US3531411A - Lubricant compositions - Google Patents

Lubricant compositions Download PDF

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Publication number
US3531411A
US3531411A US698397A US3531411DA US3531411A US 3531411 A US3531411 A US 3531411A US 698397 A US698397 A US 698397A US 3531411D A US3531411D A US 3531411DA US 3531411 A US3531411 A US 3531411A
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United States
Prior art keywords
phenol
ethylene oxide
phosphate
esters
lubricant
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Expired - Lifetime
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US698397A
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English (en)
Inventor
Albert Benson
Gerhart Karg
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Witco Corp
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Witco Chemical Corp
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Publication of US3531411A publication Critical patent/US3531411A/en
Priority claimed from YU137971A external-priority patent/YU34710B/xx
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M173/00Lubricating compositions containing more than 10% water
    • C10M173/02Lubricating compositions containing more than 10% water not containing mineral or fatty oils
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/08Esters of oxyacids of phosphorus
    • C07F9/09Esters of phosphoric acids
    • C07F9/091Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M3/00Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
    • CCHEMISTRY; METALLURGY
    • C23COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
    • C23FNON-MECHANICAL REMOVAL OF METALLIC MATERIAL FROM SURFACE; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL; MULTI-STEP PROCESSES FOR SURFACE TREATMENT OF METALLIC MATERIAL INVOLVING AT LEAST ONE PROCESS PROVIDED FOR IN CLASS C23 AND AT LEAST ONE PROCESS COVERED BY SUBCLASS C21D OR C22F OR CLASS C25
    • C23F11/00Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent
    • C23F11/08Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids
    • C23F11/10Inhibiting corrosion of metallic material by applying inhibitors to the surface in danger of corrosion or adding them to the corrosive agent in other liquids using organic inhibitors
    • C23F11/167Phosphorus-containing compounds
    • C23F11/1673Esters of phosphoric or thiophosphoric acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02Water
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/04Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2215/042Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/043Ammonium or amine salts thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2225/00Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2225/00Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2225/02Macromolecular compounds from phosphorus-containg monomers, obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/02Unspecified siloxanes; Silicones
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/05Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/22Metal working with essential removal of material, e.g. cutting, grinding or drilling
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/24Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/241Manufacturing joint-less pipes
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/242Hot working
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/243Cold working
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • C10N2040/245Soft metals, e.g. aluminum
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • C10N2040/246Iron or steel
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/20Metal working
    • C10N2040/244Metal working of specific metals
    • C10N2040/247Stainless steel
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01Emulsions, colloids, or micelles

