DE69602530T2 - Aminosilan-salze und amidosilane von carbonsäuren als korrosionsinhibitoren - Google Patents
Aminosilan-salze und amidosilane von carbonsäuren als korrosionsinhibitorenInfo
- Publication number
- DE69602530T2 DE69602530T2 DE69602530T DE69602530T DE69602530T2 DE 69602530 T2 DE69602530 T2 DE 69602530T2 DE 69602530 T DE69602530 T DE 69602530T DE 69602530 T DE69602530 T DE 69602530T DE 69602530 T2 DE69602530 T2 DE 69602530T2
- Authority
- DE
- Germany
- Prior art keywords
- alkyl
- hydrogen
- oxygen
- alkoxy
- sulfur
- 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.)
- Expired - Fee Related
Links
- 238000005260 corrosion Methods 0.000 title claims abstract description 65
- 230000007797 corrosion Effects 0.000 title claims abstract description 59
- 239000003112 inhibitor Substances 0.000 title claims abstract description 55
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 150000004653 carbonic acids Chemical class 0.000 title 1
- 150000003839 salts Chemical class 0.000 claims abstract description 75
- 239000008199 coating composition Substances 0.000 claims abstract description 66
- 229920002125 Sokalan® Polymers 0.000 claims abstract description 37
- 239000004584 polyacrylic acid Substances 0.000 claims abstract description 34
- 229920001577 copolymer Polymers 0.000 claims abstract description 32
- 150000001408 amides Chemical class 0.000 claims abstract description 28
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 13
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 205
- 239000001257 hydrogen Substances 0.000 claims description 174
- 229910052739 hydrogen Inorganic materials 0.000 claims description 174
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 165
- 229910052760 oxygen Inorganic materials 0.000 claims description 165
- 239000001301 oxygen Substances 0.000 claims description 165
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 160
- 229910052717 sulfur Inorganic materials 0.000 claims description 148
- 239000011593 sulfur Substances 0.000 claims description 147
- -1 naphthoxy Chemical group 0.000 claims description 142
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 109
- 150000002431 hydrogen Chemical group 0.000 claims description 97
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 61
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 48
- 238000000576 coating method Methods 0.000 claims description 42
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 40
- 239000011248 coating agent Substances 0.000 claims description 40
- 229910052799 carbon Inorganic materials 0.000 claims description 38
- 239000000203 mixture Substances 0.000 claims description 38
- 150000001721 carbon Chemical group 0.000 claims description 37
- 229910052736 halogen Inorganic materials 0.000 claims description 34
- 150000002367 halogens Chemical group 0.000 claims description 34
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 33
- 125000001624 naphthyl group Chemical group 0.000 claims description 32
- 125000004432 carbon atom Chemical group C* 0.000 claims description 31
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 31
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 29
- 239000000460 chlorine Chemical group 0.000 claims description 26
- 229910052801 chlorine Inorganic materials 0.000 claims description 26
- 125000003545 alkoxy group Chemical group 0.000 claims description 24
- 238000002360 preparation method Methods 0.000 claims description 24
- 239000003795 chemical substances by application Substances 0.000 claims description 22
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 21
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 20
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 18
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 17
- 238000001035 drying Methods 0.000 claims description 17
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 16
- 239000007787 solid Substances 0.000 claims description 16
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 15
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 14
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 239000011230 binding agent Substances 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 14
