JP2017507194A - 塗料組成物 - Google Patents
塗料組成物 Download PDFInfo
- Publication number
- JP2017507194A JP2017507194A JP2016536152A JP2016536152A JP2017507194A JP 2017507194 A JP2017507194 A JP 2017507194A JP 2016536152 A JP2016536152 A JP 2016536152A JP 2016536152 A JP2016536152 A JP 2016536152A JP 2017507194 A JP2017507194 A JP 2017507194A
- Authority
- JP
- Japan
- Prior art keywords
- coating composition
- unit
- phenyl
- copolymer
- binder
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000003973 paint Substances 0.000 title description 26
- 239000000203 mixture Substances 0.000 title description 13
- 239000008199 coating composition Substances 0.000 claims abstract description 86
- 239000011230 binding agent Substances 0.000 claims abstract description 80
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 45
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 44
- 230000003373 anti-fouling effect Effects 0.000 claims abstract description 40
- 238000005498 polishing Methods 0.000 claims abstract description 35
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 29
- 229920001577 copolymer Polymers 0.000 claims description 57
- 238000000034 method Methods 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 229920000428 triblock copolymer Polymers 0.000 claims description 11
- 229920001244 Poly(D,L-lactide) Polymers 0.000 claims description 3
- -1 siloxane unit Chemical group 0.000 description 25
- 125000005647 linker group Chemical group 0.000 description 20
- 239000002519 antifouling agent Substances 0.000 description 17
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- 125000000217 alkyl group Chemical group 0.000 description 11
- 239000003139 biocide Substances 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 238000007334 copolymerization reaction Methods 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 229920000747 poly(lactic acid) Polymers 0.000 description 7
- 230000003115 biocidal effect Effects 0.000 description 6
- 229920001400 block copolymer Polymers 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- JJTUDXZGHPGLLC-UHFFFAOYSA-N lactide Chemical compound CC1OC(=O)C(C)OC1=O JJTUDXZGHPGLLC-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 150000002894 organic compounds Chemical class 0.000 description 6
- 125000001424 substituent group Chemical group 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 241000238586 Cirripedia Species 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 230000003628 erosive effect Effects 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical group OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000003153 chemical reaction reagent Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 4
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 4
- 229940112669 cuprous oxide Drugs 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- 239000000539 dimer Substances 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical group CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- 229940065514 poly(lactide) Drugs 0.000 description 4
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- XNFIRYXKTXAHAC-UHFFFAOYSA-N tralopyril Chemical group BrC1=C(C(F)(F)F)NC(C=2C=CC(Cl)=CC=2)=C1C#N XNFIRYXKTXAHAC-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- PDZKZMQQDCHTNF-UHFFFAOYSA-M copper(1+);thiocyanate Chemical compound [Cu+].[S-]C#N PDZKZMQQDCHTNF-UHFFFAOYSA-M 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000013008 thixotropic agent Substances 0.000 description 3
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-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
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-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
