WO1993024601A1 - Anti-misting additive for water-miscible and water mixed cooling lubricants - Google Patents

Anti-misting additive for water-miscible and water mixed cooling lubricants Download PDF

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Publication number
WO1993024601A1
WO1993024601A1 PCT/EP1993/001269 EP9301269W WO9324601A1 WO 1993024601 A1 WO1993024601 A1 WO 1993024601A1 EP 9301269 W EP9301269 W EP 9301269W WO 9324601 A1 WO9324601 A1 WO 9324601A1
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WIPO (PCT)
Prior art keywords
acid
water
weight
cooling lubricants
use according
Prior art date
Application number
PCT/EP1993/001269
Other languages
German (de)
French (fr)
Inventor
Ulrich Eicken
Herbert Lingmann
Raimund Browarzik
Susanne NÖLKE
Wolfgang RÖHRICHT
Manfred Gorzinski
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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Publication date
Application filed by Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Priority to DE59303150T priority Critical patent/DE59303150D1/en
Priority to EP93912743A priority patent/EP0642571B1/en
Publication of WO1993024601A1 publication Critical patent/WO1993024601A1/en

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    • 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
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    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/26—Compounds containing silicon or boron, e.g. silica, sand
    • C—CHEMISTRY; METALLURGY
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04—Hydroxy compounds
    • C10M129/06—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M129/08—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least 2 hydroxy groups
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    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26—Carboxylic acids; Salts thereof
    • C10M129/28—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M129/38—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms
    • C10M129/40—Carboxylic acids; Salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having 8 or more carbon atoms monocarboxylic
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    • 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
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/24—Polyethers
    • C10M145/26—Polyoxyalkylenes
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    • C10M149/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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    • C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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    • C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
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    • 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
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    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/024—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
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    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
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    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C—CHEMISTRY; METALLURGY
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    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
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    • 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
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    • 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
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01—Emulsions, colloids, or micelles

