US3177144A - Lubricating composition - Google Patents

Lubricating composition Download PDF

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Publication number
US3177144A
US3177144A US83947A US8394761A US3177144A US 3177144 A US3177144 A US 3177144A US 83947 A US83947 A US 83947A US 8394761 A US8394761 A US 8394761A US 3177144 A US3177144 A US 3177144A
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United States
Prior art keywords
water
triethanolamine
phosphonate
ethylene oxide
metal
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US83947A
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English (en)
Inventor
Thomas E Reamer
John E Weigel
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Shell USA Inc
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Shell Oil Co
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Priority to BE612925D priority Critical patent/BE612925A/xx
Priority to BE469342D priority patent/BE469342A/xx
Priority to NL273836D priority patent/NL273836A/xx
Priority to US601096A priority patent/US2566330A/en
Priority to FR939185D priority patent/FR939185A/fr
Application filed by Shell Oil Co filed Critical Shell Oil Co
Priority to US83947A priority patent/US3177144A/en
Priority to GB2257/62A priority patent/GB977481A/en
Priority to FR885499A priority patent/FR1311096A/fr
Application granted granted Critical
Publication of US3177144A publication Critical patent/US3177144A/en
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    • HELECTRICITY
    • H04ELECTRIC COMMUNICATION TECHNIQUE
    • H04MTELEPHONIC COMMUNICATION
    • H04M15/00Arrangements for metering, time-control or time indication ; Metering, charging or billing arrangements for voice wireline or wireless communications, e.g. VoIP
    • H04M15/10Metering calls from calling party, i.e. A-party charged for the communication
    • 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 System
    • C07F9/02Phosphorus compounds
    • C07F9/28Phosphorus compounds with one or more P—C bonds
    • C07F9/38Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se)
    • C07F9/3804Phosphonic acids RP(=O)(OH)2; Thiophosphonic acids, i.e. RP(=X)(XH)2 (X = S, Se) not used, see subgroups
    • C07F9/3808Acyclic saturated acids which can have further substituents on alkyl
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    • 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
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    • 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
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    • 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
    • C10M2201/06Metal compounds
    • C10M2201/063Peroxides
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    • 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
    • C10M2201/085Phosphorus oxides, acids or salts
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    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/021Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/027Neutral salts thereof
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/08Aldehydes; Ketones
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/104Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/105Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three carbon atoms only
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/10Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/103Polyethers, i.e. containing di- or higher polyoxyalkylene groups
    • C10M2209/107Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
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    • 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
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/20Containing nitrogen-to-oxygen bonds
    • C10M2215/202Containing nitrogen-to-oxygen bonds containing nitro groups
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    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/102Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon only in the ring
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    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106Thiadiazoles
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    • 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
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    • 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
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C10M2223/065Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds containing sulfur
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • 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
    • C10M2229/041Siloxanes with specific structure containing aliphatic substituents
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    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/02Groups 1 or 11
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    • C10N2020/00Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01Physico-chemical properties
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    • 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
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    • 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
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    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/01Emulsions, colloids, or micelles
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    • C10N2070/00Specific manufacturing methods for lubricant compositions
    • C10N2070/02Concentrating of additives