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000005749 Copper compound Substances 0.000 description 2
- JVTAAEKCZFNVCJ-UWTATZPHSA-N D-lactic acid Chemical group C[C@@H](O)C(O)=O JVTAAEKCZFNVCJ-UWTATZPHSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical group C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- 229920000954 Polyglycolide Polymers 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 229920005603 alternating copolymer Polymers 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000001311 chemical methods and process Methods 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- CAPBTZLZGJIFGJ-UHFFFAOYSA-L copper 2-dodecylbenzenesulfonate ethane-1,2-diamine Chemical compound [Cu+2].NCCN.NCCN.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O CAPBTZLZGJIFGJ-UHFFFAOYSA-L 0.000 description 2
- 150000001880 copper compounds Chemical class 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
- BQVVSSAWECGTRN-UHFFFAOYSA-L copper;dithiocyanate Chemical compound [Cu+2].[S-]C#N.[S-]C#N BQVVSSAWECGTRN-UHFFFAOYSA-L 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000011572 manganese Substances 0.000 description 2
- CUHVIMMYOGQXCV-UHFFFAOYSA-N medetomidine Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CNC=N1 CUHVIMMYOGQXCV-UHFFFAOYSA-N 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- AZHVQJLDOFKHPZ-UHFFFAOYSA-N oxathiazine Chemical compound O1SN=CC=C1 AZHVQJLDOFKHPZ-UHFFFAOYSA-N 0.000 description 2
- 230000000737 periodic effect Effects 0.000 description 2
- 229920001432 poly(L-lactide) Polymers 0.000 description 2
- 229920006294 polydialkylsiloxane Polymers 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 125000001544 thienyl group Chemical group 0.000 description 2
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 229940043810 zinc pyrithione Drugs 0.000 description 2
- 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 2
- ADDAJJNRBDCPFR-UHFFFAOYSA-N (5-thiocyanatothiophen-2-yl) thiocyanate Chemical compound N#CSC1=CC=C(SC#N)S1 ADDAJJNRBDCPFR-UHFFFAOYSA-N 0.000 description 1
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 description 1
- TUBQDCKAWGHZPF-UHFFFAOYSA-N 1,3-benzothiazol-2-ylsulfanylmethyl thiocyanate Chemical compound C1=CC=C2SC(SCSC#N)=NC2=C1 TUBQDCKAWGHZPF-UHFFFAOYSA-N 0.000 description 1
- FMYSHKHSQFXYRS-UHFFFAOYSA-N 1,4,2-oxathiazine Chemical compound O1C=CSC=N1 FMYSHKHSQFXYRS-UHFFFAOYSA-N 0.000 description 1
- UOZNXGJVAWDLQK-UHFFFAOYSA-N 1-(2,3-dimethylphenyl)pyrrole-2,5-dione Chemical compound CC1=CC=CC(N2C(C=CC2=O)=O)=C1C UOZNXGJVAWDLQK-UHFFFAOYSA-N 0.000 description 1
- VHZJMAJCUAWIHV-UHFFFAOYSA-N 1-(2,4,6-trichlorophenyl)pyrrole-2,5-dione Chemical compound ClC1=CC(Cl)=CC(Cl)=C1N1C(=O)C=CC1=O VHZJMAJCUAWIHV-UHFFFAOYSA-N 0.000 description 1
- QDEQBRUNBFJJPW-UHFFFAOYSA-N 1-(3-chlorophenyl)pyrrole-2,5-dione Chemical compound ClC1=CC=CC(N2C(C=CC2=O)=O)=C1 QDEQBRUNBFJJPW-UHFFFAOYSA-N 0.000 description 1
- YLJPMCJDTAPPRX-UHFFFAOYSA-N 1-(4-butylphenyl)pyrrole-2,5-dione Chemical compound C1=CC(CCCC)=CC=C1N1C(=O)C=CC1=O YLJPMCJDTAPPRX-UHFFFAOYSA-N 0.000 description 1
- KCFXNGDHQPMIAQ-UHFFFAOYSA-N 1-(4-methylphenyl)pyrrole-2,5-dione Chemical compound C1=CC(C)=CC=C1N1C(=O)C=CC1=O KCFXNGDHQPMIAQ-UHFFFAOYSA-N 0.000 description 1
- USTWSAKHNAYIAK-UHFFFAOYSA-L 2-butyl-4-ethyloctanoate tin(2+) Chemical compound C(C)C(CC(C(=O)[O-])CCCC)CCCC.C(C)C(CC(C(=O)[O-])CCCC)CCCC.[Sn+2] USTWSAKHNAYIAK-UHFFFAOYSA-L 0.000 description 1
- BOZRCGLDOHDZBP-UHFFFAOYSA-N 2-ethylhexanoic acid;tin Chemical compound [Sn].CCCCC(CC)C(O)=O BOZRCGLDOHDZBP-UHFFFAOYSA-N 0.000 description 1
- HFOCAQPWSXBFFN-UHFFFAOYSA-N 2-methylsulfonylbenzaldehyde Chemical compound CS(=O)(=O)C1=CC=CC=C1C=O HFOCAQPWSXBFFN-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
