WO2011026990A1 - Compositions de lubrification - Google Patents

Compositions de lubrification Download PDF

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Publication number
WO2011026990A1
WO2011026990A1 PCT/EP2010/063082 EP2010063082W WO2011026990A1 WO 2011026990 A1 WO2011026990 A1 WO 2011026990A1 EP 2010063082 W EP2010063082 W EP 2010063082W WO 2011026990 A1 WO2011026990 A1 WO 2011026990A1
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WO
WIPO (PCT)
Prior art keywords
cation
lubricating composition
ionic liquid
bis
trifluoromethylsulfonyl
Prior art date
Application number
PCT/EP2010/063082
Other languages
English (en)
Inventor
Cara Siobhan Tredget
Original Assignee
Shell Internationale Research Maatschappij B.V.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shell Internationale Research Maatschappij B.V. filed Critical Shell Internationale Research Maatschappij B.V.
Priority to US13/394,179 priority Critical patent/US20120178658A1/en
Priority to BR112012005155-5A priority patent/BR112012005155B1/pt
Priority to EP10749866A priority patent/EP2475753A1/fr
Priority to RU2012113710/04A priority patent/RU2555703C2/ru
Priority to JP2012528340A priority patent/JP5680648B2/ja
Priority to CN201080047677.0A priority patent/CN102625827B/zh
Publication of WO2011026990A1 publication Critical patent/WO2011026990A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M171/00—Lubricating compositions characterised by purely physical criteria, e.g. containing as base-material, thickener or additive, ingredients which are characterised exclusively by their numerically specified physical properties, i.e. containing ingredients which are physically well-defined but for which the chemical nature is either unspecified or only very vaguely indicated
    • C10M171/02—Specified values of viscosity or viscosity index
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08—Inorganic acids or salts thereof
    • C10M2201/081—Inorganic acids or salts thereof containing halogen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08—Inorganic acids or salts thereof
    • C10M2201/082—Inorganic acids or salts thereof containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/08—Inorganic acids or salts thereof
    • C10M2201/084—Inorganic acids or salts thereof containing sulfur, selenium or tellurium
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/085—Phosphorus oxides, acids or salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/087—Boron oxides, acids or salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C10M2207/283—Esters of polyhydroxy compounds
    • C10M2207/2835—Esters of polyhydroxy compounds used as base material
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2211/04—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen, halogen, and oxygen
    • C10M2211/044—Acids; Salts or esters thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/14—Containing carbon-to-nitrogen double bounds, e.g. guanidines, hydrazones, semicarbazones
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/16—Nitriles
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/221—Six-membered rings containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/223—Five-membered rings containing nitrogen and carbon only
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/223—Five-membered rings containing nitrogen and carbon only
    • C10M2215/224—Imidazoles
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22—Heterocyclic nitrogen compounds
    • C10M2215/225—Heterocyclic nitrogen compounds the rings containing both nitrogen and oxygen
    • C10M2215/226—Morpholines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/042—Sulfate esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2223/043—Ammonium or amine salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06—Organic compounds derived from inorganic acids or metal salts
    • C10M2227/063—Complexes of boron halides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
    • C10N2020/01—Physico-chemical properties
    • C10N2020/077—Ionic Liquids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/04—Detergent property or dispersant property
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/08—Resistance to extreme temperature
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/12—Gas-turbines
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/135—Steam engines or turbines

Definitions

  • the present invention relates to lubricating
  • compositions particularly to lubricating compositions which are useful as aviation turbine engine oils.
  • HLPS Liquid Process Simulator
  • Ionic liquids are known for use in certain
  • WO2008/154998 discloses the use of ionic liquids for improving the properties of lubricating compositions.
  • this document of the use of ionic liquids in turbine engine oils.
  • WO2008/075Q16 discloses a non-aqueous lubricating oil composition
  • a non-aqueous lubricating oil composition comprising a major amount of a base oil and a minor amount of an additive which is present in solution in the base oil and is a non-halide, non- aromatic ionic liquid which is a salt of general formula C+A-, with the cation C+ being a quaternary phosphonium or quaternary ammonium ion having four hydrocarbyl groups, optionally containing heteroatoms, which
  • hydrocarbyl groups do not all have the same number of carbon atoms, there being at least one long chain
  • the ionic liquid may be used as an anti-wear component and as a friction modifier in a lubricating oil
  • the lubricating oil composition may be used in an ignition engine.
  • ionic liquids in turbine engine oils.
