyl groups in water.
- the present invention provides the following antifouling paint composition, coating film, ship and underwater structure.
- the parameter SPC is an antifouling paint composition that satisfies the following formulas [1] to [4].
- the hydrolyzable resin ( A ) has a glass transition temperature Tg A in the range of 10° C.
- the antifouling coating composition according to any one of [3].
- the hydrolyzable resin (A) has the following formula (1): [In Formula (1), R 1 , R 2 and R 3 each independently represent a hydrocarbon group having 1 to 6 carbon atoms. ]
- the content ratio of the first non-hydrolyzable resin (B) to the hydrolyzable resin (A) is 0.1 or more and 0.45 or less in mass ratio [1] to [6 ].
- the content ratio of the second non-hydrolyzable resin (C) to the hydrolyzable resin (A) is 0.05 or more and 0.65 or less in mass ratio, [1] to [7 ].
- an antifouling coating composition containing a hydrolyzable resin and an antifouling agent and capable of exhibiting high antifouling performance for a long period of time. Further, it is possible to provide a coating film formed from the above antifouling coating composition, as well as ships and underwater structures having the coating film.
- FIG. 2 is a cross-sectional view schematically showing a state of a coating film corresponding to each evaluation criterion for evaluation of drying property of the coating film.
- the antifouling coating composition according to the present invention (hereinafter also simply referred to as “antifouling coating composition”) comprises a hydrolyzable resin (A), a first non-hydrolyzable resin (B), a second Contains hydrolyzable resin (C) and antifouling agent (D).
- the hydrolyzable resin (A), the first non-hydrolyzable resin (B), and the second non-hydrolyzable resin (C) are all polymer compounds, that is, polymers of monomers.
- hydrolyzable resin means at least selected from the group consisting of a group represented by formula (1), a group represented by formula (2) and a group represented by formula (3).
- a resin having one type of hydrolyzable group refers to a resin that does not have a group represented by formula (1), a group represented by formula (2), or a group represented by formula (3).
- the antifouling coating film formed from the antifouling coating composition containing the hydrolyzable resin (A) is such that the hydrolyzable groups of the hydrolyzable resin (A) are gradually hydrolyzed in water so that the surface of the coating film is It is renewed, and along with this, the antifouling component derived from the antifouling agent (D) is released into water, so that it exhibits antifouling performance.
- the antifouling coating composition according to the present invention in addition to the hydrolyzable resin (A) and the antifouling agent (D), the predetermined first non-hydrolyzable resin (B) and the predetermined second Since the non-hydrolyzable resin (C) is contained, the antifouling component derived from the antifouling agent (D) can be efficiently released from the antifouling coating film into water.
- the antifouling coating film according to the present invention can exhibit high antifouling performance even when the consumption rate is low when immersed in water. That is, according to the present invention, both a low coating film consumption rate (long-term antifouling property) and high antifouling performance can be achieved.
- the antifouling coating composition contains one or more hydrolyzable resins (A).
- the hydrolyzable resin (A) is at least one hydrolyzable selected from the group consisting of a group represented by formula (1), a group represented by formula (2) and a group represented by formula (3). It has a degradable group.
- R 1 , R 2 and R 3 each independently represent a hydrocarbon group having 1 to 6 carbon atoms.
- M represents a divalent metal atom
- R 4 represents an organic acid residue or an alcohol residue.
- M represents a divalent metal atom.
- the hydrolyzable resin (A) is not particularly limited, but a (meth)acrylic resin having a hydrolyzable group can be preferably used.
- the hydrolyzable group may be arranged on the side chain of the polymer of the (meth)acrylic resin.
- the term "(meth)acrylic resin” refers to a resin in which at least a portion of the resin consists of structural units derived from (meth)acrylic acid or a derivative thereof (an example is a (meth)acrylic acid ester).
- Derivatives of (meth)acrylic acid also include (meth)acrylic acid metal salts.
- (meth)acryl means at least one selected from methacryl and acryl.
- (meth)acryloyl means at least one selected from methacryloyl and acryloyl.
- (meth)acrylic monomer means a polymerizable monomer having a (meth)acryloyl group or a (meth)acryloyloxy group.
- Hydrolyzable resin (A1) which is a (meth)acrylic resin having only a group represented by formula (1) as a hydrolyzable group
- Hydrolyzable resin (A3) which is a (meth)acrylic resin having only groups represented by formula (2) and/or groups represented by formula (3) as hydrolyzable groups is mentioned.
- the hydrolyzable resin (A) can contain one or more resins selected from hydrolyzable resins (A1) to (A3). From the viewpoint of achieving both a low coating film consumption rate and high antifouling performance, the hydrolyzable resin (A) preferably contains a hydrolyzable resin (A1) or a hydrolyzable resin (A2). Resin (A1) or hydrolyzable resin (A2) is more preferable.
- hydrolyzable resin (A1) a polymerizable monomer (a1) having a group represented by formula (1) and another polymerizable monomer copolymerizable with the polymerizable monomer (a1) copolymers with body (a2).
- the copolymer may be a random copolymer.
- One or two or more of the polymerizable monomer (a1) and the polymerizable monomer (a2) may be used.
- a hydrolyzable resin (A1) can be obtained by copolymerizing the polymerizable monomer (a1) and the polymerizable monomer (a2) in the presence of a radical polymerization initiator.
- the polymerizable monomer (a1) and the polymerizable monomer (a2) are preferably (meth)acrylic monomers.
- Examples of the polymerizable monomer (a1) include radically polymerizable (meth)acrylic monomers represented by formula (4).
- R 1 , R 2 and R 3 each independently represent a hydrocarbon group having 1 to 6 carbon atoms.
- R5 represents a hydrogen atom or a methyl group.
- Examples of the (meth)acrylic monomer represented by formula (4) include trimethylsilyl (meth)acrylate, triethylsilyl (meth)acrylate, tri-n-propylsilyl (meth)acrylate, (meth) Triiso-propylsilyl acrylate, diiso-propyl sec-butylsilyl (meth)acrylate, diiso-propyl iso-butylsilyl (meth)acrylate, diiso-propyl tert-butylsilyl (meth)acrylate, (meth)acrylate Diiso-propylhexylsilyl acrylate, diiso-propylphenylsilyl (meth)acrylate, iso-propyldisec-butylsilyl (meth)acrylate, iso-propyldiiso-butylsilyl (meth)acrylate, (meth)acrylic acid iso-propyl di-
- R 1 , R 2 and R 3 each independently preferably have 1 or more 6 carbon atoms.
- the following alkyl groups more preferably alkyl groups having 1 to 4 carbon atoms, more preferably alkyl groups having 3 or 4 carbon atoms.
- R 1 , R 2 and R 3 is an alkyl having 3 carbon atoms more preferably at least one of R 1 , R 2 and R 3 is an iso-propyl group, more preferably at least two of R 1 , R 2 and R 3 are iso-propyl and even more preferably all of R 1 , R 2 and R 3 are iso-propyl groups.
- the polymerizable monomer (a1) may be a monomer other than the (meth)acrylic monomer represented by formula (4). Monomers other than the (meth)acrylic monomer represented by formula (4) may be used alone or in combination of two or more. The (meth)acrylic monomer represented by formula (4) may be used in combination with other monomers.
- the polymerizable monomer (a1) preferably contains a (meth)acrylic monomer represented by formula (4).
- Examples of monomers other than the (meth)acrylic monomer represented by formula (4) include maleic acid diesters having a group represented by formula (1).
- R 1 , R 2 and R 3 in the group represented by formula (1) in this maleic acid diester the above description regarding formula (1) is also cited.
- maleic acid diester examples include bis(triiso-propylsilyl) maleate, triiso-propylsilylmethyl maleate, triiso-propylsilylethyl maleate, triiso-propylsilyl-n-butyl maleate, malein, tri-iso-propylsilyl sec-butyl acid, tri-iso-propylsilyl iso-butyl maleate, tri-iso-propylsilyl tert-butyl maleate, tri-iso-propylsilyl n-pentyl maleate, tri-iso-propylsilyl maleate iso-pentyl (triiso-propylsilyliso-amyl maleate), triiso-propylsilylcyclohexyl maleate and the like.
- Examples of the polymerizable monomer (a2) include methyl (meth)acrylate, ethyl (meth)acrylate, iso-propyl (meth)acrylate, n-butyl (meth)acrylate, and iso (meth)acrylate.
- the number of carbon atoms in the ester part is 1 or more and 20 or less ( preferably 1 or more and 8 or less) hydroxyl group-containing (meth)acrylic acid alkyl ester; Alkoxyalkyl (meth)acrylates such as methoxyethyl (meth)acrylate and ethoxyethyl (meth)acrylate; a (meth)acrylic monomer containing an oxyalkylene chain such as methoxypolyethylene glycol (meth)acrylate (—OC 2 H 4 — has a repeating number of, for example, 2 to 9); (meth)acrylic acid cyclic hydrocarbon esters such as phenyl (meth)acrylate, benzyl (meth)acrylate, cyclohexyl (meth)acrylate, and methylcyclohexyl (meth)acrylate; Unsaturated monobasic acids such as (meth)acrylic acid, cinnamic acid, crotonic acid; Unsatur
- the content of the structural unit derived from the polymerizable monomer (a1) in the hydrolyzable resin (A1) is 100% by mass of the hydrolyzable resin (A1) from the viewpoint of enhancing the antifouling performance of the antifouling coating film. , preferably 20% by mass or more, more preferably 30% by mass or more, still more preferably 40% by mass or more, and may be 50% by mass or more or 60% by mass or more. From the viewpoint of achieving both a low coating film consumption rate and high antifouling performance, the above content is preferably 80% by mass or less, more preferably 75% by mass or less, in 100% by mass of the hydrolyzable resin (A1). It is preferably 70% by mass or less, more preferably 65% by mass or less.
