EP1444313B1 - Verfahren zum bearbeiten oder verformen von metallen in gegenwart von wässrigen gleitmitteln auf basis von methansulfonsäuresalzen - Google Patents

Verfahren zum bearbeiten oder verformen von metallen in gegenwart von wässrigen gleitmitteln auf basis von methansulfonsäuresalzen Download PDF

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Publication number
EP1444313B1
EP1444313B1 EP02803047A EP02803047A EP1444313B1 EP 1444313 B1 EP1444313 B1 EP 1444313B1 EP 02803047 A EP02803047 A EP 02803047A EP 02803047 A EP02803047 A EP 02803047A EP 1444313 B1 EP1444313 B1 EP 1444313B1
Authority
EP
European Patent Office
Prior art keywords
water
soluble
ams
salt
aqueous
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
Application number
EP02803047A
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English (en)
French (fr)
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EP1444313A2 (de
Inventor
Gilles Darvaux-Hubert
Fabrice Domingues Dos Santos
François GUILLEMET
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema France SA
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Arkema France SA
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Publication date
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Anticipated expiration legal-status Critical
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Classifications

    • 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
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
    • 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
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • 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
    • 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
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/04—Groups 2 or 12
    • 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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T29/00—Metal working
    • Y10T29/49—Method of mechanical manufacture
    • Y10T29/49616—Structural member making