Definitions

  • This invention relates to aqueous base, metal-working lubricating compositions. More particularly, it relates to extreme pressure water-base metal cutting fluids for use i in cutting, drilling, reaming, grinding and other machining and forming operations of ferrous and non-ferrous metals.
  • water-base cutting fluids possess good cooling properties, but that they lack the lubricating and extreme pressure properties of oil base lubricants.
  • oil base lubricants are inferior coolants and cause odor, smoke, and staining.
  • the art discloses various water-base cutting fluids, most of which lack extreme pressure properties. Because of the multiplicity of additives which the majority of such fluids contain, they are unstable, tend toward phase separation and foaming, and are diflicult and expensive to prepare.
  • materials commonly used in such water solutions are 18.11 alkali, e.g., borax, sodium carbonate or trisodium phosphate, an anti-rust agent, e.g., sodium nitrite or triethanolamine, and wetting, buffering and solubilizing agents.
  • the metal wetting additives may be water-soluble non-ionic compounds such as a reaction product of alkylphenol-ethylene oxide or a block polymer of ethylene oxide and propylene oxide sold commercially under the trade name of Plu-ronics (Wyandotte Chemical Company).
  • the present invention provides a metal-Working lubricant of an aqueous base such as water to which is added a small amount (0.515%) of a new and novel compound, namely, a water-soluble (di)-alkali metal salt of chloro C alkyl phosphonic acid.
  • a new and novel compound namely, a water-soluble (di)-alkali metal salt of chloro C alkyl phosphonic acid.
  • Water base solutions of this type form excellent extreme pressure metal Working lubricants. Such solutions are particularly compatible with certain additives to produce a still more effective metal working lubricant.
  • Such 'a formulation may comprise an aqueous base such as water to which is added from about 0.5% to about 15%, preferably from about 2% to about by weight each of (1) a water-soluble (di) alkali metal salt of chloro C 'alkyl phosphonic acid, (2) an alkanolamine salt of a C1240 saturated or unsaturated fatty acid, (3) a free alkanolamine and (4) a water-soluble heterocopolymeric alkylene glycol, ether or ester thereof, wherein the different oxyalkylene units are substantially randomly distributed throughout the entire polyoxyalkylene chain.
  • the final water base fluid should have a pH between 8 and 11, preferably from about 9 to about 10. This is accomplished by addition of excess base (alkali hydroxide, e.g., NaOH) used in forming the phosphonate salts.
  • the combination of the above essential additives functions in a particular manner and produces an outstanding metal working fluid.
  • the normal alkali metal chloro C alkyl phosphonate functions as an extreme pressure and load carrying agent.
  • the alkanolamine carboxylate decreases bearing wear and grease loss.
  • the free alkanolamine inhibits metal corrosion, particularly of ferrous metals, without producing any undesirable side effects,
  • lidihlid FIC clud-e sodium, potassium and/ or lithium salts of said acid
  • R is a C 4 alkyl radical, preferably a C alkyl radical such as methyl or ethyl radical and the chlorine atom (Cl) is in the alpha position relative to the phosphorous atom and A is an alkali metal anion as defined.
  • Examples of such compounds include disodium chloromethyl phosphonate, disodium alpha-chloroethyl phosphonate, disodium alpha-chlorobutyl phosphonate, dipotassium chloromethyl phosphonate, dipotassium alphachloroethyl phosphonate, dipotassium alpha-chlorobutyl phosphonate, dipotassium alpha-chloroisop-ropyl phospho nate, dilithium chloromethyl phosphonate, dilithium alpha-chloromethyl phosphonate, dilithium alpha-chloropropyl phosphonate and mixtures thereof.
  • a small excess of alkali hydroxide is used so that the pH of the Water solution is above 8.
  • the alkanolamines include mono, diand triethanolamine, isopropanolairnne, butanolamine, N,N-dimethylisopropanolamine and the like. These amines are also used to make the amine salts of C1240 fatty acids such as lauric acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, ricinoleic acid and the like. Preferred amine salts are triethanolamine oleate, triethanol amine ricinoleate and mixtures thereof.
  • the water-miscible heterocopolymer polyalkylene oxide fluids enhance the cutting performance of the compositions of the persent invention by enhancing metal wetting.
  • the above oxides are heterocopolymers of dissimilar alkylene oxides such as copolymer ethylene oxide and 1,2 propylene oxide [poiy(oxyethylene-1,2-oxypropylene)glycol], as well as monoethers and monoesters thereof, preferably at oxide ratios of from :25 to 10:90 ethylene oxide to LIZ-propylene oxide, and molecular weight of from about 250 to about 1500.
  • a ratio of from 75 :25 to 10:90 is meant that, in the formation of copolymer the amount of 1,2-propylene oxide is from /3 to 9 times the amount of ethylene oxide present, by Weight, the pants or proportions of the 1,2- propylene oxide being given last.
  • the copolymer diols may be employed in a modified form as the monoethers or monoesters of monohydric alcohols or monobasic acids with the diols. Both the alcohols and the monocarboxylic acids preferably have from 1 to about 5 carbon atoms.
  • anti-foaming agents e.g., organic silicone compounds illustrated by dimethyl silicone polymer
  • phosphates e.g., tributyl phosphate, alkali metal polyphosphates illustrated by sodium alkyl polypaosphates
  • masking agents e.g., low molecular weight aldehydes (acetaldehyde); oil of pines, oil of mirbane
  • bactericides e.g., alkyl phenols and phenates such as sodium o-phenyl phenate
  • copper anti-cor rosion agents e.g., mercaptobenzothiazoles (sodium mer-' captobenzothiazole), and the like.