- the remainder of the hydrolyzable resin (A1) is a structural unit derived from the polymerizable monomer (a2).
- a polymerizable monomer (a1) having a group represented by formula (1) and a polymerizable monomer (a3) having a group represented by formula (2) and / or copolymerization of a polymerizable monomer (a4) having a group represented by formula (3) and another polymerizable monomer (a2) copolymerizable with these polymerizable monomers coalescence is mentioned.
- the copolymer may be a random copolymer.
- Each of the polymerizable monomers (a1) to (a4) may be used alone or in combination of two or more.
- a decomposable resin (A2) can be obtained.
- the polymerizable monomers (a1) and (a2) the above description of the hydrolyzable resin (A1) is cited.
- Polymerizable monomers (a1) to (a4) are preferably (meth)acrylic monomers.
- Examples of the polymerizable monomer (a3) include radically polymerizable (meth)acrylic monomers represented by formula (5).
- a hydrolyzable resin (A2) having a group represented by formula (2) is obtained by using a (meth)acrylic monomer represented by formula (5).
- M represents a divalent metal atom
- R 4 represents an organic acid residue or an alcohol residue
- R 6 represents a hydrogen atom or a methyl group.
- Examples of the polymerizable monomer (a4) include radically polymerizable (meth)acrylic monomers represented by formula (6).
- a hydrolyzable resin (A2) having a group represented by formula (3) can be obtained.
- the group represented by formula (3) is a cross-linking group that cross-links between polymer main chains.
- M represents a divalent metal atom
- R 7 and R 8 each independently represent a hydrogen atom or a methyl group.
- the divalent metal atom M in formulas (2), (3), (5) and (6) includes Mg, Zn, Cu and the like, preferably Zn or Cu.
- R 4 in formulas (2) and (5) is preferably an organic acid residue.
- Examples of organic acids forming an organic acid residue in R 4 include acetic acid, monochloroacetic acid, monofluoroacetic acid, propionic acid, caproic acid, caprylic acid, 2-ethylhexylic acid, capric acid, versatic acid, isostearic acid, palmitic acid, cresotic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, stearic acid, ricinoleic acid, ricinoelaidic acid, brassic acid, erucic acid, ⁇ -naphthoic acid, ⁇ -naphthoic acid, benzoic acid, 2 , 4,5-trichlorophenoxyacetic acid, 2,4-dichlorophenoxyacetic acid, quinolinecarboxylic acid, nitrobenzoic acid, nitronaphthalenecarboxylic acid, and peruvic acid.
- the organic acid residue is a fatty acid
- organic acids forming an organic acid residue include monobasic cyclic organic acids other than aromatic organic acids.
- monobasic cyclic organic acids include organic acids having a cycloalkyl group such as naphthenic acid, resin acids such as tricyclic resin acids, and salts thereof.
- Tricyclic resin acids include, for example, monobasic acids having a diterpene hydrocarbon skeleton.
- monobasic acids having a diterpene hydrocarbon skeleton include abietane, pimaran, isopimaran, and compounds having a labdane skeleton.
- abietic acid More specifically, for example, abietic acid, neoabietic acid, dehydroabietic acid, hydrogenated abietic acid, parastric acid, pimaric acid, isopimaric acid, levopimaric acid, dextropimaric acid, sandaracopimaric acid, salts thereof, and the like. mentioned. Among them, abietic acid, hydrogenated abietic acid, and salts thereof are preferable from the viewpoint of the antifouling performance of the coating film.
- the monobasic cyclic organic acid does not need to be highly purified, and for example, pine resin, pine resin acid, etc. can be used. These include, for example, rosins, hydrogenated rosins, disproportionated rosins, naphthenic acid and the like. Rosins include gum rosin, wood rosin, tall oil rosin, and the like. Rosins, hydrogenated rosins, and disproportionated rosins are preferable because they are inexpensive and readily available, are excellent in handleability, and tend to exhibit long-term antifouling properties.
- the acid value of the monobasic cyclic organic acid is preferably 100 mgKOH/g or more and 220 mgKOH/g or less, more preferably 120 mgKOH/g or more and 190 mgKOH/g or less, and still more preferably 140 mgKOH/g or more and 185 mgKOH/g or less.
- the organic acid residue possessed by the monomer represented by Formula (5) may be formed from one type of organic acid, or may be formed from two or more types of organic acids.
- a method for producing a monomer having an organic acid residue as R4 for example, an inorganic metal compound, a carboxyl group-containing radically polymerizable monomer such as (meth)acrylic acid, and a non-polymerizable organic acid ( and the organic acid constituting the above organic acid residue) in an organic solvent containing an alcohol compound.
- the structural unit derived from the (meth)acrylic monomer represented by formula (5) polymerizes a monomer composition containing a carboxyl group-containing radically polymerizable monomer such as (meth)acrylic acid. It can also be formed by a method of reacting a resin obtained by the reaction, a metal compound, and a non-polymerizable organic acid (organic acid constituting the above organic acid residue).
- the (meth)acrylic monomer represented by the formula (6) for example, a polymerizable unsaturated organic acid such as (meth)acrylic acid, and a metal compound containing an alcohol compound A method of reacting with water in an organic solvent can be mentioned. In this case, it is preferable to adjust the content of water in the reactant to 0.01% by mass or more and 30% by mass or less.
- hydrolyzable resin (A1) Regarding the content of structural units derived from the polymerizable monomer (a1) in the hydrolyzable resin (A2), the above description of the hydrolyzable resin (A1) is cited.
- the total content of structural units derived from the polymerizable monomers (a3) and (a4) in the hydrolyzable resin (A2) is the hydrolyzable resin (A2 ) in 100% by mass, preferably 1% by mass or more, more preferably 2% by mass or more, still more preferably 4% by mass or more, and may be 6% by mass or more.
- the above content is preferably 30% by mass or less, more preferably 25% by mass or less, in 100% by mass of the hydrolyzable resin (A2). Preferably, it is 20% by mass or less.
- the content of structural units derived from the polymerizable monomer (a2) in the hydrolyzable resin (A2) is usually 0.1% by mass or more and 90% by mass or less in 100% by mass of the hydrolyzable resin (A2), It is preferably 5% by mass or more and 80% by mass or less, more preferably 10% by mass or more and 70% by mass or less.
- hydrolyzable resin (A3) a polymerizable monomer (a3) having a group represented by formula (2) and/or a polymerizable monomer (a4) having a group represented by formula (3) ) with other polymerizable monomers (a2) copolymerizable with these polymerizable monomers.
- the copolymer may be a random copolymer.
- Each of the polymerizable monomers (a2) to (a4) may be used alone or in combination of two or more.
- obtaining a hydrolyzable resin (A3) by copolymerizing the polymerizable monomers (a3) and/or (a4) with the polymerizable monomer (a2) in the presence of a radical polymerization initiator. can be done.
- the polymerizable monomers (a2) to (a4) the above description of the hydrolyzable resin (A1) or (A2) is cited.
- Polymerizable monomers (a2) to (a4) are preferably (meth)acrylic monomers.
- the total content of structural units derived from the polymerizable monomers (a3) and (a4) in the hydrolyzable resin (A3) is the hydrolyzable resin (A3 ) in 100% by mass, preferably 1% by mass or more, more preferably 2% by mass or more, still more preferably 4% by mass or more, and may be 6% by mass or more. From the viewpoint of achieving both a low coating film consumption rate and high antifouling performance, the above content is preferably 30% by mass or less, more preferably 25% by mass or less, in 100% by mass of the hydrolyzable resin (A3). Preferably, it is 20% by mass or less.
- the balance is structural units derived from the polymerizable monomer (a2).
- the weight average molecular weight (Mw) of the hydrolyzable resin (A) is usually 2000 or more and 300000 or less, preferably 5000 or more and 100000 or less, more preferably 10000 or more and 80000 or less.
- Mw is 2,000 or more, antifouling performance tends to be exhibited when a coating film is formed from the antifouling coating composition containing the same, and when Mw is 300,000 or less, the hydrolyzable resin (A) is used. It tends to be easily dispersed uniformly in the antifouling paint composition.
- Mw is a polystyrene equivalent weight average molecular weight measured by gel permeation chromatography (GPC).
- the hydrolyzable resin (A) (when the antifouling coating composition contains two or more types of hydrolyzable resins (A), respectively) , the glass transition temperature Tg A is preferably in the range of 10° C. or higher and 80° C. or lower, and the melting parameter SP A is preferably in the range of 8.5 or higher and 9.7 or lower.
- the glass transition temperature Tg A of the hydrolyzable resin (A) is more preferably 20°C or higher and 80°C or lower, still more preferably 30°C or higher and 80°C or lower, still more preferably 40°C or higher and 80°C or lower, and particularly preferably 45°C.
- the solubility parameter SPA of the hydrolyzable resin ( A ) is more preferably 8.55 or more and 9.7 or less, still more preferably 8.60 or more and 9.65 or less, and even more preferably 8.60 or more and 9.60 or less. , particularly preferably in the range of 8.70 or more and 9.50 or less.
- the glass transition temperature is a temperature measured using a differential scanning calorimeter (DSC) in accordance with JIS K 7121.
- the solubility parameter SP is a measure of solubility. The larger the SP value, the higher the polarity, and conversely, the smaller the value, the lower the polarity.
