EP0566956B1 - Korrosionsschutzmittel - Google Patents
Korrosionsschutzmittel Download PDFInfo
- Publication number
- EP0566956B1 EP0566956B1 EP93105957A EP93105957A EP0566956B1 EP 0566956 B1 EP0566956 B1 EP 0566956B1 EP 93105957 A EP93105957 A EP 93105957A EP 93105957 A EP93105957 A EP 93105957A EP 0566956 B1 EP0566956 B1 EP 0566956B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- weight
- anticorrosive
- acid
- salt
- 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
- 238000005260 corrosion Methods 0.000 title abstract description 22
- 230000007797 corrosion Effects 0.000 title abstract description 15
- 239000003112 inhibitor Substances 0.000 title abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 23
- 239000002253 acid Substances 0.000 claims abstract description 19
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- -1 alkaline earth metal salt Chemical class 0.000 claims description 21
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 9
- 239000002480 mineral oil Substances 0.000 claims description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 6
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 6
- 239000000194 fatty acid Substances 0.000 claims description 6
- 229930195729 fatty acid Natural products 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 238000005555 metalworking Methods 0.000 claims description 5
- 235000010446 mineral oil Nutrition 0.000 claims description 5
- VRMUTGLITCWVPW-UHFFFAOYSA-N 3-prop-1-enoxycarbonyl-2,2,3-tris(prop-1-enyl)hex-4-enoic acid Chemical compound CC=COC(=O)C(C=CC)(C=CC)C(C=CC)(C=CC)C(O)=O VRMUTGLITCWVPW-UHFFFAOYSA-N 0.000 claims description 3
- 239000005068 cooling lubricant Substances 0.000 claims description 3
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical group 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 29
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 239000003795 chemical substances by application Substances 0.000 description 9
- 239000012299 nitrogen atmosphere Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 5
- 235000011044 succinic acid Nutrition 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000002401 inhibitory effect Effects 0.000 description 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 239000011814 protection agent Substances 0.000 description 4
- 239000001384 succinic acid Substances 0.000 description 4
- 229940014800 succinic anhydride Drugs 0.000 description 4
- 239000003513 alkali Substances 0.000 description 3
- 150000008064 anhydrides Chemical class 0.000 description 3
- 150000004005 nitrosamines Chemical class 0.000 description 3
- RYNKSPIWLXKJHG-ZJUUUORDSA-N (3s)-3-[(3s)-oct-1-en-3-yl]oxolane-2,5-dione Chemical compound CCCCC[C@@H](C=C)[C@@H]1CC(=O)OC1=O RYNKSPIWLXKJHG-ZJUUUORDSA-N 0.000 description 2
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BMFVVZCDACLWFN-UHFFFAOYSA-N 2-methyl-4-nitroimidazol-1-amine Chemical compound CC1=NC([N+]([O-])=O)=CN1N BMFVVZCDACLWFN-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 125000005066 dodecenyl group Chemical group C(=CCCCCCCCCCC)* 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 231100001261 hazardous Toxicity 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 239000011022 opal Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- UMXHTMOMWDGZKZ-UHFFFAOYSA-M sodium;4-(2-methylpropoxy)-4-oxobutanoate Chemical compound [Na+].CC(C)COC(=O)CCC([O-])=O UMXHTMOMWDGZKZ-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 150000003444 succinic acids Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M173/00—Lubricating compositions containing more than 10% water
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/16—Ethers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
- C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
- C10M129/68—Esters
- C10M129/76—Esters containing free hydroxy or carboxyl groups
-
- 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
- C23F11/12—Oxygen-containing compounds
- C23F11/128—Esters of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/02—Water
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/046—Hydroxy ethers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/287—Partial esters
- C10M2207/288—Partial esters containing free carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/12—Inhibition of corrosion, e.g. anti-rust agents or anti-corrosives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/20—Metal working
- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/01—Emulsions, colloids, or micelles
Definitions
- Corrosion protection agents are used in many areas of metalworking when it comes to protecting the metal parts used from rust.
- the previously used corrosion protection agents contain constituents such as petroleum sulfonates, salts of alkylsulfonamidocarboxylic acids and amine salts of a partial ester of an alkyl or alkenyl succinic acid.
- DE-A-26 40 854 discloses lubricant compositions with antirust properties based on amine salts of a partial ester of an alkyl or alkenyl succinic acid.