- 239000002184 metal Substances 0.000 claims description 14
- 239000005864 Sulphur Substances 0.000 claims description 13
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 13
- 229920005989 resin Polymers 0.000 claims description 13
- 239000011347 resin Substances 0.000 claims description 13
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 12
- 239000000049 pigment Substances 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- 125000005605 benzo group Chemical group 0.000 claims description 10
- 239000003822 epoxy resin Substances 0.000 claims description 10
- 125000005592 polycycloalkyl group Polymers 0.000 claims description 10
- 229920000647 polyepoxide Polymers 0.000 claims description 10
- 125000004957 naphthylene group Chemical group 0.000 claims description 9
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
- 125000000081 (C5-C8) cycloalkenyl group Chemical group 0.000 claims description 7
- 229920000178 Acrylic resin Polymers 0.000 claims description 7
- 239000004925 Acrylic resin Substances 0.000 claims description 7
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 7
- 239000000758 substrate Substances 0.000 claims description 7
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 6
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 6
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 6
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 6
- 239000000945 filler Substances 0.000 claims description 6
- HVZWVEKIQMJYIK-UHFFFAOYSA-N nitryl chloride Chemical group [O-][N+](Cl)=O HVZWVEKIQMJYIK-UHFFFAOYSA-N 0.000 claims description 6
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 5
- 229920000180 alkyd Polymers 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 238000011065 in-situ storage Methods 0.000 claims description 5
- 229920001568 phenolic resin Polymers 0.000 claims description 5
- 239000005011 phenolic resin Substances 0.000 claims description 5
- 229920005749 polyurethane resin Polymers 0.000 claims description 5
- 238000001723 curing Methods 0.000 claims description 4
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 239000013008 thixotropic agent Substances 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 229920001225 polyester resin Polymers 0.000 claims description 3
- 239000004645 polyester resin Substances 0.000 claims description 3
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 3
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 2
- 229920006243 acrylic copolymer Polymers 0.000 claims description 2
- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000002270 dispersing agent Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000004611 light stabiliser Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- NFGODEMQGQNUKK-UHFFFAOYSA-M [6-(diethylamino)-9-(2-octadecoxycarbonylphenyl)xanthen-3-ylidene]-diethylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C1=C2C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C21 NFGODEMQGQNUKK-UHFFFAOYSA-M 0.000 claims 3
- KCNKJCHARANTIP-SNAWJCMRSA-N allyl-{4-[3-(4-bromo-phenyl)-benzofuran-6-yloxy]-but-2-enyl}-methyl-amine Chemical compound C=1OC2=CC(OC/C=C/CN(CC=C)C)=CC=C2C=1C1=CC=C(Br)C=C1 KCNKJCHARANTIP-SNAWJCMRSA-N 0.000 claims 3
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical group FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims 3
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims 1
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 1
- 125000003884 phenylalkyl group Chemical group 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 72
- 150000003254 radicals Chemical group 0.000 description 55
- 150000001875 compounds Chemical class 0.000 description 50
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 46
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical group CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 38
- 238000003756 stirring Methods 0.000 description 30
- 238000012360 testing method Methods 0.000 description 29
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 28
- 239000005639 Lauric acid Substances 0.000 description 23
