EP0976813A1 - Additif contenant du borate pour huile de transmission manuelle stable à l'hydrolyse et assurant une durabilité élevée aux boítes de vitesse synchronisées - Google Patents

Additif contenant du borate pour huile de transmission manuelle stable à l'hydrolyse et assurant une durabilité élevée aux boítes de vitesse synchronisées Download PDF

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Publication number
EP0976813A1
EP0976813A1 EP98401967A EP98401967A EP0976813A1 EP 0976813 A1 EP0976813 A1 EP 0976813A1 EP 98401967 A EP98401967 A EP 98401967A EP 98401967 A EP98401967 A EP 98401967A EP 0976813 A1 EP0976813 A1 EP 0976813A1
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EP
European Patent Office
Prior art keywords
oil
extreme pressure
water
pressure additive
alkyl
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
EP98401967A
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German (de)
English (en)
Other versions
EP0976813B1 (fr
Inventor
Pierre Tequi
Jacques Cazin
Daniel Vignerot
Christophe Le Sausse
Dominique Batelier
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.)
Chevron Oronite SAS
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Chevron Chemical SA
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Publication date
Application filed by Chevron Chemical SA filed Critical Chevron Chemical SA
Priority to DE69820429T priority Critical patent/DE69820429T2/de
Priority to EP98401967A priority patent/EP0976813B1/fr
Priority to CA002273613A priority patent/CA2273613C/fr
Priority to SG1999003707A priority patent/SG72973A1/en
Priority to JP21762999A priority patent/JP4460087B2/ja
Publication of EP0976813A1 publication Critical patent/EP0976813A1/fr
Application granted granted Critical
Publication of EP0976813B1 publication Critical patent/EP0976813B1/fr
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    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M163/00—Lubricating compositions characterised by the additive being a mixture of a compound of unknown or incompletely defined constitution and a non-macromolecular compound, each of these compounds being essential
    • C—CHEMISTRY; METALLURGY
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    • C10M125/00—Lubricating compositions characterised by the additive being an inorganic material
    • C10M125/26—Compounds containing silicon or boron, e.g. silica, sand
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    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68—Esters
    • C10M129/76—Esters containing free hydroxy or carboxyl groups
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    • C10M129/86—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of 30 or more atoms
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    • 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
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    • 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
    • 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
    • C10M2223/041—Triaryl phosphates
    • 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
    • C10N2040/02—Bearings
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/042—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for automatic transmissions
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/044—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for manual transmissions
    • 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
    • C10N2040/04—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives
    • C10N2040/046—Oil-bath; Gear-boxes; Automatic transmissions; Traction drives for traction drives
    • 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
    • C10N2040/08—Hydraulic fluids, e.g. brake-fluids
    • 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
    • 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
    • C10N2040/24—Metal working without essential removal of material, e.g. forming, gorging, drawing, pressing, stamping, rolling or extruding; Punching metal
    • 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
    • C10N2040/241—Manufacturing joint-less pipes
    • 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
    • C10N2040/242—Hot working
    • 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
    • C10N2040/243—Cold working
    • 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
    • C10N2040/244—Metal working of specific metals
    • 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
    • C10N2040/244—Metal working of specific metals
    • C10N2040/245—Soft metals, e.g. aluminum
    • 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
    • C10N2040/244—Metal working of specific metals
    • C10N2040/246—Iron or steel
    • 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
    • C10N2040/244—Metal working of specific metals
    • C10N2040/247—Stainless steel
    • 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
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

Definitions

  • the present invention relates to extreme pressure (EP) additives for lubricating oils.
  • EP extreme pressure
  • Especially the invention relates to a lubricant additive (preferably phosphorus free) for a manual transmission gear box containing potassium triborate having very good gear distress prevention properties, high synchromesh durability performance, and good water stability performance.
  • EP agents have been organic or metallo-organic compounds which are oil soluble or are easily incorporated as a stable dispersion in the oil.
  • Alkali metal borate is well known to the industry for its usefulness as a wear inhibitor and extreme pressure agent.
  • additives containing alkali metal borate may not be stable to hydrolysis.
  • alkali metal borate itself is slightly unstable in presence of water, the other components of the package such as friction modifiers, wear inhibitors, and metal deactivators deteriorate the hydrolysis stability of the lubricant. It is an object of the present invention to provide a lubricant having improved hydrolysis stability, while preventing gear distress, protecting the gear against fatigue, and having a high synchromesh durability. This last property is of paramount importance for manual transmission fluids.