- Corrosion protection agents based on alkylarylsulfonic acids, alkanolamine and partial esters of an alkyl or alkenylsuccinic acid are known from EP-A-336 467.
- sulfur-containing compounds such as alkylarylsulfonic acids, petroleum sulfonates, salts of alkylsulfonamidocarboxylic acids
- sulfur-containing compounds can easily be broken down by microorganisms, such as sulfur-reducing bacteria.
- Nitrogen-containing corrosion inhibitors, especially secondary amines, can e.g. are chemically converted into health-endangering nitrosamines.
- the object of the invention is to provide anti-corrosion agents which are free of amines and which, when used, preclude the formation of substances which are hazardous to health, such as nitrosamines.
- salts in particular alkali and alkaline earth salts of alkyl or alkenylsuccinic acid semiesters, can be used as corrosion inhibitors, and a hazard from nitrosamines can thus be excluded.
- the invention relates to corrosion inhibitors, characterized by a content of amine-free salt of a half ester of an alkyl or alkenyl succinic acid, the alkyl or alkenyl substituents of which contain 8 to 30 carbon atoms, preferably 9 to 15 carbon atoms.
- the amine-free salts are obtained by esterification of alkyl or alkenyl succinic anhydride with alcohol, preferably in equimolar amounts, optionally with the addition of a catalyst, such as alcoholate solution, at temperatures up to the boiling point of the solution, preferably 20 ° C. to boiling point, particularly preferably 40-80 ° C.
- a catalyst such as alcoholate solution
- the reaction is preferably carried out with nitrogen gas.
- the solution is advantageously stirred at a temperature up to the boiling point of the solution, preferably from 60 ° C. to the boiling point of the solution.
- the half-esters obtained are mixed with dilute alkali to a pH above 7, preferably up to a pH in the range of 9.
- the half ester is derived from an alkyl or alkenyl succinic acid in which the alkenyl or alkyl substituent contains 8 to 30 carbon atoms, preferably 9 to 15 carbon atoms.
- succinic acids are octenyl, dodecenyl, hexadecenyl, isooctadecenyl or triacontenyl succinic acid.
- the substituent group can also consist of a polyolefinic group, such as a tri, tetra or pentapropenyl group.
- the alcohol used to form the half ester preferably has 1 to 15 carbon atoms and preferably contains an alkyl alcohol (alkanol) such as methanol, ethanol, propanol or butanol.
- alkyl alcohol alkanol
- the lye, which is reacted with the half ester of substituted succinic acid is preferably aqueous hydroxide solution, such as sodium hydroxide solution or potassium hydroxide solution.
- Aqueous solutions of polyvalent metal hydroxides, such as alkaline earth metal hydroxides, are also suitable.
- the aqueous solution of the amine-free salts thus obtained can be used directly as an anti-corrosion agent without further purification of the alkyl or alkenylsuccinic acid.
- These amine-free salts can be used in the case of aqueous corrosion protection agents, and are preferably used in a concentration of 0.5 to 65% by weight, particularly preferably 1-10% by weight, based on the aqueous solution.
- the pH of the aqueous anticorrosive agent is above pH 7, preferably at a pH of approximately 9.
- Such anti-corrosion agents are characterized by complete “solubility" in combination with water. When mixed with water, they form finely divided emulsions that can be clear (transparent) opal or milky.
- Mixtures of the above-mentioned amine-free salts of the half esters of alkyl or alkenylsuccinic acid with oxethylates, fatty acids and optionally ether carboxylic acids are preferably used with mineral oils, in an amount of up to 70% by weight of mineral oil, based on the total weight, and show good properties as corrosion inhibitors.
- Suitable mineral oils are mineral oils which consist of paraffins, naphthenes and partly of aromatics and usually have viscosities of 25 to 30 mm 2 / s, measured at 20 ° C.
- aqueous solutions of the amine-free salts of the half esters of alkyl or alkenylsuccinic acid, with oxethylates, fatty acids and optionally ether carboxylic acids and mineral oil are preferably used as corrosion inhibitors, where they show good results especially with regard to good hard water stability.
- test results listed below show that the amine-free salts according to the invention are effective as anti-corrosion agents.
- Table 1 shows the corrosion-inhibiting effect of an aqueous alkaline solution of the amine-free salt.
- Table 2 shows the corrosion-inhibiting effect of a mixture.
