NO303583B1 - Grohemmende belegningsmiddel - Google Patents

Grohemmende belegningsmiddel Download PDF

Info

Publication number: NO303583B1
Authority: NO; Norway
Prior art keywords: mol; quaternary ammonium; coating agent; weight; polymer
Prior art date: 1989-12-22

Application number

NO922455A

Other languages

English (en)

Norwegian (no)

Other versions

NO922455D0 (no

NO922455L (no

Inventor

James Mclearie

Alistair Andrew Finnie

Adrian Ferguson Andrews

Ian Stuart Millichamp

Alexander Milne

Original Assignee

Courtaulds Coatings Holdings

Priority date (The priority date 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 date listed.)

1989-12-22

Filing date

1992-06-19

Publication date

1998-08-03

1989-12-22 Priority claimed from GB898929111A external-priority patent/GB8929111D0/en

1990-12-05 Priority claimed from GB909026392A external-priority patent/GB9026392D0/en

1992-06-19 Application filed by Courtaulds Coatings Holdings filed Critical Courtaulds Coatings Holdings

1992-06-19 Publication of NO922455D0 publication Critical patent/NO922455D0/no

1992-06-19 Publication of NO922455L publication Critical patent/NO922455L/no

1998-08-03 Publication of NO303583B1 publication Critical patent/NO303583B1/no

Links

239000011248 coating agent Substances 0.000 title claims description 26
238000000576 coating method Methods 0.000 title description 7
239000003146 anticoagulant agent Substances 0.000 title 1
229940127219 anticoagulant drug Drugs 0.000 title 1
229920000642 polymer Polymers 0.000 claims abstract description 88
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims abstract description 28
239000011230 binding agent Substances 0.000 claims abstract description 24
230000003115 biocidal effect Effects 0.000 claims abstract description 18
230000003373 anti-fouling effect Effects 0.000 claims abstract description 13
150000003242 quaternary ammonium salts Chemical group 0.000 claims abstract description 12
239000003139 biocide Substances 0.000 claims abstract description 11
125000001453 quaternary ammonium group Chemical group 0.000 claims description 32
229920001577 copolymer Polymers 0.000 claims description 23
239000000049 pigment Substances 0.000 claims description 16
239000013535 sea water Substances 0.000 claims description 16
125000004432 carbon atom Chemical group C* 0.000 claims description 14
125000000542 sulfonic acid group Chemical group 0.000 claims description 8
239000002904 solvent Substances 0.000 claims description 6
125000000962 organic group Chemical group 0.000 claims description 5
AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical group OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 4
229910052921 ammonium sulfate Inorganic materials 0.000 claims description 3
235000011130 ammonium sulphate Nutrition 0.000 claims description 3
239000003085 diluting agent Substances 0.000 claims description 2
QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
239000008199 coating composition Substances 0.000 abstract description 5
239000000243 solution Substances 0.000 description 65
FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 description 46
238000000034 method Methods 0.000 description 38
239000000178 monomer Substances 0.000 description 37
239000000203 mixture Substances 0.000 description 35
-1 amine salts Chemical class 0.000 description 34
OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 28
238000006243 chemical reaction Methods 0.000 description 27
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 26
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 25
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 24
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 21
239000003973 paint Substances 0.000 description 18
150000003839 salts Chemical group 0.000 description 13
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
JIXRLXQGMYKCND-UHFFFAOYSA-M 2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate;triethyl(methyl)azanium Chemical compound CC[N+](C)(CC)CC.[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C JIXRLXQGMYKCND-UHFFFAOYSA-M 0.000 description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
230000002401 inhibitory effect Effects 0.000 description 7
238000006116 polymerization reaction Methods 0.000 description 7
RJSZFSOFYVMDIC-UHFFFAOYSA-N tert-butyl n,n-dimethylcarbamate Chemical compound CN(C)C(=O)OC(C)(C)C RJSZFSOFYVMDIC-UHFFFAOYSA-N 0.000 description 7
HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
238000002360 preparation method Methods 0.000 description 6
150000003459 sulfonic acid esters Chemical class 0.000 description 6
XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
239000000908 ammonium hydroxide Substances 0.000 description 5
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 5
229910052757 nitrogen Inorganic materials 0.000 description 5
239000003495 polar organic solvent Substances 0.000 description 5
238000005498 polishing Methods 0.000 description 5
229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 4
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 4
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
125000003118 aryl group Chemical group 0.000 description 4
BERDEBHAJNAUOM-UHFFFAOYSA-N copper(i) oxide Chemical compound [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
238000012844 infrared spectroscopy analysis Methods 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 4
238000003756 stirring Methods 0.000 description 4
150000003512 tertiary amines Chemical class 0.000 description 4
239000008096 xylene Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 3
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
239000002253 acid Substances 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
239000012298 atmosphere Substances 0.000 description 3
JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 3
229910001873 dinitrogen Inorganic materials 0.000 description 3
239000000463 material Substances 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
239000003960 organic solvent Substances 0.000 description 3
150000008054 sulfonate salts Chemical class 0.000 description 3
FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
235000013162 Cocos nucifera Nutrition 0.000 description 2
244000060011 Cocos nucifera Species 0.000 description 2
PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical group [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 2
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
239000001099 ammonium carbonate Substances 0.000 description 2
150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
125000003710 aryl alkyl group Chemical group 0.000 description 2
GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
239000012986 chain transfer agent Substances 0.000 description 2
PDZKZMQQDCHTNF-UHFFFAOYSA-M copper(1+);thiocyanate Chemical compound [Cu+].[S-]C#N PDZKZMQQDCHTNF-UHFFFAOYSA-M 0.000 description 2
238000004821 distillation Methods 0.000 description 2
238000001914 filtration Methods 0.000 description 2
229920001002 functional polymer Polymers 0.000 description 2
238000005227 gel permeation chromatography Methods 0.000 description 2
238000007429 general method Methods 0.000 description 2
239000003999 initiator Substances 0.000 description 2
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
229910052943 magnesium sulfate Inorganic materials 0.000 description 2
235000019341 magnesium sulphate Nutrition 0.000 description 2
TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
VEAZEPMQWHPHAG-UHFFFAOYSA-N n,n,n',n'-tetramethylbutane-1,4-diamine Chemical compound CN(C)CCCCN(C)C VEAZEPMQWHPHAG-UHFFFAOYSA-N 0.000 description 2
230000002572 peristaltic effect Effects 0.000 description 2
239000002244 precipitate Substances 0.000 description 2
150000003856 quaternary ammonium compounds Chemical class 0.000 description 2
238000001953 recrystallisation Methods 0.000 description 2
239000007787 solid Substances 0.000 description 2
150000003460 sulfonic acids Chemical class 0.000 description 2
239000000725 suspension Substances 0.000 description 2
239000003760 tallow Substances 0.000 description 2
PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical compound COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 0.000 description 2
239000011787 zinc oxide Substances 0.000 description 2
AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 2
LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 1
JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical class O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
WYMJGAFESNKTEC-UHFFFAOYSA-N 2-carbamothioylsulfanylethyl carbamodithioate;copper(1+) Chemical compound [Cu+].NC(=S)SCCSC(N)=S WYMJGAFESNKTEC-UHFFFAOYSA-N 0.000 description 1
SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