  • a reduction in sludge build-up or of a reduction of coking of the lubricating composition there is also no mention in this document of a reduction in sludge build-up or of a reduction of coking of the lubricating composition.
  • a lubricating composition comprising:
  • the lubricating composition has a pour point of at most -54°C, a flashpoint of at least 246°C and a kinematic viscosity at 100 °C in the range of from 4.9 to 5.4 mm 2 /s.
  • an ionic liquid to reduce the coking in a lubricating composition
  • a base oil comprising (i) a base oil, (ii) an ionic liquid and ⁇ iii) one or more additives.
  • composition of the present invention provides a reduction in viscosity increase, a reduction in TAN increase and a reduction in evaporation loss observed during the test method FTD-STD-791-5308.7.
  • the lubricating composition of the present invention has particular use as a turbine engine oil.
  • Turbine engine oils are required to meet certain physical properties as set out in military and civilian product specifications, MIL-PRF-23699 and SAE-AS-5780,
  • the lubricating composition of the present invention has a kinematic viscosity at 100 °C ⁇ as measured by ASTM DIN455) in the range of from 4.9 to 5.4 mmVs, preferably in the range of from 4.9 to 5.1 mm 2 /s.
  • the lubricating composition of the present invention has a pour point (as measured by ASTM D97) of at most - 54°C, preferably at most -57°C.
  • the lubricating composition of the present invention has a flashpoint ⁇ as measured by ASTM D92) of at least 246°C, preferably at least 250°C.
  • the lubricating composition of the present invention preferably has a kinematic viscosity at ⁇ 40°C (as measured by ASTM DIN455) of at most 13,000 mm 2 /s, more preferably at most 11,500 mm 2 /s.
  • the lubricating composition of the present invention preferably has a kinematic viscosity at 40°C (as measured by ASTM DIN455) of at least 23 mm 2 /s, preferably at least 25 mm 2 /s.
  • the lubricating composition comprises, as an
  • the base oil is present at a level in the range of from 50% to 99%, preferably in the range of from 70% to 99%, more preferably in the range of from 80% to 97%, by weight of the lubricating composition.
  • Any base oil suitable for use in a turbine engine oil may be used herein.
  • the base oil has a kinematic viscosity at 40 " C in the range of from 20 to 30 nim 2 / s , more preferably in the range of from 22 to 25 mm 2 /s, a
  • the base oil comprises a synthetic ester based base stock, in particular polyol ester-based base oils.
  • Synthetic ester based base oils are well known in the art and are for example described in GB-A-2384245. Ester-based base oils (together with a selected additive package) are functional over a wide temperature range and exhibit good thermal and oxidative stability.
  • carboxylic acids can be accomplished using conventional methods and techniques known and familiar to those skilled in the art, and form no part, per se, of the present invention.
  • an alcohol e.g.
  • Suitable synthetic polyol ester based base oils may be formed by the esterification of an aliphatic polyol with carboxylic acid.
  • the aliphatic polyol contains from 4 to 15 carbon atoms and has from 2 to 8 esterifiable hydroxyl groups.
  • Preferred examples are trimethylol propane, pentaerythritol, dipentaerythritol, neopentyl glycol, tripentaerythritol and mixtures
  • the carboxylic acid reactant used to produce the synthetic polyol ester base oil may suitably be selected from aliphatic monocarboxylic acid or a mixture of aliphatic monocarboxylic acid and aliphatic dicarboxylic acid.
  • the carboxylic acid may contain from 2 to 20 carbon atoms, preferably from 4 to 12 carbon atoms, more preferably from 5 to 10 carbon atoms and includes
  • Suitable polyol esters are those commercially available under the tradenames Hatcol 2954, Hatcol 1754, Hatcol 1764, Hatcol 1765 and Hatcol 1760 from Chemtura, Middlebury, Connecticut, USA, Priolube 3939 from Croda, Snaith, UK and Synative ES 2939 and Synative ES 2931 from Cognis, Monheim, Germany.
  • the polyol ester base oil comprises at least 80 wt.% monopentaerythritol .
  • the polyol ester base oil may be a mixture of about 80 to 95 wt.% monopentaerythritol and 5 to
  • This mixture is typically known as ''technical' pentaerythritol and may also contain some tri and tetra pentaerythritol, which are typically formed as by-products during the production of technical pentaerythritol .
  • the polyol ester base oil comprises more than 90 wt.% monopentaerythritol, more preferably more than 95 wt.% monopentaerythritol. It is even more preferred that the polyol ester base oil comprises about 100 wt.% monopentaerythritol.
