US20070087944A1 - Lubricant compositions - Google Patents

Lubricant compositions Download PDF

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Publication number
US20070087944A1
US20070087944A1 US10/554,653 US55465304A US2007087944A1 US 20070087944 A1 US20070087944 A1 US 20070087944A1 US 55465304 A US55465304 A US 55465304A US 2007087944 A1 US2007087944 A1 US 2007087944A1
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Prior art keywords
phosphate
lubricant composition
neutral
sulphur
mixtures
Prior art date
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Abandoned
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US10/554,653
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English (en)
Inventor
William Phillips
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lanxess Switzerland GmbH
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Great Lakes Chemical Europe GmbH
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Assigned to GREAT LAKES CHEMICAL (EUROPE) GMBH reassignment GREAT LAKES CHEMICAL (EUROPE) GMBH ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: PHILLIPS, WILLIAM DAVID
Publication of US20070087944A1 publication Critical patent/US20070087944A1/en
Abandoned legal-status Critical Current

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    • 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
    • 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
    • C10M141/00Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
    • 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
    • C10M169/00Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04Mixtures of base-materials and additives
    • 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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102Aliphatic fractions
    • C10M2203/1025Aliphatic fractions used as base material
    • 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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106Naphthenic fractions
    • C10M2203/1065Naphthenic fractions used as base material
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/02Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
    • C10M2219/022Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of hydrocarbons, e.g. olefines
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/02Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
    • C10M2219/024Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • 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
    • C10M2221/00Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/04Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2221/041Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds involving sulfurisation of macromolecular compounds, e.g. polyolefins
    • 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
    • C10M2223/045Metal containing thio derivatives
    • 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
    • C10M2223/047Thioderivatives not containing metallic elements
    • 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
    • C10M2223/049Phosphite
    • 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
    • C10M2223/06Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon 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
    • 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
    • C10M2225/04Organic macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of macromolecualr compounds not containing phosphorus in the monomers
    • 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
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • 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
    • C10N2040/04Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids
    • 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
    • C10N2040/12Gas-turbines
    • 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
    • C10N2040/244Metal working of specific metals
    • C10N2040/247Stainless steel

