EP0786019B1 - Verwendung von guanidiniumsalzen ungesättigter fettsäuren als korrosionsschutzwirkstoff - Google Patents
Verwendung von guanidiniumsalzen ungesättigter fettsäuren als korrosionsschutzwirkstoff Download PDFInfo
- Publication number
- EP0786019B1 EP0786019B1 EP95935435A EP95935435A EP0786019B1 EP 0786019 B1 EP0786019 B1 EP 0786019B1 EP 95935435 A EP95935435 A EP 95935435A EP 95935435 A EP95935435 A EP 95935435A EP 0786019 B1 EP0786019 B1 EP 0786019B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oil
- fatty acids
- acid
- guanidinium salts
- carbon atoms
- 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 - Lifetime
Links
- 235000021122 unsaturated fatty acids Nutrition 0.000 title claims abstract description 29
- 150000004670 unsaturated fatty acids Chemical class 0.000 title claims abstract description 25
- 150000002357 guanidines Chemical class 0.000 title description 5
- 239000013543 active substance Substances 0.000 title 1
- 238000005260 corrosion Methods 0.000 claims abstract description 56
- 230000007797 corrosion Effects 0.000 claims abstract description 50
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical class NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims abstract description 40
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 20
- 239000002184 metal Substances 0.000 claims abstract description 5
- 229910052751 metal Inorganic materials 0.000 claims abstract description 5
- 239000003921 oil Substances 0.000 claims description 44
- 239000000839 emulsion Substances 0.000 claims description 36
- 239000002904 solvent Substances 0.000 claims description 29
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 26
- 239000000194 fatty acid Substances 0.000 claims description 26
- 229930195729 fatty acid Natural products 0.000 claims description 26
- 150000004665 fatty acids Chemical class 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 16
- 150000001983 dialkylethers Chemical class 0.000 claims description 11
- 239000002480 mineral oil Substances 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 10
- 235000010446 mineral oil Nutrition 0.000 claims description 10
- 150000001298 alcohols Chemical class 0.000 claims description 9
- 239000000539 dimer Substances 0.000 claims description 9
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 9
- 229930195733 hydrocarbon Natural products 0.000 claims description 6
- 150000002430 hydrocarbons Chemical class 0.000 claims description 6
- 239000004530 micro-emulsion Substances 0.000 claims description 6
- 239000007764 o/w emulsion Substances 0.000 claims description 6
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 claims description 6
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 5
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 5
- 239000005642 Oleic acid Substances 0.000 claims description 5
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 5
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 5
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 claims description 4
- 239000010696 ester oil Substances 0.000 claims description 4
- 235000021281 monounsaturated fatty acids Nutrition 0.000 claims description 4
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000011877 solvent mixture Substances 0.000 claims description 4
- 239000005662 Paraffin oil Substances 0.000 claims description 3
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 claims description 2
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 claims description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 claims description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 claims description 2
- 235000021319 Palmitoleic acid Nutrition 0.000 claims description 2
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims description 2
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims description 2
- 229940114079 arachidonic acid Drugs 0.000 claims description 2
- 235000021342 arachidonic acid Nutrition 0.000 claims description 2
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 claims description 2
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 claims description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 claims description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims description 2
- 229960004488 linolenic acid Drugs 0.000 claims description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims description 2
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 claims description 2
- 229960003656 ricinoleic acid Drugs 0.000 claims description 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 claims description 2
- 229960002703 undecylenic acid Drugs 0.000 claims description 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 claims 3
- 238000000034 method Methods 0.000 abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 33
- 239000012071 phase Substances 0.000 description 25
- 239000000243 solution Substances 0.000 description 24
- 239000000047 product Substances 0.000 description 18
- 239000002253 acid Substances 0.000 description 15
- -1 alkenyl succinic acid Chemical compound 0.000 description 13
- 230000000694 effects Effects 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 150000007513 acids Chemical class 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 7