  • Another essential component of the lubricating composition of the present invention is an ionic liquid.
  • the ionic liquid is present at a level in the range of from 0.01% to 5%, preferably in the range of from 0.01% to 2%, more preferably in the range of from 0.05% to 0.5%, especially in the range of from 0.1% to 0.3%, by weight of the lubricating composition.
  • Ionic liquids are molten salts which are liquid at room temperature or by definition have a melting point of less than 100°C. They have virtually no vapour pressure and can exhibit high thermal stability.
  • An ionic liquid can be presented by the formula C + A ⁇ wherein C + is a suitable cation and A ⁇ is a suitable anion.
  • Suitable cations C + are selected from a quaternary ammonium cation, a phosphonium cation, an imidazolium cation, a pyridinium cation, a pyrazolium cation, an oxazolium cation, a pyrrolidinium cation, a piperidinium cation, a trialkylsulfonium cation, a t iazolium cation, a guanidinium.
  • Preferred cations are selected from quaternary ammonium cations and phosphonium cations .
  • Suitable anions A are selected from [PFe] ⁇ , [BF 4 ] ⁇ , [CF3CO 2 ] “” , [CF3SO3] " , as well as its higher homologues,
  • R 4 and R 5 are independently selected from hydrogen, linear or branched, saturated or unsaturated, aliphatic or alicyclic alkyl groups with 1 to 20 carbon atoms;
  • R 6 can be a perfluoroethyl or a higher
  • x is an integer of from 1 to .
  • ionic liquids with highly fluoridated anions since these are generally highly thermally stable. Also, the ability for water uptake by these anions can be significantly reduced, for example, with bis (trifluoromethylsulfonyl) imide anion. Another preferred anion is trifluoroacetate.
  • Suitable ionic liquids include, but are not limited to, butyl methylpyrrolidinium- bis (trifluoromethylsulfonyl) imide (MBPimid) ,
  • HMP hexylmethylpyrrolidinium-bis (trifluoromethylsulfonyl) imide
  • MOAac butylmethylpyrrolidinium tris (pentafluoroethyl ) trifluorophosphate
  • BPPFET butylmethylpyrrolidinium tris
  • HPDimid hexyl (tetradecyl) phosphonium-bis ⁇ trifluoromethylsulfonyl) imide
  • H I BF4 hexylmethylimidazolium tetrafluoroborate
  • HMI PF6 hexylmethylimidazolium hexafluorophosphate
  • EMIM DEP 1- ethyl-3-methylimidazolium diethylphosphate
  • EMIM DSU 1- ethyl-3-methylimidazolium diethylphosphate
  • EMIM DSU lTMethyl-3-methylimidazolium methyl sulphate
  • EMIM BOB ⁇ l-ethyl-3 ⁇ methylimidazolium bis [ox
  • ionic liquids for use in the compositions of the present invention are selected from
  • MOAac methyltrioctylammonium-trifluoroacetate
  • MOAac trihexyl (tetradecyl) phosphonium-bis
  • HMI BF4 hexylmethylimidazolium tetrafluoroborate
  • HMI PF6 hexylmethylimidazolium hexafluorophosphate
  • EMIM DEP 1- ethyl-3-methylimidazolium diethylphosphate
  • EMIM DSU 1- ethyl-3-methylimidazolium methyl sulphate
  • Especially preferred ionic liquids for use herein are trihexyl (tetradecyl) phosphonium-bis
  • HMI PF6 hexylmethylimidazolium hexafluorophosphate
  • the lubricating composition further comprises one or more additives, in effective amounts, typically at a level of from 0.01% to 10% by weight of the lubricating composition, such as for example, but not limited to, metallic and ashless oxidation inhibitors, metallic and ashless dispersants, metallic and ashless detergents, corrosion and rust inhibitors, metal deactivators, metallic and non-metallic, low-ash, phosphorus- containing and non-phosphorus, sulphur-containing and non-sulphur-containing anti-wear agents, metallic and non-metallic, phosphorus-containing and non-phosphorus, sulphur-containing and non-sulphurous extreme pressure additives, anti-seizure agents, pour point depressants, wax modifiers, viscosity modifiers, seal compatibility agents, friction modifiers, lubricity agents, anti- staining agents, chromophoric agents, anti foaming agents, demulsifiers, and other usually employed additive packages.