- GIHRSJHMOYLKNF-UHFFFAOYSA-N 3-(benzylideneamino)-1,3-thiazolidine-2,4-dione Chemical compound O=C1CSC(=O)N1N=CC1=CC=CC=C1 GIHRSJHMOYLKNF-UHFFFAOYSA-N 0.000 description 1
- JIKXZFMCVIDNHV-UHFFFAOYSA-N 3-[(2,4-dichlorophenyl)methylideneamino]-1,3-thiazolidine-2,4-dione Chemical compound ClC1=CC(Cl)=CC=C1C=NN1C(=O)SCC1=O JIKXZFMCVIDNHV-UHFFFAOYSA-N 0.000 description 1
- GTSOGRNBGAMGHJ-UHFFFAOYSA-N 3-[(2-hydroxyphenyl)methylideneamino]-1,3-thiazolidine-2,4-dione Chemical compound Oc1ccccc1C=NN1C(=O)CSC1=O GTSOGRNBGAMGHJ-UHFFFAOYSA-N 0.000 description 1
- CNUBZFRHJAATAR-UHFFFAOYSA-N 3-[(4-methylphenyl)methylideneamino]-1,3-thiazolidine-2,4-dione Chemical compound C1=CC(C)=CC=C1C=NN1C(=O)SCC1=O CNUBZFRHJAATAR-UHFFFAOYSA-N 0.000 description 1
- 229940099451 3-iodo-2-propynylbutylcarbamate Drugs 0.000 description 1
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 description 1
- CDIJOYCNNFLOAX-UHFFFAOYSA-N 4-(trichloromethylsulfanyl)isoindole-1,3-dione Chemical compound ClC(Cl)(Cl)SC1=CC=CC2=C1C(=O)NC2=O CDIJOYCNNFLOAX-UHFFFAOYSA-N 0.000 description 1
- PKZFIMKHVGYZID-UHFFFAOYSA-N 4-n-butyl-2-n-cyclopropyl-6-methylsulfanyl-1,3,5-triazine-2,4-diamine Chemical compound CSC1=NC(NCCCC)=NC(NC2CC2)=N1 PKZFIMKHVGYZID-UHFFFAOYSA-N 0.000 description 1
- RQCLKJICDPMGDH-UHFFFAOYSA-N 7-(dichloromethyl)-2-fluoro-3-sulfanylideneisoindol-1-one Chemical compound S=C1N(F)C(=O)C2=C1C=CC=C2C(Cl)Cl RQCLKJICDPMGDH-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 101100183125 Arabidopsis thaliana MBD12 gene Proteins 0.000 description 1
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- UNAIVFMIGZBPML-UHFFFAOYSA-N C(N)(SCCSC(N)=S)=S.CN(C(=O)[Zn]C(N(C)C)=O)C Chemical compound C(N)(SCCSC(N)=S)=S.CN(C(=O)[Zn]C(N(C)C)=O)C UNAIVFMIGZBPML-UHFFFAOYSA-N 0.000 description 1
- YOEGWHRFQIFQJQ-UHFFFAOYSA-N ClC1=NC(=C(C(=C1Cl)S(=O)(=O)C)Cl)Cl.COC(=O)NC=1NC2=C(N1)C=CC=C2 Chemical compound ClC1=NC(=C(C(=C1Cl)S(=O)(=O)C)Cl)Cl.COC(=O)NC=1NC2=C(N1)C=CC=C2 YOEGWHRFQIFQJQ-UHFFFAOYSA-N 0.000 description 1
- 229910000570 Cupronickel Inorganic materials 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 description 1
- 239000005802 Mancozeb Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000005823 Propineb Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical class [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- LVYAMPSKHSIFNV-UHFFFAOYSA-N azane;methylcarbamodithioic acid Chemical compound [NH4+].CNC([S-])=S LVYAMPSKHSIFNV-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
- 238000009835 boiling Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- DWPDSISGRAWLLV-JHZYRPMRSA-L calcium;(1r,4ar,4br,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate Chemical compound [Ca+2].C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C([O-])=O.C([C@@H]12)CC(C(C)C)=CC1=CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C([O-])=O DWPDSISGRAWLLV-JHZYRPMRSA-L 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 125000003636 chemical group Chemical group 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 229940116318 copper carbonate Drugs 0.000 description 1
- 229940120693 copper naphthenate Drugs 0.000 description 1
- YOCUPQPZWBBYIX-UHFFFAOYSA-N copper nickel Chemical compound [Ni].[Cu] YOCUPQPZWBBYIX-UHFFFAOYSA-N 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 description 1
- CSFHHDBCKILMMF-UHFFFAOYSA-N copper;2-nonylphenol Chemical compound [Cu].CCCCCCCCCC1=CC=CC=C1O CSFHHDBCKILMMF-UHFFFAOYSA-N 0.000 description 1
- SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 description 1
- GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- WURGXGVFSMYFCG-UHFFFAOYSA-N dichlofluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=CC=C1 WURGXGVFSMYFCG-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000003480 eluent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- AWYFNIZYMPNGAI-UHFFFAOYSA-L ethylenebis(dithiocarbamate) Chemical compound [S-]C(=S)NCCNC([S-])=S AWYFNIZYMPNGAI-UHFFFAOYSA-L 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000007689 inspection Methods 0.000 description 1
- HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical compound CC(C)(C)NC1=NC(SC)=NC(NC2CC2)=N1 HDHLIWCXDDZUFH-UHFFFAOYSA-N 0.000 description 1
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-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
- 238000009533 lab test Methods 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229920000940 maneb Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000003550 marker Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229960002140 medetomidine Drugs 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 125000006518 morpholino carbonyl group Chemical group [H]C1([H])OC([H])([H])C([H])([H])N(C(*)=O)C1([H])[H] 0.000 description 1
- MNQOPPDTVHYCEZ-UHFFFAOYSA-N n-(hydroxymethyl)formamide Chemical compound OCNC=O MNQOPPDTVHYCEZ-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- XIMSTDAFGWROBF-UHFFFAOYSA-N oxathiazine 2-oxide Chemical compound O=S1OC=CC=N1 XIMSTDAFGWROBF-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- IZUPBVBPLAPZRR-UHFFFAOYSA-M pentachlorophenolate Chemical compound [O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-M 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920000118 poly(D-lactic acid) Polymers 0.000 description 1
- 229920001434 poly(D-lactide) Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- KKMLIVYBGSAJPM-UHFFFAOYSA-L propineb Chemical compound [Zn+2].[S-]C(=S)NC(C)CNC([S-])=S KKMLIVYBGSAJPM-UHFFFAOYSA-L 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000002390 rotary evaporation Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229910052717 sulfur Chemical group 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 229960002447 thiram Drugs 0.000 description 1
- 239000012974 tin catalyst Substances 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000004448 titration Methods 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
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 125000004953 trihalomethyl group Chemical group 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- MXODCLTZTIFYDV-UHFFFAOYSA-L zinc;1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylate Chemical compound [Zn+2].C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C([O-])=O.C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C([O-])=O MXODCLTZTIFYDV-UHFFFAOYSA-L 0.000 description 1
- NRINZBKAERVHFW-UHFFFAOYSA-L zinc;dicarbamate Chemical compound [Zn+2].NC([O-])=O.NC([O-])=O NRINZBKAERVHFW-UHFFFAOYSA-L 0.000 description 1
- AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 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
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
- C09D5/1637—Macromolecular compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
- B05D7/24—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials for applying particular liquids or other fluent materials
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B63—SHIPS OR OTHER WATERBORNE VESSELS; RELATED EQUIPMENT
- B63B—SHIPS OR OTHER WATERBORNE VESSELS; EQUIPMENT FOR SHIPPING
- B63B59/00—Hull protection specially adapted for vessels; Cleaning devices specially adapted for vessels
- B63B59/04—Preventing hull fouling
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic acids
- C08G63/08—Lactones or lactides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/695—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/68—Polyesters containing atoms other than carbon, hydrogen and oxygen