GIPMCZGVJZPZBS-UHFFFAOYSA-M 2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate;trimethyl(tetradecyl)azanium Chemical compound [O-]S(=O)(=O)CC(C)(C)NC(=O)C=C.CCCCCCCCCCCCCC[N+](C)(C)C GIPMCZGVJZPZBS-UHFFFAOYSA-M 0.000 description 1
XBACSBFKXGHTIS-UHFFFAOYSA-N 2-methyl-5-sulfopent-2-enoic acid Chemical compound OC(=O)C(C)=CCCS(O)(=O)=O XBACSBFKXGHTIS-UHFFFAOYSA-N 0.000 description 1
XEEYSDHEOQHCDA-UHFFFAOYSA-N 2-methylprop-2-ene-1-sulfonic acid Chemical compound CC(=C)CS(O)(=O)=O XEEYSDHEOQHCDA-UHFFFAOYSA-N 0.000 description 1
OYTWCZMDLBCQKN-UHFFFAOYSA-M 2-phenylethenesulfonate;triethyl(methyl)azanium Chemical compound CC[N+](C)(CC)CC.[O-]S(=O)(=O)C=CC1=CC=CC=C1 OYTWCZMDLBCQKN-UHFFFAOYSA-M 0.000 description 1
IYPBILGFFAROLA-UHFFFAOYSA-N 2-phenylethenesulfonate;trimethylazanium Chemical compound C[NH+](C)C.[O-]S(=O)(=O)C=CC1=CC=CC=C1 IYPBILGFFAROLA-UHFFFAOYSA-N 0.000 description 1
ONWRSBMOCIQLRK-UHFFFAOYSA-N 2-phenylethenesulfonyl chloride Chemical compound ClS(=O)(=O)C=CC1=CC=CC=C1 ONWRSBMOCIQLRK-UHFFFAOYSA-N 0.000 description 1
KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 1
PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 description 1
GLODRNIBKLRUOM-UHFFFAOYSA-M 3-hydroxypropyl(trimethyl)azanium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound C[N+](C)(C)CCCO.[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C GLODRNIBKLRUOM-UHFFFAOYSA-M 0.000 description 1
CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-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
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
241000272525 Anas platyrhynchos Species 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
239000005745 Captan Substances 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
241000195493 Cryptophyta Species 0.000 description 1
241000196324 Embryophyta Species 0.000 description 1
JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
238000006845 Michael addition reaction Methods 0.000 description 1
239000004793 Polystyrene 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
XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
229910001508 alkali metal halide Inorganic materials 0.000 description 1
150000008045 alkali metal halides Chemical class 0.000 description 1
150000008044 alkali metal hydroxides Chemical class 0.000 description 1
150000001350 alkyl halides Chemical class 0.000 description 1
229940100198 alkylating agent Drugs 0.000 description 1
239000002168 alkylating agent Substances 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000004103 aminoalkyl group Chemical group 0.000 description 1
235000012538 ammonium bicarbonate Nutrition 0.000 description 1
235000012501 ammonium carbonate Nutrition 0.000 description 1
235000011114 ammonium hydroxide Nutrition 0.000 description 1
239000001166 ammonium sulphate Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
CYDRXTMLKJDRQH-UHFFFAOYSA-N benzododecinium Chemical compound CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 CYDRXTMLKJDRQH-UHFFFAOYSA-N 0.000 description 1
235000019400 benzoyl peroxide Nutrition 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
238000009835 boiling Methods 0.000 description 1
WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
229940117949 captan Drugs 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
125000002843 carboxylic acid group Chemical group 0.000 description 1
RLGQACBPNDBWTB-UHFFFAOYSA-N cetyltrimethylammonium ion Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)C RLGQACBPNDBWTB-UHFFFAOYSA-N 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000007334 copolymerization reaction Methods 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
CWADHCVBLDPPBO-UHFFFAOYSA-N dimethyl(9-phenylnonyl)azanium;2-phenylethenesulfonate Chemical compound [O-]S(=O)(=O)C=CC1=CC=CC=C1.C[NH+](C)CCCCCCCCCC1=CC=CC=C1 CWADHCVBLDPPBO-UHFFFAOYSA-N 0.000 description 1
MYJQCRXZEKMIRC-UHFFFAOYSA-N dimethyl(9-phenylnonyl)azanium;bromide Chemical compound [Br-].C[NH+](C)CCCCCCCCCC1=CC=CC=C1 MYJQCRXZEKMIRC-UHFFFAOYSA-N 0.000 description 1
VVMDCRAXALUEOO-UHFFFAOYSA-M dimethyl(dioctadecyl)azanium;2-phenylethenesulfonate Chemical compound [O-]S(=O)(=O)C=CC1=CC=CC=C1.CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC VVMDCRAXALUEOO-UHFFFAOYSA-M 0.000 description 1
REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
WIBQZDXLMHDYMQ-UHFFFAOYSA-N dodecyl-dimethyl-octylazanium Chemical compound CCCCCCCCCCCC[N+](C)(C)CCCCCCCC WIBQZDXLMHDYMQ-UHFFFAOYSA-N 0.000 description 1