  • additives in effective amounts, typically at a
  • Viscosity index improvers also known as VI
  • Preferable antiwear additives to be used with the composition according to the invention include triaryl phosphates, such as those available from Chemtura under the tradenames Reolube OMTI, Durad 310M, Durad 110, Durad 125, Durad 150B, Reolube TXP, Durad 220B, Durad 620B, Durad HOB, Fryquel 150 and Fryquel 220, those available from Rhein Chemie under the tradenames Additin RC 3661, Additin RC 3760 and Additin RC 3680 and those
  • triaryl phosphates include tricresyl phosphates, such as those approved to the specification TT-T-656.
  • antiwear additives include metal alkylthiophosphates, more particularly zinc
  • dialkyldithiophosphates dialkyldithiophosphates .
  • Other preferred antiwear additives include phosphorus-free antiwear additives such as sulphur-containing aliphatic, arylaliphatic or
  • antiwear additives include polysulfxdes of thiophosphorus acids and thiophosphorus acid esters, and
  • esters of glycerol may be used as antiwear agents.
  • mono-, di ⁇ , and tri-oleates, mono-palmitates and mono-myristates may preferably be used.
  • antiwear additives may be used in an amount of about 0.01 to 6% by weight, preferably about 0.01 to 4% by weight, based on the total weight of the lubricating composition.
  • oxidation inhibitors are known, as for instance those described in Klamann in Lubricants, and for example US-A-4 , 798 , 684 and US-A-5,084,197.
  • composition of this invention include aminic
  • antioxidants include alkylated and non-alkylated aromatic amines such as aromatic monoamines with
  • Typical aromatic amines antioxidants have alkyl substituent groups of at least about 6 carbon atoms. Examples of aliphatic groups include hexyl, heptyl, octyl, nonyl, and decyl.
  • the aliphatic groups will not contain more than about 14 carbon atoms.
  • the general types of amine antioxidants useful in the present compositions include diphenylamines, phenyl naphthylamines, phenothiazines, imidodibenzyls and diphenyl phenylene diamines. Mixtures of two or more aromatic amines may also be used, such as for example a mixture of phenyl-alpha-naphthylamine
  • PAHA PAHA -type antioxidant
  • DPA diphenylamine
  • Polymeric amine antioxidants may also be used, such as Vanlube .9317 commercially available from RT Vanderbilt. Particular examples of aromatic amine
  • antioxidants useful in the present invention include: p, p 1 -dioctyldiphenylamine ; t-octylphenyl-alpha- naphthylamine; phenyl-alphanaphthylamine and p- octylphenyl-alpha-naphthylamine .
  • phenyl-alpha-naphthylamine (PANA) -type antioxidants include, for example, Irganox L06 commercially available from Ciba, Additin 7130 commercially available from Rhein Chemie, Naugalube APAN and Naugard PAN commercially available from Chemtura.
  • DPA-type antioxidants include, for example, Vanlube 81
  • Phenolic antioxidants may be used either as such or in combination with aminics. These phenolic antioxidants may be ashless (metal-free) phenolic compounds or neutral or basic metal salts of certain phenolic compounds.
  • Typical phenolic antioxidant compounds are the hindered phenolics which are the ones which contain a sterically hindered hydroxyl group, and these include those
  • phenolic materials of this type include 2-t-butyl-4-heptyl phenol; 2-t-butyl-4-octyl phenol; 2-t-butyl-4-dodecyl phenol; 2, 6-di-t-butyl-4- heptyl phenol; 2, 6-di-t ⁇ butyl-4-dodecyl phenol; 2-methyl- 6-t-butyl-4-heptyl phenol; and 2-methyl-6-t-butylTM4TM dodecyl phenol.
  • Other useful hindered mono-phenolic antioxidants may include for example hindered 2,6-di- alkyl-phenolic proprionic ester derivatives.
  • Bis-phenolic antioxidants may also be advantageously used in the lubricating composition. Sulphurized alkyl phenols and alkali or alkaline earth metal salts thereof also are useful antioxidants. Low sulfur peroxide
  • decomposers are useful as antioxidants.
  • Another class of suitable antioxidants is oil soluble copper compounds.
  • suitable copper antioxidants include copper dihydrocarbyl-thio or dithio- phosphates and copper salts of carboxylic acids.
  • Other suitable copper salts include copper dithiocarbamates, sulphonates, phenates, and acetylacetonates .
  • Basic, neutral, or acidic copper Cu(I) and or Cu(II) salts derived from alkenyl succinic acids or anhydrides are known to be particularly useful.
  • These antioxidants may be used individually by type or in combination with one another. Such additives may be used in an amount of about 0.01 to 5% by weight, preferably about 0.01 to 2% by weight.