- C08G63/695—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon
- C08G63/6952—Polyesters containing atoms other than carbon, hydrogen and oxygen containing silicon derived from hydroxycarboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/445—Block-or graft-polymers containing polysiloxane sequences containing polyester sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/10—Block or graft copolymers containing polysiloxane sequences
-
- 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
- C09D5/1675—Polyorganosiloxane-containing compositions
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Mechanical Engineering (AREA)
- Ocean & Marine Engineering (AREA)
- Combustion & Propulsion (AREA)
- Paints Or Removers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Polyesters Or Polycarbonates (AREA)
- Biological Depolymerization Polymers (AREA)
Abstract
Description
ユニットAおよびB(ならびに同様にブロックA’およびB’)、本明細書に記載されているリンカー基LおよびL’、ならびに本明細書に記載されている末端基MおよびM’は、上で、一方向に示されている化学基を用いて表されているが、もちろんコポリマーでも置き換えられ、例えば、その結果、ユニットAおよびB(および同様にブロックA’およびB’)も:
式中、R1およびR2は、各々独立して、H、C1〜C6アルキル基またはフェニルであり、R3はH、C1〜C6アルキル基またはフェニルであり、R4は任意選択であり、存在する場合はC1〜3アルキレン基であり、R’3はH、C1〜C6アルキル基またはフェニルであり、R’4は任意選択であり、存在する場合はC1〜3アルキレン基である。
式中、R1およびR2は、各々独立して、H、C1〜C6アルキル基またはフェニルであり、R’3はH、C1〜C6アルキル基またはフェニルであり、R’4は任意選択であり、存在する場合は、C1〜3アルキレン基である。
式中、R1およびR2は、各々独立して、H、C1〜C6アルキル基またはフェニルであり、R3はH、C1〜C6アルキル基またはフェニルであり、R4は任意選択であり、存在する場合はC1〜3アルキレン基である。
式中、R1およびR2は、各々独立して、H、C1〜C6アルキル基またはフェニルであり、R3はH、C1〜C6アルキル基またはフェニルであり、R4は任意選択であり、存在する場合はC1〜3アルキレン基であり、R’3はH、C1〜C6アルキル基またはフェニルであり、R’4は任意選択であり、存在する場合はC1〜3アルキレン基である。
式中、R1およびR2は、各々独立して、H、C1〜C6アルキル基またはフェニルであり、R3はH、C1〜C6アルキル基またはフェニルであり、R4は任意選択であり、存在する場合はC1〜3アルキレン基であり、R’3はH、C1〜C6アルキル基またはフェニルであり、R’4は任意選択であり、存在する場合はC1〜3アルキレン基である。
ジ(2−エチルヘキシルヘキサン酸)スズを用いた開環重合によるトリブロックコポリマーの実験室的合成
ジ(2−エチルヘキシルヘキサン酸)スズを用いた開環重合によるトリブロックコポリマーの大規模合成
以下の表1に明記されている試薬および量を使用して、実施例4を実施した。
Tegomer H Si 2311(128g、0.0009mol)、2−エチルヘキサン酸スズ(II)(3.9g、0.0001mol)、3,6−ジメチル−1,4−ジオキサン−2,5−ジオン(1174g、0.13mol)およびトルエン(695g)を、電動ステンレス鋼撹拌ブレード、水冷コンデンサー、窒素注入口、および温度フィードバック制御デバイスを通じて連結した温度計を有する加熱マントルを備えた2リットル四口フラスコに加えた。フラスコの内容物を75℃に加熱し、モノマーがすべて反応する(すなわち、その結果、実際の固体分(110℃で決定)が理論上の固体分と一致する)まで、10から12時間にわたりその温度を保持した。次いで、温度を室温に低下させ、缶に注いだ。生じたPDMS−ラクテートコポリマーを特徴付け、その試料を50℃の温室に4週間置き、コポリマーは、液体のままで留めた。
Merckポンプを、Polymer LaboratoriesのPLgelというカラム2本に取り付けた(Mixed−E、3μmおよびMixed−D、5μm)。
溶出液の溶媒:1mL/分のテトラヒドロフラン。
試料の注入:約1mg/Lの20μL。
較正用ポリマーは、Agilent TechnologiesのEasical PS−2であった。
Harrick MVP2シリーズのセルを有するBruker Tensor 27
Mettler Toledo DSC 822
10mgの試料
加熱サイクル:20℃/分で25→100℃、20℃/分で−100℃に冷却、−100℃で2分、および20℃/分で+100℃に再加熱。
塗料組成物は、実施例2から4の結合剤を、以下の表2に一覧表示されている他の成分に、1500rpmで30分間にわたり高速で分散させながら加えることにより調製した。さらなる試験のために、塗料組成物をポリカーボネートシートに塗布した(実験室的試験)、またはPVCパネルに塗布した(いかだの浸漬テスト)。次いで、塗料組成物の性質を以下のように試験した:
Claims (15)
- 前記コポリマーが、AのブロックおよびBのブロックを含む、請求項2に記載の自己研磨および/または防汚塗料組成物。
- 前記コポリマーが、トリブロックコポリマーである、請求項3に記載の自己研磨および/または防汚塗料組成物。
- R1およびR2が、いずれもメチルである、請求項1から4のいずれか一項に記載の自己研磨および/または防汚塗料組成物。
- R3がメチルであり、R4が存在しない、請求項1から5のいずれか一項に記載の自己研磨および/または防汚塗料組成物。
- 前記Bのユニットが、ポリ(D,L−ラクチド)を表す、請求項6に記載の自己研磨および/または防汚塗料組成物。
- R3がHであり、R4が存在しない、請求項1から5のいずれか一項に記載の自己研磨および/または防汚塗料組成物。
- 表面の少なくとも一部に海洋生物が付着することを低減および/または予防する方法であって、請求項1から8のいずれか一項に記載の塗料組成物を、該表面の少なくとも一部に塗布するステップを含む、方法。
- 塗料組成物が塗布されている表面の少なくとも一部に、海洋生物が付着することの低減および/または予防における、請求項1から8のいずれか一項に記載の塗料組成物の使用。
- 船舶または海洋構造物であって、請求項1から8のいずれか一項に記載の塗料組成物を、少なくともその一部に塗装された船舶または海洋構造物。
- 前記コポリマーが、AのブロックおよびBのブロックを含む、請求項14に記載の使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP13195942 | 2013-12-05 | ||
EP13195942.1 | 2013-12-05 | ||
PCT/EP2014/076095 WO2015082397A1 (en) | 2013-12-05 | 2014-12-01 | A coating composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2017507194A true JP2017507194A (ja) | 2017-03-16 |
JP6509222B2 JP6509222B2 (ja) | 2019-05-08 |
Family
ID=49766878
