EP3114254B1 - Verwendung von n-methyl-n-acylglucamin als korrosionsinhibitor - Google Patents

Verwendung von n-methyl-n-acylglucamin als korrosionsinhibitor Download PDF

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EP3114254B1
EP3114254B1 EP15710428.2A EP15710428A EP3114254B1 EP 3114254 B1 EP3114254 B1 EP 3114254B1 EP 15710428 A EP15710428 A EP 15710428A EP 3114254 B1 EP3114254 B1 EP 3114254B1
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methyl
formula
weight
group
acid
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French (fr)
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EP3114254A1 (de
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Peter Klug
Rainer Kupfer
Steffen Fleischer
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Clariant International Ltd
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Clariant International Ltd
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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
    • C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/56—Amides; Imides
    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/16—Amides; Imides
    • 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
    • C10M173/02—Lubricating compositions containing more than 10% water not containing mineral or fatty oils
    • 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
    • C10M175/00—Working-up used lubricants to recover useful products ; Cleaning
    • C10M175/04—Working-up used lubricants to recover useful products ; Cleaning aqueous emulsion based
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • 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
    • 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
    • C23F11/145—Amides; N-substituted amides
    • 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
    • C10M2207/02—Hydroxy compounds
    • C10M2207/021—Hydroxy compounds having hydroxy 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
    • 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
    • C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
    • 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
    • C10M2215/08—Amides
    • C10M2215/082—Amides containing hydroxyl groups; Alkoxylated derivatives
    • 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
    • C10N2030/02—Pour-point; Viscosity index
    • 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
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/14—Hard surfaces
    • C11D2111/16—Metals

Definitions

  • the invention relates to the use of N-methyl-N-acylglucamine as a corrosion inhibitor.
  • Corrosion inhibitors are intended to protect metals such as iron, aluminum, zinc, copper or their alloys against corrosion during technical processing stages of the metal parts and prevent rusting.
  • Inorganic corrosion inhibitors may be based, for example, on chromates, nitrites or phosphates, but these are more or less disadvantageous for toxicological and ecological reasons.
  • Organic corrosion inhibitors are often based on carboxylates, amines, amides or on nitrogen-containing heterocyclic compounds.
  • WO 9412609 teaches detergents and cleaners containing polyhydroxy fatty acid amide having a good cleansing action, in particular against greasy soiling on textiles or tableware.
  • WO 9841601 teaches cleaning compositions containing polyhydroxy fatty acid amide which will remove greasy and oily soils on cooking utensils and are non-corrosive.
  • WO 9523840 teaches detergents containing polyhydroxy fatty acid amide, which are characterized by good color protection.
  • EP 0745719 describes the use of carbohydrate compounds, including polyhydroxy fatty acid amides as auxiliaries for dyeing or printing fiber materials with fiber-reactive dyes.
  • US 2 993 887 A1 describes the use of heterocyclic N-methyl-N-acylglucamines wherein R2 is a hydrocarbon group of 2 to 25 carbon atoms and R is a hexane pentene anhydride as corrosion inhibitors.
  • the object of the present invention was to provide water-soluble corrosion inhibitors, which are superior to the known corrosion inhibitors, in particular with regard to environmental compatibility, and show very good corrosion-inhibiting activity.
  • N-methyl-N-acylglucamine in the presence of water show a significant corrosion-inhibiting effect on metal surfaces and also characterized by good environmental compatibility and safe use.
  • the invention therefore provides the use of one or more N-methyl-N-acylglucamines of the formula (I) wherein R 1 is a linear or branched, saturated or unsaturated hydrocarbon group having 7 to 21 carbon atoms, as a corrosion inhibitor.
  • N-methyl-N-acylglucamine N-methyl-N-1-desoxysorbitol fatty acid amide, N-acyl-N-methyl-glucamine, glucamide or N-methyl-N-alkylglucamide.
  • N-methyl-N-acylglucamines of formula (I) effectively protect metal surfaces from corrosion, are surface active and have high water dispersibility which is indispensable for the formulation of aqueous concentrates for metalworking and metalworking fluids.
