NO842666L - Preparat for aa forhindre marin groing, samt fremgangsmaate for beskyttelse av et skipsskrog mot groing - Google Patents

Preparat for aa forhindre marin groing, samt fremgangsmaate for beskyttelse av et skipsskrog mot groing

Info

Publication number: NO842666L
Authority: NO; Norway
Prior art keywords: poly; weight; medium; group; ethylene glycol
Prior art date: 1982-11-03

Application number

NO842666A

Other languages

English (en)

Norwegian (no)

Inventor

Thomas Arthur Lane

Murray Rosen

Maxie Eugene Quinn

Original Assignee

Dyco Chemicals & Coatings Inc

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.)

1982-11-03

Filing date

1984-07-02

Publication date

1984-07-02

1984-07-02 Application filed by Dyco Chemicals & Coatings Inc filed Critical Dyco Chemicals & Coatings Inc

1984-07-02 Publication of NO842666L publication Critical patent/NO842666L/no

Links

238000000034 method Methods 0.000 title claims description 35
238000002360 preparation method Methods 0.000 title description 2
-1 benzyl radicals Chemical class 0.000 claims description 92
239000000203 mixture Substances 0.000 claims description 53
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 51
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 45
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 32
229920000642 polymer Polymers 0.000 claims description 28
229920000058 polyacrylate Polymers 0.000 claims description 26
239000008199 coating composition Substances 0.000 claims description 25
ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 claims description 24
238000000576 coating method Methods 0.000 claims description 17
150000002576 ketones Chemical class 0.000 claims description 16
239000005056 polyisocyanate Substances 0.000 claims description 16
229920001228 polyisocyanate Polymers 0.000 claims description 16
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
150000001875 compounds Chemical class 0.000 claims description 15
238000002156 mixing Methods 0.000 claims description 15
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 14
239000011248 coating agent Substances 0.000 claims description 14
150000003254 radicals Chemical group 0.000 claims description 14
SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 claims description 12
150000001298 alcohols Chemical class 0.000 claims description 12
229920002554 vinyl polymer Polymers 0.000 claims description 12
229920002338 polyhydroxyethylmethacrylate Polymers 0.000 claims description 11
125000000217 alkyl group Chemical group 0.000 claims description 10
239000003973 paint Substances 0.000 claims description 10
229920000728 polyester Polymers 0.000 claims description 10
JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 claims description 10
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
150000002894 organic compounds Chemical class 0.000 claims description 9
229920005862 polyol Polymers 0.000 claims description 9
150000003077 polyols Chemical class 0.000 claims description 9
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 9
239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 8
RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
229920000193 polymethacrylate Polymers 0.000 claims description 8
230000002401 inhibitory effect Effects 0.000 claims description 7
239000012948 isocyanate Substances 0.000 claims description 7
230000008569 process Effects 0.000 claims description 7
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
229920001600 hydrophobic polymer Polymers 0.000 claims description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
229920006217 cellulose acetate butyrate Polymers 0.000 claims description 4
238000010422 painting Methods 0.000 claims description 4
GNSFRPWPOGYVLO-UHFFFAOYSA-N 3-hydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCO GNSFRPWPOGYVLO-UHFFFAOYSA-N 0.000 claims description 3
239000007795 chemical reaction product Substances 0.000 claims description 3