VICYBMUVWHJEFT-UHFFFAOYSA-N dodecyltrimethylammonium ion Chemical compound CCCCCCCCCCCC[N+](C)(C)C VICYBMUVWHJEFT-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000003628 erosive effect Effects 0.000 description 1
125000004185 ester group Chemical group 0.000 description 1
MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
125000001188 haloalkyl group Chemical group 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
239000005457 ice water Substances 0.000 description 1
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical class 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
150000002576 ketones Chemical class 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
OUVMSFWEIBCLSB-UHFFFAOYSA-N methyl 2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound COS(=O)(=O)CC(C)(C)NC(=O)C=C OUVMSFWEIBCLSB-UHFFFAOYSA-N 0.000 description 1
FSMDHYUPDKNFEI-UHFFFAOYSA-N methyl 2-phenylethenesulfonate Chemical compound COS(=O)(=O)C=CC1=CC=CC=C1 FSMDHYUPDKNFEI-UHFFFAOYSA-N 0.000 description 1
229940102396 methyl bromide Drugs 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
JWZXKXIUSSIAMR-UHFFFAOYSA-N methylene bis(thiocyanate) Chemical compound N#CSCSC#N JWZXKXIUSSIAMR-UHFFFAOYSA-N 0.000 description 1
ZUZLIXGTXQBUDC-UHFFFAOYSA-N methyltrioctylammonium Chemical compound CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC ZUZLIXGTXQBUDC-UHFFFAOYSA-N 0.000 description 1
238000002156 mixing Methods 0.000 description 1
SFBHPFQSSDCYSL-UHFFFAOYSA-N n,n-dimethyltetradecan-1-amine Chemical compound CCCCCCCCCCCCCCN(C)C SFBHPFQSSDCYSL-UHFFFAOYSA-N 0.000 description 1
238000006386 neutralization reaction Methods 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000003921 oil Substances 0.000 description 1
239000012860 organic pigment Substances 0.000 description 1
239000002245 particle 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
150000002978 peroxides Chemical class 0.000 description 1
239000003208 petroleum Substances 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
239000004014 plasticizer Substances 0.000 description 1
229920000058 polyacrylate Polymers 0.000 description 1
229920005596 polymer binder Polymers 0.000 description 1
239000002491 polymer binding agent Substances 0.000 description 1
239000003505 polymerization initiator Substances 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
RAJUSMULYYBNSJ-UHFFFAOYSA-N prop-1-ene-1-sulfonic acid Chemical compound CC=CS(O)(=O)=O RAJUSMULYYBNSJ-UHFFFAOYSA-N 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000001105 regulatory effect Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000002002 slurry Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
241000894007 species Species 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
238000005507 spraying Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
150000003457 sulfones Chemical class 0.000 description 1
229920006250 telechelic polymer Polymers 0.000 description 1
150000003866 tertiary ammonium salts Chemical class 0.000 description 1
125000005207 tetraalkylammonium group Chemical group 0.000 description 1
CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
230000008719 thickening Effects 0.000 description 1
229960002447 thiram Drugs 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
239000004408 titanium dioxide Substances 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
125000004665 trialkylsilyl group Chemical group 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
SEACXNRNJAXIBM-UHFFFAOYSA-N triethyl(methyl)azanium Chemical compound CC[N+](C)(CC)CC SEACXNRNJAXIBM-UHFFFAOYSA-N 0.000 description 1
PDSVZUAJOIQXRK-UHFFFAOYSA-N trimethyl(octadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)C PDSVZUAJOIQXRK-UHFFFAOYSA-N 0.000 description 1
QYWVQMLYIXYLRE-SEYXRHQNSA-N trimethyl-[(z)-octadec-9-enyl]azanium Chemical compound CCCCCCCC\C=C/CCCCCCCC[N+](C)(C)C QYWVQMLYIXYLRE-SEYXRHQNSA-N 0.000 description 1
239000002966 varnish Substances 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
239000004034 viscosity adjusting agent Substances 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
150000003752 zinc compounds Chemical class 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
- C09D5/1656—Antifouling paints; Underwater paints characterised by the film-forming substance
- C09D5/1662—Synthetic film-forming substance
- C09D5/1668—Vinyl-type polymers