- solubility parameter SP of a resin can be measured by the following method (Reference: SUH, CLARKE, J.P.S.A-1, 5, 1671-1681 (1967)).
- a high SP poor solvent (ion-exchanged water) is gradually added dropwise to the diluted solution, and the drop amount of the high SP poor solvent is defined as the point at which the diluted solution becomes turbid.
- the SP value can be calculated by a known calculation method described in the above-mentioned references, etc., from the dropping amount of each poor solvent up to the turbid point.
- the glass transition temperature Tg A and solubility parameter SP A of the hydrolyzable resin (A) can be controlled by adjusting the type and content of the monomers forming the hydrolyzable resin (A). Tg A can also be estimated or approximated from the glass transition temperature of the monomer forming the hydrolyzable resin (A). Also, SPA tends to increase as the content of the highly polar monomer increases. SPA tends to decrease as the content of the (meth)acrylic monomer represented by formula (4) increases.
- the content of the hydrolyzable resin (A) in the antifouling paint composition is adjusted to the amount of the hydrolyzable resin (A ), the total amount of 100% by mass of the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin (C), preferably 10% by mass or more and 90% by mass or less, more preferably 20% by mass 80 mass % or less, more preferably 30 mass % or more and 70 mass % or less, still more preferably 40 mass % or more and 65 mass % or less, and particularly preferably 45 mass % or more and 65 mass % or less.
- the antifouling coating composition contains, in addition to the hydrolyzable resin (A), a first non-hydrolyzable resin (B) and a second non-hydrolyzable resin (C).
- the glass transition temperature of the first non-hydrolyzable resin (B) is higher than the glass transition temperature of the second non-hydrolyzable resin (C).
- the antifouling coating composition may contain two or more first non-hydrolyzable resins (B) and may contain two or more second non-hydrolyzable resins (C). .
- the meaning of "non-hydrolyzable resin" is as described above.
- the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin (C) are preferably (meth)acrylic resins.
- the glass transition temperature of the first non-hydrolyzable resin (B) is Tg B [°C]
- the solubility parameter is SP B
- the glass transition temperature of the second non-hydrolyzable resin (C) is Tg C [°C].
- the solubility parameter is SP C
- the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin (C) satisfy the following formulas [1] to [4].
- the present invention containing a first non-hydrolyzable resin (B) and a second non-hydrolyzable resin (C) that satisfy the formulas [1] to [4]
- the antifouling coating composition it is possible to form an antifouling coating film having both a low coating film consumption rate and high antifouling performance.
- the difference between Tg B and Tg C is preferably 70°C or more, more preferably 80°C or more, and even more preferably It is 90° C. or higher, and may be 100° C. or higher.
- the difference is usually 150°C or less, and may be 140°C or less, 130°C or less or 120°C or less.
- Tg B is preferably 40° C. or higher and 80° C. or lower, more preferably 45° C. or higher and 75° C. or lower, still more preferably 50° C. or higher and 70° C. or lower. Even more preferably, the temperature is 50°C or higher and 65°C or lower.
- Tg C is preferably -50°C or higher and -20°C or lower, more preferably -50°C or higher and -25°C or lower, and still more preferably -50°C. It is more than -30°C and more preferably -45°C or more and -35°C or less.
- Both SP B and SP C are 9.5 or more (formulas [2] and [3]).
- the size relationship between SP B and SP C is not particularly limited as long as the formula [4] is satisfied.
- SP C is greater than SP B.
- SP B is greater than SP C.
- is preferably 0.8 or less, more preferably 0.6 or less, even more preferably 0.4 or less, and even more preferably 0.3 or less.
- SP B is preferably 9.6 or more and 10.3 or less, more preferably 9.6 or more and 10.2 or less, and still more preferably 9.7 from the viewpoint of achieving both a low paint film consumption rate and high antifouling performance. 10.1 or less.
- SPC is preferably 9.8 or more and 10.6 or less, more preferably 9.8 or more and 10.5 or less, and still more preferably 9.9 from the viewpoint of achieving both a low coating film consumption rate and high antifouling performance. 10.4 or less.
- Tg B , SP B , Tg C and SP C can be controlled by adjusting the type and content of monomers forming the resin, like Tg A and SP A.
- Tg B and Tg C can also be estimated or approximated from the glass transition temperature of the monomer. Also, when the content of the highly polar monomer is increased, SPA and SPC tend to increase.
- the first non-hydrolyzable resin (B) is not particularly limited as long as it satisfies the formulas [1], [2] and [4].
- the second non-hydrolyzable resin (C) is not particularly limited as long as it satisfies the formulas [1], [3] and [4].
- (Meth)acrylic resins formed from one or more selected from the monomer group include "Lutonal A25" manufactured by BASF.
- the second non-hydrolyzable resin (C) is not limited to (meth)acrylic resins, and examples thereof include polyvinyl alkyl ethers.
- the weight average molecular weights (Mw) of the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin (C) are usually 2,000 to 300,000, preferably 5,000 to 100,000, more preferably 10,000. 80000 or less.
- An Mw of 2000 or more can be advantageous in achieving both a low coating film wear rate and high antifouling performance. When Mw is 300,000 or less, these resins tend to be dispersed uniformly in the antifouling coating composition.
- the content of the first non-hydrolyzable resin (B) in the antifouling paint composition is adjusted to the hydrolysis 100% by mass of the total amount of the first non-hydrolyzable resin (A), the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin (C), preferably 2% by mass or more and 50% by mass or less, more preferably is 3% to 40% by mass, more preferably 5% to 35% by mass, even more preferably 5% to 30% by mass, and particularly preferably 5% to 25% by mass.
- the content of the second non-hydrolyzable resin (C) in the antifouling paint composition is adjusted to the hydrolysis 100% by mass of the total amount of the first non-hydrolyzable resin (A), the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin (C), preferably 2% by mass or more and 50% by mass or less, more preferably is 5% by mass or more and 45% by mass or less, more preferably 10% by mass or more and 40% by mass or less, even more preferably 15% by mass or more and 35% by mass or less, and particularly preferably 20% by mass or more and 35% by mass or less.
- the content ratio of the first non-hydrolyzable resin (B) to the hydrolyzable resin (A) in the antifouling coating composition ((B) /(A)) is preferably 0.02 or more and 1 or less, more preferably 0.05 or more and 0.8 or less, still more preferably 0.1 or more and 0.6 or less, still more preferably 0.02 or more and 0.8 or less, further preferably 0.1 or more and 0.6 or less. It is 1 or more and 0.5 or less.
- the content ratio of the second non-hydrolyzable resin (C) to the hydrolyzable resin (A) in the antifouling coating composition ((C) /(A)) is preferably 0.01 or more and 1 or less, more preferably 0.02 or more and 0.9 or less, still more preferably 0.05 or more and 0.8 or less, and even more preferably 0.05 or more and 0.8 or less.
- 05 or more and 0.65 or less may be 0.1 or more, 0.2 or more, or 0.3 or more, and may be 0.6 or less.
- the content ratio of the first non-hydrolyzable resin (B) to the second non-hydrolyzable resin (C) in the antifouling coating composition ((B)/(C)) is preferably 0.05 or more and 9 or less, more preferably 0.1 or more and 6 or less, still more preferably 0.2 or more and 2 or less, and still more preferably 0.05 or more and 9 or less, more preferably 0.1 or more and 6 or less. 2 or more and 1.5 or less, particularly preferably 0.2 or more and 1 or less.
- the hydrolyzable resin (A), the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin contained in the antifouling coating composition The total amount of the hydrolyzable resin (C) is preferably 5% by mass or more and 40% by mass or less, more preferably 10% by mass or more and 20% by mass, based on 100% by mass of the solid content contained in the antifouling coating composition. % or less.
- the solid content contained in the antifouling paint composition refers to the total amount of components other than the solvent contained in the antifouling paint composition.
- the antifouling paint composition contains one or more antifouling agents (D).
- the antifouling agent (D) is not particularly limited, and known ones can be used. Examples thereof include antifouling agents such as inorganic compounds, organic compounds containing metals, and organic compounds not containing metals. .
- Antifouling agents (D) include, for example, cuprous oxide; manganese ethylenebisdithiocarbamate; zinc dimethyldithiocarbamate; 2-methylthio-4-t-butylamino-6-cyclopropylamino-s-triazine; 4,5,6-tetrachloroisophthalonitrile; N,N-dimethyldichlorophenyl urea; zinc ethylene bisdithiocarbamate; copper rhodan (cuprous thiocyanate); 4,5-dichloro-2-n-octyl-4 -isothiazolin-3-one (4,5,-dichloro-2-n-octyl-3(2H)isothiazolone); N-(fluorodichloromethylthio)phthalimide; N,N'-dimethyl-N'-phenyl-(N 2-pyridinethiol-1-oxide zinc salt (zinc pyrithione); 2-pyridinethiol
- the content of the antifouling agent (D) in the antifouling coating composition is usually 0.3 parts by mass or more and 550 parts by mass or less, preferably 1 part by mass or more and 500 parts by mass, relative to 100 parts by mass of the hydrolyzable resin (A). It is not more than 5 parts by mass and not more than 300 parts by mass, more preferably not less than 5 parts by mass and not more than 200 parts by mass, still more preferably not less than 10 parts by mass and not more than 150 parts by mass. If the content of the antifouling agent (D) is too small, the coating tends to fail to exhibit antifouling performance. If the content of the antifouling agent is excessively high, defects such as cracks and peeling may occur in the coating film.