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims 2
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical group CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
125000004356 hydroxy functional group Chemical group O* 0.000 description 16
235000019441 ethanol Nutrition 0.000 description 13
239000011877 solvent mixture Substances 0.000 description 13
239000002904 solvent Substances 0.000 description 7
229920001577 copolymer Polymers 0.000 description 6
238000006116 polymerization reaction Methods 0.000 description 6
239000013535 sea water Substances 0.000 description 6
230000003373 anti-fouling effect Effects 0.000 description 4
239000003054 catalyst Substances 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
150000002513 isocyanates Chemical class 0.000 description 4
239000007788 liquid Substances 0.000 description 4
239000000047 product Substances 0.000 description 4
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
239000003795 chemical substances by application Substances 0.000 description 3
238000002386 leaching Methods 0.000 description 3
239000000463 material Substances 0.000 description 3
239000000376 reactant Substances 0.000 description 3
238000012360 testing method Methods 0.000 description 3
JULGQQVSCAQIMH-UHFFFAOYSA-M tributylstannyl 4-ethenylbenzoate Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.CCCC[Sn+](CCCC)CCCC JULGQQVSCAQIMH-UHFFFAOYSA-M 0.000 description 3
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 2
SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
241000894006 Bacteria Species 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 2
239000004480 active ingredient Substances 0.000 description 2
230000002411 adverse Effects 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
238000001816 cooling Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
239000013505 freshwater Substances 0.000 description 2
239000008235 industrial water Substances 0.000 description 2
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
238000004519 manufacturing process Methods 0.000 description 2
XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 description 2
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
230000002829 reductive effect Effects 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
238000012546 transfer Methods 0.000 description 2
YSUXTNDMKYYZPR-UHFFFAOYSA-M tributylstannyl prop-2-enoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C=C YSUXTNDMKYYZPR-UHFFFAOYSA-M 0.000 description 2
JNRFAGAIHOKUES-UHFFFAOYSA-M triphenylstannyl 2-methylprop-2-enoate Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(OC(=O)C(=C)C)C1=CC=CC=C1 JNRFAGAIHOKUES-UHFFFAOYSA-M 0.000 description 2
GFHQVPZQABAPQR-UHFFFAOYSA-M tripropylstannyl 2-methylprop-2-enoate Chemical compound CCC[Sn](CCC)(CCC)OC(=O)C(C)=C GFHQVPZQABAPQR-UHFFFAOYSA-M 0.000 description 2
HKSSXKOUCWEOSG-UHFFFAOYSA-M (2-methylphenyl)-diphenylstannanylium;2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CC1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 HKSSXKOUCWEOSG-UHFFFAOYSA-M 0.000 description 1
ULPMRIXXHGUZFA-UHFFFAOYSA-N (R)-4-Methyl-3-hexanone Natural products CCC(C)C(=O)CC ULPMRIXXHGUZFA-UHFFFAOYSA-N 0.000 description 1
NYEVUMNQOCJPQB-UHFFFAOYSA-M (butyl-pentyl-propylstannyl) 4-ethenylbenzoate Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.CCCCC[Sn+](CCC)CCCC NYEVUMNQOCJPQB-UHFFFAOYSA-M 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
HHAPGMVKBLELOE-UHFFFAOYSA-N 2-(2-methylpropoxy)ethanol Chemical compound CC(C)COCCO HHAPGMVKBLELOE-UHFFFAOYSA-N 0.000 description 1
NCHBYORVPVDWBJ-UHFFFAOYSA-N 2-(3-methylbutoxy)ethanol Chemical compound CC(C)CCOCCO NCHBYORVPVDWBJ-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 1
POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
XUDBVJCTLZTSDC-UHFFFAOYSA-N 2-ethenylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C=C XUDBVJCTLZTSDC-UHFFFAOYSA-N 0.000 description 1
