KR19990028652A - 부식 억제제인 카르복시산의 아미노실란 염 및 실란아미드 - Google Patents
부식 억제제인 카르복시산의 아미노실란 염 및 실란아미드 Download PDFInfo
- Publication number
- KR19990028652A KR19990028652A KR1019970709974A KR19970709974A KR19990028652A KR 19990028652 A KR19990028652 A KR 19990028652A KR 1019970709974 A KR1019970709974 A KR 1019970709974A KR 19970709974 A KR19970709974 A KR 19970709974A KR 19990028652 A KR19990028652 A KR 19990028652A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- alkoxy
- sulfur
- hydrogen
- unsubstituted
- 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.)
- Abandoned
Links
- 230000007797 corrosion Effects 0.000 title claims abstract description 65
- 238000005260 corrosion Methods 0.000 title claims abstract description 65
- 239000003112 inhibitor Substances 0.000 title claims abstract description 62
- FZHAPNGMFPVSLP-UHFFFAOYSA-N silanamine Chemical class [SiH3]N FZHAPNGMFPVSLP-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 150000001735 carboxylic acids Chemical class 0.000 title claims abstract description 23
- 150000003839 salts Chemical class 0.000 claims abstract description 64
- 239000008199 coating composition Substances 0.000 claims abstract description 46
- 229920002125 Sokalan® Polymers 0.000 claims abstract description 37
- 239000004584 polyacrylic acid Substances 0.000 claims abstract description 35
- 229920001577 copolymer Polymers 0.000 claims abstract description 32
- 150000001408 amides Chemical class 0.000 claims abstract description 29
- 125000000217 alkyl group Chemical group 0.000 claims description 195
- 239000001257 hydrogen Substances 0.000 claims description 170
- 229910052739 hydrogen Inorganic materials 0.000 claims description 170
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 169
- 229910052760 oxygen Inorganic materials 0.000 claims description 169
- 239000001301 oxygen Substances 0.000 claims description 169
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 165
- 229910052717 sulfur Inorganic materials 0.000 claims description 165
- 239000011593 sulfur Substances 0.000 claims description 165
- -1 naphthoxy Chemical group 0.000 claims description 164
- 125000003545 alkoxy group Chemical group 0.000 claims description 101
- 150000002431 hydrogen Chemical group 0.000 claims description 99
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 70
- 125000003342 alkenyl group Chemical group 0.000 claims description 66
- 125000002947 alkylene group Chemical group 0.000 claims description 60
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 58
- 150000001875 compounds Chemical class 0.000 claims description 57
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 57
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 53
- 239000000203 mixture Substances 0.000 claims description 47
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 44
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 41
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 38
- 229910052799 carbon Inorganic materials 0.000 claims description 35
- 125000001624 naphthyl group Chemical group 0.000 claims description 32
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 32
- 229910052757 nitrogen Inorganic materials 0.000 claims description 32
- 229910052736 halogen Inorganic materials 0.000 claims description 31
- 150000002367 halogens Chemical class 0.000 claims description 31
- 239000003973 paint Substances 0.000 claims description 30
- 125000004432 carbon atom Chemical group C* 0.000 claims description 28
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 27
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 25
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 24
- 125000001118 alkylidene group Chemical group 0.000 claims description 24
- 238000002360 preparation method Methods 0.000 claims description 23
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 21
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 20
- 125000004414 alkyl thio group Chemical group 0.000 claims description 20
- 239000000460 chlorine Substances 0.000 claims description 20
- 229910052801 chlorine Inorganic materials 0.000 claims description 20
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 19
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 19
- 125000001188 haloalkyl group Chemical group 0.000 claims description 19
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 18
- 238000000576 coating method Methods 0.000 claims description 17
- 125000001326 naphthylalkyl group Chemical group 0.000 claims description 17
- 239000011248 coating agent Substances 0.000 claims description 16
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 16
- 239000007787 solid Substances 0.000 claims description 16
- 125000005605 benzo group Chemical group 0.000 claims description 15
- 239000011230 binding agent Substances 0.000 claims description 15
- 229910052751 metal Inorganic materials 0.000 claims description 15
- 239000002184 metal Substances 0.000 claims description 15
- 150000001721 carbon Chemical group 0.000 claims description 14
- 125000004450 alkenylene group Chemical group 0.000 claims description 13
- 238000001035 drying Methods 0.000 claims description 13
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 12
- 239000003822 epoxy resin Substances 0.000 claims description 12
- 125000000623 heterocyclic group Chemical group 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 12
- 239000000049 pigment Substances 0.000 claims description 12
- 229920000647 polyepoxide Polymers 0.000 claims description 12
- 229920005989 resin Polymers 0.000 claims description 12
- 239000011347 resin Substances 0.000 claims description 12
- 125000004419 alkynylene group Chemical group 0.000 claims description 11
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 10
- 125000005592 polycycloalkyl group Polymers 0.000 claims description 10
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 9
- 125000004957 naphthylene group Chemical group 0.000 claims description 9
- 125000002071 phenylalkoxy 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
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 7
- 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
- 125000004433 nitrogen atom Chemical group N* 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