  • compositions are representative of the invention, which can be used-neat or diluted with-from 1 to parts of water, as metal-working lubricants for cut-' ting, drilling and the like.
  • the proportions are given in percentages by weight.
  • Composition A Percent Dipotassium chloromethyl phosphonate 0 OK (ClCHzi 4.12 Oleic acid 0.05 Triethanolamine 3.00 Heterocopolymer of ethylene oxide -1,2-propy1- ene oxide (72/25) having a viscosity of 1400 at 100 F 2.00 Na o-phenylphenate 0.05 Na alkyl polyphosphate 0.02 Na mercaptobenzothiazole 0.50 Water Balance Composition B:
  • Triethanolamine ricinoleate 0.5 Triethanolamine 2 Heterocopolymer of ethylene oxide-1,2-propylene oxide (72/25) having a viscosity of (B) Test fluids were circulated over fresh steel turnings and time of rusting noted.
  • Thread test- 30 inches of /2-in..-13 pitch threadwere cut with high speed steel, tangent Chasers at 65 s.f.p.m., with difierent test fluids Surface conditions of thread and size of weld (pick-up) on chaser flank were noted and rated where 0 excellent threads and no pick-up and 100:poor threads and heavy pick-up.
  • the toolchip coefiicient of friction was equal to that of a premium quality petroleum cutting oil containing sulfur, chlorine Y and fatty additives.
  • compositions A, B and D of, the present invention were foam resistant whereas, composition X formed a heavy foam.
  • Compositions A, B and Dot the present invention were storage'stable for over 28 'days at roomtemperature and at 5 C., whereas with compositionX, phase separation was noted after 3 days.
  • compositions A, B and D gave demerit ratings of 10 to 30, whereas, composition X gave ratings of -85;
  • composition X gave weld loads of 6 00 and 1000 kg. over a 5 second period, whereas, composition X gave weld loads of 200 kg.
  • compositions of this invention can be'applied with excellent results to heavy duty, high speed cutting operations where cooling and lubrication of the, tool and work piece under adverse conditions are encountered.
  • Metals'machined with the aid offluids of this invention have excellent surface finish and are free rust and stains.
  • An aqueous metal working lubricant comprising a major amount of water and from about 0.5% to about 15% by weight of each of (1) water-soluble dialkali metal saltof chloro C alkyl phosphonic acid, (2) an alkanolamine salt of 210 unsaturated fatty acid, (3) free alkanolarnineand (4.) a water-solubleheterocopolymer of a mixture of randomly distributedethylene and. propylene oxides having a molecular weight of from 250 to about 450 at F. 5 Water Balance Composition E:
  • Dipotassium alpha-chloroethyl phosphonate 4 Diethanolamine stearate 0.1 Diethanolamine 2' Heterocopolymer of ethylene oxide-1,2-propylene oxide (72/25) having a viscosity of 450 at 100 F. 10 Water Balance Composition 'F: i V
  • Triethanolamine ricinoleate 0.5 Triethanolamine 2 Heterocopolymer of ethylene oxide-1,2-propylene oxide (72/25) having a viscosity of i 450 at 100 F. 5 Water Balance 2.
  • An aqueous metal Working lubricant comprising a major amount of water and from about 2% to about 10% by weight each of (1) a water-soluble dialkali metal salt of chloromethyl phosphonic acid, (2) an ethanolamine salt of fatty acid selected from the group consisting of saturated or unsaturated fatty acids having from 12 to 18 carbon atoms, (3) ethanolamine, and (4) a water-soluble heterocopolymer of a mixture of randomly distributed ethylene and propylene oxides having a molecular weight of from 250 to about 1500.
  • An aqueous metal Working lubricant comprising a major amount of Water containing from about 2% to about each of dipotassium chloromethyl phosphonate, trietlranolamine oleate, triethanolamine and a water miscible heterocopolymer of ethylene oxide and propylene oxide in the mol ratio of from 75:25 to 10:90, respectively, having the molecular weight of from about 250 to about 1500.
  • An aqueous metal working lubricant comprising a major amount of water containing from about 10% each of disodium chloromethyl phosphonate, triethanolamine oleate, triethanolamine and a water miscible heteroco- 'polymer of ethylene oxide and propylene oxide in the mol ratio of from 75 :25 to 10:90, respectively, having a molecular weight of from about 250 to about 1500.
  • An aqueous metal worxing lubricant comprising a major amount of water containing from about 2% to about 10% each of dilithium chloromethyl phosphonate, triethanolamine oleate, triethanolamine and a Water miscible heterocopolymer of ethylene oxide and propylene oxide in the mol ratio of from 75 :25 to 10:90, respectively, having a molecular weight of from about 250 to about 1500.
  • a water base metal working lubricant comprising about 3% to 8% dipotassium chlorornethyl phosphonate', about 0.5% to 1% of triethanolamine oleate, from about 2 to 4% triethanolamine and from about 2% to 10% of heterocopolymerof ethylene oxide and propylene oxide in the mol ratio of from 75:25 to 10:90, respectively, having a molecular weight of from about 250 to about 1500.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
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  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
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US83947A 1945-06-23 1961-01-23 Lubricating composition Expired - Lifetime US3177144A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
BE469342D BE469342A (fr) 1961-01-23
NL273836D NL273836A (fr) 1961-01-23
BE612925D BE612925A (fr) 1961-01-23
US601096A US2566330A (en) 1945-06-23 1945-06-23 Metering arrangement for telephone systems
FR939185D FR939185A (fr) 1961-01-23 1946-06-19 Dispositifs de comptage pour systèmes téléphoniques
US83947A US3177144A (en) 1961-01-23 1961-01-23 Lubricating composition
GB2257/62A GB977481A (en) 1961-01-23 1962-01-22 Aqueous metal-working lubricating compositions
FR885499A FR1311096A (fr) 1961-01-23 1962-01-22 Compositions aqueuses pour le travail des métaux, contenant de nouveaux additifs de résistance aux pressions extrêmes

