Classifications

• • 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
  • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
  • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
  • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
  • C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
• • 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
  • C10M3/00—Liquid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single liquid substances
• • 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
  • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
• • 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
  • C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
• • 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
  • C10N2030/36—Seal compatibility, e.g. with rubber
• • 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
  • C10N2040/20—Metal working

Definitions

• the present invention relates to lubricant compositions stabilized against oxidative degradation via the incorporation of certain sterically hindered amine stabilizers.
• the lubricant compositions exhibit excellent results regarding seal swell.
• U.S. Pat. Nos. 5,073,278 and 5,273,669 teach the stabilization of lubricant compositions with a certain aromatic amine and at least one sterically hindered amine.
• U.S. Pat. No. 5,268,113 discloses lubricants stabilized by the addition of a sterically hindered amine and a phenol.
• EP 0356677 discloses lubricants comprising a mineral or synthetic base oil, an aromatic amine and at least one sterically hindered amine.
• International Application WO 02/04578 discloses lubricant compositions including blends of Group II and/or Group III base oils and alkylated aromatic compositions which exhibit excellent additive solvency, thermo-oxidative stability, hydrolytic stability, and seal swell characteristics.
• Oxidative degradation of lubricants plays a significant role especially in motor oils because of the high temperatures prevailing in the combustion chambers of the engines and the presence, in addition to oxygen, of oxides of nitrogen which act as oxidation catalysts.
• Hindered amine compounds are effective stabilizers for lubricants. However, they are generally not employed due to detrimental effects such as seal swell.
• the present invention relates to the stabilization of lubricant compositions with a specific class of hindered amine compounds.
• the present lubricant compositions are non-aggressive towards seals.
• the present invention relates to a stabilized lubricant composition which comprises
• the sterically hindered amines are known and are prepared according to methods known in the art.
• the present hindered amines are 2,2,6,6-tetramethylpiperidin-4-ol esters of aliphatic carboxylic acids, for example the esters of lauric acid or stearic acid.
• the invention relates to compositions wherein the hindered amines of the formula is present.
• Lubricants according to the present invention are functional fluids, that is lubricants, hydraulic fluids or metal working fluids.
• Lubricants are in particular mineral oil based (API classifications Groups I, II, III, Group IV including gas to liquid (GTL) oils) or synthetic base oils, such as is normally used for the production of lubricants.
• Synthetic oils may be, for example, esters of polycarboxylic acids or of polyols; they may also be aliphatic polyesters or poly- ⁇ -olefins, silicones, phosphoric acid esters or polalkylene glycols.
• the lubricant may also be a grease based on an oil and a thickener. Such lubricants are described, for example in D. Klamann "Schmierstoffe und artverwandte Producte", Verlag Chemie, Weinheim, 1982 .
• Examples are lubricants and hydraulic fluids based on mineral oil or synthetic lubricants or hydraulic fluids, in particular those which are derivatives of carboxylic esters and which are used at temperatures of 200°C and above.
• Examples of synthetic lubricants embrace lubricants based on a diester of a dibasic acid with a monovalent alcohol, for example dioctyl sebacate or dinonyl adipate, a triester of trimethylolpropane with a monobasic acid or a mixture of such acids, for example trimethylolpropane tripelargonate, trimethylolpropane tricaprylate or mixtures of these, a tetraester of pentaerythritol with a monobasic acid or with a mixture of such acids, for example pentaerythritol tetracaprylate, or a complex ester of monobasic and dibasic acids with polyhydric alcohols, for example a complex ester of trimethylolpropane with caprylic and sebacic acid or a mixture of these.
• a diester of a dibasic acid with a monovalent alcohol for example dioctyl sebacate or dinon
• mineral oils for example poly- ⁇ -olefins, lubricants based on esters, or phosphates, glycols, polyglycols and polalkyene glycols and mixtures of these with water.
• the sterically hindered amines of this invention are in particular non-aggressive toward elastomeric seals.
• the seals are in particular a fluoropolymer elastomer used in O-rings and other goods.
• the "fluoroelastomers” are categorized under ASTM D1418 and ISO 1629 designation of FKM for example.
• the fluoroelastomers comprise copolymers of hexafluoropropylene (HFP) and vinylidene fluoride (VDF of VF2), terpolymers of tetrafluoroethylene (TFE), vinylidene fluoride and hexafluoropropylene, perfluoromethylvinylether (PMVE), copolymers of TFE and propylene and copolymers of TFE, PMVE and ethylene.
• the fluorine content varies for example between about 66 to about 70% by weight.
• FKM is fluoro rubber of the polymethylene type having substituent fluoro and perflouroalkyl or perfluoroalkoxy groups on the polymer chain.
• a preferred subject of the invention is a method which comprises contacting a fluoroelastomer with a stabilized lubricant composition, which comprises At least one mineral or a synthetic base oil or a mixture of a mineral and a synthetic base oil and At least one or more sterically hindered amine compounds of the formula (I), where R is a straight or branched alkyl group of 7, 8, 9, 10, 11, 12, 13, 14, 15 or 16.
• the sterically hindered amines according to this invention are admixed with the lubricants in an amount of about 0.01 to about 5% by weight, for example from about 0.05 to about 3% by weight, for instance from about 0.1 to about 2% by weight, based on the weight of the lubricant.
• the lubricants can additionally comprise other additives which are added to improve the basic properties of lubricants even further; these include antioxidants, metal passivators, rust inhibitors, viscosity index improvers, pour point depressors, dispersants, detergents, high pressure additives, antifriction additives and antiwear additives.
• additives which are added to improve the basic properties of lubricants even further; these include antioxidants, metal passivators, rust inhibitors, viscosity index improvers, pour point depressors, dispersants, detergents, high pressure additives, antifriction additives and antiwear additives.
• metal deactivators for example for copper, are:
• rust inhibitors and friction modifiers are:
• viscosity index improvers examples are:
• pour-point depressants are:
• dispersants/surfactants examples are:
• antiwear additives are:
• a 5W-30 engine oil containing 0.08 %P is supplemented with sufficient sterically hindered amine additive to raise the total base number, as measured by ASTM D 4739 by two units.
• Amine additive A is added at a treat level of 1.0 weight percent and amine additive B is added at a treat level of 1.2%.
• the oils are stirred at 60°C for one hour to insure homogeneity.
• the formulations are tested according to elastomer compatibility procedure CEC- L-39-T-96. The results of the CEC- L-39-T-96 testing of these formulations with an FKM fluorinated rubber are found below.