Definitions

  • the invention relates to the use of clear water-soluble polymer compounds having a high molecular weight in water-miscible or water-mixed cooling lubricants to avoid the formation of mist.
  • cooling lubricants is defined in detail, for example, in an information brochure from the Düsseldorf mechanical engineering and small iron industry cooperative. In the case of cooling lubricants, a distinction is made between non-water-miscible, water-miscible and water-mixed cooling lubricants.
  • the group of water-miscible cooling lubricants can further be divided into emulsifiable cooling lubricants, and water-soluble cooling lubricants.
  • the group of water-mixed coolants can be divided into coolant emulsions and coolant solutions.
  • Water-miscible cooling lubricants ie concentrates, are mixed with water before use. Emulsifiable cooling lubricants form a discontinuous phase of an oil-in-water emulsion. Cooling lubricants which give solutions mixed with water include not only real solutions but also solutions from the association colloid, for example "solutions of soaps".
  • the term water-mixed cooling lubricants encompasses water-miscible cooling lubricants in the application state. Terms such as drilling emulsion, drilling milk, coolant, grinding water, grinding oil or clearing oil are still used in business colloquial language.
  • cooling lubricants are used in particular to reduce tool wear. Due to the strong turbulence during processing, cooling lubricant mist can arise, which lead to deposits in the environment, irritation of the respiratory organs when inhaled and therefore lead to undesirable working conditions.
  • An analogous problem occurs with the lubrication of impact and drilling tools operated with compressed air, in particular rock drilling machines, breakers and similar devices. These usually receive the compressed air necessary for their operation from a compressor via a hose connection. The compressed air not only serves to drive the tools, but also feeds fine droplets of lubricating oil as lubricant to their moving parts. An excessively strong spray oil causes considerable difficulties, however, since the relaxed compressed air exits the device freely and carries the excess lubricating oil as a mist.
  • DE-A-27 14 252 discloses processing oils for metalworking with a reduced tendency to form mists, which contain an atactic polypropylene in a quantity not exceeding 0.5% by weight.
  • US Pat. No. 3,919,098 discloses abrasives which consist essentially of mineral oil and contain a small amount of an anti-fog additive selected from polyisobutene. Poly-n-butene and their mixtures, which have an average molecular weight determined by viscosity in the range from 300,000 to 10,000,000.
  • DE-A-26 57 268 discloses the use of an amorphous ethylene / propylene copolymer in mineral lubricating oils from compressed air tools.
  • Lubrication Engineering, Vol. 33, pp. 128-132 (1977) describes oil mists in the field at hand as well as the relationships between molecular weights of polymers and their effects on the oil mist. It is stated that the molecular weights of the anti-fog additives to be used should be as high as possible. In particular, it is recommended to use a polymethacrylate with an average molecular weight between 300,000 and 400,000.
  • DE-A-40 00 304 discloses spin finishes in the form of aqueous emulsions or aqueous solutions which contain water-soluble polymer compounds with weight average molecular weights> 10 * ⁇ . These are selected from polyalkylene oxides, polyacrylamides, polymethacrylamides and copolymers of acrylamide and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms.
  • the task of the water-soluble polymer compounds is to reduce the spin-off of textile lubricants, in particular of spin finishes on fiber surfaces. This spraying brings with it an impairment of safety, for example slippery floors in the immediate vicinity of the machines, as well as breathing difficulties and skin irritation, caused by thrown off droplets which are distributed in the form of fine mist.
  • the object of the present invention is to provide new water-soluble anti-fog additives for water-miscible, ie concentrates, or water-mixed, ie application solutions, cooling lubricants in which the formation of fog is suppressed or completely avoided.
  • the above object is achieved by the use of known, clearly water-soluble polymer compounds with weight average molecular weights> 10 * 5, which are selected from polyalkylene oxides, polyacrylamides, polymethacrylamides and copolymers of acrylamide and / or methacrylamide and unsaturated organic carboxylic acids with 3 to 5 carbon atoms, in water-miscible or water-mixed cooling lubricants to avoid the formation of mist.
  • cooling lubricants modified according to the invention thus comprise water-miscible and water-mixed cooling lubricants.
  • polyethylene oxides as the polymer compound.
  • Polyethylene oxides with weight average molecular weights> 10 * 5 are, for example, from Union Carbide as powder under the name Polyox R WSR 301 (molecular weight above 10-5) and Polyox R coagulant (molecular weight 5,000,000) and polyacrylamides with weight average molecular weights > 10-5, for example from Henkel KGaA under the name Ferrocryl R or from Stockhausen under the name Praestol R.
  • Copolymers of acrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms for example copolymers of acrylamide and acrylic acid with weight average molecular weights> 10 ⁇ available, for example, under the name Superfloc R (manufacturer: cyanamid).
  • the clear water-soluble polymer compounds in an amount of 0.00001 wt .-% to 0.1 wt .-%, in particular 0.001 wt .-% to 0.01 wt .-%, based on the aqueous Emulsion or aqueous solution of cooling lubricants used.
  • composition of the water-miscible or water-mixed cooling lubricants can be very different.
  • emulsions frequently contain natural, paraffinic, naphthenic, paraffinic-naphthenic mineral oils in addition to other additives.
  • cooling lubricant emulsions can be built up, for example, from ester oils, fatty oil derivatives, synthetic hydrocarbons, poly- ⁇ -olefins, such as polyisobutylene or polybutenes, polypropylene glycol, triethylol propane ester, neopentyl pentaerythritol ester, di- (2-ethylhexyl) sebacat, di- (2-ethylhexyl) adipate, dibutyl phthalate and / or esters of acids containing phosphorus.
  • ester oils such as polyisobutylene or polybutenes
  • polypropylene glycol such as polyisobutylene or polybutenes
  • triethylol propane ester such as polyisobutylene or polybutenes
  • neopentyl pentaerythritol ester di- (2-ethylhexyl) sebac
  • cooling lubricants are aqueous solutions of inorganic salts, such as phosphates, borates, carbonates, and organic rust inhibitors, such as amines, alkanolamines and substituted alkanolamines, and their reaction products with inorganic and organic acids.
  • inorganic salts such as phosphates, borates, carbonates, and organic rust inhibitors, such as amines, alkanolamines and substituted alkanolamines, and their reaction products with inorganic and organic acids.
  • Such acids include, for example, natural or synthetic carboxylic acids such as caprylic acid, ethylhexanoic acid, capric acid, 2,2,4-trimethylhexanoic acid, benzoic acid, substituted benzoic acids, dicarboxylic acids with 6-22 C atoms, phosphoric acid esters, dicarboxylic acid half-esters or dicarboxylic acid half-amides, citric acid , Gluconic acid, carbonic acid, phosphoric acid, polyphosphoric acid and Boric acid.
  • cooling lubricant solutions often contain water-soluble lubricants such as glycols and polyglycols and ethers or esters of polyglycols and other additives for setting the desired technical properties.
  • lubricants such as lubricants, antiwear agents, corrosion inhibitors, antioxidants, anionic or nonionic emulsifiers, solubilizers, antifoam agents, biocides and / / and / / can be added to the base material, which comprises a predominant proportion of one or more of the cooling lubricants mentioned above. or surfactants can be added. These are known per se in the prior art.
  • the cooling lubricant concentrates are diluted with water.
  • the aqueous emulsions or aqueous solutions preferably contain the cooling lubricants mentioned above in an amount of 1 to 10% by weight, in particular in an amount of 2 to 5
  • the polymer compounds to be used as anti-fog additive are packaged in tablet form, since this form permits easier and more precise metering of the anti-fog additives according to the invention.
  • the clear water-soluble polymer compounds are preferably mixed in a weight ratio of 1: 1 with 1,2-propanediol and compressed either in the temperature range from room temperature to 150 ° C. using pressure, for example in the range from 10 to 100 bar, or without pressure at tempera ⁇ structures in the range of 50 to 150 ° C, especially 80 to 100 ° C, sintered together.
  • pressure for example in the range from 10 to 100 bar, or without pressure at tempera ⁇ structures in the range of 50 to 150 ° C, especially 80 to 100 ° C, sintered together.
  • Such anti-fog additive tablets are added to the aqueous cooling lubricant emulsions or solutions in the desired dosage for use.
  • Aqueous emulsions or solutions of cooling lubricants in the sense of the present invention are preferably used for grinding metal surfaces.
  • a 1% by weight aqueous solution of Polyox R Coagulant (polyethylene oxide with a molecular weight of 5,000,000) was prepared as an anti-fog additive for aqueous cooling lubricants.
  • the effectiveness was tested on a commercially available grinding water which consisted of 10% by weight of isononanoic acid, 30% by weight of triethanolamine, 1% by weight of corrosion inhibitor and 5% by weight of sodium metaborate in water.
  • a different amount of the anti-fog additive is added.
  • the values relate to the percentage addition of the 1% by weight solution of Polyox R Coagulant to the grinding water mentioned.
  • Table 1 below shows the visual assessment of the fog formation of the examples and the comparative example.
  • 1,2-propanediol Part by weight of 1,2-propanediol at a) 50 ° C, normal pressure, 24 hours and b) 80 ° C, normal pressure, annealed for 2 hours.

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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)
  • Inorganic Chemistry (AREA)
  • Lubricants (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)

Abstract

Clear water-soluble polymer compounds having a mean molecular weight higher than 10?6 and selected among the polyalkylene oxides, polyacryl amides, polymethacryl amides and the copolymers of acryl amide and/or methacryl amide with unsaturated organic carboxylic acids having 3 to 5 C-atoms are used in water-miscible and water mixed cooling lubricants to reduce mist formation.