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2016536152A Expired - Fee Related JP6509222B2 (ja) | 2013-12-05 | 2014-12-01 | 塗料組成物 |
Country Status (10)
Country | Link |
---|---|
US (1) | US20160312041A1 (ja) |
EP (1) | EP3077446B1 (ja) |
JP (1) | JP6509222B2 (ja) |
KR (1) | KR101885444B1 (ja) |
CN (1) | CN106133027A (ja) |
DK (1) | DK3077446T3 (ja) |
ES (1) | ES2699004T3 (ja) |
MX (1) | MX2016007125A (ja) |
RU (1) | RU2647590C1 (ja) |
WO (1) | WO2015082397A1 (ja) |
Families Citing this family (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017009301A1 (en) | 2015-07-13 | 2017-01-19 | Jotun A/S | Antifouling composition |
US10266657B2 (en) * | 2015-10-29 | 2019-04-23 | Commonwealth Scientific And Industrial Research Organisation | Polyurethane/urea compositions |
GB2573944B (en) | 2017-01-19 | 2022-11-09 | Jotun As | Antifouling composition |
CN107628365B (zh) * | 2017-09-13 | 2019-06-11 | 新疆金风科技股份有限公司 | 复合包装膜、包装***及包装方法 |
WO2019148145A1 (en) | 2018-01-29 | 2019-08-01 | The Procter & Gamble Company | Liquid fabric enhancers comprising branched polyester molecules |
EP3746534A1 (en) | 2018-01-29 | 2020-12-09 | The Procter & Gamble Company | Particulate laundry softening wash additive |
CA3031768C (en) | 2018-01-29 | 2022-02-15 | The Procter & Gamble Company | Dryer sheets comprising branched polyester polymers |
US10519327B2 (en) | 2018-04-20 | 2019-12-31 | Redjak, L.L.C. | Methods and coatings for protecting surfaces from bio-fouling species |
US10689527B2 (en) | 2018-04-20 | 2020-06-23 | Redjak, L.L.C | Methods and coatings for protecting surfaces from bio-fouling species |
US10829649B2 (en) | 2018-04-20 | 2020-11-10 | Redjak, L.L.C. | Methods and coatings for protecting surfaces from bio-fouling species |
CA3098043C (en) * | 2018-05-30 | 2023-05-09 | The Procter & Gamble Company | Particulate laundry softening wash additive |
US11104871B2 (en) | 2018-05-30 | 2021-08-31 | The Procter & Gamble Company | Dryer sheets comprising branched polyester polymers |
US11046917B2 (en) | 2018-05-30 | 2021-06-29 | The Procter & Gamble Company | Liquid fabric enhancers comprising branched polyester molecules |
CN109651940A (zh) * | 2018-11-14 | 2019-04-19 | 浙江海洋大学 | 水产养殖网箱防污涂料 |
RU2708587C1 (ru) * | 2019-07-29 | 2019-12-09 | Николай Николаевич Петров | Способ формирования защитного покрытия, обладающего в водной среде противообрастательным эффектом, состав для формирования на защищаемой поверхности покрытия и его применение |
GB2592921B (en) | 2020-03-09 | 2024-04-17 | Jotun As | Hull cleaning robot |
CN115697545A (zh) | 2020-03-27 | 2023-02-03 | 佐敦有限公司 | 防污涂料组合物 |
GB202107159D0 (en) | 2021-03-23 | 2021-06-30 | Jotun As | Monitoring a vessel |
US20240166315A1 (en) | 2021-03-23 | 2024-05-23 | Jotun A/S | Monitoring the cleanliness of an underwater surface of a stationary object |
US11661520B1 (en) | 2021-12-08 | 2023-05-30 | Redjak, LLC | Non-ablative multi-layer coatings that prevent water-derived damage, corrosion, and deterioration from biological chemical processes |
US12012522B2 (en) | 2021-12-08 | 2024-06-18 | Redjak, LLC | Non-ablative multi-layer coatings for boat propellers that prevent water-derived damage, corrosion, and deterioration from biological chemical processes |
CN114702874A (zh) * | 2021-12-15 | 2022-07-05 | 吉林大学 | 一种有机-无机协同的无锡长效海洋防污涂层及其制备方法和应用 |
Citations (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02228323A (ja) * | 1989-03-02 | 1990-09-11 | Dainichiseika Color & Chem Mfg Co Ltd | シロキサン変性ポリエステル系樹脂及びその製造方法 |
JPH02272021A (ja) * | 1989-04-14 | 1990-11-06 | Shin Etsu Chem Co Ltd | コーティング組成物用添加剤 |
JPH06279710A (ja) * | 1993-03-25 | 1994-10-04 | Dainippon Toryo Co Ltd | 防汚塗料組成物 |
JPH09118842A (ja) * | 1995-10-26 | 1997-05-06 | Nippon Paint Co Ltd | 自己更新型防汚塗料組成物 |