PEDDJMRGCXIRLP-UHFFFAOYSA-K 2-methylprop-2-enoate undecan-6-yltin(3+) Chemical compound C(C(=C)C)(=O)[O-].C(CCCC)C(CCCCC)[Sn+3].C(C(=C)C)(=O)[O-].C(C(=C)C)(=O)[O-] PEDDJMRGCXIRLP-UHFFFAOYSA-K 0.000 description 1
CJPYOCBPEJUDHN-UHFFFAOYSA-M 2-methylprop-2-enoate;tri(butan-2-yl)stannanylium Chemical compound CC(=C)C([O-])=O.CCC(C)[Sn+](C(C)CC)C(C)CC CJPYOCBPEJUDHN-UHFFFAOYSA-M 0.000 description 1
WBTDIUKRHWGZOB-UHFFFAOYSA-M 2-methylprop-2-enoate;tri(propan-2-yl)stannanylium Chemical compound CC(=C)C([O-])=O.CC(C)[Sn+](C(C)C)C(C)C WBTDIUKRHWGZOB-UHFFFAOYSA-M 0.000 description 1
ZYEHTHKQNSKGJN-UHFFFAOYSA-K 2-methylprop-2-enoic acid;tribromo(phenyl)stannane Chemical compound CC(=C)C(O)=O.Br[Sn](Br)(Br)C1=CC=CC=C1 ZYEHTHKQNSKGJN-UHFFFAOYSA-K 0.000 description 1
HCGFUIQPSOCUHI-UHFFFAOYSA-N 2-propan-2-yloxyethanol Chemical compound CC(C)OCCO HCGFUIQPSOCUHI-UHFFFAOYSA-N 0.000 description 1
YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 1
FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
PFCHFHIRKBAQGU-UHFFFAOYSA-N 3-hexanone Chemical compound CCCC(=O)CC PFCHFHIRKBAQGU-UHFFFAOYSA-N 0.000 description 1
VUPZLZRJKBEWAN-UHFFFAOYSA-M 4-ethenylbenzoate;(2-methylphenyl)-diphenylstannanylium Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.CC1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 VUPZLZRJKBEWAN-UHFFFAOYSA-M 0.000 description 1
RVYGCAULBJHUBW-UHFFFAOYSA-K 4-ethenylbenzoate;undecan-6-yltin(3+) Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.[O-]C(=O)C1=CC=C(C=C)C=C1.[O-]C(=O)C1=CC=C(C=C)C=C1.CCCCCC([Sn+3])CCCCC RVYGCAULBJHUBW-UHFFFAOYSA-K 0.000 description 1
PZROJVZTCMGDJB-UHFFFAOYSA-K 4-ethenylbenzoic acid;tribromo(phenyl)stannane Chemical compound Br[Sn](Br)(Br)C1=CC=CC=C1.OC(=O)C1=CC=C(C=C)C=C1 PZROJVZTCMGDJB-UHFFFAOYSA-K 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
241000700670 Bryozoa Species 0.000 description 1
SULJDUUNIKTXPP-UHFFFAOYSA-K C(C=C)(=O)[O-].C(CCCC)C(CCCCC)[Sn+3].C(C=C)(=O)[O-].C(C=C)(=O)[O-] Chemical compound C(C=C)(=O)[O-].C(CCCC)C(CCCCC)[Sn+3].C(C=C)(=O)[O-].C(C=C)(=O)[O-] SULJDUUNIKTXPP-UHFFFAOYSA-K 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
241000233866 Fungi Species 0.000 description 1
YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 1
241001082241 Lythrum hyssopifolia Species 0.000 description 1
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
VNNUTBRBLPIQMU-UHFFFAOYSA-M [(4-bromophenyl)-diethylstannyl] 2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CC[Sn+](CC)C1=CC=C(Br)C=C1 VNNUTBRBLPIQMU-UHFFFAOYSA-M 0.000 description 1
YYJLXVRPNCKPNT-UHFFFAOYSA-M [(4-bromophenyl)-diethylstannyl] 4-ethenylbenzoate Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.CC[Sn+](CC)C1=CC=C(Br)C=C1 YYJLXVRPNCKPNT-UHFFFAOYSA-M 0.000 description 1
GOXNICFSAMRMOS-UHFFFAOYSA-M [butyl(diethyl)stannyl] 4-ethenylbenzoate Chemical compound CCCC[Sn+](CC)CC.[O-]C(=O)C1=CC=C(C=C)C=C1 GOXNICFSAMRMOS-UHFFFAOYSA-M 0.000 description 1
GRXPJKBTDATJKN-UHFFFAOYSA-M [diethyl(hexyl)stannyl] 2-ethenylbenzoate Chemical compound CCCCCC[Sn+](CC)CC.[O-]C(=O)C1=CC=CC=C1C=C GRXPJKBTDATJKN-UHFFFAOYSA-M 0.000 description 1
KPPOOEFMURTGLE-UHFFFAOYSA-M [diethyl(phenyl)stannyl] 2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CC[Sn+](CC)C1=CC=CC=C1 KPPOOEFMURTGLE-UHFFFAOYSA-M 0.000 description 1
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OHWJZTNQQHZVAI-UHFFFAOYSA-M [ethyl(diphenyl)stannyl] 4-ethenylbenzoate Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.C=1C=CC=CC=1[Sn+](CC)C1=CC=CC=C1 OHWJZTNQQHZVAI-UHFFFAOYSA-M 0.000 description 1
HLAZNURWCVDYBK-UHFFFAOYSA-M [octyl(diphenyl)stannyl] 2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.C=1C=CC=CC=1[Sn+](CCCCCCCC)C1=CC=CC=C1 HLAZNURWCVDYBK-UHFFFAOYSA-M 0.000 description 1
NWYNPMUJLXGBER-UHFFFAOYSA-M [octyl(diphenyl)stannyl] 4-ethenylbenzoate Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.C=1C=CC=CC=1[Sn+](CCCCCCCC)C1=CC=CC=C1 NWYNPMUJLXGBER-UHFFFAOYSA-M 0.000 description 1
238000005299 abrasion Methods 0.000 description 1