Description

Anti-Nebel-Additiv für wassermischbare und wasserqemisehte KühlSchmierstoffe Anti-fog additive for water-miscible and water-mixed cooling lubricants
Die Erfindung betrifft die Verwendung von klarwasserlöslichen Po¬ lymerverbindungen mit hohem Molekulargewicht in wassermischbaren oder wassergemischten KühlSchmierstoffen zur Vermeidung der Nebel¬ bildung.The invention relates to the use of clear water-soluble polymer compounds having a high molecular weight in water-miscible or water-mixed cooling lubricants to avoid the formation of mist.
Der Begriff der Kühlschmierstoffe ist beispielsweise in einer In¬ formationsbroschüre der Maschinenbau- und Kleineisenindustrie-Be¬ rufsgenossenschaft Düsseldorf in ausführlicher Weise definiert. Bei KühlSchmierstoffen unterscheidet man zwischen nicht wassermisch¬ baren, wassermischbaren und wassergemischten Kühlschmierstoffen.The term cooling lubricants is defined in detail, for example, in an information brochure from the Düsseldorf mechanical engineering and small iron industry cooperative. In the case of cooling lubricants, a distinction is made between non-water-miscible, water-miscible and water-mixed cooling lubricants.
Die Gruppe der wassermischbaren Kühlschmierstoffe läßt sich wei¬ terhin unterteilen in emulgierbare Kühlschmierstoffe, und wasser¬ lösliche KühlSchmierstoffe. Die Gruppe der wassergemischten Kühl- schmierstoffe läßt sich unterteilen in Kühlschmieremulsionen und Kühlschmierlösungen.The group of water-miscible cooling lubricants can further be divided into emulsifiable cooling lubricants, and water-soluble cooling lubricants. The group of water-mixed coolants can be divided into coolant emulsions and coolant solutions.
Wassermischbare KühlSchmierstoffe, d.h. Konzentrate, werden vor der Anwendung mit Wasser gemischt. Emulgierbare KühlSchmierstoffe bil¬ den eine diskontinuierliche Phase einer Emulsion Öl-in-Wasser. KühlSchmierstoffe, die mit Wasser gemischt Lösungen ergeben, um¬ fassen neben echten Lösungen auch Lösungen der Assoziationskollo¬ ide, z.B. "Lösungen von Seifen". Der Begriff wassergemischte Kühl¬ schmierstoffe umfaßt wassermischbare Kühlschmierstoffe im Anwen¬ dungszustand. Begriffe wie Bohremulsion, Bohrmilch, Kühlmittel, Schleifwasser, Schleiföl oder Räumöl werden auch heute noch in der betrieblichen Umgangssprache verwendet.Water-miscible cooling lubricants, ie concentrates, are mixed with water before use. Emulsifiable cooling lubricants form a discontinuous phase of an oil-in-water emulsion. Cooling lubricants which give solutions mixed with water include not only real solutions but also solutions from the association colloid, for example "solutions of soaps". The term water-mixed cooling lubricants encompasses water-miscible cooling lubricants in the application state. Terms such as drilling emulsion, drilling milk, coolant, grinding water, grinding oil or clearing oil are still used in business colloquial language.
Bei der Metallbearbeitung, insbesondere solchen Vorgängen wie Schneiden mit hoher Geschwindigkeit, Schleifen oder Verformen, werden insbesondere wassermischbare KühlSchmiermittel verwendet, um die Abnutzung des Werkzeuges zu vermindern. Durch die starke Ver- wirbelung bei der Bearbeitung können Kühlschmierstoff-Nebel ent¬ stehen, die in der Umgebung zu Ablagerungen führen, beim Einatmen zu Reizungen der Atemorgane und daher zu wenig erwünschten Ar¬ beitsbedingungen führen. Ein analoges Problem tritt bei der Schmierung von mit Preßluft betriebenen Schlag- und Bohrwerkzeugen auf, insbesondere Gesteinsbohr aschinen, Abbauhämmern und ähnlichen Geräten. Diese erhalten gewöhnlich die zu ihrem Betrieb notwendige Druckluft über eine Schlauchverbindung von einem Verdichter. Die Druckluft dient nicht nur zum Antrieb der Werkzeuge, sondern führt ihren bewegten Teilen zugleich feine Schmieröltröpfchen als Schmiermittel zu. Eine übermäßig starke Sprühölung verursacht je¬ doch erhebliche Schwierigkeiten, da die entspannte Druckluft am Gerät frei austritt und das überflüssige Schmieröl als Nebel mit¬ führt.In metalworking, in particular such operations as cutting at high speed, grinding or shaping, water-miscible cooling lubricants are used in particular to reduce tool wear. Due to the strong turbulence during processing, cooling lubricant mist can arise, which lead to deposits in the environment, irritation of the respiratory organs when inhaled and therefore lead to undesirable working conditions. An analogous problem occurs with the lubrication of impact and drilling tools operated with compressed air, in particular rock drilling machines, breakers and similar devices. These usually receive the compressed air necessary for their operation from a compressor via a hose connection. The compressed air not only serves to drive the tools, but also feeds fine droplets of lubricating oil as lubricant to their moving parts. An excessively strong spray oil causes considerable difficulties, however, since the relaxed compressed air exits the device freely and carries the excess lubricating oil as a mist.
Aus der DE-A-27 14 252 sind Bearbeitungsöle für die Metallbearbei¬ tung mit verringerter Neigung zur Nebelbildung bekannt, die ein ataktisches Polypropylen in einer 0,5 Gew.-% nicht übersteigenden Menge enthalten.DE-A-27 14 252 discloses processing oils for metalworking with a reduced tendency to form mists, which contain an atactic polypropylene in a quantity not exceeding 0.5% by weight.