  • Detergents useful as additives may be simple
  • Suitable detergents include anionic compounds that contain a long chain oleophilic portion of the molecule and a smaller anionic or oleophobic portion of the molecule.
  • the anionic portion of the detergent is typically derived from an organic acid such as a sulphuric acid, carboxylic acid, phosphorus acid, phenol, or mixtures thereof.
  • the counter ion is typically an alkaline earth or alkali metal.
  • Preferred detergents include the alkali or alkaline earth metal salts of sulfates, sulfonates, phenates, carboxylates, phosphates, and salicylates.
  • Suitable alkaryl sulfonates typically contain about 9 to about 80 or more carbon atoms, more typically from about 16 to 60 carbon atoms. Preferred are those disclosed in Klamann in Lubricants and Related Products, and in
  • detergents represent another useful class of detergents. These detergents are the products of reacting alkaline earth metal hydroxides or oxides with an alkyl phenol or sulphurized alkylphenol.
  • Useful alkyl groups include straight chain or branched C1-C30 alkyl groups,
  • phenols include isobutylphenol, 2-ethylhexylphenol, nonylphenol, 1- ethyldecylphenol, and the like.
  • Metal salts of carboxylic acids are also useful as detergents.
  • Another preferred class of detergents is alkaline earth metal salicylates, including monoalkyl to tetraalkyl salicylates, wherein the alkyl groups have from 1 to 30 carbon atoms.
  • the alkaline earth metal is calcium
  • Another useful class of detergents encompasses alkaline earth metal phosphates.
  • the total detergent concentration is about 0.01 to about 6% by weight, preferably, about 0.1 to 4% by weight, calculated on the total lubricating composition.
  • non-ionic detergents may be preferably used in lubricating
  • non-ionic detergents may be ashless or low-ash compounds, and may include discrete molecular compounds, as well as oligomeric and/or polymeric
  • the additives may further comprise dispersants.
  • Suitable dispersants typically contain a polar group attached to a relatively high molecular weight
  • hydrocarbon chain typically contains at least one element of nitrogen, oxygen, or phosphorous.
  • Typical hydrocarbon chains contain about 50 to 400 carbon atoms.
  • Suitable dispersants include phenolates,
  • alkenylsuccinic derivatives in which the alkenyl chain constitutes the oleophilic portion of the molecule which confers solubility in the oil.
  • the alkenyl chain may be a polyisobutylene group, such as those described in
  • Suitable dispersants include hydrocarbyl- substituted succinic acid compounds, such as
  • succinimides, succinate esters, or succinate ester amides prepared by the reaction of hydrocarbon-substituted succinic acid preferably having at least 50 carbon atoms in the hydrocarbon substituent, with at least one
  • Friction modifiers i.e. a material or compound that can alter the coefficient of friction of the fluid may be effectively used in combination with the base oil
  • Suitable friction modifiers may include metal salts or metal-ligand complexes where the metals may include alkali, alkaline earth, or transition group metals, as those described in WO2004/053030.
  • pour point depressants examples include polymethacrylates, polyacrylates, polyarylamides ,
  • Suitable seal compatibility agents include organic phosphates, aromatic esters, aromatic hydrocarbons, esters (butylbenzyl phthalate, for example) , and
  • Such additives may be used in an amount of about 0.01 to 3% by weight.
  • Anti-foaming agents may advantageously be added to the lubricating compositions. These agents retard the formation of stable foams. Silicones and organic polymers are typical anti-foam agents, such as for example
  • Anti-foam agents are commercially
  • DCF 200/12500 DCF
  • DCF 200/30000, DCF 200/1000 from Dow Corning may be used in conventional minor amounts along with other additives such as demulsifiers; usually the amount of these additives combined is less than 1% by weight.
  • Suitable corrosion inhibitors are those referred to in Klamann, as cited above.
  • suitable corrosion inhibitors include thiadiazoles,
  • Such additives may be used in an amount of from about 0.01 to 5% by weight,
  • suitable corrosion inhibitors can be found in, for example, US-A-2, 719, 125; US-A-2, 719, 126; and US-A- 3,087,932.
  • suitable corrosion inhibitors are those commercially available under the tradenames Irgamet 39, Irgamet TTA and Irgamet 42 from Ciba, and those commercially available under the tradenames Vanlube 887 and Vanlube 887E from Vanderbilt.
  • suitable corrosion inhibitors are dicarboxylic acids such as those commercially available from Cognis under the tradenames Emerox 1144 and Emerox 1110.