  • Another object of the invention is the use of one or more N-methyl-N-acylglucaminen of formula (I) for the preparation of oil-containing, water-miscible emulsion concentrates which provide by dilution with water ready-to-use corrosion protection, cleaning and cooling lubricant emulsions.
  • Another object of the invention is the use of one or more N-methyl-N-acylglucaminen of formula (I) as a component of anticorrosion compositions, cleaners for metals and coolant emulsions.
  • Another object of the invention is a method for preventing or mitigating the formation of corrosion on metal surfaces by bringing the metal surface with one or more N-methyl-N-acylglucaminen the formula (I) in contact.
  • R 1 is an aliphatic group.
  • R 1 is a linear or branched, saturated or unsaturated hydrocarbon group having 11 to 17 carbon atoms.
  • R 1 is a linear or branched alkyl or alkenyl group.
  • R 1 is a linear, saturated or unsaturated C 11 , C 13 , C 15 or C 17 radical, in particular an unsaturated C 17 radical.
  • a particularly preferred embodiment of the invention is the use of a mixture of at least 2 to 6 N-methyl-N-acylglucaminen of the formula (I), where the 2 to 6 different N-methyl-N-acylglucamine different acyl groups (-CO R 1 ) exhibit.
  • a particularly preferred embodiment of the invention is the use of N-methyl-N-acylglucaminen of the formula (I), wherein these at least 80 wt .-% of a mixture of N-methyl-NC 12 -acylglucamine and N-methyl-NC 14th -acylglucamine.
  • the N-acyl-N-methylglucamines according to formula (I) can be found in the in EP 0550637 described manner be prepared from the corresponding fatty acid methyl esters and N-methylglucamine.
  • the fatty acids of the fatty acid methyl esters are preferably selected from the group comprising 9-octadecenoic acid (oleic acid), octadeca-9,12-dienoic acid (linoleic acid), octanoic acid (caprylic acid), decanoic acid (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (Palmitic acid), octadecanoic acid (stearic acid) and n-docosanoic acid (behenic acid).
  • oily, water-miscible emulsion concentrates which, upon dilution with water, provide ready-to-use anticorrosive, cleaner and coolant emulsions.
  • R 2 of the formula (II) is an alkyl or alkenyl radical having 9 to 21 carbon atoms.
  • the one or more organic acids according to the formula (II) or its salt (s) contained in the compositions are preferably selected from: caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, palmitic acid, margaric acid, stearic acid, arachic acid, behenic acid, lignoceric acid, cerotic acid, Montanic acid, melissic acid, undecylenic acid, myristoleic acid, palmitoleic acid, petroselinic acid, oleic acid, elaidic acid, vaccenic acid, gadoleic acid, icosenic acid, cetoleic acid, erucic acid, nervonic acid, linoleic acid, ⁇ -linolenic acid, ⁇ -linolenic acid, calendic acid, punicic acid, ⁇ -elaeostearic acid, ⁇ -elaeostearic acid, Arachidonic acid, e
  • fatty acid salts are used as Li + , Na + , K + , Mg ++ , Ca ++ , Al +++ and / or NH 4 + salts.
  • monoalkylammonium, dialkylammonium, trialkylammonium and / or tetraalkylammonium salts where the alkyl substituents of the amines can independently of one another be (C 1 -C 22 ) -alkyl radicals which are optionally substituted by up to 3 (C 2 -C 4) -alkyl radicals.
  • C 10 ) hydroxyalkyl groups may be occupied.
  • N-acyl-N-methylglucamines according to the formula (I) as a corrosion inhibitor in compositions containing a tall oil fatty acid (TOFA) and / or a coconut fatty acid (CC) or salts thereof.
  • coconut fatty acid is mainly composed of C 8 -C 18 fatty acids, mainly caprylic, lauric, capric, palmitic, stearic, myristic and oleic acids.