  • the present invention provides an extreme pressure additive that improves the water stability, oxidation control, high synchromesh durability performance, and gear protection of a lubricating oil in a manual transmission gear box.
  • That additive contains an alkali-metal borate, an organic polysulfide, an alkyl succinic acid ester of a polyol, and an overbased sulfurized alkyl or alkenyl salicylate.
  • the alkali-metal borate is present at a level of from 30% to 70%.
  • the alkali-metal borate is potassium triborate present at a level of from 40% to 66%.
  • the organic polysulfide is present at a level of from 10% to 30%.
  • the organic polysulfide is a di-tertiary-butyl-polysulfide present at a level of from 12% to 25%.
  • the alkyl succinic acid ester of a polyol is present at a level of from 1% to 20%.
  • the alkyl succinic acid ester is the reaction product of pentaerythritol and polyisobutenyl succinic anhydride, and the alkyl succinic acid ester is present at a level of from 5% to 15%.
  • the overbased sulfurized alkyl or alkenyl salicylate is present at a level of from 0.5% to 20%.
  • the overbased sulfurized alkyl or alkenyl salicylate is an overbased mixture of a sulfurized alkyl salicylate and a sulfurized alkyl phenate, present at a level of from 5% to 10%.
  • the extreme pressure additive also has up to 20% of a fatty acid ester of a polyol, more preferably a pentaerythritol mono-oleate present at a level of from 5% to 10%.
  • the extreme pressure additive also contains up to 20% of an alkyl substituted phenyl phosphate, up to 7% of at least one metal deactivator, and up to 0.1% foam inhibitor.
  • the alkyl substituted phenyl phosphate is trixylenyl phosphate present at a level of from 5% to 10%.
  • At least one metal deactivator is used, more preferably more than one metal deactivator.
  • both 2,5-dimercapto-1,3,4-thiadiazole and benzotriazole derivative can be used.
  • the extreme pressure additive can be used in a lubricating oil composition with a base oil of lubricating viscosity.
  • That lubricating oil composition can also contain a viscosity index improver and a pour point depressant.
  • the high synchromesh durability performance and gear protection of a manual transmission gear box can be improved by adding to the gear box that lubricating oil.
  • the extreme pressure additive can also be used in a concentrate comprising a compatible organic liquid diluent and the extreme pressure additive.
  • the present invention involves an extreme pressure additive comprising an alkali-metal borate, an organic polysulfide, an alkyl succinic acid ester of a polyol, and an overbased sulfurized alkyl or alkenyl salicylate.
  • the additive can further comprise a fatty acid ester of a polyol.
  • the additive can further comprise an alkyl substituted phenyl phosphate, at least one metal deactivator, and a foam inhibitor.
  • the high synchromesh durability performance and gear protection of a manual transmission gear box can be provided by adding to the gear box a lubricating oil composition having improved water stability and oxidation control.
  • That lubricating oil composition comprises a base oil of lubricating viscosity and the extreme pressure additive as described above.
  • One method of producing the extreme pressure additive comprises blending together:
  • the additive produced by that method might have a slightly different composition than the initial mixture, because the components may interact.
  • the components can be blended in any order and can be blended as combinations of components.
  • the additive contains from 30% to 70% of an alkali-metal borate, preferably from 40% to 66% potassium triborate.
  • alkali-metal borates are well known in the art and are available commercially. Representative patents disclosing suitable borates and methods of manufacture include U.S. Patent Nos.: 3,313,727; 3,819,521; 3,853,772; 3,907,601; 3,997,454; and 4,089,790. Particularly preferred are the hydrated potassium triborate microparticles having a boron-to-potassium molar ratio of about 2.5 to 4.5. At least 90% of the borate particles generally have a particle size lower than 0.39 ⁇ m.
  • Alkali metal borates are used for the protection of gears against wear (scoring, pitting, ridging, rippling), to provide an optimum friction coefficient, and to protect the synchronizer ring against wear.
  • the additive contains from 10% to 30% of organic polysulfide, preferably from 12% to 25% di-tertiary-butyl-trisulfide.
  • the organic polysulfide is characterized as having sulfide linkages from at least 2 to about 10 sulfur atoms, preferably 2 to 6 sulfur atoms, more preferably 2 to 4 sulfur atoms.
  • the organic polysulfides are generally di, tri, or tetrasulfide compositions with trisulfide compositions preferred.
  • the organic polysulfides contain from 10% to 60% sulfur, preferably from 20% to 50% sulfur, and more preferably around 44% sulfur.