  • incorporated into the lubricating compositions of this invention may include one or more additives such as, for example, demulsifiers, solubilizers, fluidity agents, colouring agents, chromophoric agents, and the like.
  • additives such as, for example, demulsifiers, solubilizers, fluidity agents, colouring agents, chromophoric agents, and the like.
  • Each additive may include individual additives or mixtures thereof.
  • Comparative Example A were prepared by blending together the base oil and additives shown in Tables 1 to 3 below.
  • Tables 1 to 3 are in wt.%, based on the total weight of the fully formulated formulations.
  • the base oil as used in the formulations of Tables 1 to 3 was a 5 cSt pentaerythrxtol ester further containing tricresyl phosphate antiwear additive, tolutriazole corrosion inhibitor, dicarboxylic acid corrosion
  • DODPA dioctyldiphenyl amine
  • the pentaerythrxtol ester had a viscosity of 5 mm 2 /s at 100 °C and a maximum viscosity of 13,000 mmVs at -40 °C.
  • the pentaerythrxtol ester has a maximum pour point of -54 °C and a minimum flash point of 246 °C.
  • compositions to various standard test methods as indicated in Table 4 .
  • the measured properties are shown in Table 4.
  • Examples 1 and 4 (containing 0.2 wt% MOAac and 0.2 wt% HDPimid, respectively) and Comparative Example A were subjected to the HPLS standard test method SAE ARP 5996. The amount of coke formed on the stainless steel tubes after 20 hours was weighed and the visual appearance of the tubes was noted. The results are shown in Table 6.
  • Examples 7-12 and Comparative Example A were subjected to the four-ball test (IP 239) and the maximum weld load of each sample measured (10 second duration at each load stage) . The results are shown in Table 7 below. Table 7
  • Example 1 containing 0.2% of MOAac
  • Example 4 containing 0.2% HDPimid
  • Example 1 containing 0.2% MOAac
  • Example 4 containing 0.2% HDPimid
  • Comparative Example A containing no ionic liquid
  • Example 4 containing 0.2% HDPimid
  • Example 1 exhibits a bigger reduction in coking than Example 1
  • compositions of Examples 7-12 exhibit an increase in weld load and comparable wear scar diameter compared to

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  • Lubricants (AREA)

Abstract

L'invention porte sur une composition de lubrification comprenant : (i) de 50 % à 99 % en poids d'huile de base ; (ii) de 0,01 % à 5 % en poids de liquide ionique ; et (iii) de 0,01 % à 10 % en poids d'additif ; la composition de lubrification ayant un point d'écoulement inférieur ou égal à -54°C, un point d'éclair supérieur ou égal 246°C et une viscosité cinématique à 100°C dans l'intervalle de 4,9 à 5,4 mm2/s. Les compositions de lubrification selon la présente invention sont appropriées pour être utilisées dans des huiles de moteur à turbine et sont utiles pour la réduction de l'accumulation de boue et pour la réduction de la cokéfaction dans la composition de lubrification.
PCT/EP2010/063082 2009-09-07 2010-09-07 Compositions de lubrification WO2011026990A1 (fr)

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US13/394,179 US20120178658A1 (en) 2009-09-07 2010-09-07 Lubricating compositions
BR112012005155-5A BR112012005155B1 (pt) 2009-09-07 2010-09-07 Composição lubrificante, e, usos de uma composição lubrificante e de um líquido iônico
EP10749866A EP2475753A1 (fr) 2009-09-07 2010-09-07 Compositions de lubrification
RU2012113710/04A RU2555703C2 (ru) 2009-09-07 2010-09-07 Смазочные композиции
JP2012528340A JP5680648B2 (ja) 2009-09-07 2010-09-07 潤滑組成物
CN201080047677.0A CN102625827B (zh) 2009-09-07 2010-09-07 润滑组合物

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US20140171348A1 (en) * 2012-12-14 2014-06-19 Exxonmobil Research And Engineering Company Ionic liquids as lubricating oil base stocks, cobase stocks and multifunctional functional fluids
RU2566364C2 (ru) * 2011-03-22 2015-10-27 Олег Николаевич Анцуткин Смазки на основе ионных жидкостей и смазочные присадки, содержащие ионы
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FR3028523B1 (fr) * 2014-11-19 2018-01-19 Nyco Procede pour ameliorer la resistance a la cokefaction d'une composition lubrifiante
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US20120178658A1 (en) 2012-07-12
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EP2475753A1 (fr) 2012-07-18
CN102625827B (zh) 2014-12-24

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