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- STIAPHVBRDNOAJ-UHFFFAOYSA-N carbamimidoylazanium;carbonate Chemical compound NC(N)=N.NC(N)=N.OC(O)=O STIAPHVBRDNOAJ-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000012141 concentrate Substances 0.000 description 5
- 229940049964 oleate Drugs 0.000 description 5
- 239000003208 petroleum Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 150000001241 acetals Chemical class 0.000 description 4
- 230000000875 corresponding effect Effects 0.000 description 4
- 150000002191 fatty alcohols Chemical class 0.000 description 4
- ZRALSGWEFCBTJO-UHFFFAOYSA-O guanidinium Chemical compound NC(N)=[NH2+] ZRALSGWEFCBTJO-UHFFFAOYSA-O 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 229910052788 barium Inorganic materials 0.000 description 3
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000007957 coemulsifier Substances 0.000 description 3
- 238000004945 emulsification Methods 0.000 description 3
- 230000001804 emulsifying effect Effects 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229940051250 hexylene glycol Drugs 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 239000011814 protection agent Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 150000004671 saturated fatty acids Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- VACHUYIREGFMSP-UHFFFAOYSA-N (+)-threo-9,10-Dihydroxy-octadecansaeure Natural products CCCCCCCCC(O)C(O)CCCCCCCC(O)=O VACHUYIREGFMSP-UHFFFAOYSA-N 0.000 description 2
- NKJOXAZJBOMXID-UHFFFAOYSA-N 1,1'-Oxybisoctane Chemical compound CCCCCCCCOCCCCCCCC NKJOXAZJBOMXID-UHFFFAOYSA-N 0.000 description 2
- JPFGKGZYCXLEGQ-UHFFFAOYSA-N 1-(4-methoxyphenyl)-5-methylpyrazole-4-carboxylic acid Chemical compound C1=CC(OC)=CC=C1N1C(C)=C(C(O)=O)C=N1 JPFGKGZYCXLEGQ-UHFFFAOYSA-N 0.000 description 2
- VACHUYIREGFMSP-SJORKVTESA-N 9,10-Dihydroxystearic acid Natural products CCCCCCCC[C@@H](O)[C@@H](O)CCCCCCCC(O)=O VACHUYIREGFMSP-SJORKVTESA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 101500021084 Locusta migratoria 5 kDa peptide Proteins 0.000 description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000005108 dry cleaning Methods 0.000 description 2
- 230000008030 elimination Effects 0.000 description 2
- 238000003379 elimination reaction Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 238000005555 metalworking Methods 0.000 description 2
- 235000014593 oils and fats Nutrition 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 235000003441 saturated fatty acids Nutrition 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 239000001384 succinic acid Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- IMYZYCNQZDBZBQ-UHFFFAOYSA-N (+-)-8-(cis-3-octyl-oxiranyl)-octanoic acid Natural products CCCCCCCCC1OC1CCCCCCCC(O)=O IMYZYCNQZDBZBQ-UHFFFAOYSA-N 0.000 description 1
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- WWALCUZRHIEJIT-UHFFFAOYSA-N 2-aminopurin-6-one Chemical class NC1=NC(=O)C2=NC=NC2=N1 WWALCUZRHIEJIT-UHFFFAOYSA-N 0.000 description 1
- MGGVALXERJRIRO-UHFFFAOYSA-N 4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-2-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-1H-pyrazol-5-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)O MGGVALXERJRIRO-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000006471 dimerization reaction Methods 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002149 estolides Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000004005 nitrosamines Chemical class 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical class CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- BARWIPMJPCRCTP-UHFFFAOYSA-N oleic acid oleyl ester Natural products CCCCCCCCC=CCCCCCCCCOC(=O)CCCCCCCC=CCCCCCCCC BARWIPMJPCRCTP-UHFFFAOYSA-N 0.000 description 1
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000000614 phase inversion technique Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000010734 process oil Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 239000003799 water insoluble solvent Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- C23F11/146—Nitrogen-containing compounds containing a multiple nitrogen-to-carbon bond
Definitions
- the invention relates to oil-based anti-corrosion agents for metallic, especially iron-based surfaces, preferably in the form of oil-in-water emulsions are used.
- the invention provides alkylamine free Corrosion protection agents are available, which are characterized by good Characterize oil solubility and at the same time the emulsification of the oil phase effect in water.
- Anti-rust emulsions are used for the temporary protection of metallic materials against atmospheric influences that cause corrosion. She essentially contain non-polar or polar oils, emulsifiers, corrosion inhibitors and water. Their effect is based on the adsorption of inhibitor molecules on the metal surface and the formation of a protective film from emulsion components, which acts as a diffusion barrier for atmospheric oxygen as well as water works. T. Forster et al. report in "Surface-Surface", 1989, No. 4, pp. 8-12, on modes of action and investigation methods of anti-rust emulsions.
- Previously used corrosion protection agents contain components such as for example petroleum sulfonates, salts of alkylsulfonamidocarboxylic acids and Amine or other salts of partial esters of alkyl or alkenyl succinic acid.
- EP-A-566 956 describes anti-corrosion agents based on an amine-free salt of a half-ester of an alkyl or Alkenyl succinic acid.