Aus der US-A-3 919 098 sind Schleifmittel bekannt, die im wesent¬ lichen aus Mineralöl bestehen, die eine geringe Menge eines Anti¬ Nebel-Additivs enthalten, das ausgewählt ist aus Polyisobuten, Poly-n-buten und deren Mischungen, die ein durch Viskosität be¬ stimmtes mittleres Molekulargewicht im Bereich von 300000 bis 10000000 aufweisen.US Pat. No. 3,919,098 discloses abrasives which consist essentially of mineral oil and contain a small amount of an anti-fog additive selected from polyisobutene. Poly-n-butene and their mixtures, which have an average molecular weight determined by viscosity in the range from 300,000 to 10,000,000.
Aus der DE-A-26 57 268 ist die Verwendung eines amorphen Ethylen/ Propylen-Mischpolymerisats in Mineralschmierölen von Preßluftwerk¬ zeugen bekannt.DE-A-26 57 268 discloses the use of an amorphous ethylene / propylene copolymer in mineral lubricating oils from compressed air tools.
In Lubrication Engineering, Vol. 33, S. 128-132 (1977) werden Öl- nebel auf dem hier vorliegenden Gebiet sowie die Zusammenhänge von Molekulargewichten von Polymeren und deren Auswirkungen auf den Ölnebel eingehend beschrieben. Es wird angegeben, daß die Moleku¬ largewichte der einzusetzenden Anti-Nebel-Additive so hoch wie möglich sein sollten. Insbesondere wird empfohlen, ein Polymeth- acrylat mit einem mittleren Molekulargewicht zwischen 300 000 und 400000 einzusetzen.Lubrication Engineering, Vol. 33, pp. 128-132 (1977) describes oil mists in the field at hand as well as the relationships between molecular weights of polymers and their effects on the oil mist. It is stated that the molecular weights of the anti-fog additives to be used should be as high as possible. In particular, it is recommended to use a polymethacrylate with an average molecular weight between 300,000 and 400,000.
Aus der DE-A-40 00 304 sind Spinnpräparationen in Form wäßriger Emulsionen oder wäßriger Lösungen bekannt, die wasserlösliche Po¬ lymerverbindungen mit Gewichtsmitteln der Molekulargewichte >10*^ enthalten. Diese sind ausgewählt aus Polyalkylenoxiden, Polyacryl¬ amiden, Polymethacrylamiden und Copolymeren aus Acrylamid und/oder Methacrylamid und ungesättigten Carbonsäuren mit 3 bis 5 C-Atomen. Die Aufgabe der wasserlöslichen Polymerverbindungen besteht in ei¬ ner Verminderung des Abschleuderns von textilen Gleitmitteln, ins¬ besondere von Spinnpräparationen von Faseroberflächen. Dieses Ab¬ spritzen bringt eine Beeinträchtigung der Sicherheit mit sich, beispielsweise schlüpfrige Fußböden in der unmittelbaren Umgebung der Maschinen sowie Atmungsbehinderungen und Hautreizungen, her¬ vorgerufen durch abgeschleuderte Tröpfchen, die sich in Form feiner Nebel verteilen. Die Aufgabe der vorliegenden Erfindung besteht demgegenüber darin, neue wasserlösliche Anti-Nebel-Additive für wassermischbare, d.h. Konzentrate, oder wassergemischte, d.h. Anwendungslösungen, Kühl¬ schmierstoffe zur Verfügung zu stellen, bei denen die Nebelbildung unterdrückt bzw. gänzlich vermieden wird.DE-A-40 00 304 discloses spin finishes in the form of aqueous emulsions or aqueous solutions which contain water-soluble polymer compounds with weight average molecular weights> 10 * ^. These are selected from polyalkylene oxides, polyacrylamides, polymethacrylamides and copolymers of acrylamide and / or methacrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms. The task of the water-soluble polymer compounds is to reduce the spin-off of textile lubricants, in particular of spin finishes on fiber surfaces. This spraying brings with it an impairment of safety, for example slippery floors in the immediate vicinity of the machines, as well as breathing difficulties and skin irritation, caused by thrown off droplets which are distributed in the form of fine mist. In contrast, the object of the present invention is to provide new water-soluble anti-fog additives for water-miscible, ie concentrates, or water-mixed, ie application solutions, cooling lubricants in which the formation of fog is suppressed or completely avoided.
Die vorstehende Aufgabe wird gelöst durch die Verwendung an von an sich bekannten klarwasserlöslichen Polymerverbindungen mit Ge¬ wichtsmitteln der Molekulargewichte >10*5, die ausgewählt sind aus Polyalkylenoxiden, Polyacrylamiden, Polymethacrylamiden und Copolymeren von Acrylamid und/oder Methacrylamid und ungesättigten organischen Carbonsäuren mit 3 bis 5 C-Atomen, in wassermischbaren oder wassergemischten KühlSchmierstoffen zur Vermeidung der Nebel¬ bildung.The above object is achieved by the use of known, clearly water-soluble polymer compounds with weight average molecular weights> 10 * 5, which are selected from polyalkylene oxides, polyacrylamides, polymethacrylamides and copolymers of acrylamide and / or methacrylamide and unsaturated organic carboxylic acids with 3 to 5 carbon atoms, in water-miscible or water-mixed cooling lubricants to avoid the formation of mist.
Überraschenderweise wurde gefunden, daß der Zusatz der genannten hochmolekulargewichtigen Polymerverbindungen in den genannten Kühlschmierstoffen geeignet ist, die Nebelbildung zu unterdrücken. Die erfindungsgemäß modifizierten KühlSchmierstoffe umfassen somit wassermischbare und wassergemischte KühlSchmierstoffe.It has surprisingly been found that the addition of the high molecular weight polymer compounds mentioned in the cooling lubricants mentioned is suitable for suppressing the formation of fog. The cooling lubricants modified according to the invention thus comprise water-miscible and water-mixed cooling lubricants.
