EP3130654A1 - Zusammensetzung mit 2-alkyl-carbonsäuresalzen und verwendung davon als korrosionsschutzadditiv - Google Patents
Zusammensetzung mit 2-alkyl-carbonsäuresalzen und verwendung davon als korrosionsschutzadditiv Download PDFInfo
- Publication number
- EP3130654A1 EP3130654A1 EP15181182.5A EP15181182A EP3130654A1 EP 3130654 A1 EP3130654 A1 EP 3130654A1 EP 15181182 A EP15181182 A EP 15181182A EP 3130654 A1 EP3130654 A1 EP 3130654A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- carboxylic acid
- branched
- alkyl
- amine
- 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.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 39
- 238000005260 corrosion Methods 0.000 title claims abstract description 27
- 239000000654 additive Substances 0.000 title claims abstract description 7
- 230000000996 additive effect Effects 0.000 title abstract description 5
- 238000005555 metalworking Methods 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 5
- 230000007797 corrosion Effects 0.000 claims description 19
- -1 alkane amine Chemical class 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 14
- 150000001412 amines Chemical class 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 9
- 239000003921 oil Substances 0.000 claims description 9
- 230000003472 neutralizing effect Effects 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 239000003112 inhibitor Substances 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000000314 lubricant Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 239000003974 emollient agent Substances 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 239000003352 sequestering agent Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 229910052755 nonmetal Inorganic materials 0.000 claims 2
- 150000002843 nonmetals Chemical class 0.000 claims 2
- 238000007493 shaping process Methods 0.000 claims 2
- 239000005069 Extreme pressure additive Substances 0.000 claims 1
- 230000003115 biocidal effect Effects 0.000 claims 1
- 239000003139 biocide Substances 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims 1
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 1
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000010703 silicon Substances 0.000 claims 1
- 239000012530 fluid Substances 0.000 abstract description 6
- ISRUGXGCCGIOQO-UHFFFAOYSA-N Rhoden Chemical compound CNC(=O)OC1=CC=CC=C1OC(C)C ISRUGXGCCGIOQO-UHFFFAOYSA-N 0.000 description 18
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical class CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 15
- 150000001735 carboxylic acids Chemical class 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 238000010790 dilution Methods 0.000 description 9
- 239000012895 dilution Substances 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 8
- 238000010998 test method Methods 0.000 description 7
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 230000008901 benefit Effects 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 229910001060 Gray iron Inorganic materials 0.000 description 5
- 239000012470 diluted sample Substances 0.000 description 5
- 239000008233 hard water Substances 0.000 description 5
- 230000002401 inhibitory effect Effects 0.000 description 5
- YPIFGDQKSSMYHQ-UHFFFAOYSA-N 7,7-dimethyloctanoic acid Chemical class CC(C)(C)CCCCCC(O)=O YPIFGDQKSSMYHQ-UHFFFAOYSA-N 0.000 description 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 4
- 239000004327 boric acid Substances 0.000 description 4
- 150000002169 ethanolamines Chemical class 0.000 description 4
- 238000010186 staining Methods 0.000 description 4
- 150000001734 carboxylic acid salts Chemical class 0.000 description 3
- SAOSCTYRONNFTC-UHFFFAOYSA-N 2-methyl-decanoic acid Chemical compound CCCCCCCCC(C)C(O)=O SAOSCTYRONNFTC-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000007822 coupling agent Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 231100000615 substance of very high concern Toxicity 0.000 description 2
- 238000009736 wetting Methods 0.000 description 2
- WCQIWZONSZRNOZ-UHFFFAOYSA-N 2-bromo-5,6,7,8-tetrahydro-1,6-naphthyridine Chemical compound C1NCCC2=NC(Br)=CC=C21 WCQIWZONSZRNOZ-UHFFFAOYSA-N 0.000 description 1
- UEWINXFENVHYDF-UHFFFAOYSA-N 2-butylheptanoic acid Chemical compound CCCCCC(C(O)=O)CCCC UEWINXFENVHYDF-UHFFFAOYSA-N 0.000 description 1
- YRCGAHTZOXPQPR-UHFFFAOYSA-N 2-ethylnonanoic acid Chemical compound CCCCCCCC(CC)C(O)=O YRCGAHTZOXPQPR-UHFFFAOYSA-N 0.000 description 1
- YCYMCMYLORLIJX-UHFFFAOYSA-N 2-propyloctanoic acid Chemical compound CCCCCCC(C(O)=O)CCC YCYMCMYLORLIJX-UHFFFAOYSA-N 0.000 description 1
- QDTDKYHPHANITQ-UHFFFAOYSA-N 7-methyloctan-1-ol Chemical compound CC(C)CCCCCCO QDTDKYHPHANITQ-UHFFFAOYSA-N 0.000 description 1
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 239000002551 biofuel Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 229940031098 ethanolamine Drugs 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 150000003388 sodium compounds Chemical class 0.000 description 1
- 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 1
- 239000003381 stabilizer 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
- C23F11/14—Nitrogen-containing compounds