- Sulfur-containing corrosion inhibitors such as alkylarylsulfonic acids, Petroleum sulfonates or salts of alkyl sulfonamido carboxylic acids show the disadvantage that they are easily from microorganisms, such as sulfur-reducing Bacteria can be broken down, causing significant odor nuisance can lead.
- Corrosion protection agents containing alkylamine, in particular those with secondary amines, because of the risk of formation health-endangering nitrosamines are increasingly viewed critically. Therefore there is a need for sulfur and alkylamine-free anti-corrosion agents.
- stearic acid derivatives have been described as anti-corrosion agents (DE-C-32 03 491).
- examples include 9,10-dihydroxystearic acid and their alkali salts and their oligomeric condensates, 9,10-epoxistearic acid, their alkali salts and their oligomeric estolides and finally mixed oligomerizates of 9,10-epoxy and 9,10-dihydroxystearic acid.
- Anticorrosive in the form of oil-in-water emulsions for use should come as pure oily, i.e. water-free concentrates to be placed on the market by adding water at the location of the Application to be brought into the ready-to-use emulsion form.
- This Oil concentrates contain the corrosion inhibitors, which are therefore oil-soluble have to be. So that the oil concentrates spontaneously when diluted with water form an emulsion, so it can be self-emulsifying, it was previously required that these concentrates in addition to the corrosion inhibitors Contain emulsifiers. Possible interactions between the surface active Emulsifiers and the polar corrosion inhibitors often act negative on emulsification behavior and on corrosion protection effect from and this complicates the product formulation. This problem could be solved eliminate if oil-soluble anti-corrosion agents with emulsifying Properties could be made available.
- GB-A-602 617 relates to oil-in-water emulsions which use a guanidine salt as an emulsifier contain a saturated monocarboxylic acid with at least 10 carbon atoms. Such Emulsions are used, for example, as lubricants. Preferably These emulsions contain a combination of a guanidine salt as an emulsifier a saturated fatty acid with at least 10 carbon atoms and an alkylolamine salt a carboxylic acid with at least 10 carbon atoms and also free alkylolamine. It it is mentioned that guanidine salts of unsaturated fatty acids, for example oleates, are unsuitable because of the instability of the resulting emulsions.
- the object of the present invention is to create new sulfur and to provide alkylamine-free anti-corrosion agents whose Oil solutions are not unacceptably high even at high concentrations of active ingredients Have viscosities, and at the same time an emulsification of the oil phase effect when mixed with water, without additional Emulsifiers are required.
- “Fatty acids” are understood here to mean carboxylic acids which, if appropriate May be substituted by OH.
- the unsaturated fatty acids that can be used can be divided into two groups: native fatty acids, like them occur as a component of natural oils and fats and so-called dimer fatty acids, the technically through, usually acid catalyzed, dimerization suitable fatty acids are accessible.
- the unsaturated ones that can be used Fatty acids are therefore once characterized in that they are native Represent fatty acids, that is branched or preferably linear, one have up to six, preferably one to three double bonds and preferably Contain 11 to 28, in particular 18 to 22 carbon atoms.
- Suitable unsaturated fatty acids of this type are preferably monobasic and selected from undecylenic acid, myristoleic acid, palmitoleic acid, Oleic acid, ricinoleic acid, erucic acid, linoleic acid, linolenic acid, Arachidonic acid and mixtures thereof.
- unsaturated fatty acids suitable from the group of the so-called dimer acids are polybasic, preferably dibasic. Such are in particular dimer acids suitable, which have 36 to 44 carbon atoms.
- guanidinium salts can be more defined, purer Fatty acids can be used with advantage. Because of economical reasons in practice, however, one becomes guanidinium salts of technical fatty acid mixtures use that in addition to unsaturated fatty acids different C chain lengths also contain certain proportions of saturated fatty acids can. Such technical fatty acid mixtures can, for example can be obtained by splitting suitable natural oils and fats. In terms of the use according to the invention, however, it is necessary that the technical fatty acid mixtures at least 50 wt .-%, preferably at least 80% by weight of unsaturated fatty acids of the above Carbon chain lengths exist.
- dimer fatty acids which can likewise be used according to the invention, generally do not represent pure substances either, but can contain fatty acids of different carbon chain lengths and / or different degrees of oligomerization.
- trimerization or polymerization products can also be present in addition to unreacted and / or isomerized monomer fatty acids.
- dimer fatty acids we mean product mixtures that consist of at least 50% by weight, preferably at least 70% by weight, of dimer fatty acid with a C chain length between 36 and 44.