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US83947A US3177144A (en) 1961-01-23 1961-01-23 Lubricating composition

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US3177144A true US3177144A (en) 1965-04-06

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BE (2) BE469342A (fr)
FR (2) FR939185A (fr)
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NL (1) NL273836A (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3271306A (en) * 1963-11-06 1966-09-06 Monsanto Co Method for preventing the formation of insoluble iron compounds
US3328492A (en) * 1963-04-22 1967-06-27 Hexionic Acid Corp Sorbitol and mannitol esters of phosphoric acid and salts thereof
US3442805A (en) * 1966-08-31 1969-05-06 Swift & Co Lubricating composition
US4085054A (en) * 1973-10-18 1978-04-18 Giancarlo Bussi Utilization of orthophosphoric esters for the production of aqueous fluids for working metals
US4448703A (en) * 1981-02-25 1984-05-15 The Lubrizol Corporation Carboxylic solubilizer/surfactant combinations and aqueous compositions containing same
US4636321A (en) * 1985-09-30 1987-01-13 Reynolds Metals Company Water soluble lubricant
US4666620A (en) * 1978-09-27 1987-05-19 The Lubrizol Corporation Carboxylic solubilizer/surfactant combinations and aqueous compositions containing same
US4770803A (en) * 1986-07-03 1988-09-13 The Lubrizol Corporation Aqueous compositions containing carboxylic salts
USRE36479E (en) * 1986-07-03 2000-01-04 The Lubrizol Corporation Aqueous compositions containing nitrogen-containing salts
US6362152B1 (en) 2000-04-07 2002-03-26 The Dow Chemical Company Low color and low haze formulations of sodium o-phenylphenate
US20090020904A1 (en) * 2007-07-18 2009-01-22 Torsten Henning Silicone-free cutting oil and use thereof
US20110036579A1 (en) * 2009-08-11 2011-02-17 Baker Hughes Incorporated Water-Based Mud Lubricant Using Fatty Acid Polyamine Salts and Fatty Acid Esters

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2048934B (en) * 1979-05-08 1983-08-03 Nippon Kokan Kk Lubricating oil compositions and methods of manufacturing and supplying them
DE3013887A1 (de) * 1980-04-10 1981-10-15 Rhein-Chemie Rheinau Gmbh, 6800 Mannheim Mischung aus einem zink-alkanolamin mischsalz der phosphonobutan-tricarbonsaeure mit einem alkanolamin-salz einer di- und/oder verzweiten monocarbonsaeure, ihre verwendung als korrosionsschutzadditiv, korrosionsschutzadditive enthaltend oder bestehend aus diesen mischungen sowie presswasser, hydraulikfluessigkeit oder kuehlschmierstoff enthaltend diese mischung
JPS5877414A (ja) * 1981-11-02 1983-05-10 Inoue Japax Res Inc 電気加工用加工液及びこの加工液を使用する電気加工方法