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Engineering & Computer Science (AREA)
Materials Engineering (AREA)
Wood Science & Technology (AREA)
Organic Chemistry (AREA)
Paints Or Removers (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Mobile Radio Communication Systems (AREA)
Waveguide Aerials (AREA)
Engine Equipment That Uses Special Cycles (AREA)
Windings For Motors And Generators (AREA)
Separation Of Suspended Particles By Flocculating Agents (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

NO922455A 1989-12-22 1992-06-19 Grohemmende belegningsmiddel NO303583B1 (no)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
GB898929111A GB8929111D0 (en)	1989-12-22	1989-12-22	Coating compositions
GB909026392A GB9026392D0 (en)	1990-12-05	1990-12-05	Coating compositions
PCT/GB1990/002019 WO1991009915A1 (en)	1989-12-22	1990-12-21	Anti-fouling coating compositions

Publications (3)

Publication Number	Publication Date
NO922455D0 NO922455D0 (no)	1992-06-19
NO922455L NO922455L (no)	1992-06-19
NO303583B1 true NO303583B1 (no)	1998-08-03

Family

ID=26296426

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO922455A NO303583B1 (no)	1989-12-22	1992-06-19	Grohemmende belegningsmiddel

Country Status (14)

Country	Link
US (1)	US5302192A (de)
EP (1)	EP0506782B1 (de)
JP (1)	JP2994749B2 (de)
KR (1)	KR100193215B1 (de)
AT (1)	ATE141317T1 (de)
BR (1)	BR9007943A (de)
DE (1)	DE69028116T2 (de)
DK (1)	DK0506782T3 (de)
ES (1)	ES2091909T3 (de)
GR (1)	GR3021554T3 (de)
NO (1)	NO303583B1 (de)
PT (1)	PT96346B (de)
SG (1)	SG45228A1 (de)
WO (1)	WO1991009915A1 (de)