  • N-acyl-N-methylglucamines according to the formula (I) as a corrosion inhibitor in compositions containing one or more alkanolamines of the formula (III) selected from monoethanolamine HOCH 2 CH 2 NH 2 ,, diethanolamine (HIGH 2 CH 2 ) 2 NH, triethanolamine (HOCH 2 CH 2 ) 3 N, monoisopropanolamine CH 3 CHOHCH 2 NH 2 , 2-amino-2-methyl-1-propanol HIGH 2 C (CH 3 ) 2 NH 2 , 2 -Amino-1-butanol, CH 3 CH 2 CHNH 2 CH 2 OH, diglycolamine HOCH 2 -CH 2 OCH 2 CH 2 NH 2, methylethanolamine HOCH 2 CH 2 N (CH 3 ) H, dimethylethanolamine HOCH 2 CH 2 N (CH 3 ) 2, methyldiethanolamine (HOCH 2 CH 2 ) 2 NCH 3 , ethylaminoethanol HO
  • N-acyl-N-methylglucamines of the formula (I) as corrosion inhibitor in compositions containing one or more alkanolamines of the formula (III) selected from monoethanolamine, diethanolamine, triethanolamine, diglycolamine, monoisopropanolamine and 2 is highly preferred -Amino-2-methyl-1-propanol and mixtures thereof.
  • the use according to the invention is carried out with further components selected from one or more emulsifiers, one or more biocides, one or more further corrosion inhibitors, one or more AW additives, one or more EP additives, one or more defoamers, one or more antioxidants, one or more coupling agents, one or more alkali or alkaline earth metals, one or more solubilizers, pH regulators, mineral oils and water.
  • further components selected from one or more emulsifiers, one or more biocides, one or more further corrosion inhibitors, one or more AW additives, one or more EP additives, one or more defoamers, one or more antioxidants, one or more coupling agents, one or more alkali or alkaline earth metals, one or more solubilizers, pH regulators, mineral oils and water.
  • the emulsifiers are preferably selected from anionic, nonionic, cationic and amphoteric emulsifiers. Preference is given to anionic and / or nonionic emulsifiers.
  • the anionic emulsifiers may be in the form of their sodium, potassium or magnesium or ammonium salts.
  • Anionic emulsifiers are preferably in amounts of 0 wt .-% to 50 wt .-%, preferably 0.5 wt .-% to 40 wt .-%, particularly preferably 1.0 wt .-% to 30 wt .-% based to the composition consisting of components a) to d) used.
  • Nonionic emulsifiers are preferably used in amounts of from 0% by weight to 50% by weight, preferably from 0.5% by weight to 30% by weight, particularly preferably from 1.0% by weight to 20% by weight, based on compositions consisting of components a) to d) used.
  • Cationic and amphoteric emulsifiers are preferably used in amounts of 0% by weight to 50% by weight, preferably 0.5% by weight to 40% by weight, particularly preferably 1.0% by weight to 35% by weight. % based on the compositions consisting of components a) to d) used.
  • Aqueous metalworking and metalworking fluids are an ideal microorganism habitat. In an aqueous environment is favorable Temperatures before a nutrient oversupply. Unrestrained microbial growth leads to degradation of individual components, changes the pH and thus destabilizes the emulsion. Furthermore, deposits of biomaterial can lead to a shortening of the cooling lubricant bath life. Biocides kill bacteria, yeasts and fungi.
  • a preferred embodiment of the invention is therefore the use of N-methyl-N-acylglucamine of the formula (I) in compositions of fatty acids or their salts, alkanolamines and at least one or more biocides.
  • biocides selected from the group boric acid, 1,2-benzisorhiazole-3- (2H) -one (BIT), 3 (2H) -isothiazolone, 2-methyl, methanol , [1,2-ethanediylbis (oxy) bis (glyoxal monoethylene acetal), sodium 2-pyridinethione 1-oxide (sodium pyrithione), 1,3,5-triazine-1,3,5 (2H, 4H, 6H) -] triethanol, morpholine, 4,4'-methylenebis, 1H, 3H, 5H-oxazolo [3,4-c] oxazole, 5-ethyl-3,7-dioxa-1-azabicyclo [3.3.0] octane, 3-iodo 2-propynyl-butyl-carbamate (IPBC).