Besonders bevorzugt im Sinne der vorliegenden ürfindung sind Poly- ethylenoxide als Polymerverbindung. Polyethylenoxide mit Gewichts¬ mitteln der Molekulargewichte >10*5 werden beispielsweise von Union Carbide als Pulver unter dem Namen PolyoxR WSR 301 (Molekularge¬ wicht oberhalb 10-5) und PolyoxR Coagulant (Molekulargewicht 5 000 000) und Polyacrylamide mit Gewichtsmitteln der Molekulargewichte >10-5, beispielsweise von Henkel KGaA unter der Bezeichnung Ferro- crylR oder von Stockhausen unter der Bezeichnung PraestolR angebo¬ ten. Copolymere aus Acrylamid und ungesättigten Carbonsäuren mit 3 bis 5 C-Atomen, beispielsweise Copolymere aus Acrylamid und Acryl- säure mit Gewichtsmitteln der Molekulargewichte >10^ sind beispielsweise unter dem Namen SuperflocR (Hersteller: Cyanamid) erhältlich.For the purposes of the present invention, particular preference is given to polyethylene oxides as the polymer compound. Polyethylene oxides with weight average molecular weights> 10 * 5 are, for example, from Union Carbide as powder under the name Polyox R WSR 301 (molecular weight above 10-5) and Polyox R coagulant (molecular weight 5,000,000) and polyacrylamides with weight average molecular weights > 10-5, for example from Henkel KGaA under the name Ferrocryl R or from Stockhausen under the name Praestol R. Copolymers of acrylamide and unsaturated carboxylic acids with 3 to 5 carbon atoms, for example copolymers of acrylamide and acrylic acid with weight average molecular weights> 10 ^ available, for example, under the name Superfloc R (manufacturer: cyanamid).
In einer bevorzugten Ausführungsform der vorliegenden Erfindung werden die klarwasserlöslichen Polymerverbindungen in einer Menge von 0,00001 Gew.-% bis 0,1 Gew.-%, insbesondere 0,001 Gew.-% bis 0,01 Gew.-%, bezogen auf die wäßrige Emulsion oder wäßrige Lösung von KühlSchmierstoffen verwendet.In a preferred embodiment of the present invention, the clear water-soluble polymer compounds in an amount of 0.00001 wt .-% to 0.1 wt .-%, in particular 0.001 wt .-% to 0.01 wt .-%, based on the aqueous Emulsion or aqueous solution of cooling lubricants used.
Die Zusammensetzung der wassermischbaren oder wassergemischten KühlSchmierstoffe kann sehr unterschiedlich sein. So enthalten Emulsionen im Sinne der vorliegenden Erfindung häufig natürliche, paraffinische, naphthenische, paraffinisch-naphthenische Mineralöle neben weiteren Zusätzen. Ferner können solche Kühlschmierstoff- Emulsionen beispielsweise aufgebaut sein aus Esterölen, Fettöl-De- rivaten, synthetischen Kohlenwasserstoffen, Poly-α-olefinen, wie Polyisobutylen oder Polybutenen, Polypropylenglykol, Tri ethylol- propanester, Neopentyl-pentaerythritester, Di-(2-ethylhexyl)seba- cat, Di-(2-ethylhexyl)adipat, Dibutylphthalat und/oder Estern von Phosphor enthaltenden Säuren.The composition of the water-miscible or water-mixed cooling lubricants can be very different. For the purposes of the present invention, emulsions frequently contain natural, paraffinic, naphthenic, paraffinic-naphthenic mineral oils in addition to other additives. Furthermore, such cooling lubricant emulsions can be built up, for example, from ester oils, fatty oil derivatives, synthetic hydrocarbons, poly-α-olefins, such as polyisobutylene or polybutenes, polypropylene glycol, triethylol propane ester, neopentyl pentaerythritol ester, di- (2-ethylhexyl) sebacat, di- (2-ethylhexyl) adipate, dibutyl phthalate and / or esters of acids containing phosphorus.
Eine weitere Ausführungsform der Kühlschmierstoffe sind wäßrige Lösungen von anorganischen Salzen, wie Phosphaten, Boraten, Carbo- naten, und organischen Rostschutzmitteln, wie Aminen, Alkanolaminen und substituierten Alkanolaminen, sowie ihren Umsetzungsprodukten mit anorganischen und organischen Säuren. Solche Säuren umfassen beispielsweise natürliche oder synthetische Carbonsäuren wie Caprylsäure, Ethylhexansäure, Caprinsäure, 2,2,4- Trimethylhexansäure, Benzoesäure, substitutierte Benzoesäuren, Dicarbonsäuren mit 6 - 22 C-Atomen, Phosphorsäureester, Dicarbonsäure-Halbester oder Dicarbonsäure-Halbamide, Zitronensäu¬ re, Gluconsäure, Kohlensäure, Phosphorsäure, Polyphosphorsäure und Borsäure. Weiterhin enthalten Kühlschmierstoff-Lösungen häufig wasserlösliche Schmierstoffe wie Glykole und Polyglykole sowie Ether oder Ester von Polyglykolen und weitere Zusätze zur Einstel¬ lung der erwünschten technischen Eigenschaften.Another embodiment of the cooling lubricants are aqueous solutions of inorganic salts, such as phosphates, borates, carbonates, and organic rust inhibitors, such as amines, alkanolamines and substituted alkanolamines, and their reaction products with inorganic and organic acids. Such acids include, for example, natural or synthetic carboxylic acids such as caprylic acid, ethylhexanoic acid, capric acid, 2,2,4-trimethylhexanoic acid, benzoic acid, substituted benzoic acids, dicarboxylic acids with 6-22 C atoms, phosphoric acid esters, dicarboxylic acid half-esters or dicarboxylic acid half-amides, citric acid , Gluconic acid, carbonic acid, phosphoric acid, polyphosphoric acid and Boric acid. Furthermore, cooling lubricant solutions often contain water-soluble lubricants such as glycols and polyglycols and ethers or esters of polyglycols and other additives for setting the desired technical properties.
Zu dem Grundmaterial, das einen überwiegenden Anteil eines oder mehrerer der oben genannten KühlSchmierstoffe umfaßt, können wei¬ tere funktionelle Zusatzstoffe, wie Schmierfähigkeitsmittel, Anti- verschleißmittel, Korrosionsinhibitoren, Antioxidantien, anionische oder nichtionische E ulgatoren, Lösungsvermittler, Antischaummit- tel, Biozide und/oder Tenside zugesetzt werden. Diese sind an sich im Stand der Technik bekannt.Other functional additives, such as lubricants, antiwear agents, corrosion inhibitors, antioxidants, anionic or nonionic emulsifiers, solubilizers, antifoam agents, biocides and / / and / / can be added to the base material, which comprises a predominant proportion of one or more of the cooling lubricants mentioned above. or surfactants can be added. These are known per se in the prior art.