- 238000009472 formulation Methods 0.000 description 22
- 239000000243 solution Substances 0.000 description 21
- 239000007921 spray Substances 0.000 description 18
- 239000012299 nitrogen atmosphere Substances 0.000 description 16
- 239000006185 dispersion Substances 0.000 description 15
- 238000006277 sulfonation reaction Methods 0.000 description 14
- 229910000831 Steel Inorganic materials 0.000 description 11
- 239000010959 steel Substances 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 238000011156 evaluation Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 8
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 8
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 6
- 238000005507 spraying Methods 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 239000003973 paint Substances 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 230000000996 additive effect Effects 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 230000032798 delamination Effects 0.000 description 4
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 4
- 238000000921 elemental analysis Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 239000000454 talc Substances 0.000 description 4
- 235000012222 talc Nutrition 0.000 description 4
- 229910052623 talc Inorganic materials 0.000 description 4
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 3
- JNIHETDSIZRHLI-UHFFFAOYSA-N 2-(2-sulfanylidene-3h-1,3-benzothiazol-4-yl)butanedioic acid Chemical compound OC(=O)CC(C(O)=O)C1=CC=CC2=C1NC(=S)S2 JNIHETDSIZRHLI-UHFFFAOYSA-N 0.000 description 3
- GOBWHQOQBVSUEI-UHFFFAOYSA-N 2-(3-aminopropylsilyloxy)ethane-1,1-diol Chemical compound NCCC[SiH2]OCC(O)O GOBWHQOQBVSUEI-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- HNNQYHFROJDYHQ-UHFFFAOYSA-N 3-(4-ethylcyclohexyl)propanoic acid 3-(3-ethylcyclopentyl)propanoic acid Chemical compound CCC1CCC(CCC(O)=O)C1.CCC1CCC(CCC(O)=O)CC1 HNNQYHFROJDYHQ-UHFFFAOYSA-N 0.000 description 3
- CAMKSJKSEGPODR-UHFFFAOYSA-N 3-[diethoxy(hydroxy)silyl]propan-1-amine Chemical compound CCO[Si](O)(OCC)CCCN CAMKSJKSEGPODR-UHFFFAOYSA-N 0.000 description 3
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical group CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 description 3
- JTXUAHIMULPXKY-UHFFFAOYSA-N 3-trihydroxysilylpropan-1-amine Chemical compound NCCC[Si](O)(O)O JTXUAHIMULPXKY-UHFFFAOYSA-N 0.000 description 3
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- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
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- 239000008367 deionised water Substances 0.000 description 3
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- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- PHQOGHDTIVQXHL-UHFFFAOYSA-N n'-(3-trimethoxysilylpropyl)ethane-1,2-diamine Chemical compound CO[Si](OC)(OC)CCCNCCN PHQOGHDTIVQXHL-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- ZWLPBLYKEWSWPD-UHFFFAOYSA-N o-toluic acid Chemical compound CC1=CC=CC=C1C(O)=O ZWLPBLYKEWSWPD-UHFFFAOYSA-N 0.000 description 3
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- VOLGAXAGEUPBDM-UHFFFAOYSA-N $l^{1}-oxidanylethane Chemical compound CC[O] VOLGAXAGEUPBDM-UHFFFAOYSA-N 0.000 description 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 2
- QDCPNGVVOWVKJG-UHFFFAOYSA-N 2-dodec-1-enylbutanedioic acid Chemical compound CCCCCCCCCCC=CC(C(O)=O)CC(O)=O QDCPNGVVOWVKJG-UHFFFAOYSA-N 0.000 description 2
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 description 2
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- OEEUWZITKKSXAZ-UHFFFAOYSA-N 4-(4-methylphenyl)-4-oxobutanoic acid Chemical compound CC1=CC=C(C(=O)CCC(O)=O)C=C1 OEEUWZITKKSXAZ-UHFFFAOYSA-N 0.000 description 2
- YZPUIHVHPSUCHD-UHFFFAOYSA-N 4-methylcyclohex-4-ene-1,2-dicarboxylic acid Chemical compound CC1=CCC(C(O)=O)C(C(O)=O)C1 YZPUIHVHPSUCHD-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
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- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
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- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical class CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 239000002390 adhesive tape Substances 0.000 description 2