  • IPBC 1-ethyl-3,7-dioxa-1-azabicyclo
  • the concentration of the one or more biocides in the compositions is preferably from 0.001 to 5.0% by weight, based on the finished compositions for use, for example with respect to a metalworking fluid.
  • compositions may contain, in addition to the N-methyl-N-acylglucamines according to the formula (I) used according to the invention as corrosion inhibitors, further corrosion inhibitors, for example organic acids and their salts, in particular alkali soaps, sulfonates, amines, their anhydrides and salts, benzoic acid derivatives and boron compounds.
  • corrosion inhibitors for example organic acids and their salts, in particular alkali soaps, sulfonates, amines, their anhydrides and salts, benzoic acid derivatives and boron compounds.
  • compositions may contain one or more additional corrosion inhibitors in amounts of from 0% to 10% by weight, based on the finished compositions for use, for example, a metalworking fluid.
  • the compositions contain wear reducers, so-called AW additives, which are bound to the metal surface by adsorption and chemisorption processes and prevent metal abrasion.
  • AW additives are zinc and phosphorus compounds, preferably zinc dithiophosphate, zinc dialkyl dithiophosphate, tricresyl phosphate, chlorinated paraffins, glycerol monooleate, fatty acids and their salts, preferably stearic acid, dialkyl hydrogen phosphites, for example dilauryl hydrogen phosphites, commercially available as Duraphos® AP-230, trialkyl phosphites, for example trilauryl phosphite as Duraphos® TLP.
  • AW additives are ineffective and require the use of Extreme Pressure Additives (EP additives).
  • EP additives Extreme Pressure Additives
  • Suitable are disulfides (inactive sulfur carrier - odorless), polysulfides, sulfurized olefins, sulfurized fatty acid esters and phosphoric esters, sulfonated olefins, zinc diphenylsulfide, methyltrichlorostearate, chlorinated naphthalene, fluoroalkylpolysiloxanes, neutralized or partially neutralized phosphates and dithiophosphates.
  • compositions may contain one or more EP additives in amounts of 0% to 1%, preferably 0.0005% to 0.5%, more preferably 0.005% to 0 , 05 wt .-%, based on the finished for the application of compositions, for example, based on a metalworking liquid containing.
  • compositions may contain defoamers, for example silicones, in particular dimethylsilicone polymers, and silicic acid esters and alkylmethyl acrylates.
  • defoamers for example silicones, in particular dimethylsilicone polymers, and silicic acid esters and alkylmethyl acrylates.
  • compositions may contain antioxidants, for example, phenol derivatives such as 4,4'-methylenebis (2,6-di-tert-butylphenol), 4,4'-bis (2,6-di-tert-butylphenol ), 4,4'-bis (2-methyl-6-tert-butylphenol), 2,2'-methylenebis (4-methyl-6-tert-butylphenol), 4,4'-butylidene-bis (3 Methyl-6-tert-butylphenol), 4,4'-isopropylidenebis (2,6-di-tert-butylphenol), 2,2'-methylenebis (4-methyl-6-nonylphenol), 2,2'-isobutylene-bis (4,6-di-methylphenol), 2,2'-5-methylene-bis (4-methyl-6-cyclohexylphenol), 2,6-di-tert-butyl 4-methylphenol, 2,6-di-tert-butyl-4-ethylphenol, 2,4
  • metaldithiocarbamates in particular zinc dithiocarbamate and 15-methylene bis (di-butyldithiocarbamate.
  • compositions may contain one or more antioxidants in amounts of from 0% to 1%, preferably from 0.0005% to 0.5%, more preferably from 0.005% to 0.05 Wt .-%, based on the finished for the application of compositions, for example, based on a metalworking fluid.
  • compositions may contain so-called coupling agents which enhance the emulsifying action of the emulsifiers used.
  • coupling agents which enhance the emulsifying action of the emulsifiers used.
  • compositions may contain one or more coupling agents in amounts of from 0% by weight to 10% by weight, preferably from 0.005% by weight to 5% by weight, particularly preferably from 0.5% by weight to 3% by weight. %, based on the finished compositions for the application, for example, based on a metalworking fluid.