150000001252 acrylic acid derivatives Chemical class 0.000 description 1
150000001346 alkyl aryl ethers Chemical class 0.000 description 1
125000005037 alkyl phenyl group Chemical group 0.000 description 1
239000002519 antifouling agent Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
239000010426 asphalt Substances 0.000 description 1
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
239000012965 benzophenone Substances 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
230000004071 biological effect Effects 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
ZGDZLFHJZBHIQP-UHFFFAOYSA-M butyl(diethyl)stannanylium;2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CCCC[Sn+](CC)CC ZGDZLFHJZBHIQP-UHFFFAOYSA-M 0.000 description 1
FCRDFFGXBJAEQB-UHFFFAOYSA-M butyl(diethyl)stannanylium;prop-2-enoate Chemical compound [O-]C(=O)C=C.CCCC[Sn+](CC)CC FCRDFFGXBJAEQB-UHFFFAOYSA-M 0.000 description 1
BVLLUWMXDLDEGF-UHFFFAOYSA-M butyl-pentyl-propylstannanylium;2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CCCCC[Sn+](CCC)CCCC BVLLUWMXDLDEGF-UHFFFAOYSA-M 0.000 description 1
239000006227 byproduct Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000010961 commercial manufacture process Methods 0.000 description 1
238000011109 contamination Methods 0.000 description 1
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238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 1
229940112669 cuprous oxide Drugs 0.000 description 1
230000007812 deficiency Effects 0.000 description 1
230000002950 deficient Effects 0.000 description 1
238000011161 development Methods 0.000 description 1
LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
QWOHFDVDQIFZLE-UHFFFAOYSA-M diethyl(hexyl)stannanylium;2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CCCCCC[Sn+](CC)CC QWOHFDVDQIFZLE-UHFFFAOYSA-M 0.000 description 1
XBHUUSPJSWENEC-UHFFFAOYSA-M diethyl(octyl)stannanylium;2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CCCCCCCC[Sn+](CC)CC XBHUUSPJSWENEC-UHFFFAOYSA-M 0.000 description 1
CLIVTVAJZLPTEJ-UHFFFAOYSA-M diethyl(pentyl)stannanylium;2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.CCCCC[Sn+](CC)CC CLIVTVAJZLPTEJ-UHFFFAOYSA-M 0.000 description 1
BMUCEAXFELUGHF-UHFFFAOYSA-M diethyl(pentyl)stannanylium;prop-2-enoate Chemical compound [O-]C(=O)C=C.CCCCC[Sn+](CC)CC BMUCEAXFELUGHF-UHFFFAOYSA-M 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
230000003628 erosive effect Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
BFWMWWXRWVJXSE-UHFFFAOYSA-M fentin hydroxide Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(O)C1=CC=CC=C1 BFWMWWXRWVJXSE-UHFFFAOYSA-M 0.000 description 1
239000000945 filler Substances 0.000 description 1
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239000000446 fuel Substances 0.000 description 1
229920001002 functional polymer Polymers 0.000 description 1
VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
230000002209 hydrophobic effect Effects 0.000 description 1
238000007654 immersion Methods 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
239000003999 initiator Substances 0.000 description 1
229940035429 isobutyl alcohol Drugs 0.000 description 1
230000002147 killing effect Effects 0.000 description 1
150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
125000005395 methacrylic acid group Chemical group 0.000 description 1
244000005700 microbiome Species 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000003607 modifier Substances 0.000 description 1
239000000178 monomer Substances 0.000 description 1
239000005416 organic matter Substances 0.000 description 1
125000002524 organometallic group Chemical group 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
238000007747 plating Methods 0.000 description 1
150000003138 primary alcohols Chemical class 0.000 description 1
238000012545 processing Methods 0.000 description 1
RBADKZSHVBXOHI-UHFFFAOYSA-M prop-2-enoate;tri(butan-2-yl)stannanylium Chemical compound [O-]C(=O)C=C.CCC(C)[Sn+](C(C)CC)C(C)CC RBADKZSHVBXOHI-UHFFFAOYSA-M 0.000 description 1