- 125000001118 alkylidene group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
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Classifications
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- 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
- C09D5/08—Anti-corrosive paints
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- 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
- C09D5/08—Anti-corrosive paints
- C09D5/082—Anti-corrosive paints characterised by the anti-corrosive pigment
- C09D5/086—Organic or non-macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/42—Introducing metal atoms or metal-containing groups
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- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/14—Nitrogen-containing compounds
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- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23F—NON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
- C23F11/00—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
- C23F11/08—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
- C23F11/10—Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
- C23F11/173—Macromolecular compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Paints Or Removers (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH191195 | 1995-06-29 | ||
| PCT/EP1996/002600 WO1997001606A1 (en) | 1995-06-29 | 1996-06-17 | Aminosilane salts and silanamides of carboxylic acids as corrosion inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69602530D1 DE69602530D1 (de) | 1999-06-24 |
| DE69602530T2 true DE69602530T2 (de) | 1999-10-28 |
Family
ID=4221483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69602530T Expired - Fee Related DE69602530T2 (de) | 1995-06-29 | 1996-06-17 | Aminosilan-salze und amidosilane von carbonsäuren als korrosionsinhibitoren |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US5879436A (enExample) |
| EP (1) | EP0835289B1 (enExample) |
| JP (1) | JPH11508927A (enExample) |
| KR (1) | KR19990028652A (enExample) |
| CN (1) | CN1117825C (enExample) |
| AT (1) | ATE180269T1 (enExample) |
| AU (1) | AU699265B2 (enExample) |
| BR (1) | BR9609321A (enExample) |
| CA (1) | CA2221776A1 (enExample) |
| DE (1) | DE69602530T2 (enExample) |
| DK (1) | DK0835289T3 (enExample) |
| EA (1) | EA000794B1 (enExample) |
| ES (1) | ES2133972T3 (enExample) |
| MX (1) | MX9710433A (enExample) |
| MY (1) | MY129135A (enExample) |
| SG (1) | SG43378A1 (enExample) |
| TW (1) | TW428018B (enExample) |
| WO (1) | WO1997001606A1 (enExample) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999061384A1 (en) * | 1998-05-28 | 1999-12-02 | Owens Corning | Corrosion inhibiting composition for polyacrylic acid based binders |
| US6087415A (en) * | 1998-06-11 | 2000-07-11 | Johnson & Johnson Vision Care, Inc. | Biomedical devices with hydrophilic coatings |
| US6500481B1 (en) | 1998-06-11 | 2002-12-31 | Johnson & Johnson Vision Care, Inc. | Biomedical devices with amid-containing coatings |
| RU2157397C1 (ru) * | 1999-10-18 | 2000-10-10 | Общество с ограниченной ответственностью "Элкон" | Композиция для защитного покрытия |
| RU2182582C2 (ru) * | 1999-12-23 | 2002-05-20 | Открытое акционерное общество "Химпром" | Композиция для термостойкого антикоррозионного покрытия |
| US6447845B1 (en) | 2000-03-03 | 2002-09-10 | Dow Corning Corporation | Barrier coatings using polyacids |
| US6877745B1 (en) * | 2000-03-14 | 2005-04-12 | Walker Digital, Llc | Games of chance with player-specified elements |
| US6503305B1 (en) | 2000-05-18 | 2003-01-07 | Hammond Group, Inc. | Non-toxic corrosion inhibitor |
| DE10147784A1 (de) * | 2001-09-27 | 2003-04-17 | Univ Friedrich Alexander Er | Polymere Schutzschichten |
| AU2003216511A1 (en) * | 2002-03-05 | 2003-09-22 | Chemnova Technologies, Inc. | Surface base-coat formulation for metal alloys |
| WO2003101947A2 (en) * | 2002-05-31 | 2003-12-11 | Ciba Specialty Chemicals Holding Inc. | Alkylaminosiloxanes as corrosion inhibitors |
| GB2400371B (en) * | 2003-04-04 | 2007-08-01 | Silberline Ltd | Metal pigment composition |