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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)
• Anti-Oxidant Or Stabilizer Compositions (AREA)

Priority Applications (1)

Applications Claiming Priority (2)

Publications (2)

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Family Applications (1)

Country Status (12)

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• 2007
  • 2007-07-23 CA CA2657382A patent/CA2657382C/en not_active Expired - Fee Related
  • 2007-07-23 AU AU2007280548A patent/AU2007280548B2/en not_active Ceased
  • 2007-07-23 BR BRPI0714961A patent/BRPI0714961B1/pt not_active IP Right Cessation
  • 2007-07-23 WO PCT/EP2007/057552 patent/WO2008015116A2/en active Application Filing
  • 2007-07-23 CN CN200780028456.7A patent/CN101495605B/zh not_active Expired - Fee Related
  • 2007-07-23 KR KR1020097000672A patent/KR101433140B1/ko active IP Right Grant
  • 2007-07-23 EP EP20070787797 patent/EP2049630B1/en not_active Not-in-force
  • 2007-07-23 PL PL07787797T patent/PL2049630T3/pl unknown
  • 2007-07-23 JP JP2009522212A patent/JP5546858B2/ja not_active Expired - Fee Related
  • 2007-07-23 MX MX2009001124A patent/MX2009001124A/es active IP Right Grant
  • 2007-07-23 RU RU2009106723/04A patent/RU2462505C2/ru not_active IP Right Cessation
• 2008
  • 2008-12-29 IL IL196250A patent/IL196250A/en not_active IP Right Cessation
• 2014
  • 2014-02-17 JP JP2014027923A patent/JP2014139313A/ja active Pending

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