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GB539293A (en) * 1938-10-04 1941-09-04 Standard Oil Co California Compounded mineral oil
US2311306A (en) * 1940-08-20 1943-02-16 Union Oil Co Phosphonic acids
US2599807A (en) * 1950-06-01 1952-06-10 Frederick C Bersworth Alkylene polyamine methylene phosphonic acids
US2625509A (en) * 1950-03-20 1953-01-13 Soeony Vacuum Oil Company Inc Cutting fluid and coolant
US2777819A (en) * 1954-04-27 1957-01-15 Shell Dev Lubricating compositions
US2858332A (en) * 1956-08-17 1958-10-28 Shell Dev Amine salts of monohaloalkylphosphonic acids
US2874194A (en) * 1953-03-18 1959-02-17 Ruhrchemie Ag Elastic high molecular weight hydroxyl group containing materials
US2874120A (en) * 1956-08-17 1959-02-17 Shell Dev Lubricating oil compositions
US2922810A (en) * 1953-07-13 1960-01-26 Victor Chemical Works Chloromethanephosphonic acid esters
US2960522A (en) * 1954-10-07 1960-11-15 Victor Chemical Works Dicresyl monochloromethane-phosphonate
US2981686A (en) * 1958-10-30 1961-04-25 Shell Oil Co Metal working lubricants

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB539293A (en) * 1938-10-04 1941-09-04 Standard Oil Co California Compounded mineral oil
US2311306A (en) * 1940-08-20 1943-02-16 Union Oil Co Phosphonic acids
US2625509A (en) * 1950-03-20 1953-01-13 Soeony Vacuum Oil Company Inc Cutting fluid and coolant
US2599807A (en) * 1950-06-01 1952-06-10 Frederick C Bersworth Alkylene polyamine methylene phosphonic acids
US2874194A (en) * 1953-03-18 1959-02-17 Ruhrchemie Ag Elastic high molecular weight hydroxyl group containing materials
US2922810A (en) * 1953-07-13 1960-01-26 Victor Chemical Works Chloromethanephosphonic acid esters
US2777819A (en) * 1954-04-27 1957-01-15 Shell Dev Lubricating compositions
US2960522A (en) * 1954-10-07 1960-11-15 Victor Chemical Works Dicresyl monochloromethane-phosphonate
US2858332A (en) * 1956-08-17 1958-10-28 Shell Dev Amine salts of monohaloalkylphosphonic acids
US2874120A (en) * 1956-08-17 1959-02-17 Shell Dev Lubricating oil compositions
US2981686A (en) * 1958-10-30 1961-04-25 Shell Oil Co Metal working lubricants

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3328492A (en) * 1963-04-22 1967-06-27 Hexionic Acid Corp Sorbitol and mannitol esters of phosphoric acid and salts thereof
US3271306A (en) * 1963-11-06 1966-09-06 Monsanto Co Method for preventing the formation of insoluble iron compounds
US3442805A (en) * 1966-08-31 1969-05-06 Swift & Co Lubricating composition
US4085054A (en) * 1973-10-18 1978-04-18 Giancarlo Bussi Utilization of orthophosphoric esters for the production of aqueous fluids for working metals
US4666620A (en) * 1978-09-27 1987-05-19 The Lubrizol Corporation Carboxylic solubilizer/surfactant combinations and aqueous compositions containing same
US4448703A (en) * 1981-02-25 1984-05-15 The Lubrizol Corporation Carboxylic solubilizer/surfactant combinations and aqueous compositions containing same
US4636321A (en) * 1985-09-30 1987-01-13 Reynolds Metals Company Water soluble lubricant
US4770803A (en) * 1986-07-03 1988-09-13 The Lubrizol Corporation Aqueous compositions containing carboxylic salts
USRE36479E (en) * 1986-07-03 2000-01-04 The Lubrizol Corporation Aqueous compositions containing nitrogen-containing salts
US6362152B1 (en) 2000-04-07 2002-03-26 The Dow Chemical Company Low color and low haze formulations of sodium o-phenylphenate
US20090020904A1 (en) * 2007-07-18 2009-01-22 Torsten Henning Silicone-free cutting oil and use thereof
US20110036579A1 (en) * 2009-08-11 2011-02-17 Baker Hughes Incorporated Water-Based Mud Lubricant Using Fatty Acid Polyamine Salts and Fatty Acid Esters
US8413745B2 (en) 2009-08-11 2013-04-09 Baker Hughes Incorporated Water-based mud lubricant using fatty acid polyamine salts and fatty acid esters
US9340722B2 (en) 2009-08-11 2016-05-17 Baker Hughes Incorporated Water-based mud lubricant using fatty acid polyamine salts and fatty acid esters

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Publication number Publication date
BE612925A (fr)
BE469342A (fr)
FR939185A (fr) 1948-11-05
FR1311096A (fr) 1962-11-30
GB977481A (en) 1964-12-09
NL273836A (fr)

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