Definitions

  • Lubricating compositions comprising oil base vehicles and lubricating compositions comprising water base vehicles and containing certain phosphate esters are known to the art and are disclosed in such US. patents as, for instance, Nos. 3,010,903; 3,169,923; 3,203,895; 3,297,- 098 and 3,310,489.
  • lubricating compositions for use in metal working operations which may comprise water solutions containing from about 0.001 to about by weight, of various amine, notably triethanolamine, reaction products of certain phosphate esters, namely, phosphate monoand diesters of ethylene oxide adducts of hydroxylic compounds containing a hydrocarbon group having at least 9 aliphatic carbon atoms, said esters being exemplified by the phosphate monoand di-esters of a 4 mol or 10 mol ethylene oxide adduct of nonylphenol, or phosphate monoand di-esters of other nonionic surfactant ethylene oxide adducts of long chain alcohols or alkyl henols containing, as indicated above a hydrocarbon group having at least 9 aliphatic carbon atoms.
  • the patent emphasizes the importance of the presence of a hydrocarbon group having at least 9 aliphatic carbon atoms in the phosphate esters in order to obtain compositions which
  • a certain combination of properties is of the utmost importance. These properties include stability at high temperature, high loadcarrying capacity, protection against wear and corrosion and low foaming tendency. Low foam is a particularly important property for extreme pressure lubricants used in metalworking operations in order to insure the avoidance of blockage of the circulation system by air entrainment and to achieve good visibility at the work area.
  • aqueous solutions of amine salts of monoor di-esters (and mixtures thereof) of phosphoric acid and a 1 to 6 mole ethylene oxide adduct of phenol have an unexpected combination of properties in regard to load carrying ability, low foaming, thermal stability and corrosion inhibition which render said solutions extremely effective as extreme pressure lubricants.
  • the phosphate esters utilized in the practice of the present invention can be prepared by reacting 1 States Patent 0 3,531,411 Patented Sept. 29, 1970 mole of P 0 with 2 to 4.5 moles, preferably about 3 moles, of an adduct or condensation product of 1 to 6 moles, preferably about 3 moles, of ethylene oxide with 1 mole of phenol, using the type of procedure for the production of phosphate esters disclosed, for instance, in US. Pats. Nos. 2,441,295; 2,676,975; 2,701,258; 3,004,056 and 3,004,057; and German Pat. No. 696,317.
  • the phenol adduct from which the phosphate esters are prepared should contain no more than about 6 moles of ethylene oxide per mole of phenol.
  • the phosphate ester of an 8 mole ethylene oxide adduct of phenol has been found to exhibit relatively inferior properties in regard to foaming characteristicts and load carrying ability when compared, for example, with the phosphoric acid ester of a 4 mole ethylene oxide adduct of phenol.
  • Minor proportions of propylene oxide for instance, can be used to replace a part of the ethylene oxide in making the adducts but, in general, the amount of propylene oxide utilized should not exceed about 20%, by weight, of the ethylene oxide. It is especially advantageous to use ethylene oxide solely as the alkylene oxide in making the adducts of phenol used in producing the phosphate esters which are employed in the compositions of the present invention.
  • phosphate esters utilized in the practice of the present invention can be represented by the following formulae, (I) being the mono-ester and (II) being the di-ester:
  • n is an integer from 1 to about 6, preferably 3 to 5 and particularly about 4. It will be noted that said esters are devoid of any hydrocarbon group containing at least 9 aliphatic carbon atoms.
  • the amine which is utilized as a reactant or to form a salt with the phosphate ester in the lubricating compositions of the present invention can be selected from a wide group so long as water-solubility of the product is obtained.
  • said amines can be primary, secondary or tertiary, straight chain or branched chain, saturated or unsaturated, and can be of aliphatic, araliphatic or aro matic character.
  • hydroxyalkyl amines or alkanolamines such as mono-, diand tri-ethanolamine or mixtures thereof, particularly triethanolamine.
  • amines which can be used are dimethylamine; diethylamine; triethylamine; propylamine; monoisopropylamine, diisopropylamine, triisopropylamine, and commercial mixtures of said isopropylamines; butyl amine, amyl amine; monoisopropanolamine, diisopropanolamine, triisopropanolamine and commercial mixtures of said isopropanolamines; polyamines such as aminoethyl ethanolamine, ethylenediamine, diethylenetriamine, hydroxyethyl ethylenediamine, and hexamethylenediamine; hexylamine; cyclohexylamine; methylcyclohexylamine; alkyl alkanolamines such as ethyl diethanolamine and diethyl ethanolamine; piperidine; 2-amino 2 methyl-l-propanol; 2-amino-1-
  • Supplemental ingredients for obtaining special effects can be added in minor proportions, if desired, examples of which are, for instance, corrosion inhibitors for certain metals, load support agents, etc.
  • Example I A 0.1% solution in water of the triethanolamine salt of a phosphate ester, prepared by reacting P 0 with a 4 mole ethylene oxide adduct of phenol, was subjected to the Falex Load Test Method to demonstrate load carrying properties. For purposes of comparison, data for an 8 mole ethylene oxide phenol phosphate ester, also as a 0.1% triethanolamine salt solution in water, is included. Briefly, the test employs a Faville LeVally lubricant tester equipped with an automatic loading device, load gauge, torque indicating gauge, brass shear pins, steel journals and steel V bearing blocks. The lubricant is placed in the machine and torque readings are taken at 250 lb. increments until failure occurs or the maximum load of 4500 lbs. is reached. Failure is indicated either by sudden shearing of the brass locking pins or wear occurring at such a rate that the loading ratchet is not able to maintain the load and the load actually decreases. The results are summarized in the following table.
  • n is an integer from about 3 to 5.
  • a method of effecting lubrication in metalworking References Cited operations which comprises applying to the metal surface UNI ED STATES A S undergoing working a lubricant in accordance with 3,310,489 3/1967 Davis 252 325 claim 1.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Mechanical Engineering (AREA)
  • Metallurgy (AREA)
  • Lubricants (AREA)
US698397A 1968-01-17 1968-01-17 Lubricant compositions Expired - Lifetime US3531411A (en)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US69839768A 1968-01-17 1968-01-17
DE19702026035 DE2026035A1 (de) 1968-01-17 1970-05-27 Schmiermittel
NL7008356A NL7008356A (de) 1968-01-17 1970-06-09
BE752353 1970-06-22
FR7023378A FR2092842B1 (de) 1968-01-17 1970-06-24
YU137971A YU34710B (en) 1971-05-31 1971-05-31 Process for preparing a cooling-lubricating agent for metal working