Definitions

  • the present invention relates to the field of lubricants and more particularly that of aqueous lubricants containing water-soluble extreme pressure additives, useful for working or shaping metals.
  • a lubricant to reduce workpiece to tool forces, remove chips and debris, cool and control the surface condition of the workpiece or worked sheet.
  • oil-based lubricants have been used. These are whole oils or emulsions to which lubricity agents, anti-wear additives (AU) and / or extreme pressure (EP) have optionally been added.
  • EP additives are generally sulfur-containing compounds. Under the high temperatures encountered at the contact between the metal parts during the metalworking operations, the sulfur compounds decompose. An iron sulphide layer is formed on the surface of the parts which prevents welding and adhesion phenomena.
  • aqueous fluids are growing more and more. They are either synthetic fluids that are aqueous solutions based on water-soluble additives, or semi-synthetic fluids that are oil-in-water microemulsions containing a large quantity of emulsifiers.
  • synthetic fluids that are aqueous solutions based on water-soluble additives
  • semi-synthetic fluids that are oil-in-water microemulsions containing a large quantity of emulsifiers.
  • the aqueous fluids are very good at evacuating heat and have improved resistance to bacterial growth, they are often limited to metalworking operations where the friction and wear conditions are not too severe.
  • the EP additives have been developed for oils, so that very few of these additives are soluble in water and are suitable for aqueous fluids.
  • dithiodiglycol is used in combination with a Polyoxyalkylene glycol derivative for improving the extreme pressure properties of aqueous lubricants.
  • the use of aminosulphonic acid derivatives as additives in aqueous lubricating systems has been the subject of the application WO 8602911. More recently, in the Japanese patent application JP 10 110 181, the water-soluble salts of the acid 3, 3'-dithiodipropionic have been associated with alkyl thioacids in aqueous drawing lubricants.
  • the application EP 915 183 also describes the use of tin methane sulphonate in a tinning process of copper pipes by chemical deposition of a thin layer of tin.
  • AMS methanesulfonic acid
  • AMS is stable in water and completely soluble in all proportions at room temperature. AMS is slightly corrosive; in aqueous solution, it does not release H 2 S. The AMS is easily biodegradable (100% decomposition in 28 days), which is favorable for the environment. The AMS provides lubricating formulations with particularly interesting extreme pressure properties.
  • the subject of the present invention is therefore a process for working or shaping metals in the presence of an aqueous lubricant containing an extreme water-soluble pressure additive, characterized in that this additive is a water-soluble salt of methanesulphonic acid (AMS). consisting of an alkali or alkaline earth metal salt, or a compound of the general formula: R 1 NR 2 R 3 in which the symbols R 1 , R 2 and R 3 , which are identical or different, each represent a hydrogen atom, an alkyl, alkenyl or alkylaryl radical having from 1 to 22 carbon atoms, or an oxyethylated radical of the form ( CH 2 -CH 2 -O) n H, n being between 1 and 20.
  • AMS methanesulphonic acid
  • the water-soluble salts of AMS according to the invention are obtained by neutralization of the AMS with a salifying agent.
  • alkaline salts those obtained by neutralization of AMS with sodium hydroxide or potassium hydroxide are preferred.
  • Nonlimiting examples of compounds R 1 NR 2 R 3 include alkanolamines, in particular monoethanolamine, diethanolamine or triethanolamine, and ethoxylated amines, for which R 1 is a radical having from 12 to 22 atoms carbon, R 2 and R 3 are oxyethyl radicals having between 1 to 10 ethylene oxide groups.
  • the salifying agent is added in a stoichiometric proportion with respect to the AMS, in excess of the AMS, or in defect with respect to the AMS, according to the desired pH for the final formulation. It is preferred that the molar ratio of AMS to salification agent be from 1: 1 to 1: 2.
  • the water-soluble salts of AMS according to the invention are perfectly stable in water at room temperature and make it possible to obtain concentrated or diluted aqueous lubricating formulations which are easily preserved without release. of H 2 S and possess particularly interesting extreme pressure properties.
  • AMS or water-soluble salts of AMS may be presented as a dilutable concentrate later in use, or as a dilute solution. They can be used alone, but in general, they are used in a mixture with other conventional additives of synthetic or semi-synthetic fluids for working or shaping metals. Among these additives, mention may be made of bactericidal agents, emulsifiers, lubricity agents, anti-wear additives, defoamers and corrosion inhibitors.
  • the concentrates contain between 10% and 50% by weight of AMS or water-soluble salt of AMS, preferably between 15% and 35%.
  • AMS or the water-soluble salts of AMS according to the invention can be incorporated into the aqueous lubricants usually used.
  • aqueous lubricants usually used.
  • synthetic fluids true solutions
  • semi-synthetic fluids microemulsions
  • the charge corresponding to the welding of the 4 balls corresponds to the extreme pressure power; it must be as high as possible, typically ⁇ 160 kg.
  • Table 2 summarizes the composition and the extreme pressure performance of the various formulations tested; they are dilute aqueous formulations of AMS or water-soluble 1: 1 salts of AMS. They contain 5% by weight of water-soluble additive.
  • the lubricating formulations based on AMS or a water-soluble salt of AMS make it possible to obtain a weld load ⁇ 160 kg, much higher than that measured with pure water taken as a control.
  • the incorporation of an additive based on AMS or a water-soluble salt of AMS according to the invention makes it possible to provide extreme pressure properties to the aqueous formulations used for working or shaping the metals.
  • AMS and Na and K salts of AMS provide the highest performance.
  • Table 3 shows the extreme pressure performance as well as the corrosion properties of 2 aqueous lubricants containing a water-soluble salt of AMS according to the invention.
  • These compositions are prepared by neutralizing the AMS with an excess of sodium hydroxide (NaOH) or monoethanolamine (MEA).
  • the water-soluble salt is at a concentration by weight of 5% in water; the compositions are clear, stable and without any particular odor.
  • AMS in moles
  • NaOH in moles
  • MEA in moles
  • Welding load in kg
  • Anti-corrosion rating 8 1 1.25 - 500 Well 9 1 - two 200 Well
  • compositions 8 and 9 according to the invention make it possible to obtain high solder loads during the 4-ball EP test. They have good properties vis-à-vis corrosion.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Claims (6)

  1. Verfahren zur Bearbeitung oder Formung der Metalle im Beisein eines wässerigen Schmiermittels, das einen wasserlöslichen Extremdruckzusatzstoff enthält, dadurch gekennzeichnet, dass der Zusatzstoff ein wasserlösliches Salz einer Methansulfonsäure ist, das aus einem alkalischen oder erdalkalischen Salz oder einer Verbindung mit der Formel:

            R1NR2R3

    besteht, bei der die Symbole R1, R2 und R3 identisch oder unterschiedlich sind und jeweils ein Wasserstoffatom, ein Alkyl-, Alkenyl- oder Alkylarylradikal mit 1 bis 22 Kohlenstoffatomen oder ein Oxyethylradikal der Form (CH2-CH2-O)nH darstellen, wobei n zwischen 1 und 20 liegt.
  2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, dass das wasserlösliche Salz der Methansulfonsäure das Natrium- oder Kaliumsalz ist.
  3. Verfahren nach Anspruch 1, dadurch gekennzeichnet, dass die Verbindung R1NR2R3 ein Alkanolamin, insbesondere das Monoethanolamin, Diethanolamin oder Triethanolamin ist.
  4. Verfahren nach Anspruch 1, dadurch gekennzeichnet, dass die Verbindung R1NR2R3 ein ethoxyliertes Amin ist, bei dem R1 ein Radikal ist, das 12 bis 22 Kohlenstoffatome besitzt, und die Radikale R2 und R3 oxyethylierte Radikale sind, wobei n zwischen 1 und 10 liegt.
  5. Verfahren nach einem der Ansprüche 1 bis 4, dadurch gekennzeichnet, dass das wasserlösliche Salz der Methansulfonsäure mit einem Molverhältnis zwischen der Methansulfonsäure und dem Salzbildungswirkstoff zwischen 1:1 und 1:2 erhalten wird.
  6. Verfahren nach einem der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass die gewichtsbezogene Konzentration der Methansulfonsäure oder des wasserlöslichen Salzes der Methansulfonsäure im wässerigen Schmiermittel zwischen 0,01 % und 20 %, vorzugsweise zwischen 0,1 % und 10 % liegt.
EP02803047A 2001-11-15 2002-11-08 Verfahren zum bearbeiten oder verformen von metallen in gegenwart von wässrigen gleitmitteln auf basis von methansulfonsäuresalzen Expired - Lifetime EP1444313B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0114787A FR2832160B1 (fr) 2001-11-15 2001-11-15 PROCEDE DE TRAVAIL OU MISE EN FORME DES METAUX EN PRESENCE DE LUBRIFIANTS AQUEUX A BASE D'ACIDE METHANESULFONIQUE (AMS) ou D'UN SEL HYDROSOLUBLE D'AMS
FR0114787 2001-11-15
PCT/FR2002/003847 WO2003042342A2 (fr) 2001-11-15 2002-11-08 Procede de travail ou mise en forme des metaux en presence de lubrifiants aqueux a base d'acide methanesulfonique

Publications (2)

Publication Number Publication Date
EP1444313A2 EP1444313A2 (de) 2004-08-11
EP1444313B1 true EP1444313B1 (de) 2006-08-23

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EP02803047A Expired - Lifetime EP1444313B1 (de) 2001-11-15 2002-11-08 Verfahren zum bearbeiten oder verformen von metallen in gegenwart von wässrigen gleitmitteln auf basis von methansulfonsäuresalzen

Country Status (12)

Country Link
US (1) US7730618B2 (de)
EP (1) EP1444313B1 (de)
JP (1) JP4392245B2 (de)
KR (1) KR100935820B1 (de)
CN (1) CN1269939C (de)
AT (1) ATE337392T1 (de)
AU (1) AU2002356233A1 (de)
BR (1) BR0214207B8 (de)
CA (1) CA2466716C (de)
DE (1) DE60214221T2 (de)
FR (1) FR2832160B1 (de)
WO (1) WO2003042342A2 (de)

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EP2025944B1 (de) 2007-08-09 2017-08-09 Askoll Holding S.r.l. Einphasiger Synchronmotor für Hausgeräte
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Publication number Publication date
FR2832160A1 (fr) 2003-05-16
DE60214221D1 (de) 2006-10-05
DE60214221T2 (de) 2007-07-12
BR0214207A (pt) 2004-10-26
WO2003042342A3 (fr) 2003-10-02
EP1444313A2 (de) 2004-08-11
CN1269939C (zh) 2006-08-16
CN1585813A (zh) 2005-02-23
BR0214207B1 (pt) 2013-01-08
ATE337392T1 (de) 2006-09-15
KR100935820B1 (ko) 2010-01-11
CA2466716C (fr) 2011-06-14
JP2005509087A (ja) 2005-04-07
BR0214207B8 (pt) 2013-02-19
KR20050044445A (ko) 2005-05-12
AU2002356233A1 (en) 2003-05-26
FR2832160B1 (fr) 2005-01-14
JP4392245B2 (ja) 2009-12-24
US20050044912A1 (en) 2005-03-03
US7730618B2 (en) 2010-06-08
WO2003042342A2 (fr) 2003-05-22
CA2466716A1 (fr) 2003-05-22

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