| WO2005075706A1 (ja) * | 2004-02-05 | 2005-08-18 | Nippon Mining & Metals Co., Ltd. | 金属の表面処理剤 |
| ITTO20050074A1 (it) * | 2005-02-10 | 2006-08-11 | Sorin Biomedica Cardio Srl | Protesi valvola cardiaca |
| WO2008099904A1 (en) * | 2007-02-09 | 2008-08-21 | Nippon Shokubai Co., Ltd. | Silane compound, production method thereof, and resin composition containing silane compound |
| US9395352B2 (en) | 2007-04-06 | 2016-07-19 | Arizona Board Of Regents On Behalf Of Arizona State University | Devices and methods for target molecule characterization |
| US8968540B2 (en) | 2008-10-06 | 2015-03-03 | Arizona Board Of Regents, A Body Corporate Of The State Of Arizona Acting For And On Behalf Of Arizona State University | Trans-base tunnel reader for sequencing |
| US10259973B2 (en) * | 2009-03-13 | 2019-04-16 | Hi-Shear Corporation | Anti-corrosion and low friction metal pigmented coating |
| TWI599813B (zh) | 2010-07-30 | 2017-09-21 | 諾華公司 | 水合隱形鏡片 |
| TW201231512A (en) | 2010-10-15 | 2012-08-01 | Dow Corning | Silicon-containing materials with controllable microstructure |
| SG11201400228WA (en) | 2011-10-12 | 2014-05-29 | Novartis Ag | Method for making uv-absorbing ophthalmic lenses by coating |
| US9274430B2 (en) | 2012-10-10 | 2016-03-01 | Arizona Board Of Regents On Behalf Of Arizona State University | Systems and devices for molecule sensing and method of manufacturing thereof |
| MY172901A (en) | 2012-12-17 | 2019-12-13 | Alcon Inc | Method for making improved uv-absorbing ophthalmic lenses |
| RU2604241C2 (ru) * | 2013-02-19 | 2016-12-10 | Александр Валерьевич Бояринцев | Высокотехнологичное антикоррозийное теплоизоляционное покрытие с повышенными теплотехническими характеристиками |
| US9981997B2 (en) | 2013-10-31 | 2018-05-29 | Arizona Board Of Regents On Behalf Of Arizona State University | Chemical reagents for attaching affinity molecules on surfaces |
| US9708087B2 (en) | 2013-12-17 | 2017-07-18 | Novartis Ag | Silicone hydrogel lens with a crosslinked hydrophilic coating |
| US10336713B2 (en) | 2014-02-27 | 2019-07-02 | Arizona Board Of Regents, Acting For And On Behalf Of, Arizona State University | Triazole-based reader molecules and methods for synthesizing and use thereof |
| US11002884B2 (en) | 2014-08-26 | 2021-05-11 | Alcon Inc. | Method for applying stable coating on silicone hydrogel contact lenses |
| CN104327221B (zh) * | 2014-10-21 | 2017-08-25 | 岳阳东方雨虹防水技术有限责任公司 | 一种抗锈蚀型水工专用聚羧酸减水剂及其制备方法 |
| US10993441B2 (en) | 2014-11-04 | 2021-05-04 | Allied Bioscience, Inc. | Antimicrobial coatings comprising organosilane homopolymers |
| US10980236B2 (en) | 2014-11-04 | 2021-04-20 | Allied Bioscience, Inc. | Broad spectrum antimicrobial coatings comprising combinations of organosilanes |
| WO2016073634A1 (en) * | 2014-11-04 | 2016-05-12 | Daniel Moros | Composition and method to form a self decontaminating surface |
| US10258046B2 (en) | 2014-11-04 | 2019-04-16 | Allied Bioscience, Inc. | Antimicrobial coatings comprising quaternary silanes |
| CA2972923C (en) | 2015-02-11 | 2019-04-30 | Allied Bioscience, Inc. | Anti-microbial coating and method to form same |
| US20170114229A1 (en) * | 2015-10-21 | 2017-04-27 | Chemetall Us, Inc. | Amine-Functionalized Organosilane/Fatty Acid Combination Systems As Stain/Corrosion Inhibitors For The Application On Aluminum And Its Alloys |
| EP3391101B1 (en) | 2015-12-15 | 2020-07-08 | Alcon Inc. | Method for applying stable coating on silicone hydrogel contact lenses |
| RU2625382C1 (ru) * | 2016-06-15 | 2017-07-13 | Общество с ограниченной ответственностью "Центр коррозионных испытаний" (ООО "Центр коррозионных испытаний") | Ингибитор коррозии и коррозионного растрескивания под напряжением |
| RU2676608C1 (ru) * | 2017-10-04 | 2019-01-09 | Общество С Ограниченной Ответственностью "Рустек" | Лакокрасочная композиция для получения тонких покрытий методом катодного электроосаждения |
| KR102735112B1 (ko) | 2017-12-13 | 2024-11-28 | 알콘 인코포레이티드 | 한 주 및 한 달 착용용 워터 그래디언트 콘택트 렌즈 |
| TWI698442B (zh) * | 2018-12-10 | 2020-07-11 | 國立暨南國際大學 | 具遠紅外線放射性之二氧化矽複合粒子，其有機前驅物及複合粒子之應用 |
| US12365766B2 (en) * | 2021-09-02 | 2025-07-22 | Shin-Etsu Chemical Co., Ltd. | Organopolysiloxane composition |