- the antifouling paint composition may contain a rosin compound (E). Since the rosin-based compound (E) is not a resin (a polymer that is a polymer of monomers), the hydrolyzable resin (A), the first non-hydrolyzable resin (B) and the second non-hydrolyzable resin It does not belong to the degradable resin (C). When the antifouling paint composition contains the rosin compound (E), the antifouling performance of the coating film tends to be enhanced.
- a rosin-based compound (E) refers to a rosin or a rosin derivative.
- rosin derivatives include hydrogenated rosin, disproportionated rosin, maleated rosin, formylated rosin, and polymerized rosin.
- the content of the rosin compound (E) is the hydrolyzable resin (A) contained in the antifouling paint composition
- the first non-hydrolyzable preferably 1 part by mass or more and 50 parts by mass or less, more preferably 2 parts by mass or more and 40 parts by mass or less, relative to the total amount of 100 parts by mass of the non-hydrolyzable resin (B) and the second non-hydrolyzable resin (C); More preferably, it is 5 parts by mass or more and 35 parts by mass or less.
- the antifouling coating composition may contain other components than the above.
- Other components include, for example, paint film wear regulators, pigments, plasticizers, solvents, water binders, anti-sagging agents, color separation inhibitors, anti-settling agents, antifoaming agents, UV absorbers, surface conditioners, Viscosity modifiers, leveling agents, dispersants (colloidal silica, etc.) and the like are included.
- pigments include extender pigments such as precipitated barium, talc, clay, chalk, silica white, alumina white, bentonite, calcium carbonate, magnesium carbonate, silicic acid, silicates, aluminum oxide hydrate, and calcium sulfate; Titanium oxide, zirconium oxide, basic lead sulfate, tin oxide, carbon black, white lead, graphite, zinc sulfide, zinc oxide (zinc white), chromium oxide, yellow nickel titanium, yellow chromium titanium, yellow iron oxide, red iron oxide , black iron oxide, azo red/yellow pigments, chrome yellow, phthalocyanine green, phthalocyanine blue, ultramarine blue, and quinacridone. Only one pigment may be used, or two or more pigments may be used in combination.
- extender pigments such as precipitated barium, talc, clay, chalk, silica white, alumina white, bentonite, calcium carbonate, magnesium carbonate, silicic acid, silicates,
- plasticizers examples include phthalate plasticizers such as dioctyl phthalate (DOP), dimethyl phthalate, dicyclohexyl phthalate, and diisodecyl phthalate (DIDP); aliphatic dibasic acid ester plasticizers such as isobutyl adipate and dibutyl sebacate.
- DOP dioctyl phthalate
- DIDP diisodecyl phthalate
- aliphatic dibasic acid ester plasticizers such as isobutyl adipate and dibutyl sebacate.
- glycol ester plasticizers such as diethylene glycol dibenzoate and pentaerythritol alkyl esters
- Epoxy plasticizers such as epoxy soybean oil and octyl epoxy stearate
- organic tin plasticizers such as dioctyltin laurylate and dibutyltin laurate
- trioctyl trimellitate and triacetylene Only one plasticizer may be used, or two or more plasticizers may be used in combination.
- solvents include hydrocarbons such as toluene, xylene, ethylbenzene, cyclopentane, octane, heptane, cyclohexane, and white spirit; dioxane, tetrahydrofuran, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene; Ethers such as glycol dibutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether; esters such as butyl acetate, propyl acetate, benzyl acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate; ethyl isobutyl ketone, methyl isobutyl ketone ketones such as; alcohols such as n-butanol and propyl alcohol; Only one solvent may be used, or two solvent
- the antifouling coating composition can be prepared by mixing predetermined components and optionally other components using a mixer such as a ball mill, pebble mill, roll mill, sand grind mill, disper, and the like.
- a mixer such as a ball mill, pebble mill, roll mill, sand grind mill, disper, and the like.
- the hydrolyzable resin (A), the first non-hydrolyzable resin (B), and the second non-hydrolyzable resin (C) may be mixed in a solution state.
- the coating film according to the present invention is an antifouling coating film formed from the antifouling coating composition according to the present invention.
- the antifouling coating film according to the present invention can achieve both a low coating film consumption rate (long-term antifouling property) and high antifouling performance.
- the antifouling coating film can be formed by applying the antifouling coating composition to the surface of the object to be coated in accordance with a conventional method, and optionally volatilizing and removing the solvent at room temperature or under heating.
- the thickness of the antifouling coating film is, for example, 50 ⁇ m or more and 500 ⁇ m or less, preferably 100 ⁇ m or more and 400 ⁇ m or less.
- the method of applying the antifouling coating composition is not particularly limited, and examples thereof include methods such as dipping, spraying, brushing, roller coating, electrostatic coating, and electrodeposition coating.
- the object to be coated is not particularly limited, for example, ships; various fishing nets including aquaculture and other fishing gear; harbor facilities; oil fences; buoys; industrial water system facilities; underwater structures such as submarine bases, and the like.
- the object to be coated is preferably a ship or an underwater structure.
- the coated surface of the object to be coated may be pretreated if necessary, and an undercoat film made of other paint such as an antirust paint (anticorrosion paint) formed on the object to be coated
- An antifouling coating film according to the present invention may be formed thereon to form a composite coating film.
- the glass transition temperature Tg A , solubility parameter SP A , weight average molecular weight Mw and solid content of the resin solutions A1 to A10 were measured for the obtained resins A1 to A10. Table 1 shows the results.
- the measurement method was as follows.
- weight average molecular weight Mw The weight average molecular weight Mw of the resin is the polystyrene equivalent weight average molecular weight measured by GPC.
- the measurement conditions were as follows. Apparatus: "HLC-8220GPC” manufactured by Tosoh Corporation Column: TSKgel SuperHZM-M x 2 Eluent: Tetrahydrofuran Measurement temperature: 35°C Detector: RI
- the glass transition temperature Tg B , solubility parameter SP B , weight average molecular weight Mw and solid content of the resin solutions B1 to B7 of the obtained non-hydrolyzable resins B1 to B7 were measured. Table 2 shows the results.
- the measuring method is the same as in (i) to (iv) above.
- first non-hydrolyzable resins B8 to B10 Commercially available (meth)acrylic resins were prepared as first non-hydrolyzable resins B8 to B10 (also referred to as resins B8 to B10, respectively).
- the glass transition temperature Tg B , solubility parameter SP B and weight average molecular weight Mw of the non-hydrolyzable resins B8 to B10 were measured.
- Table 2 shows the results. The measuring method is the same as in (i) to (iii) above.
- Table 2 shows the solid content (nominal value) of the non-hydrolyzable resins B8 to B10.
- the glass transition temperature Tg C , solubility parameter SP C , weight average molecular weight Mw and solid content of the resin solutions C1 to C8 of the obtained non-hydrolyzable resins C1 to C8 were measured. Table 3 shows the results.
- the measuring method is the same as in (i) to (iv) above.
- Second non-hydrolyzable resins C9 and C10 A commercially available resin was prepared as the second non-hydrolyzable resin C9 (also referred to as resin C9). A commercially available resin was prepared as the second non-hydrolyzable resin C10 (also referred to as resin C10). The glass transition temperature Tg C and solubility parameter SP C of the non-hydrolyzable resins C9 and C10 were measured. Table 3 shows the results. The measuring method is the same as in (i) and (ii) above. Table 3 also shows the solids content (nominal value) of the non-hydrolyzable resins C9 and C10.
- Antifouling agent D1 cuprous oxide (manufactured by Furukawa Chemicals Co., Ltd.)
- antifouling agent D2 copper pyrithione ("Copper Omazine” manufactured by Arch Chemical Co.)
- Antifouling agent D3 Medetomidine (“Selektope” manufactured by I-TECH AB)
- Antifouling agent D4 4,5-dichloro-2-n-octyl-4-isothiazolin-3-one (4,5-dichloro-2-n-octyl-3(2H)isothiazolone) (Rohm and Haas) Company "Sea Nine 211")
- Other component F1 Xylene (7)
- Other component F2 Titanium oxide pigment (“TI-PURE R-900” manufactured by DuPont Co
- the waterway 10 with the test plate 20 installed was placed indoors in sunlight at the Seaside Evaluation Technology Center of Nippon Paint Marine Co., Ltd. in Tamano City, Okayama Prefecture. At this time, the channel 10 was arranged along the north-south direction in order to maximize the time during which the test plate 20 was exposed to sunlight (Fig. 1). Natural seawater continuously pulled up from the Seto Inland Sea was continuously flowed through a waterway 10. - ⁇ The flow direction 30 of natural seawater is from north to south. The water level of the natural seawater flowing through the channel 10 was varied from 40 mm to 200 mm in 12-hour cycles to imitate the tide level in the natural world. The flow velocity of the natural seawater flowing through the channel 10 was adjusted to about 30 cm/sec (when the water level was lowest) to about 10 cm/sec (when the water level was highest) in accordance with the water level.
- the adhesion area of marine organisms is 0% or more and less than 5% 4: The adhesion area of marine organisms is 5% or more and less than 10% 3: The adhesion area of marine organisms is 10% or more and less than 15% 2: The adhesion area of marine organisms is 15% or more and less than 30% 1: The adhesion area of marine organisms is 30% or more
- test plate Six months after fixing to the raft, the test plate was subjected to a checkerboard adhesion test in accordance with JIS K 5600.5.6 (gap interval 2 mm, number of grids 25). The results are shown in Tables 4-10. The numerical values in the table are obtained by rating the test results according to the following criteria. The evaluation score is preferably 6 or more.