Definitions

  • This invention relates to novel lubricant compositions that are useful as lubricants in high load carrying oils, e.g. metal working fluids, gear oils, extreme pressure turbine oils and hydraulic oils.
  • the lubricant compositions of the invention are especially useful in metal working fluids.
  • the cutting of metal involves the expenditure of significant amounts of energy and the development of high temperatures as the cutting tool removes metal from the workpiece.
  • the lubricant used is able to operate efficiently under the conditions of operation. This means essentially that it is capable of working at very high loads and quickly removing the heat generated by the cutting process.
  • Mineral oil alone does not have sufficient lubricity to perform this function and it is necessary to incorporate additives to enhance this aspect of the oil's performance.
  • the most common extreme pressure additives have been those containing chlorine (for example C14-17 chlorinated paraffins), phosphorus containing additives in the form of neutral triaryl phosphates, alkyl or alkylaryl acid phosphates and alkylpolyalkoxy or alkylarylpolyalkoxy acid phosphates and sulphur carriers (for example sulphurised olefins, sulphurised esters, and sulphurised fats).
  • sulphur carriers for example sulphurised olefins, sulphurised esters, and sulphurised fats.
  • the level of performance offered by the different additives varies depending on the temperatures at which the active species are released to form a salt layer at the metal surface. This in turn depends on the speed and feed rate of the cutting tool, the type and hardness of the alloy being machined and the specific machining operation.
  • oil in water emulsions and water based solutions are also commonly used in applications which require less lubricity.
  • additives are required to improve the lubrication performance of the fluid.
  • the type of phosphorus-containing additives which are found in metal working fluids are typically alkyl or alkylaryl acid phosphates and alkylpolyalkoxy or alkylarylpolyalkoxy acid phosphates used either as the free acid or neutralised with basic materials such as alkanolamines and caustic soda e.g. products sold under the trade marks of Lubrhophos and Rhodafac; neutral triaryl phosphates e.g. synthetic isopropylated phenyl phosphates such as are available commercially under the Durad trde mark.
  • One objective of the present invention is to provide a novel lubricant composition which improves the cutting performance of both neat oil and water based cutting fluids.
  • Another objective of the present invention is to replace acid phosphates as extreme pressure/anti wear additives in metal working applications. This objective has been achieved by the combination of certain neutral alkyl phosphorus compounds with certain sulphur carriers.
  • a lubricant composition for a high load carrying oil comprising:
  • the lubricant composition of the invention can comprise one or more of the compounds of general formulae I to XIII.
  • the neutral alkyl phosphorus compound and the sulphur carrier are utilised in a weight ratio of P to S content from 1:50 to 1:1, preferably a weight ratio of 1:1 to 1:30.
  • Preferred sulphur carriers are selected from at least one of sulphurised synthetic esters, sulphurised hydrocarbons (e.g. sulphurised olefins), sulphurised vegetable oils and fats, metal sulphonates, metal dialkyldithiophosphates and triaryl phosphorothionates.
  • sulphurised synthetic esters e.g. sulphurised hydrocarbons (e.g. sulphurised olefins), sulphurised vegetable oils and fats, metal sulphonates, metal dialkyldithiophosphates and triaryl phosphorothionates.
  • the sulphur carriers serve to release sulphur at the cutting face of the workpiece where it reacts to form a lubricating film at relatively high temperatures.
  • the present invention is also a high load carrying oil which contains a lubricant composition as described above.
  • the high load carrying oil may be a metal working fluid, a gear oil, an extreme pressure turbine oil or a hydraulic oil.
  • the present invention is also a method for working metal comprising (a) contacting a metal workpiece with a lubricant composition as described above and (b) working the metal workpiece.
  • the lubricant composition of the invention can include other components conventional in the art, e.g. surfactants, non-ionic alcohols.
  • Durad is a registered trade mark of Great Lakes Chemical Corporation.
  • an automatic drilling machine is used to drill holes in metal discs 40 mm thick.
  • the holes are 18 mm deep while, for oil-based cutting fluids, the drill feeds and speeds were 0.13 mm/rev (or 156 mm/min) and 1200 rpm respectively. Tests were carried out until the drill failed either due to breakage or to excessive wear. The average of at least duplicate test results are quoted.
  • the metal used was EN24T carbon steel; the drill feeds and speeds were as indicated below and the base stock was an ISO VG 22 paraffinic oil. In this case the S/P ratio was 13:1.
  • the formulation containing Durad TiBP is seen to be significantly more active than the chlorparaffin.
  • Formulation (w/w) 1 2 3 TiBP 0.6 — Sulphur carrier (36.7% sulphur - all active) 2.5 — 4.3 Chlorparaffin (40% chlorine) — 8.0 — ISO VG 22 paraffinic oil 96.9 92.0 95.7 Holes drilled to failure 280 140 100
  • B Drill Life Tests on Stainless Steel Using Neat Oil: A Comparison with Acid Phosphates
  • Stainless steel type 304 was used for this study.
  • the sulphur carriers used were a 4:1 mix of a sulphurised fatty acid ester (26% total sulphur of which 15% is active) and a dialkyl polysulphide (40% total sulphur of which 36% is active).
  • the levels of sulphur and phosphorus used were 1.5% and 0.5% respectively giving an S/P ratio of 3:1.
  • the oil used was an ISO VG 22 Group 1 base.
  • Durad TiBP is seen to be a most effective additive which in combination with the sulphur carriers shows a significant improvement over the sulphur carriers alone.
  • the sulphur carriers used RC2526 and RC2540 were the same as used in the previous Examples.
  • the drill feed rate was 150 mm/min and the speed was 1500 rpm. The depth of hole was 18 mm.
  • Formulation (w/w) Holes drilled to failure Sulphur carriers alone 56 Sulphur carriers plus Dioctyl octyl phosphonate 336 Sulphur carriers plus TBEP 500+
  • lubricity additives such as fatty oils and long chain esters can be used in cutting fluids, these were not included in the formulations shown above.
  • a major benefit of the present invention is that neutral alkyl phosphorus compounds provide a synergistic performance with sulphur carriers in both neat oil and aqueous cutting fluids on both mild steel and stainless steel. Such a synergistic combination enables the formulation of cutting fluids with the following properties:
  • neutral alkyl phosphorus compounds also allows higher levels of phosphorus to be used when necessary. Where acid phosphates are used, the acidity effectively limits the level of phosphorus that can be used because the acid can become corrosive at high levels. This allows for more flexibility in formulating mixtures of P/S and higher levels where necessary depending on the severity of the worling process.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)
US10/554,653 2003-04-28 2004-04-23 Lubricant compositions Abandoned US20070087944A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB0309571 2003-04-28
GB0309571.8 2003-04-28
PCT/GB2004/001750 WO2004096959A1 (en) 2003-04-28 2004-04-23 Lubricant compositions