Publications (1)

Publication Number Publication Date
US3531411A true US3531411A (en) 1970-09-29

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Application Number Title Priority Date Filing Date
US698397A Expired - Lifetime US3531411A (en) 1968-01-17 1968-01-17 Lubricant compositions

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US (1) US3531411A (de)
BE (1) BE752353A (de)
CH (1) CH587341A5 (de)
DE (2) DE2026035A1 (de)
FR (2) FR2092842B1 (de)
NL (1) NL7008356A (de)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4192769A (en) * 1978-05-12 1980-03-11 The Lubrizol Corporation Rust inhibitor additive compositions, method of making, and aqueous fluids containing the same
EP0052751A2 (de) * 1980-11-24 1982-06-02 Basf Wyandotte Corporation Eine Alkyldialkanolamid enthaltende Hydraulikflüssigkeit auf Wasserbasis
US4749503A (en) * 1986-03-07 1988-06-07 Chemical Exchange Industries, Inc. Method and composition to control microbial growth in metalworking fluids
US5763371A (en) * 1994-07-29 1998-06-09 Witco Corporation Ethylene compressor lubricant containing phospate ester of a monoglyceride or diglyceride

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1486197A (en) * 1973-09-29 1977-09-21 Nippon Light Metal Res Labor Water-soluble metal working lubricating composition
CA1114394A (en) * 1978-06-05 1981-12-15 Paritosh M. Chakrabarti Phosphoric acid esters of poly (2-10) ethyleneoxy n-butane 1,4 diols in synthetic aquous based metal working fluid compositions
US4256594A (en) * 1979-05-04 1981-03-17 The Lubrizol Corporation Hot melt metal working lubricants containing phosphorus-containing compositions
US4358509A (en) * 1979-05-04 1982-11-09 The Lubrizol Corporation Novel metal working additive compositions, lubricants containing them and metal workpieces coated with same
US4346148A (en) * 1979-05-04 1982-08-24 The Lubrizol Corporation Phosphorus-containing compositions, lubricants containing them and metal workpieces coated with same
US4758359A (en) * 1987-03-16 1988-07-19 Reynolds Metals Company Aqueous metal working lubricant containing a complex phosphate ester
AU2648495A (en) * 1994-06-13 1996-01-05 E.I. Du Pont De Nemours And Company Corrosion inhibitor composition for steel

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3310489A (en) * 1964-03-20 1967-03-21 Mobil Oil Corp Lubricant composition

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3310489A (en) * 1964-03-20 1967-03-21 Mobil Oil Corp Lubricant composition

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4192769A (en) * 1978-05-12 1980-03-11 The Lubrizol Corporation Rust inhibitor additive compositions, method of making, and aqueous fluids containing the same
EP0052751A2 (de) * 1980-11-24 1982-06-02 Basf Wyandotte Corporation Eine Alkyldialkanolamid enthaltende Hydraulikflüssigkeit auf Wasserbasis
EP0052751A3 (en) * 1980-11-24 1982-11-10 Basf Wyandotte Corporation Water-based hydraulic fluid containing an alkyl dialkanolamide
US4749503A (en) * 1986-03-07 1988-06-07 Chemical Exchange Industries, Inc. Method and composition to control microbial growth in metalworking fluids
US5763371A (en) * 1994-07-29 1998-06-09 Witco Corporation Ethylene compressor lubricant containing phospate ester of a monoglyceride or diglyceride

Also Published As

Publication number Publication date
FR2147924B1 (de) 1975-05-30
DE2205692A1 (de) 1972-12-14
FR2147924A1 (de) 1973-03-11
DE2205692C3 (de) 1979-08-23
CH587341A5 (de) 1977-04-29
BE752353A (fr) 1970-12-01
NL7008356A (de) 1971-12-13
FR2092842A1 (de) 1972-01-28
DE2205692B2 (de) 1973-11-29
FR2092842B1 (de) 1974-08-09
DE2026035A1 (de) 1971-12-02

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