HVYQSISIEKRMMS-UHFFFAOYSA-M prop-2-enoate;tri(propan-2-yl)stannanylium Chemical compound [O-]C(=O)C=C.CC(C)[Sn+](C(C)C)C(C)C HVYQSISIEKRMMS-UHFFFAOYSA-M 0.000 description 1
ZBOZYQUPHVWBCE-UHFFFAOYSA-M prop-2-enoate;triphenylstannanylium Chemical compound [O-]C(=O)C=C.C1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 ZBOZYQUPHVWBCE-UHFFFAOYSA-M 0.000 description 1
FXMURJDJENHQHM-UHFFFAOYSA-M prop-2-enoate;tripropylstannanylium Chemical compound [O-]C(=O)C=C.CCC[Sn+](CCC)CCC FXMURJDJENHQHM-UHFFFAOYSA-M 0.000 description 1
NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
238000005086 pumping Methods 0.000 description 1
238000010526 radical polymerization reaction Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
230000009467 reduction Effects 0.000 description 1
150000003333 secondary alcohols Chemical class 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000375 suspending agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
150000003509 tertiary alcohols Chemical class 0.000 description 1
231100000331 toxic Toxicity 0.000 description 1
230000002588 toxic effect Effects 0.000 description 1
GLZGMYHKPYGQLS-UHFFFAOYSA-M tri(propan-2-yl)stannyl 4-ethenylbenzoate Chemical compound CC(C)[Sn+](C(C)C)C(C)C.[O-]C(=O)C1=CC=C(C=C)C=C1 GLZGMYHKPYGQLS-UHFFFAOYSA-M 0.000 description 1
JNZRDLWZFWFSBK-UHFFFAOYSA-N tribenzyltin Chemical compound C=1C=CC=CC=1C[Sn](CC=1C=CC=CC=1)CC1=CC=CC=C1 JNZRDLWZFWFSBK-UHFFFAOYSA-N 0.000 description 1
LPUCKLOWOWADAC-UHFFFAOYSA-M tributylstannyl 2-methylprop-2-enoate Chemical compound CCCC[Sn](CCCC)(CCCC)OC(=O)C(C)=C LPUCKLOWOWADAC-UHFFFAOYSA-M 0.000 description 1
LHHPEAQVCCPLBC-UHFFFAOYSA-N tributyltin;hydrate Chemical compound O.CCCC[Sn](CCCC)CCCC LHHPEAQVCCPLBC-UHFFFAOYSA-N 0.000 description 1
DANRFIZQKTZCBR-UHFFFAOYSA-M triethylstannyl 2-ethenylbenzoate Chemical compound CC[Sn+](CC)CC.[O-]C(=O)C1=CC=CC=C1C=C DANRFIZQKTZCBR-UHFFFAOYSA-M 0.000 description 1
NAOJTQGBUVHQLM-UHFFFAOYSA-M triethylstannyl 2-methylprop-2-enoate Chemical compound CC[Sn](CC)(CC)OC(=O)C(C)=C NAOJTQGBUVHQLM-UHFFFAOYSA-M 0.000 description 1
NLTRLQSEZRUEGY-UHFFFAOYSA-M triethylstannyl prop-2-enoate Chemical compound [O-]C(=O)C=C.CC[Sn+](CC)CC NLTRLQSEZRUEGY-UHFFFAOYSA-M 0.000 description 1
NFHRNKANAAGQOH-UHFFFAOYSA-N triphenylstannane Chemical compound C1=CC=CC=C1[SnH](C=1C=CC=CC=1)C1=CC=CC=C1 NFHRNKANAAGQOH-UHFFFAOYSA-N 0.000 description 1
WDEKOMSBBBLLJR-UHFFFAOYSA-M triphenylstannyl 4-ethenylbenzoate Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.C1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 WDEKOMSBBBLLJR-UHFFFAOYSA-M 0.000 description 1
FPRDNJCJEVAVNV-UHFFFAOYSA-M tripropylstannyl 4-ethenylbenzoate Chemical compound CCC[Sn+](CCC)CCC.[O-]C(=O)C1=CC=C(C=C)C=C1 FPRDNJCJEVAVNV-UHFFFAOYSA-M 0.000 description 1
UQNQPMMIABUHEH-UHFFFAOYSA-M tris(4-ethylphenyl)stannyl 2-methylprop-2-enoate Chemical compound CC(=C)C([O-])=O.C1=CC(CC)=CC=C1[Sn+](C=1C=CC(CC)=CC=1)C1=CC=C(CC)C=C1 UQNQPMMIABUHEH-UHFFFAOYSA-M 0.000 description 1
NLSDMDRRETYOII-UHFFFAOYSA-M tris(4-ethylphenyl)stannyl 4-ethenylbenzoate Chemical compound [O-]C(=O)C1=CC=C(C=C)C=C1.C1=CC(CC)=CC=C1[Sn+](C=1C=CC(CC)=CC=1)C1=CC=C(CC)C=C1 NLSDMDRRETYOII-UHFFFAOYSA-M 0.000 description 1
230000007306 turnover Effects 0.000 description 1
229920006305 unsaturated polyester Polymers 0.000 description 1
KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical class C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical compound C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- 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
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/16—Antifouling paints; Underwater paints
- C09D5/1606—Antifouling paints; Underwater paints characterised by the anti-fouling agent
- C09D5/1612—Non-macromolecular compounds
- C09D5/1625—Non-macromolecular compounds organic
- C09D5/1631—Organotin compounds