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US5518992A (en) *	1994-08-05	1996-05-21	University Of Central Florida	Photocatalytic surfacing agents for inhibiting algae growth
GB9515720D0 (en) *	1995-08-01	1995-10-04	Zeneca Ltd	Bacterial coating compositions
US6110452A (en) *	1995-09-29	2000-08-29	Buckman Laboratories International Inc	Methods and compositions for controlling biofouling using polyglycol fatty acid esters
CA2204717C (en) *	1996-05-13	2005-01-04	Sanjay Kalhan	Sulfonate containing copolymers as mist suppressants in soluble oil (water based) metal working fluids
IL131106A0 (en) *	1997-01-28	2001-01-28	Stepan Co	Improved emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic phosphoric and carboxylic acids
US20020161108A1 (en) *	2000-03-09	2002-10-31	Stepan Company, A Corporation Of The State Of Delaware	Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
US6242526B1 (en) *	1997-01-28	2001-06-05	Stepan Company	Antimicrobial polymer latexes derived from unsaturated quaternary ammonium compounds and antimicrobial coatings, sealants, adhesives and elastomers produced from such latexes
US7423167B2 (en) *	1997-01-28	2008-09-09	Stepan Company	Ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
US5880067A (en) *	1997-05-20	1999-03-09	University Of Central Florida	Photocatalytic surfacing agents with varying oxides for inhibiting algae growth
US6020291A (en) *	1997-11-21	2000-02-01	The Lubrizol Corporation	Branched sulfonate containing copolymers as mist suppressants in soluble oil (water-based) metal working fluids
GB9801747D0 (en) *	1998-01-27	1998-03-25	Courtaulds Coatings Holdings	Antifouling coatings
CN1202178C (zh)	1999-01-20	2005-05-18	阿克佐诺贝尔公司	防污油漆
WO2000077103A1 (en) *	1999-06-11	2000-12-21	J.C. Hempel's Skibsfarve-Fabrik A/S	Self-polishing marine antifouling paint composition containing blocked acid functional co-polymers and fibres
DE19928859A1 (de) *	1999-06-24	2001-02-01	Lurgi Zimmer Ag	Verfahren zur Reinigung von Ventilen oder Leitungen
US20020051754A1 (en) *	2000-04-13	2002-05-02	Schroeder Joseph D.	Anti-microbial packaging polymer and its method of use
DK1299483T3 (da) *	2000-07-06	2005-12-12	Akzo Nobel Coatings Int Bv	Antibegroningsmaling
KR100386416B1 (ko) *	2000-08-31	2003-06-02	주식회사 내비켐	해조류의 수용성 대사산물을 이용한 환경 친화적인방오제
KR100386417B1 (ko) *	2000-08-31	2003-06-02	주식회사 내비켐	해조류의 추출물을 이용한 환경 친화적인 방오제
DK1534760T3 (da)	2002-08-09	2013-01-02	Akzo Nobel Coatings Int Bv	Kvaterniserede polymerer med syreendegrupper og sammensætninger som indeholder disse
WO2005075581A1 (en)	2004-02-03	2005-08-18	Akzo Nobel Coatings International B.V.	Antifouling compositions comprising a polymer with salt groups
EP2184645A3 (de) *	2004-05-12	2011-05-25	Canon Kabushiki Kaisha	Ladungssteuermittel, Toner, Bilderzeugungsverfahren und Bilderzeugungsvorrichtung
US20070258940A1 (en) *	2006-05-04	2007-11-08	Willard Charlson Hamilton	Hydrophilic fouling-release coatings and uses thereof
WO2009100908A1 (en) *	2008-02-13	2009-08-20	Jotun A/S	Antifouling composition
US9045651B2 (en)	2010-06-22	2015-06-02	University Of Florida Research Foundation, Inc.	Antifouling surfaces, methods of manufacture thereof and articles comprising the same
US9580608B1 (en) *	2014-08-08	2017-02-28	Sandia Corporation	Switchable antifouling coatings and uses thereof
US20170355861A1 (en) *	2014-10-28	2017-12-14	Akzo Nobel Coatings International B.V.	Fouling Control Coating Composition Comprising a Polymer Containing Silyl Ester Groups, and a Polymer Comprising Quaternary Ammonium/Phosphonium Sulphonate Groups
US10995220B2 (en)	2015-03-16	2021-05-04	Agency For Science, Technology And Research	Functionalized quaternary ammonium halides and use thereof
JP7082659B2 (ja) *	2018-05-11	2022-06-08	中国塗料株式会社	防汚塗料組成物、防汚塗膜、防汚塗膜付き基材及び防汚方法