JPH10212404A (ja) * | 1997-01-29 | 1998-08-11 | Dainippon Ink & Chem Inc | 耐久性の改良された水性樹脂組成物ならびに防汚性コート剤および離型性コート剤 |
JPH10306240A (ja) * | 1997-05-08 | 1998-11-17 | Toyobo Co Ltd | 防汚塗料用組成物およびそれを用いてなる防汚塗料 |
JPH10306241A (ja) * | 1997-05-08 | 1998-11-17 | Toyobo Co Ltd | 防汚塗料用組成物およびそれを用いてなる防汚塗料 |
JP2001114616A (ja) * | 1999-10-18 | 2001-04-24 | Toyobo Co Ltd | 防汚塗料 |
JP2001146570A (ja) * | 1999-07-27 | 2001-05-29 | Toyobo Co Ltd | 防汚塗料用ポリエステル樹脂及びそれを用いた防汚塗料 |
JP2002121487A (ja) * | 2000-09-29 | 2002-04-23 | Byk Chem Gmbh | 粘着防止性および耐汚染性を有する塗料組成物および高分子成形体 |
WO2002051951A1 (fr) * | 2000-12-22 | 2002-07-04 | Dai Nippon Toryo Co., Ltd. | Composition de peinture antisalissure |
FR2832145A1 (fr) * | 2001-11-09 | 2003-05-16 | Atofina | Procede de fabrication de monomeres(meth) acryliques porteurs de chaines polylactiques, nouveaux monomeres et leurs applications |
JP2006045339A (ja) * | 2004-08-04 | 2006-02-16 | Kansai Paint Co Ltd | 防汚塗料組成物及び該組成物を用いた塗装方法 |
JP2007291229A (ja) * | 2006-04-25 | 2007-11-08 | Mitsubishi Rayon Co Ltd | 防汚性塗料用樹脂組成物 |
US20080213599A1 (en) * | 2006-06-09 | 2008-09-04 | Ndsu Research Foundation | Thermoset siloxane-urethane fouling release coatings |
US20120010302A1 (en) * | 2010-07-08 | 2012-01-12 | Evonik Goldschmidt Gmbh | New Types of Polyester-Modified Organopolysiloxanes |
WO2012020992A2 (en) * | 2010-08-10 | 2012-02-16 | Lg Chem, Ltd. | Polysiloxane-polylactide block copolymer and preparation method thereof |
JP2014524949A (ja) * | 2011-06-30 | 2014-09-25 | ヘンペル エイ/エス | 付着抑制塗料組成物 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2002194A (en) * | 1933-10-04 | 1935-05-21 | Leon A Prosser De | Shuttle motion for looms |
EP0823461A1 (en) | 1996-08-07 | 1998-02-11 | Sigma Coatings B.V. | Increasing the self-polishing properties of antifouling paints |
EP0831134A1 (en) | 1996-09-19 | 1998-03-25 | Sigma Coatings B.V. | Light- and bright-coloured antifouling paints |
GB9727261D0 (en) * | 1997-12-23 | 1998-02-25 | Courtaulds Coatings Holdings | Fouling inhibition |
US20020194268A1 (en) * | 2001-04-05 | 2002-12-19 | Lai Benjamin Joseph | Distribute object mechanism |
NO20020846L (no) * | 2002-02-21 | 2003-08-22 | Jotun As | Selvpolerende begroingshindrende maling |
KR100714328B1 (ko) * | 2003-01-27 | 2007-05-04 | 다이킨 고교 가부시키가이샤 | 도료 조성물 |
WO2008008077A2 (en) * | 2005-07-29 | 2008-01-17 | Ndsu Research Foundation | Functionalized polysiloxane polymers |
ATE489436T1 (de) * | 2007-05-01 | 2010-12-15 | Akzo Nobel Coatings Int Bv | Fäulnisverhindernde beschichtungszusammensetzungen mit einer carboxylfunktionellen organosiliciumverbindung |
WO2010042804A2 (en) * | 2008-10-10 | 2010-04-15 | Ndsu Research Foundation | Zwitterionic/amphiphilic pentablock copolymers and coatings therefrom |
-
2014
- 2014-12-01 DK DK14805896.9T patent/DK3077446T3/en active
- 2014-12-01 EP EP14805896.9A patent/EP3077446B1/en not_active Not-in-force
- 2014-12-01 RU RU2016127102A patent/RU2647590C1/ru not_active IP Right Cessation
- 2014-12-01 ES ES14805896T patent/ES2699004T3/es active Active
- 2014-12-01 JP JP2016536152A patent/JP6509222B2/ja not_active Expired - Fee Related
- 2014-12-01 CN CN201480072273.5A patent/CN106133027A/zh active Pending
- 2014-12-01 WO PCT/EP2014/076095 patent/WO2015082397A1/en active Application Filing
- 2014-12-01 KR KR1020167017838A patent/KR101885444B1/ko active IP Right Grant
- 2014-12-01 MX MX2016007125A patent/MX2016007125A/es unknown
- 2014-12-01 US US15/101,535 patent/US20160312041A1/en not_active Abandoned
Patent Citations (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH02228323A (ja) * | 1989-03-02 | 1990-09-11 | Dainichiseika Color & Chem Mfg Co Ltd | シロキサン変性ポリエステル系樹脂及びその製造方法 |
JPH02272021A (ja) * | 1989-04-14 | 1990-11-06 | Shin Etsu Chem Co Ltd | コーティング組成物用添加剤 |