- the corrosion-inhibiting effect was determined using the Herbert test (DIN 51360/1) and the filter paper test (DIN 51360/2).
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Lubricants (AREA)
- Anti-Oxidant Or Stabilizer Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4213150 | 1992-04-22 | ||
| DE4213150 | 1992-04-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0566956A1 EP0566956A1 (de) | 1993-10-27 |
| EP0566956B1 true EP0566956B1 (de) | 1996-07-31 |
Family
ID=6457193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP93105957A Expired - Lifetime EP0566956B1 (de) | 1992-04-22 | 1993-04-13 | Korrosionsschutzmittel |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP0566956B1 (sk) |
| JP (1) | JPH0617268A (sk) |
| AT (1) | ATE140982T1 (sk) |
| BR (1) | BR9301612A (sk) |
| CA (1) | CA2094556A1 (sk) |
| CZ (1) | CZ287586B6 (sk) |
| DE (1) | DE59303348D1 (sk) |
| ES (1) | ES2092715T3 (sk) |
| RU (1) | RU2110613C1 (sk) |
| SK (1) | SK36493A3 (sk) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4341576A1 (de) * | 1993-12-07 | 1995-06-08 | Hoechst Ag | Verfahren zur Herstellung von Alkoxylaten unter Verwendung von Esterverbindungen als Katalysator |
| DE4436764A1 (de) * | 1994-10-14 | 1996-04-18 | Henkel Kgaa | Verwendung von Guanidiniumsalzen ungesättigter Fettsäuren als Korrosionsschutzwirkstoff |
| GB9705866D0 (en) * | 1997-03-21 | 1997-05-07 | Castrol Ltd | A metalworking fluid |
| DE10217208B4 (de) * | 2002-04-18 | 2004-09-16 | Clariant Gmbh | Verwendung von Ethercarbonsäuren mit niedrigem Stockpunkt |
| WO2007135017A1 (en) * | 2006-05-23 | 2007-11-29 | Ciba Holding Inc. | Corrosion inhibiting composition for non-ferrous metals |
| AU2010279232A1 (en) | 2009-08-07 | 2012-03-08 | Basf Se | Lubricant composition comprising alkylethercarboxylic acid |
| US8802606B2 (en) | 2010-08-06 | 2014-08-12 | Basf Se | Lubricant composition having improved antiwear properties |
| MD1025Z (ro) * | 2015-09-30 | 2016-11-30 | Институт Химии Академии Наук Молдовы | Inhibitor de coroziune a oţelului în apă |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4053426A (en) * | 1975-03-17 | 1977-10-11 | Mobil Oil Corporation | Lubricant compositions |
| DE3534439A1 (de) * | 1985-09-27 | 1987-04-02 | Hoechst Ag | Verwendung von alkenylbernsteinsaeurehalbamiden als korrosionsschutzmittel |
-
1993
- 1993-04-13 EP EP93105957A patent/EP0566956B1/de not_active Expired - Lifetime
- 1993-04-13 DE DE59303348T patent/DE59303348D1/de not_active Expired - Fee Related
- 1993-04-13 ES ES93105957T patent/ES2092715T3/es not_active Expired - Lifetime
- 1993-04-13 AT AT93105957T patent/ATE140982T1/de not_active IP Right Cessation
- 1993-04-19 SK SK364-93A patent/SK36493A3/sk unknown
- 1993-04-20 BR BR9301612A patent/BR9301612A/pt not_active Application Discontinuation
- 1993-04-21 JP JP5094551A patent/JPH0617268A/ja active Pending
- 1993-04-21 CA CA002094556A patent/CA2094556A1/en not_active Abandoned
- 1993-04-21 CZ CZ1993691A patent/CZ287586B6/cs not_active IP Right Cessation
- 1993-04-21 RU RU93004634A patent/RU2110613C1/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| DE59303348D1 (de) | 1996-09-05 |
| SK36493A3 (en) | 1993-11-10 |
| JPH0617268A (ja) | 1994-01-25 |
| CA2094556A1 (en) | 1993-10-23 |
| BR9301612A (pt) | 1993-10-26 |
| RU2110613C1 (ru) | 1998-05-10 |
| EP0566956A1 (de) | 1993-10-27 |
| CZ69193A3 (en) | 1994-01-19 |
| CZ287586B6 (en) | 2000-12-13 |
| ES2092715T3 (es) | 1996-12-01 |
| ATE140982T1 (de) | 1996-08-15 |
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