- Evaluation score 10 Each cut is thin and both sides are smooth, and there is no peeling at the intersection of the cut and the square. Evaluation score 8: There is slight peeling at the intersection of cuts, no peeling at every square, and the area of the defective portion is within 5% of the total square area. Evaluation score 6: There is peeling on both sides and the intersection of the cut, and the area of the missing part is 5 to 15% of the total square area. Evaluation score 4: The width of peeling due to cuts is wide, and the area of the defective portion is 15 to 35% of the total square area. Evaluation score 2: The width of peeling due to a cut is wider than 4 points, and the area of the defective part is 35 to 65% of the total square area. Evaluation score 0: The peeling area is 65% or more of the total square area.
- FIG. 3 also shows a cross-sectional view schematically showing the state of the coating film corresponding to each evaluation criterion. The evaluation result is preferably 3 or more. 5: A trace of a piece of wood is slightly recognized. 4: Slight deformation is observed around the location where the piece of wood was placed.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Paints Or Removers (AREA)
Abstract
Description
〔1〕 加水分解性樹脂(A)、第1の非加水分解性樹脂(B)、第2の非加水分解性樹脂(C)及び防汚剤(D)を含み、
第1の非加水分解性樹脂(B)のガラス転移温度TgB[℃]及び溶解パラメータSPB、並びに、第2の非加水分解性樹脂(C)のガラス転移温度TgC[℃]及び溶解パラメータSPCは、下記式[1]~[4]を満たす、防汚塗料組成物。
TgB-TgC≧60 [1]
SPB≧9.5 [2]
SPC≧9.5 [3]
|SPB-SPC|≦1.0 [4]
〔2〕 TgBが40℃以上80℃以下の範囲、SPBが9.6以上10.3以下の範囲である、〔1〕に記載の防汚塗料組成物。
〔3〕 TgCが-50℃以上-20℃以下の範囲、SPCが9.8以上10.6以下の範囲である、〔1〕又は〔2〕に記載の防汚塗料組成物。
〔4〕 前記加水分解性樹脂(A)は、ガラス転移温度TgAが10℃以上80℃以下の範囲、溶解パラメータSPAが8.5以上9.7以下の範囲である、〔1〕~〔3〕のいずれかに記載の防汚塗料組成物。
〔5〕 前記加水分解性樹脂(A)は、下記式(1):
[式(1)中、R1、R2及びR3は、それぞれ独立して、炭素数1以上6以下の炭化水素基を表す。]
で表されるシリコン原子含有基を有する、〔1〕~〔4〕のいずれかに記載の防汚塗料組成物。
〔6〕 ロジン系化合物(E)をさらに含む、〔1〕~〔5〕のいずれかに記載の防汚塗料組成物。
〔7〕 前記加水分解性樹脂(A)に対する前記第1の非加水分解性樹脂(B)の含有量比は、質量比で0.1以上0.45以下である、〔1〕~〔6〕のいずれかに記載の防汚塗料組成物。
〔8〕 前記加水分解性樹脂(A)に対する前記第2の非加水分解性樹脂(C)の含有量比は、質量比で0.05以上0.65以下である、〔1〕~〔7〕のいずれかに記載の防汚塗料組成物。
〔9〕 前記防汚剤(D)の含有量は、加水分解性樹脂(A)100質量部に対して0.3質量部以上550質量部以下である、〔1〕~〔8〕のいずれかに記載の防汚塗料組成物。
〔10〕 〔1〕~〔9〕のいずれかに記載の防汚塗料組成物から形成される塗膜。
〔11〕 〔10〕に記載の塗膜を有する船舶。
〔12〕 〔10〕に記載の塗膜を有する水中構造物。
また、上記防汚塗料組成物から形成される塗膜、並びに、該塗膜を有する船舶及び水中構造物を提供することができる。
本発明に係る防汚塗料組成物(以下、単に「防汚塗料組成物」ともいう。)は、加水分解性樹脂(A)、第1の非加水分解性樹脂(B)、第2の非加水分解性樹脂(C)及び防汚剤(D)を含む。加水分解性樹脂(A)、第1の非加水分解性樹脂(B)及び第2の非加水分解性樹脂(C)はいずれも高分子化合物、すなわち、単量体の重合物である。
以下、長期間にわたって高い防汚性能を示すという塗膜の性質を塗膜の「長期防汚性」ともいう。
防汚塗料組成物は、1種又は2種以上の加水分解性樹脂(A)を含む。加水分解性樹脂(A)は、式(1)で表される基、式(2)で表される基及び式(3)で表される基からなる群より選択される少なくとも1種の加水分解性基を有する。
本明細書において「(メタ)アクリル樹脂」とは、樹脂の少なくとも一部が、(メタ)アクリル酸又はその誘導体(一例は(メタ)アクリル酸エステルである。)に由来する構成単位からなる樹脂を意味する。(メタ)アクリル酸の誘導体には、(メタ)アクリル酸金属塩も含まれる。
本明細書において「(メタ)アクリル」とは、メタクリル及びアクリルから選択される少なくとも1種を意味する。
本明細書において「(メタ)アクリロイル」とは、メタクリロイル及びアクリロイルから選択される少なくとも1種を意味する。
本明細書において「(メタ)アクリル系単量体」とは、(メタ)アクリロイル基又は(メタ)アクリロイルオキシ基を有する重合性単量体を意味する。
加水分解性基として式(1)で表される基のみを有する(メタ)アクリル樹脂である加水分解性樹脂(A1)、
加水分解性基として式(1)で表される基と、式(2)で表される基及び/又は式(3)で表される基とを有する(メタ)アクリル樹脂である加水分解性樹脂(A2)、
加水分解性基として式(2)で表される基及び/又は式(3)で表される基のみを有する(メタ)アクリル樹脂である加水分解性樹脂(A3)
が挙げられる。
低い塗膜消耗速度と高い防汚性能とを両立させる観点から、加水分解性樹脂(A)は、加水分解性樹脂(A1)又は加水分解性樹脂(A2)を含むことが好ましく、加水分解性樹脂(A1)又は加水分解性樹脂(A2)であることがより好ましい。
重合性単量体(a1)及び重合性単量体(a2)は、好ましくは(メタ)アクリル系単量体である。
式(4)で表される(メタ)アクリル系単量体は、1種のみを用いてもよいし、2種以上を併用してもよい。
式(4)で表される(メタ)アクリル系単量体以外の単量体は、1種のみを用いてもよいし、2種以上を併用してもよい。式(4)で表される(メタ)アクリル系単量体とこれ以外の単量体とを併用してもよい。重合性単量体(a1)は、好ましくは、式(4)で表される(メタ)アクリル系単量体を含む。
(メタ)アクリル酸メチル、(メタ)アクリル酸エチル、(メタ)アクリル酸iso-プロピル、(メタ)アクリル酸n-ブチル、(メタ)アクリル酸iso-ブチル、(メタ)アクリル酸tert-ブチル、(メタ)アクリル酸n-ヘキシル、(メタ)アクリル酸2-エチルヘキシル、(メタ)アクリル酸オクチル、(メタ)アクリル酸ラウリル、(メタ)アクリル酸ステアリル等のエステル部の炭素数が1以上20以下(好ましくは1以上8以下)の(メタ)アクリル酸アルキルエステル;
(メタ)アクリル酸2-ヒドロキシエチル、(メタ)アクリル酸2-ヒドロキシプロピル、3-ヒドロキシプロピル(メタ)アクリレート、4-ヒドロキシブチル(メタ)アクリレート等のエステル部の炭素数が1以上20以下(好ましくは1以上8以下)の水酸基含有(メタ)アクリル酸アルキルエステル;
(メタ)アクリル酸メトキシエチル、(メタ)アクリル酸エトキシエチル等の(メタ)アクリル酸アルコキシアルキル;
(メタ)アクリル酸メトキシポリエチレングリコール(-OC2H4-の繰り返し数は例えば2~9)等のオキシアルキレン鎖を含む(メタ)アクリル系単量体;
(メタ)アクリル酸フェニル、(メタ)アクリル酸ベンジル、(メタ)アクリル酸シクロヘキシル、(メタ)アクリル酸メチルシクロヘキシル等の(メタ)アクリル酸環状炭化水素エステル;
(メタ)アクリル酸、桂皮酸、クロトン酸等の不飽和一塩基酸;
マレイン酸、フマル酸、イタコン酸、それらのモノアルキルエステル等の不飽和二塩基酸及びそのモノアルキルエステル;
(メタ)アクリル酸2-ヒドロキシエチルのマレイン酸付加物、(メタ)アクリル酸2-ヒドロキシエチルのフタル酸付加物、(メタ)アクリル酸2-ヒドロキシエチルのコハク酸付加物等の不飽和一塩基酸ヒドロキシアルキルエステルの二塩基酸付加物;
(メタ)アクリルアミド、(メタ)アクリロニトリル、スチレン、α-メチルスチレン、o-,m-又はp-メチルスチレン、酢酸ビニル、プロピオン酸ビニル、安息香酸ビニル、ビニルトルエン等の他の重合性ビニル化合物
が挙げられる。
重合性単量体(a1)~(a4)は、好ましくは(メタ)アクリル系単量体である。
中でも、有機酸残基が脂肪酸残基であると、長期にわたってクラックや剥離のない防汚塗膜を形成できる傾向にある。
三環式樹脂酸としては、例えば、ジテルペン系炭化水素骨格を有する一塩基酸が挙げられる。ジテルペン系炭化水素骨格を有する一塩基酸としては、例えば、アビエタン、ピマラン、イソピマラン、ラブダン骨格を有する化合物が挙げられる。より具体的には、例えば、アビエチン酸、ネオアビエチン酸、デヒドロアビエチン酸、水添アビエチン酸、パラストリン酸、ピマル酸、イソピマル酸、レボピマル酸、デキストロピマル酸、サンダラコピマル酸、及びこれらの塩等が挙げられる。中でも、塗膜の防汚性能等の観点から、アビエチン酸、水添アビエチン酸、及びこれらの塩が好ましい。