  • compositions may further contain alkali metal or alkaline earth metal salts, for example sodium carbonate, sodium bicarbonate or calcium carbonate.
  • compositions may contain one or more alkali metal or alkaline earth metal salts in amounts of 0% by weight to 5% by weight, preferably 0.005% by weight to 1% by weight, particularly preferably 0.05% by weight to 0, 8 wt .-%, based on the finished compositions for the application, for example, based on a metalworking fluid.
  • compositions may contain solubilizers such as, for example, alcohols, glycols, in particular butyl diglycol, propylene glycol, glycerol or sodium cumenesulfonate in amounts of from 0% by weight to 6% by weight 0.05 wt .-% to 5 wt .-%, particularly preferably 0.5 wt .-% to 4 wt .-%, based on the finished for the application of compositions, for example, based on a metalworking liquid containing.
  • solubilizers such as, for example, alcohols, glycols, in particular butyl diglycol, propylene glycol, glycerol or sodium cumenesulfonate in amounts of from 0% by weight to 6% by weight 0.05 wt .-% to 5 wt .-%, particularly preferably 0.5 wt .-% to 4 wt .-%, based on the finished for the application of compositions, for example, based on
  • the pH of the compositions of the invention should be in the range of 7 to 12, preferably 8 to 11.
  • compositions comprising a) to d) can be presented as so-called "performance packaging".
  • emulsion concentrates For the production of metal treatment and metalworking fluids in one embodiment, 5 to 40 wt .-%, preferably 10 to 30 wt .-%, particularly preferably 15 to 25 wt .-% of the "performance packaging" with one or more oils in the Amounts of 60 to 95 wt .-%, preferably 70 to 90 wt .-%, particularly preferably 75 to 85 wt .-% mixed, based on the final mixture of the above composition and the one or more oils.
  • the mixtures thus obtained are designated by the skilled person as emulsion concentrates. These emulsion concentrates are preferably diluted by the user in the volume ratio of one part of emulsion concentrate to 10 to 50 parts of water and used, for example, as a metal treatment and metalworking fluid.
  • the ready-to-use emulsions for example metalworking and metalworking fluids, form spontaneously upon addition of water or after slight mechanical agitation such as stirring.
  • This emulsion can be used, for example, as a cleaning, corrosion protection or cooling lubricant emulsion in metalworking.
  • Another object of the invention is therefore the use of the inventive compositions of the components a) to c) or a) to d) for the preparation of emulsion concentrates, by 5 bis 40 wt .-%, preferably 10 to 30 wt .-%, particularly preferably 15 to 25 wt .-% of the inventive composition of the components a) to c) or a) to d) with one or more oils in an amount of 60 to 95 wt .-%, preferably 70 to 90 wt .-%, particularly preferably 75 to 85 wt .-%, based on the total amount, comprising the inventive composition of components a) to c) or a) to d) and the one or more oils, mixes.
  • oils mineral oils, in particular mineral oils having kinematic viscosities of 5 to 1000, preferably 10 to 100, most preferably 5 to 50 mm 2 / s, measured at 40 ° C, paraffins, isoparaffins, cycloparaffins (naphthenes , saturated ring hydrocarbons), aromatic hydrocarbons, synthetic oils such as poly-alpha-olefins, polyalkylene glycols (PAG) and ester oils.
  • mineral oils in particular mineral oils having kinematic viscosities of 5 to 1000, preferably 10 to 100, most preferably 5 to 50 mm 2 / s, measured at 40 ° C, paraffins, isoparaffins, cycloparaffins (naphthenes , saturated ring hydrocarbons), aromatic hydrocarbons, synthetic oils such as poly-alpha-olefins, polyalkylene glycols (PAG) and ester oils.
  • PAG polyalkylene glycols
  • a corrosion protection test based on DIN 51360-2 for gray cast iron chips is carried out on a round filter with freshly prepared differently diluted solutions of (Glu1) and (Glu2) in demineralised water.
  • the gray castings were wetted on the filter paper with the solutions and for comparison with demineralized water for 2 hours and judged the corrosion residues formed on the filter paper.