- Such products are commercially available, for example from Unichema under the product group name Pripol R or from Henkel KGaA under the product group name Empol R.
- guanidinium salts of the abovementioned fatty acids they are used as solutions in hydrocarbons which are liquid at working temperature, dialkyl ethers and / or acetals which are largely insoluble in water, and mixtures thereof.
- ester oils such as oleyl oleate, esterification products of aliphatic dicarboxylic acids (preferably C 8-9 ) with branched Guerbet alcohols (preferably C 12-20 ) (EP-A-489 809), esters of C 1- 5- nonocarboxylic acids with mono- or polyfunctional alcohols (described for example in DE-A-39 07 391), esters of C 6-11 -nonocarboxylic acids with mono- or polyfunctional alcohols (described for example in DE-A-39 07 392), and Alkoxylation products of triglycerides with 0.5 - 3 mol EO and / or PO, for example glycerol propoxylate trioleate (German patent application DE-A-43 23 771).
- oil-like solvents These essentially water-insoluble solvents are described below referred to as "oil-like solvents”.
- Solutions which contain between 1 and 45% by weight are preferably used. contain dissolved in guanidinium salts of unsaturated fatty acids. With less The corrosion protection effect decreases significantly, while at higher levels, the solutions are usually so highly viscous that their Handling and their use for emulsion formation is unnecessarily difficult.
- hydrocarbons come into consideration at working temperature, So a temperature between about 10 and about 90 ° C liquid are.
- paraffin oil or mineral oil where in the case of Mineral oil for ecological and toxicological reasons low-aromatic mineral oils are preferred.
- Suitable oils of this type are commercially available. Examples include pioneer oil 4556 from Hansen & Rosenthal, Enerpar 3036 from Manual BP and Parex Paraffin II from Leuna-Werke.
- dialkyl ethers are in water dissolve no more than 5% by weight, preferably not more than 0.5% by weight.
- Suitable examples are dialkyl ethers with 6 to 24, preferably 8 to 18 C atoms per alkyl radical, the alkyl radicals being straight-chain independently of one another or can be branched, saturated or unsaturated and preferably n-octyl, 2-ethylhexyl, stearyl and / or isostearyl radicals represent.
- dialkyl ethers can still have free hydroxyl groups and are then referred to as hydroxy mixed ethers.
- the use of such Dialkyl ether in metalworking fluids is for example in German patent application DE-A-42 37 501.
- Such dialkyl ethers are commercially available, for example from Henkel KGaA at Name Cetiol-OE (dioctyl ether).
- guanidinium salts As an oil-like solvent for the use according to the invention of the guanidinium salts come acetals based on monovalent aldehydes with 1 to 25, preferably 1 to 10 carbon atoms, and monohydric alcohols with 1 to 25, in particular 2 to 20 carbon atoms.
- the usage such acetals as a mineral oil substitute, oil component or base oil in lubricating oils and in metalworking fluids is known from EP-A-512 501. There is also a general rule for making such Acetale communicated.
- the use according to the invention of the guanidinium salts of unsaturated fatty acids happens preferably in such a way that the solution of the guanidinium salts in one of the above-mentioned oil-like solvents or in Mixtures of these are used as the oil phase of an oil-in-water emulsion becomes.
- the proportion of the oil phase is, including the solution of Guanidinium salts of the unsaturated fatty acids is understood at the Emulsion preferably between 0.5 and 50% by weight, in particular between 5 and 20% by weight.
- the rule of thumb is that the proportion of the oil phase the lower the concentration, the higher the concentration of the guanidinium salts unsaturated fatty acids in the oil phase.
- Oil phase a concentration of a guanidinium salt of an unsaturated Fatty acid, for example guanidinium oleate, has between 5 and 20% by weight.
- the invention encompasses the use of guanidinium salts polyunsaturated fatty acids with 6 to 44 carbon atoms according to one or more of claims 1 to 9, wherein the guanidinium salts are more unsaturated Fatty acids are dissolved in an oil-in-water emulsion and being an oil phase oily solvent or solvent mixture according to one or more of the Claims 6 to 9 is used and the proportion of the oil phase in the Emulsion between 0.5 and 50, preferably 5 to 20 wt .-% and the proportion of Guanidinium salts 1 to 45, preferably 5 to 20 wt .-% based on the oil phase is.
- the viscosity of the solutions of the guanidinium salts can be increased by adding glycols unsaturated fatty acids in the oil-like solvents on application technology favorable values can be set without the ability to form emulsions Water is affected by this.