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)
Revetment (AREA)
Catching Or Destruction (AREA)

NO842666A 1982-11-03 1984-07-02 Preparat for aa forhindre marin groing, samt fremgangsmaate for beskyttelse av et skipsskrog mot groing NO842666L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/439,017 US4497852A (en)	1982-11-03	1982-11-03	Marine anti-fouling coating composition

Publications (1)

Publication Number	Publication Date
NO842666L true NO842666L (no)	1984-07-02

Family

ID=23742946

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO842666A NO842666L (no)	1982-11-03	1984-07-02	Preparat for aa forhindre marin groing, samt fremgangsmaate for beskyttelse av et skipsskrog mot groing

Country Status (5)

Country	Link
US (1)	US4497852A (fr)
EP (1)	EP0129560A4 (fr)
JP (1)	JPS59502147A (fr)
NO (1)	NO842666L (fr)
WO (1)	WO1984001785A1 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4596724A (en) *	1984-05-15	1986-06-24	Marine Shield Corp.	Anti-fouling coating composition, process for applying same and coating thereby obtained
US4554185A (en) *	1984-05-15	1985-11-19	Marine Shield Corporation	Anti-fouling coating composition, process for applying same and coating thereby obtained
US4576838A (en) *	1984-08-15	1986-03-18	Marine Shield Corp.	Anti-fouling coating composition, process for applying same and coating thereby obtained
US4996261A (en) *	1986-10-08	1991-02-26	The United States Of America As Represented By The Secretary Of The Navy	Anti-fouling castable polymers and anti-fouling polyurethanes and similar materials
US5194504A (en) *	1988-09-01	1993-03-16	The United States Of America As Represented By The Secretary Of The Navy	Anti-fouling castable polymers and anti-fouling polyurethanes and similar materials
US5670215A (en) *	1993-03-08	1997-09-23	Oakes; Thomas W.	Composition and method for protective coating
AU6976096A (en) *	1995-08-31	1997-03-27	Synthetic Technology Corporation	Isonitrile anti-fouling agents
US20070258940A1 (en) *	2006-05-04	2007-11-08	Willard Charlson Hamilton	Hydrophilic fouling-release coatings and uses thereof

