EP2473587B1 - Lubrifiants à base d'eau - Google Patents

Lubrifiants à base d'eau Download PDF

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Publication number
EP2473587B1
EP2473587B1 EP10747591.5A EP10747591A EP2473587B1 EP 2473587 B1 EP2473587 B1 EP 2473587B1 EP 10747591 A EP10747591 A EP 10747591A EP 2473587 B1 EP2473587 B1 EP 2473587B1
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EP
European Patent Office
Prior art keywords
weight
water
lubricant
chosen
group
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.)
Not-in-force
Application number
EP10747591.5A
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German (de)
English (en)
Other versions
EP2473587A1 (fr
Inventor
Martin Schmid-Amelunxen
Martin Schweigkofler
Thomas Kilthau
Jochen MÜHLEMEIER
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.)
Klueber Lubrication Muenchen GmbH and Co KG
Original Assignee
Klueber Lubrication Muenchen GmbH and Co KG
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Publication of EP2473587A1 publication Critical patent/EP2473587A1/fr
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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
    • C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
    • C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
    • C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
    • C10M107/34—Polyoxyalkylenes
    • 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
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • 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
    • 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
    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms 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
    • 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
    • C10M2207/127—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 polycarboxylic
    • 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
    • C10M2207/128—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 containing hydroxy groups; Ethers thereof
    • C10M2207/1285—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 containing hydroxy groups; Ethers thereof used as thickening agents
    • 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
    • C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • C10M2209/084—Acrylate; Methacrylate
    • 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
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/081—Biodegradable compounds
    • 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
    • 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
    • C10N2040/02—Bearings
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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
    • 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
    • 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
    • C10N2050/04—Aerosols
    • 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
    • C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy

Definitions

  • the present invention relates to water-based lubricants.
  • the invention relates to the use of water-based lubricants for the lubrication of friction partners in drive elements, as well as their use.
  • the WO 2005/113640 A1 discloses formulations of low pulmonary toxicity functional fluids containing low unsaturation alkylene oxide copolymers. More particularly, this document relates to low inhalation toxicity water-glycol hydraulic fluids containing from 30 to 60% of a water-soluble polyglycol, from 0 to 40% antifreeze, such as ethylene glycol, from 20 to 45% water, from 0 to 15% thickener, from 0 to 5% corrosion additives, 0 to 5% defoamers and dyes, as well as 0 to 5% fatty acid amides included.
  • a water-soluble polyglycol from 0 to 40% antifreeze, such as ethylene glycol, from 20 to 45% water, from 0 to 15% thickener, from 0 to 5% corrosion additives, 0 to 5% defoamers and dyes, as well as 0 to 5% fatty acid amides included.
  • the WO 97/15643 A1 relates to a water-soluble lubricant composition consisting of a mixture of polyethylene glycol and an amine to which further additives are added, inter alia optionally biocides are added.
  • the operating fluid consists of a mixture of water and an aliphatic hydrocarbon in which graphite particles are suspended as a solid lubricant.
  • This solid lubricant is in the form of flaky graphite particles having a particle size of less than 50 microns.
  • Further components of this lubricant and coolant are dispersing additives, defoamers, Corrosion inhibitors. Disadvantages of this operating fluid are the graphite particles present in solid or flaky form, which on the one hand can settle out of the suspension and thus adhere the operating parts to be lubricated.
  • Another disadvantage is the persistent contamination of components that come into contact with graphite-containing lubricants. If a filtration of the lubricating oil is required during operation, the graphite may lead to a clogging of the filter pores. In addition, the operating fluid has a very low viscosity, which can lead to failure of the lubricating film at high loads.
  • the present invention was therefore based on the object to provide a water-based lubricant that meets the above requirements, in particular is biodegradable and that helps to significantly reduce the production of carbon dioxide.
  • a lubricant consisting of water, water-soluble polyalkylene glycols, water-soluble emulsifiers and lubricant-compatible additives.
  • the water-soluble polyalkylene glycols are selected from the group of randomly distributing polyoxyethylene and polyoxypropylene units and / or other polyoxyalkylene units having one or more hydroxyl end groups, from a block polymer of polyoxyethylene and / or polyoxypropylene units and / or other polyoxyalkylene units.
  • anionic surfactants e.g. Sulfonates
  • nonionic surfactants e.g. Fatty alcohol ethoxylates or NPE
  • cationic surfactants e.g. quaternary ammonium compounds, water-soluble or water-emulsifiable carboxylic acid esters used.
  • the low-temperature behavior of water-based lubricants by the addition of antifreeze e.g. low molecular weight glycols, glycerol, salts or ionic liquids can be significantly improved.
  • additives can be added to influence the properties of the lubricant targeted. These may be in soluble or dispersed, colloidal or nanoscale form.
  • water-based lubricants can also be formulated foaming.
  • the application as a spray foam is of particular interest here, because it allows a visual control of the lubricant application. In the case of contamination of textiles or machine parts with water-based lubricating fluids, these are easy to clean.
  • stain lubricants based on mineral oil or synthetic oil are usually harmful and / or ecotoxicological dyes required.
  • water-based lubricants a variety of toxicologically harmless water-soluble dyes to food colors can be used.
  • the "base oil” according to the invention can also be converted into a lubricating grease or a lubricating paste by mixing with soap or urea powders, layered silicates or other common lubricant thickeners.
  • the lubricant composition 0.5 to 40 wt .-% lubricant thickener selected from the group consisting of metal soaps of mono- and / or dicarboxylic acids, ureas, phyllosilicates, solid lubricants and Aerosil contain.
  • Examples 1 and 3 to 5 are comparative examples.
  • Table 1 shows properties of Example Formulation 1 compared to a mineral oil based product. ⁇ b> Table 1 ⁇ / b> example 1 petroleum product Viscosity at 40 ° C ISO VG 32 ISO VG 32 pour Point -35 ° C -10 ° C Friction coefficient, SRV test 0.058 0,100 Hazen color number 35 140
  • Table 2 shows properties of Example Formulation 2 compared to a mineral oil based product. Despite its clearly low viscosity, the aqueous formulation has significantly improved wear protection (higher achievable surface coverage), according to Reichert. ⁇ b> Table 2 ⁇ / b> Example 2 petroleum product Viscosity at 40 ° C 110 mm 2 / s 460 mm 2 / s pour Point -35 ° C -10 ° C Surface pressure according to Reichert wear scale according to VKIS worksheet 3500 N / cm 2 2800 N / cm 2 Hazen color number 130 230
  • An oil foam consists of Water dist. 50.0% by weight propylene glycol 15.0% by weight Polyethylene glycol high molecular weight 25.0% by weight Foaming fatty alcohol ethoxylate 5.0% by weight Alkanolamine and boric acid derivative 2.0% by weight Sulfurized fatty acid 3.0% by weight
  • the pour point of the formulation is -20 ° C.
  • This composition has a high foam formation, which allows the application by means of spray / pump spray as a foam.
  • Such an application has the advantage that the lubricant on the surface can be detected well visually, even with minimum quantity lubrication immediately after application, for example with the focus quality assurance.
  • a further advantage of the application as foam is the improved wetting of the entire surface of the tribosystem, which allows a shortened run-in time and an improved run-in behavior.
  • illustration 1 shows a significantly lower torque of foamed (not water-based) lubricant bearing within the first 120 minutes running time.
  • a bb. 1 Current consumption of a lubricated with lubricant A bearing. Gray curve: standard application. Black curve: application as a foam.
  • Table 3 shows properties of Example Formulation 4. ⁇ b> ⁇ u> Table 3 ⁇ / u> ⁇ /b> Walkpenetration DIN ISO 2137 NLGI 2 Base oil viscosity, DIN 51562 90 cst Flow pressure at -30 ° C, DIN 51805 ⁇ 1400 mbar
  • Lubricant consisting of: Water dist. 27.5% by weight Polyalkylene glycol high molecular weight 50.0% by weight alkylene 10.0% by weight Carboxylic acid derivative M-528, Cortec 2.0% by weight Water-soluble carboxylic acid ester 10.0% by weight acrylic copolymer 0.5% by weight
  • This lubricant is suitable for the lubrication of seals on rotating shafts and, in contrast to the known lubricants of mineral oils or synthetic hydrocarbons well biodegradable and therefore environmentally friendly to dispose of. It is characterized by a low friction, good cooling effect, good compatibility with rubber-elastic materials and has a low Geissesserverschmutzungspotential. Advantageously, it changes the viscosity when diluted with water only slightly and therefore allows the formation of an effective lubricating film.
  • the water-based lubricant according to the invention can be used for lubricating drive elements in chains, gears, rolling and sliding bearings or for lubricating seals on rotating shafts in the form of a foam, spray or emulsion by means of spray or pump spray devices with the focus of better surface wetting and the better Detectability of thin lubricating films is applied, can be used.