Zur Anwendung werden die KühlSchmierstoff-Konzentrate mit Wasser verdünnt. Die wäßrigen Emulsionen oder wäßrigen Lösungen enthalten die oben genannten Kühlschmierstoffe vorzugsweise in einer Menge von 1 bis 10 Gew.-%, insbesondere in einer Menge von 2 bis 5For use, the cooling lubricant concentrates are diluted with water. The aqueous emulsions or aqueous solutions preferably contain the cooling lubricants mentioned above in an amount of 1 to 10% by weight, in particular in an amount of 2 to 5
Gew.-%.% By weight.
Gemäß einer weiteren bevorzugten Ausführungsform der vorliegenden Erfindung werden die als Anti-Nebel-Additiv zu verwendenden Poly¬ merverbindungen in Tablettenform konfektioniert, da diese Form eine leichtere und genauere Dosierung der erfindungsgemäßen Anti¬ Nebel-Additive erlaubt.According to a further preferred embodiment of the present invention, the polymer compounds to be used as anti-fog additive are packaged in tablet form, since this form permits easier and more precise metering of the anti-fog additives according to the invention.
Zur Herstellung derartiger Tabletten werden die klarwasserlöslichen Polymerverbindungen vorzugsweise im Gewichtsverhältnis 1 : 1 mit 1,2-Propandiol vermischt und entweder im Temperaturbereich von Raumtemperatur bis 150 °C unter Anwendung von Druck, beispielsweise im Bereich von 10 bis 100 bar, verpreßt oder drucklos bei Tempera¬ turen im Bereich von 50 bis 150 °C, insbesondere 80 bis 100 °C, zusammengesintert. Hierbei resultiert zunächst eine kautschukartige Masse, die im Verlauf von beispielsweise 24 Stunden kristallisiert und so eine feste Tablette ausbildet.To produce such tablets, the clear water-soluble polymer compounds are preferably mixed in a weight ratio of 1: 1 with 1,2-propanediol and compressed either in the temperature range from room temperature to 150 ° C. using pressure, for example in the range from 10 to 100 bar, or without pressure at tempera ¬ structures in the range of 50 to 150 ° C, especially 80 to 100 ° C, sintered together. This initially results in a rubbery one Mass that crystallizes in the course of, for example, 24 hours and thus forms a solid tablet.
Derartige Anti-Nebel-Additiv-Tabletten werden zur Anwendung den wäßrigen Kühlschmierstoff-Emulsionen oder -Lösungen in der ge¬ wünschten Dosierung zugesetzt.Such anti-fog additive tablets are added to the aqueous cooling lubricant emulsions or solutions in the desired dosage for use.
Wäßrige Emulsionen oder Lösungen von KühlSchmierstoffen im Sinne der vorliegenden Erfindung werden bevorzugt zum Schleifen von Me¬ tallOberflächen eingesetzt. Aqueous emulsions or solutions of cooling lubricants in the sense of the present invention are preferably used for grinding metal surfaces.
BeispieleExamples
Als Anti-Nebel-Additiv für wäßrige KühlSchmierstoffe wurde eine 1 Gew.-%ige wäßrige Lösung von PolyoxR Coagulant (Polyethylenoxid mit einem Molekulargewicht von 5000000) hergestellt.A 1% by weight aqueous solution of Polyox R Coagulant (polyethylene oxide with a molecular weight of 5,000,000) was prepared as an anti-fog additive for aqueous cooling lubricants.
Die Wirksamkeit wurde an einem handelsüblichen Schleifwasser ge¬ prüft, das aus 10 Gew.-% Isononansäure, 30 Gew.-% Triethanolamin, 1 Gew.-% Korrosionsinhibitor sowie 5 Gew.-% Natriummetaborat in Was¬ ser bestand.The effectiveness was tested on a commercially available grinding water which consisted of 10% by weight of isononanoic acid, 30% by weight of triethanolamine, 1% by weight of corrosion inhibitor and 5% by weight of sodium metaborate in water.
Zur Beurteilung der Nebelbildung wurden 50 ml der oben genannten Schleifwässer in einen 250 ml Meßzylinder mit Stopfen gegeben und geschüttelt. Dabei bildete sich ein Schaum, der nach Beendigung des Schütteins rasch zerfiel. Durch das Zerplatzen der Schaumblasen bildete sich ein feiner Nebel. Die sich dabei bildende Nebelmenge wurde visuell beurteilt.To assess the formation of fog, 50 ml of the abrasive water mentioned above were placed in a 250 ml measuring cylinder with a stopper and shaken. A foam formed that quickly disintegrated after the chute had ended. A fine mist formed when the foam bubbles burst. The amount of fog that formed was assessed visually.
In den Beispielen und dem Vergleichsbeispiel wird jeweils eine un¬ terschiedliche Menge des Anti-Nebel-Additivs zugegeben. Die Werte beziehen sich jeweils auf den prozentualen Zusatz der 1 Gew.-%igen Lösung von PolyoxR Coagulant zu dem genannten Schleifwasser.In the examples and the comparative example, a different amount of the anti-fog additive is added. The values relate to the percentage addition of the 1% by weight solution of Polyox R Coagulant to the grinding water mentioned.
Die nachfolgende Tabelle 1 gibt die visuelle Beurteilung der Ne¬ belbildung der Beispiele und des Vergleichsbeispiels wieder.
Figure imgf000011_0001
Table 1 below shows the visual assessment of the fog formation of the examples and the comparative example.
Figure imgf000011_0001
Herstellung von Anti-Nebel-Additiv-TablettenManufacture of anti-fog additive tablets
Es wurden Gemische aus jeweils 1 Gew.-Teil PolyoxR Coagulant und 1Mixtures of 1 part by weight of Polyox R coagulant and 1
Gew.-Teil 1,2-Propandiol bei a) 50 °C, Normaldruck, 24 Stunden und b) 80 °C, Normaldruck, 2 Stunden getempert.Part by weight of 1,2-propanediol at a) 50 ° C, normal pressure, 24 hours and b) 80 ° C, normal pressure, annealed for 2 hours.
In beiden Fällen resultierten feste, belastbare Produkte. Derartige Tabletten lösen sich im Wasser allmählich auf. In both cases, solid, resilient products resulted. Such tablets gradually dissolve in water.