- glycols are butyl diglycol, Hexylene glycol or dipropylene glycol suitable in the guanidinium salt solution Amounts from 1 to 10% by weight can be added.
- the glycols can either be the solution of the guanidinium salts Unsaturated fatty acids added in oil-like solvents or the oily solvent before the reaction described below of guanidinium salts of volatile acids with unsaturated fatty acids be added. Because of the favorable effect on corrosion protection the use of hexylene glycol is preferred.
- the procedure is preferably such that a solution of the guanidinium salts in the oil-like solvent Mixed water. Since the guanidinium salts in both the oil-like solvents are soluble in water, they will be between water and distribute oil phase. The distribution balance depends on the individual case the chosen oily solvent and the type of unsaturated Fatty acid. As described in Example 11, an emulsion can also do this are obtained by having an aqueous solution of the guanidinium salts emulsified with oil. Here too it is to be expected that there will be a distribution equilibrium which sets guanidinium salts.
- the proportion of the oil phase, which contains the guanidinium salts of unsaturated fatty acids at least partially dissolved, in the oil-in-water emulsion is from about 0.5 to about 50% by weight and is preferably in the range from about 5 to about 20% by weight. %.
- Such an emulsion is usually stable for the periods of several hours required in terms of application technology without further co-emulsifiers. In special circumstances, for example if the emulsion contains further active ingredients such as builder salts or use-related impurities, it may be necessary to stabilize the emulsion by using additional co-emulsifiers.
- Nonionic surfactants in particular ethoxylation products of fatty alcohols, such as, for example, an adduct of 6 moles of ethylene oxide with 1 mole of a C 12/14 fatty alcohol mixture, or anionic emulsifiers such as, for example, alkylbenzenesulfonates, are suitable for this.
- fatty alcohols such as, for example, an adduct of 6 moles of ethylene oxide with 1 mole of a C 12/14 fatty alcohol mixture
- anionic emulsifiers such as, for example, alkylbenzenesulfonates
- the emulsion can be in the form of a conventional, milky opaque Emulsion present. It can also be advantageous for special purposes be the emulsion in the form of an almost transparent so-called microemulsion with an oil content of up to 50% by weight, as is caused by phase inversion is available from a water-in-oil emulsion.
- Example 11 One possible implementation is in Example 11 below specified.
- the invention relates to oil-in-water emulsions that are considered by Phase inversion microemulsions are available, the oil phase of which oily solvent or solvent mixture selected from at Working temperature liquid hydrocarbons, largely water-insoluble Dialkyl ethers, alcohols, ester oils and / or acetals and mixtures thereof, represents and guanidinium salts of mono- or polyunsaturated fatty acids with 6 to 44 carbon atoms in concentrations of 1 to 45% by weight, preferably 5 to 20 Wt .-%, dissolved in relation to the oil phase and the proportion of Oil phase on the emulsion between 0.5 and 50 wt .-%, preferably 5 to 20 % By weight.
- oily solvent or solvent mixture selected from at Working temperature liquid hydrocarbons, largely water-insoluble Dialkyl ethers, alcohols, ester oils and / or acetals and mixtures thereof, represents and guanidinium salts of mono- or polyunsaturated fatty acids with 6 to
- guanidinium salts of unsaturated fatty acids is described in the above-mentioned US Pat. No. 2,978,415.
- a mixture of unsaturated fatty acids can be dissolved in an organic solvent such as methyl isobutyl ketone and guanidinium carbonate can be added.
- an organic solvent such as methyl isobutyl ketone
- guanidinium carbonate can be added.
- the solvent and the water of reaction can be removed, the product remaining in the form of a brown, waxy paste.
- oil-like solvents as the solvent for the reaction of the unsaturated fatty acids with guanidinium salts of volatile acids, for example guanidinium carbonate, as the oil phase to be used for later emulsion preparation.
- guanidinium salts of volatile acids for example guanidinium carbonate
- Examples 1 to 5 describe processes according to the invention for the preparation of solutions and emulsions used.
- reaction mixture is heated to 100 ° C. and stirred until the acid number is less than 20 (about 2 hours). A slight gassing can be observed during the reaction time and the solution changes color from light yellow to beige brown. During the reaction, the elimination of 1 mol of carbonic acid corresponding to 1 mol of H 2 O and 1 mol of CO 2 , 62 g, is theoretically to be expected. A viscous, beige-brown, transparent oil solution is obtained as the reaction product.
- Solvent dioctyl ether Cetiol-0E, Henkel KGaA.