JPH06279710A (ja) * | 1993-03-25 | 1994-10-04 | Dainippon Toryo Co Ltd | 防汚塗料組成物 |
JPH09118842A (ja) * | 1995-10-26 | 1997-05-06 | Nippon Paint Co Ltd | 自己更新型防汚塗料組成物 |
JPH10212404A (ja) * | 1997-01-29 | 1998-08-11 | Dainippon Ink & Chem Inc | 耐久性の改良された水性樹脂組成物ならびに防汚性コート剤および離型性コート剤 |
JPH10306240A (ja) * | 1997-05-08 | 1998-11-17 | Toyobo Co Ltd | 防汚塗料用組成物およびそれを用いてなる防汚塗料 |
JPH10306241A (ja) * | 1997-05-08 | 1998-11-17 | Toyobo Co Ltd | 防汚塗料用組成物およびそれを用いてなる防汚塗料 |
JP2001146570A (ja) * | 1999-07-27 | 2001-05-29 | Toyobo Co Ltd | 防汚塗料用ポリエステル樹脂及びそれを用いた防汚塗料 |
JP2001114616A (ja) * | 1999-10-18 | 2001-04-24 | Toyobo Co Ltd | 防汚塗料 |
JP2002121487A (ja) * | 2000-09-29 | 2002-04-23 | Byk Chem Gmbh | 粘着防止性および耐汚染性を有する塗料組成物および高分子成形体 |
WO2002051951A1 (fr) * | 2000-12-22 | 2002-07-04 | Dai Nippon Toryo Co., Ltd. | Composition de peinture antisalissure |
FR2832145A1 (fr) * | 2001-11-09 | 2003-05-16 | Atofina | Procede de fabrication de monomeres(meth) acryliques porteurs de chaines polylactiques, nouveaux monomeres et leurs applications |
JP2006045339A (ja) * | 2004-08-04 | 2006-02-16 | Kansai Paint Co Ltd | 防汚塗料組成物及び該組成物を用いた塗装方法 |
JP2007291229A (ja) * | 2006-04-25 | 2007-11-08 | Mitsubishi Rayon Co Ltd | 防汚性塗料用樹脂組成物 |
US20080213599A1 (en) * | 2006-06-09 | 2008-09-04 | Ndsu Research Foundation | Thermoset siloxane-urethane fouling release coatings |
US20120010302A1 (en) * | 2010-07-08 | 2012-01-12 | Evonik Goldschmidt Gmbh | New Types of Polyester-Modified Organopolysiloxanes |
WO2012020992A2 (en) * | 2010-08-10 | 2012-02-16 | Lg Chem, Ltd. | Polysiloxane-polylactide block copolymer and preparation method thereof |
JP2014524949A (ja) * | 2011-06-30 | 2014-09-25 | ヘンペル エイ/エス | 付着抑制塗料組成物 |
Non-Patent Citations (1)
Title |
---|
BIOFOULING, vol. 19, JPN6018027653, 2003, pages 83 - 90, ISSN: 0003841071 * |
Also Published As
Publication number | Publication date |
---|---|
EP3077446B1 (en) | 2018-08-22 |
CN106133027A (zh) | 2016-11-16 |
DK3077446T3 (en) | 2018-12-10 |
JP6509222B2 (ja) | 2019-05-08 |
WO2015082397A1 (en) | 2015-06-11 |
ES2699004T3 (es) | 2019-02-06 |
MX2016007125A (es) | 2017-04-13 |
KR101885444B1 (ko) | 2018-08-03 |
EP3077446A1 (en) | 2016-10-12 |
RU2647590C1 (ru) | 2018-03-16 |
KR20160130976A (ko) | 2016-11-15 |
US20160312041A1 (en) | 2016-10-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP6509222B2 (ja) | 塗料組成物 | |
JP7431378B2 (ja) | 汚染物剥離性コーティング組成物 | |
KR101980220B1 (ko) | 살생물성 파울 릴리즈 코팅 시스템 | |
KR0128163B1 (ko) | 도료 조성물 | |
KR102346041B1 (ko) | 오염방지 조성물 | |
FI108042B (fi) | Päällystyskoostumus | |
CN103748157A (zh) | 含甾醇和/或其衍生物的抗污组合物 | |
CN106795381A (zh) | 一种易蚀性防污涂料组合物 | |
KR102289888B1 (ko) | 방오 코팅 조성물, 이러한 코팅 조성물로 코팅된 기판, 및 이러한 코팅 조성물의 용도 | |
JP6385437B2 (ja) | 基体上の老朽化被覆層を覆うための方法及び該方法における使用に好適な被覆組成物 | |
JP2021507002A (ja) | 汚損剥離塗料組成物、該塗料組成物で被覆された基材、および該塗料組成物の使用 | |
WO2021105429A1 (en) | Fouling release coating | |
JP2003524039A (ja) | 自己減摩型ファウリング防止性塗料用の金属を含まないバインダー | |
JP3396349B2 (ja) | 生物付着防止用塗料組成物 | |
JP2004307764A (ja) | 塗料組成物、防汚塗膜、水中構造物、及び水中構造物の防汚塗膜形成方法 | |
JPH06157940A (ja) | 防汚性塗料組成物及びそれを用いた防汚性塗膜の形成方法 | |
JPH06157941A (ja) | 防汚性塗料組成物及びそれを用いた防汚性塗膜の形成方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20170727 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20170907 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20171129 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20180206 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20180720 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20181018 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20190311 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20190402 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 6509222 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
LAPS | Cancellation because of no payment of annual fees |