式(5)で表される単量体が有する有機酸残基は、1種の有機酸から形成されていてもよく、2種以上の有機酸から形成されていてもよい。
式(5)で表される(メタ)アクリル系単量体から誘導される構成単位は、(メタ)アクリル酸のようなカルボキシル基含有ラジカル重合性単量体を含む単量体組成物を重合させることにより得られる樹脂と、金属化合物と、非重合性有機酸(上記の有機酸残基を構成する有機酸)とを反応させる方法によっても形成することができる。
重合性単量体(a2)~(a4)は、好ましくは(メタ)アクリル系単量体である。
加水分解性樹脂(A)のガラス転移温度TgAは、より好ましくは20℃以上80℃以下、さらに好ましくは30℃以上80℃以下、なおさらに好ましくは40℃以上80℃以下、特に好ましくは45℃以上80℃以下、最も好ましくは45℃以上78℃以下の範囲である。
加水分解性樹脂(A)の溶解パラメータSPAは、より好ましくは8.55以上9.7以下、さらに好ましくは8.60以上9.65以下、なおさらに好ましくは8.60以上9.60以下、特に好ましくは8.70以上9.50以下の範囲である。
防汚塗料組成物は、加水分解性樹脂(A)に加えて、第1の非加水分解性樹脂(B)及び第2の非加水分解性樹脂(C)を含む。第1の非加水分解性樹脂(B)のガラス転移温度は、第2の非加水分解性樹脂(C)のガラス転移温度よりも大きい。防汚塗料組成物は、2種以上の第1の非加水分解性樹脂(B)を含んでいてもよく、2種以上の第2の非加水分解性樹脂(C)を含んでいてもよい。「非加水分解性樹脂」の意味は上述のとおりである。
第1の非加水分解性樹脂(B)及び第2の非加水分解性樹脂(C)は、好ましくは(メタ)アクリル樹脂である。
TgB-TgC≧60 [1]
SPB≧9.5 [2]
SPC≧9.5 [3]
|SPB-SPC|≦1.0 [4]
低い塗膜消耗速度と高い防汚性能とを両立させる観点から、TgCは、好ましくは-50℃以上-20℃以下、より好ましくは-50℃以上-25℃以下、さらに好ましくは-50℃以上-30℃以下、なおさらに好ましくは-45℃以上-35℃以下である。
低い塗膜消耗速度と高い防汚性能とを両立させる観点から、SPCは、好ましくは9.8以上10.6以下、より好ましくは9.8以上10.5以下、さらに好ましくは9.9以上10.4以下である。
第2の非加水分解性樹脂(C)としては、(メタ)アクリル樹脂に限定されず、例えば、ポリビニルアルキルエーテル等も挙げられる。
防汚塗料組成物に含有される固形分とは、防汚塗料組成物に含まれる溶剤以外の成分の合計をいう。
防汚塗料組成物は、1種又は2種以上の防汚剤(D)を含む。防汚剤(D)としては、特に限定されず、公知のものを使用することができ、例えば、無機化合物、金属を含む有機化合物及び金属を含まない有機化合物等である防汚剤が挙げられる。
防汚剤(D)の含有量が過度に小さいと、塗膜が防汚性能を発揮できない傾向にある。防汚剤の含有量が過度に大きいと、塗膜にクラック、剥離等の欠陥が生じることがある。
防汚塗料組成物は、ロジン系化合物(E)を含んでいてもよい。ロジン系化合物(E)は、樹脂(単量体の重合物である高分子)ではないため、加水分解性樹脂(A)、第1の非加水分解性樹脂(B)及び第2の非加水分解性樹脂(C)には属さない。防汚塗料組成物がロジン系化合物(E)を含むことにより、塗膜の防汚性能が高められる傾向にある。
防汚塗料組成物は、上記以外の他の成分を含んでいてもよい。他の成分としては、例えば、塗膜消耗調整剤、顔料、可塑剤、溶剤、水結合剤、タレ止め剤、色分かれ防止剤、沈降防止剤、消泡剤、紫外線吸収剤、表面調整剤、粘度調整剤、レベリング剤、分散剤(コロイダルシリカ等)等が挙げられる。
顔料は、1種のみを用いてもよいし、2種以上を併用してもよい。
可塑剤は、1種のみを用いてもよいし、2種以上を併用してもよい。
溶剤は、1種のみを用いてもよいし、2種以上を併用してもよい。
防汚塗料組成物は、所定の成分及び必要に応じて添加される他の成分を、例えばボールミル、ペブルミル、ロールミル、サンドグラインドミル、ディスパー等の混合機を用いて混合することによって調製することができる。例えば加水分解性樹脂(A)、第1の非加水分解性樹脂(B)、第2の非加水分解性樹脂(C)は、溶液の状態で混合されてもよい。
本発明に係る塗膜は、本発明に係る防汚塗料組成物から形成される防汚塗膜である。本発明に係る防汚塗膜は、低い塗膜消耗速度(長期防汚性)と高い防汚性能とが両立されたものとなり得る。
防汚塗膜の厚みは、例えば50μm以上500μm以下であり、好ましくは100μm以上400μm以下である。
被塗物としては、特に限定されず、例えば、船舶;養殖を始めとする各種漁網及びその他の漁具;港湾施設;オイルフェンス;発電所等の取水設備;冷却用導水管等の配管;橋梁;浮標;工業用水系施設;海底基地等の水中構造物等が挙げられる。被塗物は、好ましくは、船舶、水中構造物である。
温度計、冷却管、攪拌機、滴下ロート、窒素導入管、温度制御機を備えた4つ口フラスコに、溶剤としてのキシレンを34gを加え、95±3℃に保った。そこに、表1に示される量(表1に示されるモノマーの配合量の単位は「g」である。)の表1に示されるモノマー及びラジカル重合開始剤としてのtert-ブチルパーオキシ2-エチルヘキサノエート1.0gからなる混合液を滴下ロートに加え、これを4時間にわたり4つ口フラスコへ滴下し、その後4時間保温した後、キシレン33gを加えて冷却し、加水分解性樹脂を含む溶液を得た。以下、加水分解性樹脂A1~A10(それぞれ樹脂A1~A10ともいう。)を含む溶液を、それぞれ「樹脂溶液A1~A10」ともいう。
JIS K 7121に準拠して、示差走査熱量計(DSC)を用いてガラス転移温度Tgを測定した。示差走査熱量計(DSC)には、SIIナノテクノロジー社製の「X-DSC7000」を用いた。
既述の方法により求めた。
樹脂の重量平均分子量Mwは、GPCにより測定されるポリスチレン換算の重量平均分子量である。測定条件は次のとおりとした。
装置:東ソー社製「HLC-8220GPC」
カラム:TSKgel SuperHZM-M ×2本
溶離液:テトラヒドロフラン
測定温度:35℃
検出器:RI
下記式に従って固形分を算出した。
固形分(質量%)=100×(溶剤を除く樹脂溶液の調製に使用した原料の合計質量)/(得られた樹脂溶液の質量)
温度計、冷却管、攪拌機、滴下ロート、窒素導入管、温度制御機を備えた4つ口フラスコに、溶剤としてのキシレンを34gを加え、95±3℃に保った。そこに、表2に示される量(表2に示されるモノマーの配合量の単位は「g」である。)の表2に示されるモノマー及びラジカル重合開始剤としてのtert-ブチルパーオキシ2-エチルヘキサノエート1.0gからなる混合液を滴下ロートに加え、これを4時間にわたり4つ口フラスコへ滴下し、その後4時間保温した後、キシレン66gを加えて冷却し、非加水分解性樹脂を含む溶液を得た。以下、非加水分解性樹脂B1~B7(それぞれ樹脂B1~B7ともいう。)を含む溶液を、それぞれ「樹脂溶液B1~B7」ともいう。
第1の非加水分解性樹脂B8~B10(それぞれ樹脂B8~B10ともいう。)として市販の(メタ)アクリル樹脂を用意した。非加水分解性樹脂B8~B10のガラス転移温度TgB、溶解パラメータSPB及び重量平均分子量Mwを測定した。結果を表2に示す。測定方法は上記(i)~(iii)と同じである。また、非加水分解性樹脂B8~B10の固形分(公称値)を表2に示す。
温度計、冷却管、攪拌機、滴下ロート、窒素導入管、温度制御機を備えた4つ口フラスコに、溶剤としてのキシレンを34gを加え、95±3℃に保った。そこに、表3に示される量(表3に示されるモノマーの配合量の単位は「g」である。)の表3に示されるモノマー及びラジカル重合開始剤としてのtert-ブチルパーオキシ2-エチルヘキサノエート1.0gからなる混合液を滴下ロートに加え、これを4時間にわたり4つ口フラスコへ滴下し、その後4時間保温した後、キシレン33gを加えて冷却し、非加水分解性樹脂を含む溶液を得た。以下、非加水分解性樹脂C1~C8(それぞれ樹脂C1~C8ともいう。)を含む溶液を、それぞれ「樹脂溶液C1~C8」ともいう。
第2の非加水分解性樹脂C9(樹脂C9ともいう。)として市販の樹脂を用意した。また、第2の非加水分解性樹脂C10(樹脂C10ともいう。)として市販の樹脂を用意した。非加水分解性樹脂C9及びC10のガラス転移温度TgC及び溶解パラメータSPCを測定した。結果を表3に示す。測定方法は上記(i)及び(ii)と同じである。また、非加水分解性樹脂C9及びC10の固形分(公称値)を表3に示す。
(1)TIPSMA:メタクリル酸トリiso-プロピルシリル
(2)TIPSA:アクリル酸トリiso-プロピルシリル
(3)MEA:アクリル酸2-メトキシエチル
(4)MEMA:メタクリル酸2-メトキシエチル
(5)M-90G:メタクリル酸メトキシポリエチレングリコールエステル(オキシエチレン鎖の繰り返し数=9)
(6)MMA:メタクリル酸メチル
(7)EA:アクリル酸エチル
(8)n-BA:アクリル酸n-ブチル
(9)EHA:アクリル酸2-エチルヘキシル
(10)n-BMA:メタクリル酸n-ブチル
(11)i-BMA:メタクリル酸iso-ブチル
(12)t-BMA:メタクリル酸tert-ブチル
(13)非加水分解性樹脂B8:(メタ)アクリル樹脂(三菱ケミカル株式会社製「ダイヤナール BR-106」、固形分100質量%)
(14)非加水分解性樹脂B9:(メタ)アクリル樹脂(株式会社バルビス製「ETERAC 7123-X-50」、溶剤としてキシレンを含む固形分50.0質量%の溶液)
(15)非加水分解性樹脂B10:(メタ)アクリル樹脂(ダウケミカル社製「PARALOID B-66」、固形分100質量%)
(16)非加水分解性樹脂C9:ポリビニルエチルエーテル(BASF社製「ルトナール A25」、固形分95.0質量%)
(17)非加水分解性樹脂C10:塩素化パラフィン(東ソー(株)製「トヨパラックス A50」、固形分100質量%)
[a]防汚塗料組成物の調製
表4~表10の配合処方(質量部)に従い、同表に示す成分を、ディスパー(2000rpm)を用いて混合・分散させることにより、防汚塗料組成物を調製した。加水分解性樹脂(A)、非加水分解理性樹脂(B)及び(C)については、上で調製した樹脂溶液を配合した。市販品を用いる場合は、それをそのまま配合した。
(1)防汚剤D1:亜酸化銅(古河ケミカルズ(株)製)
(2)防汚剤D2:銅ピリチオン(アーチケミカル社製「カッパーオマジン」)
(3)防汚剤D3:メデトミジン(I-TECH AB社製「Selektope」)
(4)防汚剤D4:4,5-ジクロロ-2-n-オクチル-4-イソチアゾリン-3-オン(4,5-ジクロロ-2-n-オクチル-3(2H)イソチアゾロン)(Rohm and Haas社製「シーナイン211」)