- reaction time A slight gassing can be observed during the reaction time and the solution changes color from light yellow to beige brown.
- water jet vacuum is applied (15 min) at 100 ° C to remove CO 2 and water.
- the reaction mixture is diluted with 6620 g of mineral oil.
- a beige-brown, transparent oil solution is obtained as a reaction product, from which emulsions can be produced by adding 90% by weight of water.
- Example 10 The corrosion protection effect of an emulsion was analogous to Example 10 tested by adding the product from Example 5 with water in the Weight ratio 1: 9 was obtained: after 7 days there was no corrosion, severe corrosion observed after 20 days.
- the product from example was used for a corrosion test analogous to example 10 5 mixed with 5 wt .-% hexylene glycol. By adding water An emulsion was obtained in a weight ratio of 1: 9 and for testing the corrosion protection effect used. Result: After 8 days none, severe corrosion after 13 days.
- a microemulsion by the phase inversion method To prepare a microemulsion by the phase inversion method, 2.6 parts by weight of this guanidinium oleate and 0.26 part by weight of sodium citrate were dissolved in 51.04 parts by weight of water. The solution was mixed with 40 parts by weight of mineral oil (pioneer oil 4556) and 6.1 parts by weight of emulsifier (adduct of 4 mol of ethylene oxide with a C 12/14 fatty alcohol mixture) at a temperature above the phase inversion temperature of 35 ° determined by preliminary tests C mixed by stirring and cooled below the phase inversion temperature. A transparent microemulsion was obtained which can be diluted by adding water.
- mineral oil pioneer oil 4556
- emulsifier adduct of 4 mol of ethylene oxide with a C 12/14 fatty alcohol mixture
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Organic Chemistry (AREA)
- Colloid Chemistry (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Load-Engaging Elements For Cranes (AREA)
- Connection Of Plates (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Paints Or Removers (AREA)
Description
Korrosionsschutzprüfung: Schwitzwassertest nach DIN 50017 KFW | ||
Prüfsubstanz | Ergebnisse | |
Beisp. 6 | Produkt aus Beisp. 1 | bis 13 Tage keine Korrosion bis 24 Tage Spuren von Korrosion nach 25 Tagen Abbruch mit leichter Korrosion |
Beisp. 7 | Produkt aus Beisp. 2 | nach 25 Tagen Abbruch ohne Korrosion |
Beisp. 8 | Produkt aus Beisp. 3 | bis 16 Tage keine Korrosion nach 25 Tagen Abbruch mit Spuren von Korrosion |
Beisp. 9 | Produkt aus Beisp. 4 | bis 15 Tage keine Korrosion nach 25 Tagen Abbruch mit Spuren von Korrosion |
Beisp.10 | Produkt aus Beisp. 5 | bis 7 Tage keine Korrosion nach 20 Tagen starke Korrosion |
Vergl. 1 | Barium-Petrolsulfonat in Pionieröl 4556 | nach 1 Tag starke Korrosion (> 20 % korrodiert) |
Vergl. 2 | Barium-Petrolsulfonat in Enerpar 3036 | bis 2 Tage keine Korrosion bis 3 Tage Spuren von Korrosion nach 5 Tagen Abbruch mit starker Korrosion |
Vergl. 3 | Barium-Petrolsulfonat in Parex Paraffin II | bis 1 Tag Spuren von Korrosion nach 5 Tagen Abbruch mit starker Korrosion |
Claims (11)
- Verwendung von Guanidiniumsalzen ein- oder mehrfach ungesättigter Fettsäuren mit 6 bis 44 Kohlenstoffatomen zur Erzielung eines temporären Korrosionsschutzes auf metallischen Oberflächen.
- Verwendung gemäß Anspruch 1, dadurch gekennzeichnet, daß die ein- oder mehrfach ungesättigten Fettsäuren ausgewählt sind aus nativen Fettsäuren und/oder aus Dimerfettsäuren.
- Verwendung gemäß Anspruch 2, dadurch gekennzeichnet, daß die nativen Fettsäuren verzweigt oder linear sind, eine bis sechs Doppelbindungen aufweisen und 11 bis 28 Kohlenstoffatome enthalten.
- Verwendung gemäß Anspruch 3, dadurch gekennzeichnet, daß die nativen Fettsäuren einbasisch sind und ausgewählt sind aus Undecylensäure, Myristoleinsäure, Palmitoleinsäure, Ölsäure, Rhizinolsäure, Erucasäure, Linolsäure, Linolensäure, Arachidonsäure und deren Mischungen.