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL135762C (fr) *	1963-01-03	1900-01-01
US3684752A (en) *	1968-12-13	1972-08-15	Kansai Paint Co Ltd	Underwater anti-fouling coating composition
DE2062614A1 (de) *	1969-12-29	1971-07-01	Kyowa Hakko Kogyo Co Ltd , Tokio	Bewuchsverhinderndes Schiffsboden und Unterwasseranstrichmittel
US3595817A (en) *	1970-05-11	1971-07-27	Tenneco Chem	Organotin nitriles and their use in surface-coating compositions
US3990381A (en) *	1971-01-14	1976-11-09	National Patent Development Corporation	Hydrophilic polymer coating for underwater structures
US3979354A (en) *	1974-01-31	1976-09-07	The United States Of America As Represented By The Secretary Of The Navy	Non-polluting, antifouling composition and method
JPS5232926A (en) *	1975-09-10	1977-03-12	Hitachi Chem Co Ltd	Compositions for use in ship bottom coatings
US4273833A (en) *	1975-09-19	1981-06-16	United States Trading International, Inc.	Anti-fouling overcoating composition and use thereof
US4082884A (en) *	1975-09-19	1978-04-04	United States Trading International, Inc.	Method of reducing fouling of marine structures and coated structure thereof
NL7702936A (en) *	1977-03-18	1978-04-28	Akzo Nv	Antifouling paints based on carboxylic polyurethane - contg. tri:organo-tin ester gps.
ZA785996B (en) *	1977-11-03	1979-09-26	Ici Ltd	Polymers
DE2829018A1 (de) *	1978-07-01	1980-01-10	Roehm Gmbh	Stabile waessrige loesung von anionische gruppen aufweisenden vinylcopolymerisaten und mehrwertigen kationischen verbindungen oder kationtensiden und ihre verwendung
US4329277A (en) *	1980-10-03	1982-05-11	The B. F. Goodrich Company	Antifouling polyurethanes

1982
- 1982-11-03 US US06/439,017 patent/US4497852A/en not_active Expired - Fee Related
1983
- 1983-11-02 EP EP19830903857 patent/EP0129560A4/fr not_active Withdrawn
- 1983-11-02 JP JP84500064A patent/JPS59502147A/ja active Pending
- 1983-11-02 WO PCT/US1983/001719 patent/WO1984001785A1/fr not_active Ceased
1984
- 1984-07-02 NO NO842666A patent/NO842666L/no unknown

Also Published As

Publication number	Publication date
WO1984001785A1 (fr)	1984-05-10
US4497852A (en)	1985-02-05
JPS59502147A (ja)	1984-12-27
EP0129560A4 (fr)	1985-04-03
EP0129560A1 (fr)	1985-01-02

Publication	Publication Date	Title
KR102155024B1 (ko)	2020-09-11	방오도료 조성물, 이 조성물을 이용하여 형성되는 방오도막을 표면에 가지는 도장물
US3167473A (en)	1965-01-26	Compositions containing biologically active polymers of organotin acid ester compounds
EP0526441B1 (fr)	1995-05-24	Peintures marines auto polissantes anti-salissures
NO313419B1 (no)	2002-09-30	Begroingshindrende belegningsblanding
EP0714957B1 (fr)	1998-03-04	Composition de revêtement hydrolysable autopolissable
NO326909B1 (no)	2009-03-16	Begroingshemmende maling, anvendelse av begroingshemmende maling på en nedsenket konstruksjon, og fremgangsmåte for å forhindre begroing av marine organismer
KR20190057118A (ko)	2019-05-27	방오 도료 조성물, 방오 도막, 방오 도막 부착 기재 및 그의 제조 방법, 및 방오 방법
AU2001240657B2 (en)	2005-08-18	Metal-free binders for self-polishing antifouling paints
NO842666L (no)	1984-07-02	Preparat for aa forhindre marin groing, samt fremgangsmaate for beskyttelse av et skipsskrog mot groing
US4104234A (en)	1978-08-01	Novel biologically active copolymers
CA1085548A (fr)	1980-09-09	Methode de preparation de polymeres ayant une action biologique
JPS6333513B2 (fr)	1988-07-05
EP0025673B1 (fr)	1983-10-05	Composition anti-salissure et procédé
JPH0582865B2 (fr)	1993-11-22
US4761439A (en)	1988-08-02	Anti-fouling paint compositions
JPH02675A (ja)	1990-01-05	水中防汚被覆剤
JPS636067A (ja)	1988-01-12	撥水型防汚塗料組成物
AU2340384A (en)	1984-05-22	Marine anti-fouling coating composition
US4939219A (en)	1990-07-03	Coating compositions for preventing adhesion of aquatic organisms
NO154968B (no)	1986-10-13	Begroningshindrende belegg.
EP0429215A2 (fr)	1991-05-29	Production de systèmes de polymères pour revêtements érosibles à l'eau
JPS63118381A (ja)	1988-05-23	防汚塗料
JPH06346000A (ja)	1994-12-20	防汚塗料組成物
JPS5856592B2 (ja)	1983-12-15	防汚塗料組成物
GB2214921A (en)	1989-09-13	Self-polishing antifouling paints