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US20070087944A1 true US20070087944A1 (en) 2007-04-19

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US (1) US20070087944A1 (ko)
EP (1) EP1618173A1 (ko)
JP (1) JP2006524734A (ko)
KR (1) KR20060015536A (ko)
WO (1) WO2004096959A1 (ko)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090036333A1 (en) * 2007-07-31 2009-02-05 Chevron U.S.A. Inc. Metalworking Fluid Compositions and Preparation Thereof
US20090036338A1 (en) * 2007-07-31 2009-02-05 Chevron U.S.A. Inc. Metalworking Fluid Compositions and Preparation Thereof
WO2010119417A1 (en) * 2009-04-15 2010-10-21 Dorf Ketal Chemicals (I) Pvt. Ltd. An effective novel non - polymeric and non - fouling additive for inhibiting high - temperature naphthenic acid corrosion and method of using the same
US10414964B2 (en) 2015-06-30 2019-09-17 Exxonmobil Chemical Patents Inc. Lubricant compositions containing phosphates and/or phosphites and methods of making and using same
CN111662773A (zh) * 2019-03-07 2020-09-15 东莞市鹏润压铸材料科技有限公司 一种长效全合成镁合金切削液及加工方法
US10844264B2 (en) 2015-06-30 2020-11-24 Exxonmobil Chemical Patents Inc. Lubricant compositions comprising diol functional groups and methods of making and using same
US11274261B2 (en) * 2018-11-19 2022-03-15 Lamberti Spa Lubricant additives for metal working
US20240076571A1 (en) * 2020-12-15 2024-03-07 Totalenergies Onetech Lubricating composition to prevent corrosion and/or tribocorrosion of metallic parts in an engine

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0420256D0 (en) 2004-09-13 2004-10-13 Cassells John M Method and apparatus for sampling and analysis of fluids
EP1690920A1 (en) * 2005-02-11 2006-08-16 JohnsonDiversey, Inc. Lubricant concentrate containing a phosphate triester
JP4979244B2 (ja) * 2006-02-28 2012-07-18 Jx日鉱日石エネルギー株式会社 金属加工油組成物
JP5232372B2 (ja) * 2006-09-26 2013-07-10 株式会社ネオス 水溶性金属加工油剤組成物
EP2147968A1 (en) 2008-06-05 2010-01-27 Castrol Limited Compositions and methods
US9771540B2 (en) 2009-01-20 2017-09-26 Exxonmobil Research And Engineering Company Hydraulic oil compositions with improved hydraulic motor efficiency
JP2017132875A (ja) 2016-01-27 2017-08-03 東燃ゼネラル石油株式会社 潤滑油組成物
JP6730122B2 (ja) * 2016-07-28 2020-07-29 Emgルブリカンツ合同会社 潤滑油組成物
JP7099876B2 (ja) * 2018-05-30 2022-07-12 出光興産株式会社 潤滑油組成物及びその製造方法、駆動系機器の潤滑方法並びに駆動系機器

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US3933658A (en) * 1970-09-16 1976-01-20 Gaf Corporation Metalworking additive and composition
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US4612127A (en) * 1983-09-28 1986-09-16 Hitachi, Ltd. Lubricant for metal forming and process for metal forming
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US10844264B2 (en) 2015-06-30 2020-11-24 Exxonmobil Chemical Patents Inc. Lubricant compositions comprising diol functional groups and methods of making and using same
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CN111662773A (zh) * 2019-03-07 2020-09-15 东莞市鹏润压铸材料科技有限公司 一种长效全合成镁合金切削液及加工方法
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