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US3281452A (en) *	1963-12-23	1966-10-25	Coastal Interchemical Company	Polycyano quaternary ammonium compounds
US3288555A (en) *	1965-02-05	1966-11-29	Continental Oil Co	Method of inhibiting corrosion
GB1482252A (en) *	1975-11-05	1977-08-10	Lubrizol Corp	Salts of acrylamidoalkanesulphonic acids and polymers thereof
GB8700398D0 (en) *	1986-01-22	1987-02-11	Ici Plc	Compositions for surface treatment
FR2606021B1 (fr) *	1986-10-30	1989-08-25	Provence Universite	Liants pour peintures resistant aux salissures marines et leur procede de preparation
US4818797A (en) *	1987-01-10	1989-04-04	Daicel Chemical Industries, Ltd.	Polyacrylate derivative

1990
- 1990-12-21 ES ES91901604T patent/ES2091909T3/es not_active Expired - Lifetime
- 1990-12-21 PT PT96346A patent/PT96346B/pt not_active IP Right Cessation
- 1990-12-21 WO PCT/GB1990/002019 patent/WO1991009915A1/en not_active Ceased
- 1990-12-21 DE DE69028116T patent/DE69028116T2/de not_active Expired - Fee Related
- 1990-12-21 SG SG1996001737A patent/SG45228A1/en unknown
- 1990-12-21 DK DK91901604.8T patent/DK0506782T3/da active
- 1990-12-21 US US07/916,158 patent/US5302192A/en not_active Expired - Lifetime
- 1990-12-21 EP EP91901604A patent/EP0506782B1/de not_active Expired - Lifetime
- 1990-12-21 AT AT91901604T patent/ATE141317T1/de not_active IP Right Cessation
- 1990-12-21 BR BR909007943A patent/BR9007943A/pt not_active IP Right Cessation
- 1990-12-21 JP JP3501866A patent/JP2994749B2/ja not_active Expired - Fee Related
1992
- 1992-06-19 NO NO922455A patent/NO303583B1/no unknown
- 1992-06-20 KR KR1019920701487A patent/KR100193215B1/ko not_active Expired - Fee Related
1996
- 1996-11-06 GR GR960402928T patent/GR3021554T3/el unknown

Also Published As

Publication number	Publication date
DE69028116D1 (de)	1996-09-19
PT96346B (pt)	1998-06-30
GR3021554T3 (en)	1997-02-28
SG45228A1 (en)	1998-01-16
WO1991009915A1 (en)	1991-07-11
EP0506782A1 (de)	1992-10-07
DK0506782T3 (da)	1996-10-14
EP0506782B1 (de)	1996-08-14
JP2994749B2 (ja)	1999-12-27
JPH05504365A (ja)	1993-07-08
PT96346A (pt)	1991-10-15
KR100193215B1 (ko)	1999-06-15
ES2091909T3 (es)	1996-11-16
KR927003741A (ko)	1992-12-18
NO922455D0 (no)	1992-06-19
DE69028116T2 (de)	1997-02-13
NO922455L (no)	1992-06-19
US5302192A (en)	1994-04-12
ATE141317T1 (de)	1996-08-15
BR9007943A (pt)	1992-10-06

Publication	Publication Date	Title
NO303583B1 (no)	1998-08-03	Grohemmende belegningsmiddel
DK173241B1 (da)	2000-05-22	Overtræksmidler til modvirkning af begroning, især til anvendelse på skibsskrog
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HK1000670B (en)	1998-04-17	Antifouling coatings
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NO149925B (no)	1984-04-09	Organometallisk polymerprodukt og anvendelse av dette for behandling av neddykkede overflater
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NO316385B1 (no)	2004-01-19	Selvpolerende grohindrende maling
NO154968B (no)	1986-10-13	Begroningshindrende belegg.
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EP0429215A2 (de)	1991-05-29	Herstellung von Polymersystemen für erodierbare Beschichtungen
CN1032864C (zh)	1996-09-25	防污涂料及其应用
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