- C23F11/141—Amines; Quaternary ammonium compounds
- C23F11/143—Salts of amines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/18—Organic compounds containing oxygen
- C10L1/188—Carboxylic acids; metal salts thereof
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L1/00—Liquid carbonaceous fuels
- C10L1/10—Liquid carbonaceous fuels containing additives
- C10L1/14—Organic compounds
- C10L1/22—Organic compounds containing nitrogen
- C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
-
- 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
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
- C10M2207/126—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids monocarboxylic
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/22—Heterocyclic nitrogen compounds
- C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/02—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
- C10M2219/024—Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- 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
- C10N2030/04—Detergent property or dispersant property
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- 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
- C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
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- 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
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- 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
- C10N2040/244—Metal working of specific metals
- C10N2040/246—Iron or steel
Definitions
- the present invention relates to a composition
- a composition comprising at least a 2-alkyl carboxylic acids salts and an oil component. Further the use of 2-alkyl carboxylic acids salts as anti-corrosion additive is disclosed such as in aqueous metal working fluids.
- boric acid In the past one of the most commonly used acids for the purpose of providing anti-corrosion properties in metalworking fluid formulations was boric acid. Boric acid is an easily available and cheap compound. In recent years however, boric acid came under attack as a potential hazard to human, animal and plant health. The compound was subsequently classified as a Substance of Very High Concern (SVHC) by the EU. A need therefore exists in the marketplace to find alternatives for boric acid.
- SVHC Very High Concern
- Carboxylic acids and carboxylic acid salts are widely used in metalworking fluids, biofuels and general lubricant application for a great variety of very different purposes depending on the structure such as emollients, anticorrosion additives, raw materials for esters, coupling agents, antimicrobial agent (see EP 0742004B1 or DE 19516705 A1 ), and detergency and lubricity improvers.
- Carboxylic acid salts including long carbon chain carboxylic acid salts are compounds obtained by the neutralisation of the corresponding organic acids with, for example, amines, alkanolamines or sodium compounds.
- the organic acids may comprise linear, branched, cyclic or aromatic hydrocarbyl groups.
- US 5507861 for example teaches the use of odd-numbered, monocarboxylic acids in corrosion inhibiting compositions.
- US 4588513 describes the use of dicarboxylic acids or salts thereof as corrosion inhibitors and US 8168575 discloses neutralised fatty acid salts, both linear and branched, as anti-staining agents for non-ferrous metals, with no reference to anti-corrosion properties.
- the object of the present invention is to provide compositions for metalworking fluids, lubricants and fuels as lubricity, emulsification, detergency and anticorrosion.
- this invention relates to compositions comprising neutralised or partially neutralised 2-alkyl branched carboxylic acids comprising in total 10 or 11 carbon atoms and their uses as lubricity improver, anticorrosion additive, emollient, and/or detergency improver.
- composition according to the invention comprises
- 2-alkyl branched carboxylic acids comprise only one branching.
- the alkyl group is a methyl, ethyl, propyl or butyl group.
- 2-alkyl branched carboxylic acids salts that are mixtures of the respective salts with at least three of the following alkyl groups: methyl, ethyl, propyl or butyl branches.
- the 2-alkyl branched carboxylic acids of the present invention may be used in mixtures comprising also linear fatty acid salts. It was surprisingly found that compositions comprising 2-alkyl-branched carboxylic acid salts with 10 or 11 carbon atoms exhibit significantly enhanced anticorrosion and wetting abilities when compared to the state of the art linear carbon chain fatty acid salts.
- the compounds described for the current invention contain 2-alkyl branching, or mixtures of these branched compounds together with linear compounds, with no quaternary carbons present. This property provides specific advantages with regard to biodegradability.
- compositions of the invention provide enhanced corrosion inhibition properties even in neutral pH environments such as pH 7 to 8.
- compositions described herein can contain no or little amounts of water (concentrates) or after dilution substantial amounts of water.