- Verwendung gemäß Anspruch 2, dadurch gekennzeichnet, daß die Dimerfettsäuren mehrbasisch sind und 36 bis 44 Kohlenstoffatome enthalten.
- Verwendung gemäß einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, daß die Guanidiniumsalze als Lösungen in ölartigen Lösungsmitteln ausgewählt aus bei Arbeitstemperatur flüssigen Kohlenwasserstoffen, weitgehend wasserunlöslichen Dialkylethern, Alkoholen, Esterölen und/oder Acetalen sowie Mischungen hiervon, in Konzentrationen zwischen 1 und 45 Gew.-%, eingesetzt werden.
- Verwendung gemäß Anspruch 6, dadurch gekennzeichnet, daß als Lösungsmittel für die Guanidiniumsalze Dialkylether mit 6 bis 24 C-Atomen pro Alkylrest verwendet werden, wobei die Alkylreste unabhängig voneinander geradkettig oder verzweigtkettig, gesättigt oder ungesättigt sind.
- Verwendung gemäß Anspruch 6, dadurch gekennzeichnet, daß als Lösungsmittel für die Guanidiniumsalze ein oder mehrere Acetale auf Basis von einwertigen Aldehyden mit 1 bis 25 C-Atomen und einwertigen Alkoholen mit 1 bis 25 C-Atomen verwendet werden.
- Verwendung gemäß Anspruch 6, dadurch gekennzeichnet, daß als Lösungsmittel für die Guanidiniumsalze Kohlenwasserstoffe in Form von Paraffinöl oder Mineralöl verwendet werden.
- Verwendung gemäß einem oder mehreren der Ansprüche 1 bis 9, dadurch gekennzeichnet, daß die Guanidiniumsalze ungesättigter Fettsäuren in einer Öl-in-Wasser-Emulsion gelöst sind, wobei als Ölphase ein ölartiges Lösungsmittel oder Lösungsmittelgemisch gemäß einem oder mehreren der Ansprüche 6 bis 9 verwendet wird und der Mengenanteil der Ölphase an der Emulsion zwischen 0,5 und 50 Gew.-% und der Anteil der Guanidiniumsalze 1 bis 45 Gew.-% bezüglich der Ölphase beträgt.
- Öl-in-Wasser-Emulsion, die als durch Phaseninversion erhältliche Mikroemulsion vorliegt, wobei deren Ölphase ein ölartiges Lösungsmittel oder Lösungsmittelgemisch, ausgewählt aus bei Arbeitstemperatur flüssigen Kohlenwasserstoffen, weitgehend wasserunlöslichen Dialkylethern, Alkoholen, Esterölen und/oder Acetalen sowie Mischungen hiervon, darstellt und Guanidiniumsalze ein- oder mehrfach ungesättigter Fettsäuren mit 6 bis 44 Kohlenstoffatomen in Konzentrationen von 1 bis 45 Gew.-% bezüglich der Ölphase gelöst enthält und wobei der Mengenanteil der Ölphase an der Emulsion zwischen 0,5 und 50 Gew.-% beträgt.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4436764A DE4436764A1 (de) | 1994-10-14 | 1994-10-14 | Verwendung von Guanidiniumsalzen ungesättigter Fettsäuren als Korrosionsschutzwirkstoff |
DE4436764 | 1994-10-14 | ||
PCT/EP1995/003931 WO1996012054A1 (de) | 1994-10-14 | 1995-10-05 | Verwendung von guanidiniumsalzen ungesättigter fettsäuren als korrosionsschutzwirkstoff |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0786019A1 EP0786019A1 (de) | 1997-07-30 |
EP0786019B1 true EP0786019B1 (de) | 1999-05-12 |
Family
ID=6530785
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP95935435A Expired - Lifetime EP0786019B1 (de) | 1994-10-14 | 1995-10-05 | Verwendung von guanidiniumsalzen ungesättigter fettsäuren als korrosionsschutzwirkstoff |
Country Status (9)
Country | Link |
---|---|
US (1) | US5749947A (de) |
EP (1) | EP0786019B1 (de) |
JP (1) | JPH10507231A (de) |
AT (1) | ATE180022T1 (de) |
CA (1) | CA2202678A1 (de) |
DE (2) | DE4436764A1 (de) |
ES (1) | ES2132722T3 (de) |
FR (1) | FR2725599B3 (de) |
WO (1) | WO1996012054A1 (de) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