Claims

P a t e n t a n s p r ü c h e Patent claims
1. Verwendung von klarwasserlöslichen Polymerverbindungen mit Ge¬ wichtsmitteln der Molekulargewichte >106, ausgewählt aus Polyal¬ kylenoxiden, Polyacrylamiden, Polymethacrylamiden und Copolymeren von Acrylamid und/oder Methacrylamid und ungesättigten organischen Carbonsäuren mit 3 bis 5 C-Atomen, in wassermischbaren oder wassergemischten KühlSchmierstoffen zur Verminderung der Nebelbil¬ dung.1. Use of clear water-soluble polymer compounds with weight average molecular weights> 10 6 , selected from polyalkylene oxides, polyacrylamides, polymethacrylamides and copolymers of acrylamide and / or methacrylamide and unsaturated organic carboxylic acids with 3 to 5 carbon atoms, in water-miscible or water-mixed cooling lubricants to reduce fog formation.
2. Verwendung von Polyethylenoxiden als Polymerverbindungen nach Anspruch 1.2. Use of polyethylene oxides as polymer compounds according to claim 1.
3. Verwendung von klarwasserlöslichen Polymerverbindungen nach Anspruch 1 oder 2 in einer Menge von 0,00001 Gew.-% bis 0,1 Gew.-%, insbesondere 0,001 Gew.-% bis 0,01 Gew.-%, bezogen auf die wäßrige Emulsion oder wäßrige Lösung von KühlSchmierstoffen.3. Use of clear water-soluble polymer compounds according to claim 1 or 2 in an amount of 0.00001% by weight to 0.1% by weight, in particular 0.001% by weight to 0.01% by weight, based on the aqueous Emulsion or aqueous solution of cooling lubricants.
4. Verwendung nach einem oder mehreren der Ansprüche 1 bis 3, da¬ durch gekennzeichnet, daß die Kühlschmierstoff-Emulsionen aufgebaut sind auf natürlichen, paraffinischen, naphthenischen, paraffinisch-naphthenischen Mineralölen Esterölen, Fettöl-Deri- vaten, synthetischen Kohlenwasserstoffen, Poly-α-olefinen, wie Polyisobutylenen oder Polybutenen, Polypropylenglykol, Tri ethylolpropanestern, Neopentyl-pentaerythritestern, Di-(2-ethylhexyl)sebacat, Di-(2-ethylhexyl)adipat, Dibutylphthalat, Estern von Phosphor enthaltenden Säuren und weiteren Zusätzen.4. Use according to one or more of claims 1 to 3, characterized in that the cooling lubricant emulsions are based on natural, paraffinic, naphthenic, paraffinic-naphthenic mineral oils, ester oils, fatty oil derivatives, synthetic hydrocarbons, poly-α -olefins, such as polyisobutylenes or polybutenes, polypropylene glycol, triethylolpropane esters, neopentyl-pentaerythritol esters, di- (2-ethylhexyl) sebacate, di- (2-ethylhexyl) adipate, dibutyl phthalate, esters of phosphorus-containing acids and other additives.
5. Verwendung nach einem oder mehreren der Ansprüche 1 bis 3, da¬ durch gekennzeichnet, daß die Kühlschmierstoff-Lösungen aufgebaut sind auf wäßrigen Lösungen von anorganischen Salzen, insbesondere Phosphaten, Boraten und/oder Carbonaten, und organischen Rost¬ schutzmitteln, insbesondere Aminen, Alkanolaminen, substituierten Alkanolaminen und deren Umsetzungsprodukten mit anorganischen und/oder organischen Säuren, insbesondere natürlichen oder synthe¬ tischen Carbonsäuren, insbesondere Caprylsäure, Ethylhexansäure, Caprinsäure, 2,2,4-Trimethylhexansäure, Benzoesäure, substituierte Benzoesäuren, Dicarbonsäuren mit 6 - 22 C-Atomen, Phosphorsäure¬ estern, Dicarbonsäure-Halbestem oder Dicarbonsäure-Halbamiden, Zitronensäure, Gluconsäure, Kohlensäure, Phosphorsäure, Polyphos- phorsäure, Borsäure und weiteren Zusätzen.5. Use according to one or more of claims 1 to 3, da¬ characterized in that the cooling lubricant solutions built up are based on aqueous solutions of inorganic salts, in particular phosphates, borates and / or carbonates, and organic rust preventives, in particular amines, alkanolamines, substituted alkanolamines and their reaction products with inorganic and / or organic acids, in particular natural or synthetic carboxylic acids, in particular Caprylic acid, ethylhexanoic acid, capric acid, 2,2,4-trimethylhexanoic acid, benzoic acid, substituted benzoic acids, dicarboxylic acids with 6 - 22 carbon atoms, phosphoric esters, dicarboxylic acid semiesters or dicarboxylic acid half-amides, citric acid, gluconic acid, carbonic acid, phosphoric acid, polyphosphonic acid phosphoric acid, boric acid and other additives.
6. Verwendung nach einem oder mehreren der Ansprüche 1 bis 5, da¬ durch gekennzeichnet, daß die wäßrigen Emulsionen oder wäßrigen Lösungen funktionelle Zusatzstoffe, insbesondere Schmierfähig- keitsmittel, AntiVerschleißmittel, Korrosionsinhibitoren, Anti- oxidantien, anionische oder nichtionische E ulgatoren, Lösungsver¬ mittler, Antischaummittel, Biozide und/oder Tenside enthalten.6. Use according to one or more of claims 1 to 5, characterized in that the aqueous emulsions or aqueous solutions contain functional additives, in particular lubricants, antiwear agents, corrosion inhibitors, antioxidants, anionic or nonionic emulsifiers, solubilizers , Anti-foaming agents, biocides and / or surfactants.
7. Verwendung nach einem oder mehreren der Ansprüche 1 bis 6, da¬ durch gekennzeichnet, daß die wäßrigen Emulsionen oder wäßrigen Lösungen die Kühlschmierstoffe in einer Menge von 1 bis 10 Gew.-%, insbesondere von 2 bis 5 Gew.-%, enthalten.7. Use according to one or more of claims 1 to 6, characterized in that the aqueous emulsions or aqueous solutions contain the cooling lubricants in an amount of 1 to 10 wt .-%, in particular from 2 to 5 wt .-% .
8. Verwendung nach einem oder mehreren der Ansprüche 1 bis 7, da¬ durch gekennzeichnet, daß die klarwasserlöslichen PolymerVerbin¬ dungen zusammen mit 1,2-Propandiol im Gewichtsverhältnis 1 : 1 in Tablettenform konfektioniert sind.8. Use according to one or more of claims 1 to 7, characterized in that the clear water-soluble polymer compounds are packaged together with 1,2-propanediol in a weight ratio of 1: 1 in tablet form.
9. Verwendung nach einem oder mehreren der Ansprüche 1 bis 8 zum Schleifen von Metalloberflächen. 9. Use according to one or more of claims 1 to 8 for grinding metal surfaces.
PCT/EP1993/001269 1992-05-29 1993-05-21 Anti-misting additive for water-miscible and water mixed cooling lubricants WO1993024601A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE59303150T DE59303150D1 (en) 1992-05-29 1993-05-21 ANTI-FOG ADDITIVE FOR WATER-MIXABLE AND WATER-MIXED COOLING LUBRICANTS
EP93912743A EP0642571B1 (en) 1992-05-29 1993-05-21 Anti-misting additive for water-miscible and water mixed cooling lubricants