- the 2-alkyl carboxylic acids (or their salts) are mixed with linear or midchain branched carboxylic acids (or their salts), such as C8- to C22- fatty acids
- the 2-alkyl branched carboxylic acids represent from 40 to 100 weight percent of the total mixture, each calculated relative to the carboxylic acid.
- the fatty acids or fatty acid mixtures are neutralised by neutralising agents such as amines, alkanolamines and caustic compounds.
- the neutralising agent is selected from the group consisting of an alkali metal or an amine, including an alkanol amine or an alkane amine, and mixtures thereof. Partially means for example that that more than 90% or more than 98% of the acid groups are neutralized.
- the compounds described by the present invention do not contain any quaternary carbons, which leads to the added advantage of good biodegradability properties above the prior art compounds such as neodecanoic acid salts.
- the compounds were surprisingly found to display excellent anticorrosion behaviour in an pH environment between 7 and 11, particularly and unexpectedly in the neutral pH range, as well as enhanced wetting properties when compared to the state of the art.
- test method DIN 51360 part 2 was used for all examples to determine the anti-corrosion behaviour of the different acid salt solutions.
- the acids evaluated were neutralised to a pH value of 8 with monoethanolamine (MEA) to form the corresponding active salts.
- Hard water (see preparation method in DIN 51360 part 2) was used to prepare dilutions of 2 weight %. Dry-turned grey cast iron flakes were put on a circular filter paper and soaked with 2 ml of the diluted sample solution. After 2 hours, the corrosion grade on the filter paper was evaluated according to the guidelines provided in the test method (DIN 51360 part 2).
- Table 2 Acid [weight %] Active Salt [pH] Corrosion Grade after 2 h ISOCARB L11 (branched + linear) 2 8 0 Neodecanoic acid (branched) 2 8 4 Marlowet 4539 (linear) 2 8 4 Marlowet 4541 (linear) 2 8 4 ISOCARB 11 (branched) 2 8 0 Undecanoic acid (linear) 2 8 2
- ISOCARB 11 (100% branched) and undecanoic acid (100% linear) were neutralised to pH values of 8, 8.5 and 9 respectively with monoethanolamine (MEA) to form the corresponding active salts.
- Hard water (see preparation method in DIN 51360 part 2) was used to prepare dilutions of 1, 1.5 and 2 weight%. Dry-turned grey cast iron flakes were put on circular filter papers and soaked with 2 ml of the diluted sample solutions. After 2 hours, the corrosion grade on the filter papers were evaluated according to the guidelines provided in the test method (DIN 51360 part 2).
- the 2-alkyl-branched ISOCARB 11 MEA salt showed enhanced corrosion inhibiting behaviour when compared to the linear undecanoic acid MEA salt at the various dilutions prepared, as well as at the three pH values evaluated.
- the acids evaluated were neutralised to various pH values (see table 4) with monoethanolamine (MEA) to form the corresponding active salts.
- Hard water (see preparation method in DIN 51360 part 2) was used to prepare dilutions of one weight%.
- the acids evaluated were neutralised to various pH values (see table 5) with monoisopropanolamine (MIPA) to form the corresponding active salts.
- Hard water (see preparation method in DIN 51360 part 2) was used to prepare dilutions of 1 weight%.
- the one weight % dilutions of fatty acid MIPA salts were prepared and the results clearly show enhanced corrosion inhibiting properties of the 2-alkyl branched ISOCARB 11 salts when compared to the two industry-accepted standards (linear CORFREE M1 and linear IRGACORL 190 Plus).
- the acids evaluated were neutralised to different pH values (see table 6) with monoisopropanolamine (MIPA) to form the corresponding active salts.
- Hard water (see preparation method in DIN 51360 part 2) was used to prepare dilutions of 2 weight%.
- Table 7 shows a metalworking fluid formulation package (emulsifiable concentrate) based on mineral oil.