| CN118835251B (zh) * | 2024-09-23 | 2024-12-03 | 成都恒固新材料科技有限公司 | 一种缓蚀剂组合物、其制备方法及应用 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3773607A (en) * | 1971-06-17 | 1973-11-20 | Owens Corning Fiberglass Corp | Glass fiber reinforced elastomers |
| US4048206A (en) * | 1975-04-22 | 1977-09-13 | Mikhail Grigorievich Voronkov | Process for the production of 1-organylsilatranes and carbofunctional derivatives thereof |
| DE3338953A1 (de) * | 1983-10-27 | 1985-05-09 | Henkel KGaA, 4000 Düsseldorf | Verwendung von korrosionsinhibitoren in waessrigen systemen |
| DE3682088D1 (de) * | 1985-03-18 | 1991-11-28 | Mitsubishi Petrochemical Co | Verfahren zur herstellung von wasserabsorbierenden polymeren. |
| US4871788A (en) * | 1988-06-03 | 1989-10-03 | Dow Corning Corporation | Inomeric coupling agents based on amic acid-functional silanes |
| GB8918086D0 (en) * | 1989-08-08 | 1989-09-20 | Ciba Geigy | Coating compositions |
| GB9101468D0 (en) * | 1991-01-23 | 1991-03-06 | Ciba Geigy | Coating compositions |
| GB9201642D0 (en) * | 1992-01-25 | 1992-03-11 | Ciba Geigy | Corrosion inhibitors |
| EP0619290B1 (de) * | 1993-04-07 | 1996-10-09 | Ciba-Geigy Ag | Erdalkalimetallsalze, Uebergangsmetallsalze und Uebergangsmetallkomplexe von Ketocarbonsäuren als Korrosionsinhibitoren |
| GB2279344B (en) * | 1993-06-25 | 1997-08-13 | Ciba Geigy Ag | Carrier-bound ketocarboxylic acids as corrosion inhibitors |
| US5412011A (en) * | 1993-10-15 | 1995-05-02 | Betz Laboratories, Inc. | Composition and process for coating metals |
| TW327189B (en) * | 1994-01-18 | 1998-02-21 | Ciba Sc Holding Ag | Complexes of morpholine derivatives with keto-acids as corrosion inhibitors |
-
1996
- 1996-06-15 TW TW085107208A patent/TW428018B/zh active
- 1996-06-17 EP EP96922816A patent/EP0835289B1/en not_active Expired - Lifetime
- 1996-06-17 AU AU63560/96A patent/AU699265B2/en not_active Ceased
- 1996-06-17 CA CA002221776A patent/CA2221776A1/en not_active Abandoned
- 1996-06-17 ES ES96922816T patent/ES2133972T3/es not_active Expired - Lifetime
- 1996-06-17 EA EA199800091A patent/EA000794B1/ru not_active IP Right Cessation
- 1996-06-17 AT AT96922816T patent/ATE180269T1/de not_active IP Right Cessation
- 1996-06-17 WO PCT/EP1996/002600 patent/WO1997001606A1/en not_active Ceased
- 1996-06-17 MX MX9710433A patent/MX9710433A/es not_active IP Right Cessation
- 1996-06-17 DE DE69602530T patent/DE69602530T2/de not_active Expired - Fee Related
- 1996-06-17 CN CN96195143A patent/CN1117825C/zh not_active Expired - Fee Related
- 1996-06-17 KR KR1019970709974A patent/KR19990028652A/ko not_active Abandoned
- 1996-06-17 JP JP9504133A patent/JPH11508927A/ja not_active Ceased
- 1996-06-17 US US08/981,434 patent/US5879436A/en not_active Expired - Fee Related
- 1996-06-17 DK DK96922816T patent/DK0835289T3/da active
- 1996-06-17 BR BR9609321A patent/BR9609321A/pt not_active IP Right Cessation
- 1996-06-19 MY MYPI96002468A patent/MY129135A/en unknown
- 1996-06-26 SG SG1996010162A patent/SG43378A1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU699265B2 (en) | 1998-11-26 |
| SG43378A1 (en) | 1997-10-17 |
| ATE180269T1 (de) | 1999-06-15 |
| CN1117825C (zh) | 2003-08-13 |
| AU6356096A (en) | 1997-01-30 |
| CN1189849A (zh) | 1998-08-05 |
| CA2221776A1 (en) | 1997-01-16 |
| EA199800091A1 (ru) | 1998-08-27 |
| BR9609321A (pt) | 1999-07-06 |
| WO1997001606A1 (en) | 1997-01-16 |
| JPH11508927A (ja) | 1999-08-03 |
| TW428018B (en) | 2001-04-01 |
| MY129135A (en) | 2007-03-30 |
| KR19990028652A (ko) | 1999-04-15 |
| US5879436A (en) | 1999-03-09 |
| EP0835289B1 (en) | 1999-05-19 |
| EP0835289A1 (en) | 1998-04-15 |
| DK0835289T3 (da) | 1999-11-22 |
| EA000794B1 (ru) | 2000-04-24 |
| DE69602530D1 (de) | 1999-06-24 |
| ES2133972T3 (es) | 1999-09-16 |
| MX9710433A (es) | 1998-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: HALOX, A DIVISION OF HAMMOND GROUP INC., HAMMOND, |
|
| 8328 | Change in the person/name/address of the agent |
Representative=s name: PFENNING MEINIG & PARTNER GBR, 80339 MUENCHEN |
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| 8339 | Ceased/non-payment of the annual fee |