  • Table 1 Corrosion of iron in the presence of N-methyl-N-acylglucamines (Glu1) and (Glu2), and for comparison corrosion of iron in demineralised water Concentration [% by weight] GLU2 GLU1 H 2 O, the. 5 3 3 - 10 2 3 - 15 0 2 - 100 - - 4
  • the corrosion protection test is carried out in accordance with DIN 51360-2, from test formulations 1 to 9 of Table 2 2% strength solutions each having water with 20 German degrees of hardness (20 ° dH) being prepared and using these solutions gray cast iron chips (type GG25) on a round filter each 2 hours wetted and the corrosion residues on the filter paper were assessed.
  • the results are summarized in Table 3.
  • a corrosion protection test is carried out according to EEH1020-AA-1049 with the aluminum alloys AlZnMgCu1.5 and AlMgSi 1.
  • 2% test formulations of Table 2 were prepared with water having 20 German degrees of hardness (20 ° dH) and the test specimens from the above Half of the mentioned alloys and the 40 ° C warm solutions immersed and left there for 24 hours. Thereafter, the test specimens are taken from the solutions, rinsed with demineralized water and then acetone and dried. Both the part immersed in the solution (solution) and the supernatant (atmosphere) of the specimens are evaluated according to the above criteria.
  • Table 4 Corrosion of aluminum alloys in the presence of a mixture of the N-methyl-N-acylglucamine (Glu2), fatty acid and alkanolamines (Test Formulation 2, 4 and 6) compared to fatty acid and alkanolamines without N-methyl-N-acylglucamine (Test Formulation 3, 5 and 7) corrosion protection test formulation 2 3 (V) 4 5 (V) 6 7 (V) AlZnMgCu1,5, atmosphere 1 3 0 1-2 0 1 AlZnMgCu1,5 solution 0 0 0 1 0 0 AlMgSi1 atmosphere 0-1 3 0-1 0 0-1 2 AlMgSi1 solution 0 0 0 2 0 0 0

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EP15710428.2A 2014-03-06 2015-02-26 Verwendung von n-methyl-n-acylglucamin als korrosionsinhibitor Not-in-force EP3114254B1 (de)

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DE102014003367.8A DE102014003367B4 (de) 2014-03-06 2014-03-06 Verwendung von N-Methyl-N-acylglucamin als Korrosionsinhibitor
PCT/EP2015/000442 WO2015131986A1 (de) 2014-03-06 2015-02-26 Verwendung von n-methyl-n-acylglucamin als korrosionsinhibitor

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WO2013178697A2 (de) 2012-05-30 2013-12-05 Clariant International Ltd. Verwendung von n-methyl-n-acylglucaminen als verdicker in tensidlösungen
IN2014DN09937A (es) 2012-05-30 2015-08-14 Clariant Int Ltd
EP2855650B1 (de) 2012-05-30 2016-12-28 Clariant International Ltd N-methyl-n-acylglucamin enthaltende zusammensetzung
DE102012021647A1 (de) 2012-11-03 2014-05-08 Clariant International Ltd. Wässrige Adjuvant-Zusammensetzungen
ES2646946T3 (es) 2013-06-28 2017-12-18 Clariant International Ltd. Uso de N-alquil-N-acilglucaminas especiales para el acondicionamiento del cabello en agentes para el lavado del cabello
DE102014003215A1 (de) 2014-03-06 2015-05-28 Clariant International Ltd. Korrosionsinhibierende Zusammensetzungen
DE102014005771A1 (de) 2014-04-23 2015-10-29 Clariant International Ltd. Verwendung von wässrigen driftreduzierenden Zusammensetzungen
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DE102015219651A1 (de) 2015-10-09 2017-04-13 Clariant International Ltd. Zusammensetzungen enthaltend Zuckeramin und Fettsäure
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CN105722962A (zh) 2016-06-29
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DE102014003367A1 (de) 2015-05-28
EP3114254A1 (de) 2017-01-11
US20170101606A1 (en) 2017-04-13
JP2017514987A (ja) 2017-06-08
DE102014003367B4 (de) 2017-05-04
DE202014010358U1 (de) 2015-05-06

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