- MARLON OS 85 10 Emulsifier Petroleum sulphonate Na salt 5
- Surfactant MARLOX RT 42 4 Coupling agent ISOCARB 11 4 Anticorrosion and Stabiliser Di Ethanol Amine 12
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Materials Engineering (AREA)
- Mechanical Engineering (AREA)
- Metallurgy (AREA)
- Preventing Corrosion Or Incrustation Of Metals (AREA)
- Lubricants (AREA)
Priority Applications (2)
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EP15181182.5A EP3130654A1 (de) | 2015-08-14 | 2015-08-14 | Zusammensetzung mit 2-alkyl-carbonsäuresalzen und verwendung davon als korrosionsschutzadditiv |
PCT/EP2016/001385 WO2017028947A1 (en) | 2015-08-14 | 2016-08-12 | Composition comprising 2-alkyl carboxylic acid salts and use thereof as anti-corrosion additive |
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EP15181182.5A EP3130654A1 (de) | 2015-08-14 | 2015-08-14 | Zusammensetzung mit 2-alkyl-carbonsäuresalzen und verwendung davon als korrosionsschutzadditiv |
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EP15181182.5A Withdrawn EP3130654A1 (de) | 2015-08-14 | 2015-08-14 | Zusammensetzung mit 2-alkyl-carbonsäuresalzen und verwendung davon als korrosionsschutzadditiv |
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CN108192706A (zh) * | 2017-12-29 | 2018-06-22 | 广州奥拓夫节能科技有限公司 | 一种多性能高等级环保切削液 |
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CN106916615B (zh) * | 2017-02-28 | 2019-12-27 | 富兰克润滑科技(太仓)有限公司 | 一种水性切削液的复合缓蚀剂、制备方法及水性切削液 |
Citations (8)
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US4342596A (en) * | 1980-04-10 | 1982-08-03 | Conner Alvin James Sen | Non-petroleum based metal corrosion inhibitor |
US4588513A (en) | 1984-11-19 | 1986-05-13 | Texaco, Inc. | Non-borate, non-phosphate antifreeze formulations containing dibasic acid salts as corrosion inhibitors |
US5507861A (en) | 1992-02-14 | 1996-04-16 | Elf Atochem S.A. And Haber Partners Sarl | Carboxylic acid-based corrosion-inhibiting composition and application thereof in corrosion prevention |
DE19516705A1 (de) | 1995-05-06 | 1996-11-07 | Beiersdorf Ag | Gegen Bakterien, Mycota und Viren wirksame Substanzen |
US20010056046A1 (en) * | 1997-01-29 | 2001-12-27 | Juergen Geke | Low-foam emulgator system and emulsion concentrate containing the same |
WO2003080895A1 (en) * | 2002-03-18 | 2003-10-02 | The Lubrizol Corporation | Corrosion inhibiting salts, concentrates and metal working fluids containing same |
EP2075319A1 (de) * | 2007-12-10 | 2009-07-01 | Nalco Company | Formulierung einer Metallverarbeitungsflüssigkeit |
US8168575B2 (en) | 2006-05-05 | 2012-05-01 | Angus Chemical Company | Metalworking fluids comprising neutralized fatty acids |
-
2015
- 2015-08-14 EP EP15181182.5A patent/EP3130654A1/de not_active Withdrawn
-
2016
- 2016-08-12 WO PCT/EP2016/001385 patent/WO2017028947A1/en active Application Filing
Patent Citations (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4342596A (en) * | 1980-04-10 | 1982-08-03 | Conner Alvin James Sen | Non-petroleum based metal corrosion inhibitor |
US4588513A (en) | 1984-11-19 | 1986-05-13 | Texaco, Inc. | Non-borate, non-phosphate antifreeze formulations containing dibasic acid salts as corrosion inhibitors |
US5507861A (en) | 1992-02-14 | 1996-04-16 | Elf Atochem S.A. And Haber Partners Sarl | Carboxylic acid-based corrosion-inhibiting composition and application thereof in corrosion prevention |
DE19516705A1 (de) | 1995-05-06 | 1996-11-07 | Beiersdorf Ag | Gegen Bakterien, Mycota und Viren wirksame Substanzen |
EP0742004B1 (de) | 1995-05-06 | 2003-08-06 | Beiersdorf Aktiengesellschaft | Gegen Bakterien und Mycota wirksame Substanzen |
US20010056046A1 (en) * | 1997-01-29 | 2001-12-27 | Juergen Geke | Low-foam emulgator system and emulsion concentrate containing the same |
WO2003080895A1 (en) * | 2002-03-18 | 2003-10-02 | The Lubrizol Corporation | Corrosion inhibiting salts, concentrates and metal working fluids containing same |
US8168575B2 (en) | 2006-05-05 | 2012-05-01 | Angus Chemical Company | Metalworking fluids comprising neutralized fatty acids |
EP2075319A1 (de) * | 2007-12-10 | 2009-07-01 | Nalco Company | Formulierung einer Metallverarbeitungsflüssigkeit |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN108192706A (zh) * | 2017-12-29 | 2018-06-22 | 广州奥拓夫节能科技有限公司 | 一种多性能高等级环保切削液 |
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