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)

Claims (4)

  1. Lubrifiant à base d'eau contenant :
    5 à 80% en poids de polyalkylèneglycol soluble dans l'eau sélectionné parmi le groupe contenant des unités polyoxyéthylène et/ou des unités polyoxypropylène réparties statistiquement et/ou d'autres composants polyoxyalkylène, un polymère séquencé à base d'unités polyoxyéthylène et/ou d'unités polyoxypropylène et/ou d'autres composants polyoxyalkylène,
    0,5 à 20% en poids d'émulsifiants moussants ou non moussants appartenant à la classe des tensioactifs anioniques, non ioniques ou cationiques, des acides carboxyliques solubles ou émulsifiables dans l'eau,
    0,5 à 50% en poids d'antigel, sélectionné parmi le groupe contenant de l'alkylèneglycol, de la glycérine ou des liquides ioniques,
    0,05 à 10% en poids d'additifs anti-corrosion sélectionnés parmi le groupe contenant des alconolamines, de l'acide borique et des dérivés d'acide carboxylique, 0,001 à 1% en poids d'additifs anti-mousse, sélectionnés parmi le groupe contenant du polydiméthylsiloxane et des polymères d'acrylate,
    0,05 à 5% en poids d'acide gras soufré comme agent anti-usure,
    0,001 à 0,5 % en poids d'acide sorbique comme biocide et
    0,05 à 5% en poids de nanoparticules d'oxyde de cérium,
    complété à 100% avec de l'eau, la teneur en eau étant > 10%.
  2. Lubrifiant suivant la revendication 1, contenant en plus :
    0,5 à 40% en poids d'additif épaississant pour lubrifiant sélectionné parmi le groupe contenant des savons métalliques à base d'acide monocarboxylique ou d'acide dicarboxylique, d'urées et de phyllosilicates, de lubrifiants solides ou d'aérosils.
  3. Utilisation du lubrifiant à base d'eau suivant une des revendications 1 ou 2 pour la lubrification d'éléments d'entraînement dans des chaînes, transmissions, paliers de roulement et paliers lisses ou pour la lubrification de joints d'étanchéité sur des arbres rotatifs.
  4. Utilisation du lubrifiant à base d'eau suivant une des revendication 1 ou 2 sous la forme d'une mousse, d'un spray ou d'une émulsion appliqués au moyen d'un dispositif pulvérisateur ou vaporisateur en visant une meilleure dispersion superficielle et une meilleure détectabilité de films de lubrifiants minces.
EP10747591.5A 2009-09-01 2010-08-23 Lubrifiants à base d'eau Not-in-force EP2473587B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102009039626A DE102009039626A1 (de) 2009-09-01 2009-09-01 Schmierstoffe auf Wasserbasis
PCT/EP2010/005157 WO2011026576A1 (fr) 2009-09-01 2010-08-23 Lubrifiants à base d'eau

Publications (2)

Publication Number Publication Date
EP2473587A1 EP2473587A1 (fr) 2012-07-11
EP2473587B1 true EP2473587B1 (fr) 2015-10-07

Family

ID=43091388

Family Applications (1)

Application Number Title Priority Date Filing Date
EP10747591.5A Not-in-force EP2473587B1 (fr) 2009-09-01 2010-08-23 Lubrifiants à base d'eau

Country Status (14)

Country Link
US (1) US8809243B2 (fr)
EP (1) EP2473587B1 (fr)
JP (1) JP5698240B2 (fr)
KR (1) KR101439832B1 (fr)
CN (1) CN102482603A (fr)
AU (1) AU2010291521B2 (fr)
BR (1) BR112012004662A2 (fr)
CA (1) CA2769029C (fr)
DE (1) DE102009039626A1 (fr)
DK (1) DK2473587T3 (fr)
ES (1) ES2552791T3 (fr)
MX (1) MX2012002029A (fr)
RU (1) RU2550498C2 (fr)
WO (1) WO2011026576A1 (fr)

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EP3901291A1 (fr) 2020-04-24 2021-10-27 Schaeffler Technologies AG & Co. KG Élément de machine doté d'une surface de contact roulant et procédé de traitement thermique d'un élément de machine

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DE102010015757A1 (de) * 2010-04-21 2011-10-27 KLüBER LUBRICATION MüNCHEN KG Schmierstoffe für Textilmaschinen auf Wasserbasis
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CN115404119B (zh) * 2022-08-23 2023-08-22 煤炭科学技术研究院有限公司 一种液压支架防冻液复合添加剂及其制备方法与应用
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DE102009039626A1 (de) 2011-03-03
EP2473587A1 (fr) 2012-07-11
AU2010291521A1 (en) 2012-02-02
BR112012004662A2 (pt) 2017-05-23
CA2769029A1 (fr) 2011-03-10
CA2769029C (fr) 2017-07-04
MX2012002029A (es) 2012-03-26
RU2012112337A (ru) 2013-10-10
ES2552791T3 (es) 2015-12-02
DE102009039626A8 (de) 2011-06-01
US20120149616A1 (en) 2012-06-14
KR20120027498A (ko) 2012-03-21
CN102482603A (zh) 2012-05-30
AU2010291521B2 (en) 2013-09-19
DK2473587T3 (en) 2016-01-18
US8809243B2 (en) 2014-08-19
JP5698240B2 (ja) 2015-04-08
KR101439832B1 (ko) 2014-09-12
RU2550498C2 (ru) 2015-05-10
JP2013503922A (ja) 2013-02-04
WO2011026576A1 (fr) 2011-03-10

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