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4217859A DE4217859A1 (en) 1992-05-29 1992-05-29 Anti-fog additive for water-miscible and water-mixed cooling lubricants
DEP4217859.2 1992-05-29

Publications (1)

Publication Number Publication Date
WO1993024601A1 true WO1993024601A1 (en) 1993-12-09

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PCT/EP1993/001269 WO1993024601A1 (en) 1992-05-29 1993-05-21 Anti-misting additive for water-miscible and water mixed cooling lubricants

Country Status (4)

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EP (1) EP0642571B1 (en)
AT (1) ATE140024T1 (en)
DE (2) DE4217859A1 (en)
WO (1) WO1993024601A1 (en)

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CN1036527C (en) * 1994-08-26 1997-11-26 巢剑崙 Concentrated transmission liquid for coal mine hydraulic supporting
EP0911383A2 (en) * 1997-10-24 1999-04-28 The Lubrizol Corporation Rhamsan Gum as mist suppressant in metal working fluids
US6020291A (en) * 1997-11-21 2000-02-01 The Lubrizol Corporation Branched sulfonate containing copolymers as mist suppressants in soluble oil (water-based) metal working fluids
US6100225A (en) * 1996-05-13 2000-08-08 The Lubrizol Corporation Sulfonate containing copolymers as mist suppressants insoluble oil (water-based) metal working fluids
US6475408B1 (en) 2000-09-28 2002-11-05 The Lubrizol Corporation Shear-stable mist-suppressing compositions
WO2014155870A1 (en) 2013-03-26 2014-10-02 住友精化株式会社 Water-soluble metal working oil agent
CN106675754A (en) * 2016-12-26 2017-05-17 广东山之风环保科技有限公司 Water-based cutting fluid fog inhibitor and water-based cutting fluid

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DE19931220B4 (en) 1999-07-06 2005-03-10 Clariant Gmbh Use of polymers as anti-fog additive in water-based cooling lubricants
DE19931218B4 (en) 1999-07-06 2005-06-02 Clariant Gmbh Use of polymers as anti-fog additive in water-based cooling lubricants
DE19931219C2 (en) 1999-07-06 2001-06-07 Clariant Gmbh Use of polymers as an anti-fog additive in water-based cooling lubricants

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CN1036527C (en) * 1994-08-26 1997-11-26 巢剑崙 Concentrated transmission liquid for coal mine hydraulic supporting
US6100225A (en) * 1996-05-13 2000-08-08 The Lubrizol Corporation Sulfonate containing copolymers as mist suppressants insoluble oil (water-based) metal working fluids
EP0911383A2 (en) * 1997-10-24 1999-04-28 The Lubrizol Corporation Rhamsan Gum as mist suppressant in metal working fluids
EP0911383A3 (en) * 1997-10-24 1999-07-28 The Lubrizol Corporation Rhamsan Gum as mist suppressant in metal working fluids
US6020291A (en) * 1997-11-21 2000-02-01 The Lubrizol Corporation Branched sulfonate containing copolymers as mist suppressants in soluble oil (water-based) metal working fluids
US6475408B1 (en) 2000-09-28 2002-11-05 The Lubrizol Corporation Shear-stable mist-suppressing compositions
WO2014155870A1 (en) 2013-03-26 2014-10-02 住友精化株式会社 Water-soluble metal working oil agent
KR20150135770A (en) 2013-03-26 2015-12-03 스미토모 세이카 가부시키가이샤 Water-soluble metal working oil agent
EP2980195A4 (en) * 2013-03-26 2016-10-26 Sumitomo Seika Chemicals Water-soluble metal working oil agent
US10633611B2 (en) 2013-03-26 2020-04-28 Sumitomo Seika Chemicals Co., Ltd. Water-soluble metal working oil agent
CN106675754A (en) * 2016-12-26 2017-05-17 广东山之风环保科技有限公司 Water-based cutting fluid fog inhibitor and water-based cutting fluid

Also Published As

Publication number Publication date
EP0642571A1 (en) 1995-03-15
EP0642571B1 (en) 1996-07-03
DE59303150D1 (en) 1996-08-08
ATE140024T1 (en) 1996-07-15
DE4217859A1 (en) 1993-12-02

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