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 7
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 6
- 238000001723 curing Methods 0.000 claims description 6
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 6
- 239000000945 filler Substances 0.000 claims description 6
- QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical compound ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- HVZWVEKIQMJYIK-UHFFFAOYSA-N nitryl chloride Chemical compound [O-][N+](Cl)=O HVZWVEKIQMJYIK-UHFFFAOYSA-N 0.000 claims description 6
- 229920001568 phenolic resin Polymers 0.000 claims description 6
- 239000005011 phenolic resin Substances 0.000 claims description 6
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 6
- 239000000758 substrate Substances 0.000 claims description 6
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims description 5
- 229920000180 alkyd Polymers 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 229920005749 polyurethane resin Polymers 0.000 claims description 5
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 4
- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims description 4
- 239000013008 thixotropic agent Substances 0.000 claims description 4
- 239000002318 adhesion promoter Substances 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
- 239000002270 dispersing agent Substances 0.000 claims description 3
- 238000002156 mixing 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
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000004611 light stabiliser Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 72
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 58
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 46
- 150000003254 radicals Chemical class 0.000 description 41
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 38
- 238000003756 stirring Methods 0.000 description 32
- 239000005639 Lauric acid Substances 0.000 description 23
- 239000000243 solution Substances 0.000 description 20
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 19
- 239000003795 chemical substances by application Substances 0.000 description 18
- 239000012299 nitrogen atmosphere Substances 0.000 description 16
- 238000012360 testing method Methods 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- 238000009472 formulation Methods 0.000 description 14
- 239000006185 dispersion Substances 0.000 description 13
- 238000011156 evaluation Methods 0.000 description 10
- 239000007921 spray Substances 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 229910000831 Steel Inorganic materials 0.000 description 9
- 239000010959 steel Substances 0.000 description 9
- 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
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- BVWMLPXXYGTRHW-UHFFFAOYSA-N 3-(4,6,11-trioxa-1-aza-5-silabicyclo[3.3.3]undecan-5-yl)propan-1-amine Chemical compound O1CCN2CCO[Si]1(CCCN)OCC2 BVWMLPXXYGTRHW-UHFFFAOYSA-N 0.000 description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000032683 aging Effects 0.000 description 6
- 235000020354 squash Nutrition 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 239000002518 antifoaming agent Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000005238 degreasing Methods 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
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- 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 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
- 230000001012 protector Effects 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
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- 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
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- 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 compound 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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 229910052782 aluminium Inorganic materials 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
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- 239000011976 maleic acid Substances 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920000768 polyamine Polymers 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- 150000003624 transition metals Chemical class 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-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
- GOBWHQOQBVSUEI-UHFFFAOYSA-N 2-(3-aminopropylsilyloxy)ethane-1,1-diol Chemical compound NCCC[SiH2]OCC(O)O GOBWHQOQBVSUEI-UHFFFAOYSA-N 0.000 description 2
- PAYROHWFGZADBR-UHFFFAOYSA-N 2-[[4-amino-5-(5-iodo-4-methoxy-2-propan-2-ylphenoxy)pyrimidin-2-yl]amino]propane-1,3-diol Chemical compound C1=C(I)C(OC)=CC(C(C)C)=C1OC1=CN=C(NC(CO)CO)N=C1N PAYROHWFGZADBR-UHFFFAOYSA-N 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
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- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 description 2
- 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
- 229910002012 Aerosil® Inorganic materials 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 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
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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
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- 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
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- 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 |
|---|---|---|---|
| CH1911/95 | 1995-06-29 | ||
| CH191195 | 1995-06-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR19990028652A true KR19990028652A (ko) | 1999-04-15 |
Family
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Family Applications (1)
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| KR1019970709974A Abandoned KR19990028652A (ko) | 1995-06-29 | 1996-06-17 | 부식 억제제인 카르복시산의 아미노실란 염 및 실란아미드 |
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| 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)
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| 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 |
| DE69602530T2 (de) | 1999-10-28 |
| MY129135A (en) | 2007-03-30 |
| 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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