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DE19747895A1 (de) * | 1997-10-30 | 1999-05-06 | Henkel Kgaa | Metallbehandlungsflüssigkeit für den neutralen pH-Bereich |
FR2795432B1 (fr) * | 1999-06-28 | 2001-08-24 | Atofina | Compositions inhibitrices de la corrosion pour fluides de transfert de chaleur |
DE102007027372A1 (de) * | 2007-06-11 | 2008-12-18 | Cognis Oleochemicals Gmbh | Verfahren zur Hydrierung von Glycerin |
US8766024B2 (en) * | 2009-11-20 | 2014-07-01 | Phillips 66 Company | Process to mitigate the corrosion of oils/fats |
EP3395369A1 (de) * | 2014-10-30 | 2018-10-31 | Asahi Kasei Kabushiki Kaisha | Verbesserer der transdermalen absorption und verbesserungshilfe der transdermalen absorption |
CN112585207B (zh) * | 2018-08-24 | 2023-05-26 | 三菱瓦斯化学株式会社 | 橡胶组合物及轮胎 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2978415A (en) * | 1957-04-17 | 1961-04-04 | American Cyanamid Co | Guanidine soaps as dry cleaning detergents |
DE3203491A1 (de) * | 1982-02-03 | 1983-08-11 | Henkel KGaA, 4000 Düsseldorf | Verwendung von stearinsaeurederivaten als korrosionsschutzmittel |
US5318954A (en) * | 1989-03-08 | 1994-06-07 | Henkel Kommanditgesellschaft Auf Aktien | Use of selected ester oils of low carboxylic acids in drilling fluids |
DE3907392A1 (de) * | 1989-03-08 | 1990-09-13 | Henkel Kgaa | Ester von carbonsaeuren mittlerer kettenlaenge als bestnadteil der oelphase in invert-bohrspuelschlaemmen |
DE3907391A1 (de) * | 1989-03-08 | 1990-09-13 | Henkel Kgaa | Verwendung ausgewaehlter esteroele niederer carbonsaeuren in bohrspuelungen |
DE3929069A1 (de) * | 1989-09-01 | 1991-03-07 | Henkel Kgaa | Neues basisoel fuer die schmierstoffindustrie |
DZ1577A1 (fr) * | 1991-05-08 | 2002-02-17 | Hoechst Ag | Emploi d'acetals. |
ATE140982T1 (de) * | 1992-04-22 | 1996-08-15 | Hoechst Ag | Korrosionsschutzmittel |
DE4237501A1 (de) * | 1992-11-06 | 1994-05-11 | Henkel Kgaa | Dialkylether in Metalloberflächen-Behandlungsmitteln |
DE4323771A1 (de) * | 1993-07-15 | 1995-01-19 | Henkel Kgaa | Grundöl auf Triglyceridbasis für Hydrauliköle |
DE4323908A1 (de) * | 1993-07-16 | 1995-01-19 | Henkel Kgaa | Verfahren zur Herstellung von O/W-Emulsionen zum Reinigen und Passivieren von Metalloberflächen |
-
1994
- 1994-10-14 DE DE4436764A patent/DE4436764A1/de not_active Withdrawn
-
1995
- 1995-10-05 WO PCT/EP1995/003931 patent/WO1996012054A1/de active IP Right Grant
- 1995-10-05 EP EP95935435A patent/EP0786019B1/de not_active Expired - Lifetime
- 1995-10-05 JP JP8512901A patent/JPH10507231A/ja active Pending
- 1995-10-05 AT AT95935435T patent/ATE180022T1/de not_active IP Right Cessation
- 1995-10-05 US US08/817,458 patent/US5749947A/en not_active Expired - Fee Related
- 1995-10-05 CA CA002202678A patent/CA2202678A1/en not_active Abandoned
- 1995-10-05 DE DE59505930T patent/DE59505930D1/de not_active Expired - Fee Related
- 1995-10-05 FR FR9511700A patent/FR2725599B3/fr not_active Expired - Fee Related
- 1995-10-05 ES ES95935435T patent/ES2132722T3/es not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
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DE4436764A1 (de) | 1996-04-18 |
ATE180022T1 (de) | 1999-05-15 |
DE59505930D1 (de) | 1999-06-17 |
CA2202678A1 (en) | 1996-04-25 |
FR2725599B3 (fr) | 1999-08-06 |
US5749947A (en) | 1998-05-12 |
WO1996012054A1 (de) | 1996-04-25 |
ES2132722T3 (es) | 1999-08-16 |
EP0786019A1 (de) | 1997-07-30 |
JPH10507231A (ja) | 1998-07-14 |
FR2725599A1 (fr) | 1996-04-19 |
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