(5)ロジン系化合物(E):ガムロジン(荒川化学工業(株)製「WWロジン」)
(6)他の成分F1:キシレン
(7)他の成分F2:酸化チタン顔料(デュポン(株)製「TI-PURE R-900」)
(8)他の成分F3:酸化鉄赤顔料(ランクセス社製「Bayferox 130」)
(9)他の成分F4:シリカ顔料(SAC Corporation社製「S-SIL20」)
(10)他の成分F5:ダレ止め剤(楠本化成株式会社製「ディスパロン6900-20X」)
得られた防汚塗料組成物を、あらかじめ防錆塗料が塗布されたブラスト板に乾燥膜厚が300μmとなるように塗布し、2昼夜室内に放置することにより乾燥させて、防汚塗膜を有する試験板を得た。この試験板を直径750mm、長さ1200mmの円筒側面に貼り付け、海水中、周速15ノットで昼夜連続回転させ、試験板の塗膜消耗量(塗膜厚みの累積減少量[μm])の経時変化を測定する塗膜消耗試験を行った。結果を表4~10に示す。
得られた防汚塗料組成物を、あらかじめ防錆塗料が塗布されたブラスト板に乾燥膜厚が300μmとなるように塗布し、2昼夜室内に放置することにより乾燥させて、防汚塗膜を有する試験板を得た。
図1及び図2に示される金属製の水路10を用意した。水路10が有する溝の幅は450mmであり、深さは200mmである。図示されるように、上で作製した試験板20を、防汚塗膜を上に向けて溝の底面に設置した。
5:海中生物の付着面積が0%以上5%未満
4:海中生物の付着面積が5%以上10%未満
3:海中生物の付着面積が10%以上15%未満
2:海中生物の付着面積が15%以上30%未満
1:海中生物の付着面積が30%以上
防汚塗料組成物200mLを容器に入れ、40℃で6か月間保管した後の攪拌性を、下記の基準に従って評価した。評価結果を表4~10に示す。評価結果は、好ましくはC以上である。
A:容易に攪拌できる。
B:攪拌できる。
C:少し力を入れて攪拌できる。
D:攪拌が難しい。
E:攪拌できない。
得られた防汚塗料組成物を、あらかじめ防錆塗料が塗布されたブラスト板に乾燥膜厚が300μmとなるように塗布し、2昼夜室内に放置することにより乾燥させて、防汚塗膜を有する試験板を得た。兵庫県赤穂市相生湾に設置した筏に、得られた試験板を固定した。この際、筏の架台を用いて海上約15cmのところに試験板を固定した。海上約15cmのところに試験板を固定することにより、防汚塗膜は、波による海水接触と非接触とが繰り返される。
筏への固定から6ヶ月後の試験板について、JIS K 5600.5.6に準拠して碁盤目付着試験を行った(隙間間隔2mm、マス目数25)。結果を表4~10に示す。表中の数値は、試験結果を下記の基準で評点化したものである。評価点数は、好ましくは6以上である。
評価点数8:切り傷の交点にわずかな剥がれがあって、正方形の一目一目に剥がれがなく、欠損部の面積が全正方形面積の5%以内。
評価点数6:切り傷の両側と交点とに剥がれがあって、欠損部の面積が全正方形面積の5~15%。
評価点数4:切り傷による剥がれの幅が広く、欠損部の面積が全正方形面積の15~35%。
評価点数2:切り傷による剥がれの幅は4点よりも広く、欠損部の面積が全正方形面積の35~65%。
評価点数0:剥がれの面積が、全正方形面積の65%以上。
あらかじめ防錆塗料が塗布されたブラスト板(サイズ:150×70×3.2mm)に、得られた防汚塗料組成物を乾燥膜厚が160μmとなるようにエアレススプレーで塗装し、23℃で1日乾燥させて塗膜を形成する操作を2度繰り返し、乾燥膜厚が320μmである防汚塗膜を有する試験板を作製した。得られた試験板をさらに7日間、23℃で乾燥させた。
5:木片の跡がわずかに認められる。
4:木片が置かれていた箇所の周辺にわずかな変形が認められる。
3:木片が置かれていた箇所の周辺に盛り上がりが認められる。
2:木片が置かれていた箇所の周辺に大きな盛り上がりが認められる。
1:木片が置かれていた箇所の周辺における盛り上がりが大きく、外へのせり出しが顕著である。
Claims (12)
- 加水分解性樹脂(A)、第1の非加水分解性樹脂(B)、第2の非加水分解性樹脂(C)及び防汚剤(D)を含み、
第1の非加水分解性樹脂(B)のガラス転移温度TgB[℃]及び溶解パラメータSPB、並びに、第2の非加水分解性樹脂(C)のガラス転移温度TgC[℃]及び溶解パラメータSPCは、下記式[1]~[4]を満たす、防汚塗料組成物。
TgB-TgC≧60 [1]
SPB≧9.5 [2]
SPC≧9.5 [3]
|SPB-SPC|≦1.0 [4] - TgBが40℃以上80℃以下の範囲、SPBが9.6以上10.3以下の範囲である、請求項1に記載の防汚塗料組成物。
- TgCが-50℃以上-20℃以下の範囲、SPCが9.8以上10.6以下の範囲である、請求項1又は2に記載の防汚塗料組成物。
- 前記加水分解性樹脂(A)は、ガラス転移温度TgAが10℃以上80℃以下の範囲、溶解パラメータSPAが8.5以上9.7以下の範囲である、請求項1~3のいずれか1項に記載の防汚塗料組成物。
- ロジン系化合物(E)をさらに含む、請求項1~5のいずれか1項に記載の防汚塗料組成物。
- 前記加水分解性樹脂(A)に対する前記第1の非加水分解性樹脂(B)の含有量比は、質量比で0.1以上0.45以下である、請求項1~6のいずれか1項に記載の防汚塗料組成物。
- 前記加水分解性樹脂(A)に対する前記第2の非加水分解性樹脂(C)の含有量比は、質量比で0.05以上0.65以下である、請求項1~7のいずれか1項に記載の防汚塗料組成物。
- 前記防汚剤(D)の含有量は、加水分解性樹脂(A)100質量部に対して0.3質量部以上550質量部以下である、請求項1~8のいずれか1項に記載の防汚塗料組成物。
- 請求項1~9のいずれか1項に記載の防汚塗料組成物から形成される塗膜。
- 請求項10に記載の塗膜を有する船舶。
- 請求項10に記載の塗膜を有する水中構造物。
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP21940756.6A EP4299684A4 (en) | 2021-05-19 | 2021-05-19 | ANTI-FOULING COATING COMPOSITION AND COATING FILM |
CN202180097840.2A CN117480220B (zh) | 2021-05-19 | 2021-05-19 | 防污涂料组合物以及涂膜 |
JP2021564956A JP7175405B1 (ja) | 2021-05-19 | 2021-05-19 | 防汚塗料組成物及び塗膜 |
KR1020237035043A KR102704292B1 (ko) | 2021-05-19 | 2021-05-19 | 방오도료 조성물 및 도막 |
US17/607,158 US11472967B1 (en) | 2021-05-19 | 2021-05-19 | Antifouling coating composition and coating film |
PCT/JP2021/018986 WO2022244140A1 (ja) | 2021-05-19 | 2021-05-19 | 防汚塗料組成物及び塗膜 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PCT/JP2021/018986 WO2022244140A1 (ja) | 2021-05-19 | 2021-05-19 | 防汚塗料組成物及び塗膜 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2022244140A1 true WO2022244140A1 (ja) | 2022-11-24 |
Family
ID=83603787
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2021/018986 WO2022244140A1 (ja) | 2021-05-19 | 2021-05-19 | 防汚塗料組成物及び塗膜 |
Country Status (6)
Country | Link |
---|---|
US (1) | US11472967B1 (ja) |
EP (1) | EP4299684A4 (ja) |
JP (1) | JP7175405B1 (ja) |
KR (1) | KR102704292B1 (ja) |
CN (1) | CN117480220B (ja) |
WO (1) | WO2022244140A1 (ja) |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001106962A (ja) * | 1999-10-04 | 2001-04-17 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
JP2006503115A (ja) * | 2002-02-21 | 2006-01-26 | ヨトゥン エイエス | 自己研磨性防汚塗料 |
WO2008105122A1 (ja) * | 2007-02-27 | 2008-09-04 | Nitto Kasei Co., Ltd. | 防汚塗料組成物、該組成物の製造方法、該組成物を用いて形成される防汚塗膜、該塗膜を表面に有する塗装物、及び該塗膜を形成する防汚処理方法 |
JP2016214840A (ja) * | 2015-05-14 | 2016-12-22 | 国立大学法人山形大学 | 医療用具用材料及びそれを用いてなる医療用具 |
JP2018009136A (ja) * | 2015-10-27 | 2018-01-18 | 関西ペイント株式会社 | 防汚塗料組成物、及びその塗膜を有する塗装物品 |
WO2019198676A1 (ja) * | 2018-04-12 | 2019-10-17 | 日東化成株式会社 | 防汚塗料組成物 |
WO2020235516A1 (ja) | 2019-05-22 | 2020-11-26 | 日東化成株式会社 | 複層防汚塗膜、該塗膜を表面に有する塗装物 |
JP2021050251A (ja) * | 2019-09-20 | 2021-04-01 | リンテック株式会社 | ワーク加工用シートおよび半導体装置の製法方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES8800975A1 (es) * | 1985-04-18 | 1987-12-01 | Nippon Paint Co Ltd | Un procedimiento para la preparacion de una composicion recubridora antiincrustante de propiedades pulidoras mejoradas. |
US6248806B1 (en) * | 1996-05-22 | 2001-06-19 | J.C. Hempel's Skibsfarve-Fabrik A/S | Antifouling paint |
JP2003523474A (ja) * | 2000-01-26 | 2003-08-05 | 旭硝子株式会社 | 防汚塗料組成物及びその塗装物 |
US8597795B2 (en) * | 2009-10-13 | 2013-12-03 | Nippon Paint Marine Coatings Co., Ltd. | Antifouling coating composition, antifouling film, composite film, and in-water structure |
MX2017005297A (es) * | 2014-10-28 | 2017-07-28 | Akzo Nobel Coatings Int Bv | Composicion de control de incrustaciones que comprende un polimero que contiene grupos funcionales de ester de sililo y grupos de amonio cuaternario/sulfonato de fosfonio. |
KR20170049392A (ko) * | 2015-10-27 | 2017-05-10 | 간사이 페인트 가부시키가이샤 | 오염방지 도료조성물, 및 그 도막을 가지는 도장물품 |
GB201718899D0 (en) * | 2017-11-15 | 2017-12-27 | Jotun As | Antifouling coating composition |
-
2021
- 2021-05-19 CN CN202180097840.2A patent/CN117480220B/zh active Active
- 2021-05-19 US US17/607,158 patent/US11472967B1/en active Active
- 2021-05-19 EP EP21940756.6A patent/EP4299684A4/en active Pending
- 2021-05-19 JP JP2021564956A patent/JP7175405B1/ja active Active
- 2021-05-19 WO PCT/JP2021/018986 patent/WO2022244140A1/ja active Application Filing
- 2021-05-19 KR KR1020237035043A patent/KR102704292B1/ko active IP Right Grant
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001106962A (ja) * | 1999-10-04 | 2001-04-17 | Chugoku Marine Paints Ltd | 防汚塗料組成物、この防汚塗料組成物から形成されている塗膜および該防汚塗料組成物を用いた防汚方法並びに該塗膜で被覆された船体または水中構造物 |
JP2006503115A (ja) * | 2002-02-21 | 2006-01-26 | ヨトゥン エイエス | 自己研磨性防汚塗料 |
WO2008105122A1 (ja) * | 2007-02-27 | 2008-09-04 | Nitto Kasei Co., Ltd. | 防汚塗料組成物、該組成物の製造方法、該組成物を用いて形成される防汚塗膜、該塗膜を表面に有する塗装物、及び該塗膜を形成する防汚処理方法 |
JP2016214840A (ja) * | 2015-05-14 | 2016-12-22 | 国立大学法人山形大学 | 医療用具用材料及びそれを用いてなる医療用具 |
JP2018009136A (ja) * | 2015-10-27 | 2018-01-18 | 関西ペイント株式会社 | 防汚塗料組成物、及びその塗膜を有する塗装物品 |
WO2019198676A1 (ja) * | 2018-04-12 | 2019-10-17 | 日東化成株式会社 | 防汚塗料組成物 |
WO2020235516A1 (ja) | 2019-05-22 | 2020-11-26 | 日東化成株式会社 | 複層防汚塗膜、該塗膜を表面に有する塗装物 |
JP2021050251A (ja) * | 2019-09-20 | 2021-04-01 | リンテック株式会社 | ワーク加工用シートおよび半導体装置の製法方法 |
Non-Patent Citations (5)
Title |
---|
BALBIS CO., LTD., ETERAC 7123-X-50 |
EVONIK DEGUSSA JAPAN CO., LTD., DEGALAN 64/12N |
MITSUBISHI CHEMICAL CORPORATION, DIANAL BR-106 |
See also references of EP4299684A4 |
THE DOW CHEMICAL COMPANY, PARALOID B66 |
Also Published As
Publication number | Publication date |
---|---|
EP4299684A4 (en) | 2024-03-27 |
KR102704292B1 (ko) | 2024-09-09 |
EP4299684A1 (en) | 2024-01-03 |
JPWO2022244140A1 (ja) | 2022-11-24 |
US11472967B1 (en) | 2022-10-18 |
CN117480220B (zh) | 2024-10-18 |
JP7175405B1 (ja) | 2022-11-18 |
KR20230157434A (ko) | 2023-11-16 |
CN117480220A (zh) | 2024-01-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6267411B2 (ja) | 防汚塗料組成物、ならびに防汚塗膜、複合塗膜および水中構造物 | |
KR101107193B1 (ko) | 방오 도료 조성물, 상기 조성물의 제조 방법, 상기 조성물을 이용하여 형성되는 방오 도막, 상기 도막을 표면에 가지는 도장물, 및 상기 도막을 형성하는 방오 처리 방법 | |
US20020011177A1 (en) | Antifouling coating | |
WO2011046087A1 (ja) | 防汚塗料組成物、ならびに防汚塗膜、複合塗膜および水中構造物 | |
WO2013073580A1 (ja) | 防汚塗料組成物、防汚塗膜および防汚基材、ならびに防汚基材の製造方法 | |
KR101810774B1 (ko) | 방오도료 조성물, 방오도막, 방오기재 및 방오기재의 제조방법 | |
WO2017164283A1 (ja) | 防汚塗料組成物、防汚塗膜、防汚基材及びその製造方法 | |
JP2002241676A (ja) | ハイソリッド型防汚塗料 | |
KR102174555B1 (ko) | 공중합체 및 그것을 포함하는 방오도료 조성물 | |
KR102103309B1 (ko) | 도료 조성물 및 이것으로부터 형성되는 도막 | |
JP7175405B1 (ja) | 防汚塗料組成物及び塗膜 | |
JP7324380B1 (ja) | 塗料組成物及び塗膜 | |
KR102103310B1 (ko) | 도료 조성물 및 이것으로부터 형성되는 도막 | |
CN113444386A (zh) | 防污涂料组合物 | |
WO2024185767A1 (ja) | 防汚塗料組成物及び防汚塗膜 | |
WO2024004030A1 (ja) | 塗料組成物及び塗膜 | |
KR20240164584A (ko) | 도료 조성물 및 도막 | |
KR20240161706A (ko) | 도료 조성물 및 도막 | |
JP2010159432A (ja) | 防汚塗料 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
ENP | Entry into the national phase |
Ref document number: 2021564956 Country of ref document: JP Kind code of ref document: A |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 21940756 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 11202306239S Country of ref document: SG |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2021940756 Country of ref document: EP |
|
ENP | Entry into the national phase |
Ref document number: 2021940756 Country of ref document: EP Effective date: 20230930 |
|
ENP | Entry into the national phase |
Ref document number: 20237035043 Country of ref document: KR Kind code of ref document: A |
|
WWE | Wipo information: entry into national phase |
Ref document number: 1020237035043 Country of ref document: KR |
|
WWE | Wipo information: entry into national phase |
Ref document number: 202180097840.2 Country of ref document: CN |
|
NENP | Non-entry into the national phase |
Ref country code: DE |