  • the organic polysulfide molecule may be defined by the formula: R 1 -S x -R 2 with x being from 2 to 10.
  • R 1 and R 2 may be olefinic compounds or alkyl groups having from 3 to 30 carbon atoms.
  • the organic polysulfide is di-tertiary-butyl-trisulfide which contains around 44% sulfur.
  • Organic polysulfides are introduced in the formulation to provide extreme pressure properties to protect gears against distress.
  • the alkyl succinic acid ester of a polyol is present at a level of from 1% to 20%.
  • the alkyl succinic acid ester is the reaction product of pentaerythritol and polyisobutenyl succinic anhydride, and the alkyl succinic acid ester is present at a level of from 5% to 15%.
  • alkenyl or alkyl substituted succinic anhydrides involving the reaction of a polyolefin and a maleic anhydride has been described in the art.
  • the alkenyl or alkyl group has a number average molecular weight (Mn) of from 500 to 2500 and a Mw/Mn ratio of from 1 to 500.
  • Mn number average molecular weight
  • the alkenyl or alkyl substituent of the succinic anhydride reactant is preferably polymerized isobutene having a Mn of 500 to 1500. Most preferably, it is a polymerized isobutene having a Mn of from 850 to 1200.
  • polyisobutenyl succinic anhydride The process for producing polyisobutenyl succinic anhydride has been described in the US Patent No. 3,381,022.
  • the alkyl substituted succinic anhydride is reacted with polyhydric alcohol such as glycerol, pentaerythritol, and sorbitol.
  • polyhydric alcohol such as glycerol, pentaerythritol, and sorbitol.
  • the aliphatic polyhydric alcohol is pentaerythritol.
  • This compound is used to improve the stability to hydrolysis and the compatibility/miscibility of the other parts of the additive.
  • the overbased sulfurized alkyl or alkenyl salicylate is present at a level of from 0.5% to 20%.
  • it is an overbased mixture of a sulfurized alkylsalicylate and a sulfurized alkylphenate, and the mixture is present at a level of from 5% to 10%.
  • the salicylate part of that mixture is a single aromatic ring alkylsalicylate, as is described in the European Patent Application EP 0 786 448 A2.
  • the alkylphenols used to prepare the overbased sulfurized alkyl or alkenyl salicylate contain up to 85% of linear alkylphenol in mixture with at least 15% of branched alkylphenol in which the branched alkyl radical contains at least nine carbon atoms.
  • these alkylphenols contain from 35% to 85% of linear alkylphenol in mixture with from 15% to 65% of branched alkylphenol.
  • the ratio of branched versus linear alkylphenol is given by weight.
  • the linear alkyl radical contains 12 to 40 carbon atoms, more preferably from 18 to 30 carbon atoms, and the branched alkyl radical contains at least 9 carbon atoms, preferably from 9 to 24 carbon atoms, more preferably 10 to 15 carbon atoms.
  • This compound is used to improve the stability to hydrolysis and to improve the thermal stability and the control of oxidation.
  • the fatty acid ester of a polyol is present at a level of up to 20%.
  • it is pentaerythritol mono-oleate present at a level of from 5% to 10%.
  • esters useful for this invention are oil-soluble and are preferably prepared from C 8 to C 22 fatty acids of the formula R-COOH wherein R is alkyl or alkenyl.
  • the preferred esters are obtained from oleic acids: C 16-18 and C 18 -unsaturated.
  • the ester is synthesized from the previously described fatty acids and polyols such as pentaerythritol, glycerol, sorbitol, etc.
  • This compound is used to have good friction properties, especially to provide good conditions for synchronization, and to improve the stability to hydrolysis.
  • the alkyl substituted phenyl phosphate is present at a level of up to 20%. Preferably it is trixylenyl phosphate present at a level of from 5% to 10%.
  • the phenol derivative used to obtain this phosphate may be cresol, xylenol, or tri-butyl-phenol.
  • This compound is used for its wear inhibition properties, especially for the protection of the synchronizer ring.
  • the metal deactivator is present at a level of up to 7%.
  • it is a mixture of a 2,5-dimercapto-1,3,4-thiadiazole derivative and a benzotriazole.
  • the 2,5-dimercapto-1,3,4-thiadiazole derivative is present at a level of up to 3.5% (preferably from 1% to 3%).
  • the benzotriazole is present at a level of up to 3.5% (preferably from 0.5 to 1.5%).
  • the 2,5 dimercapto-1,3,4,-thiadiazole derivative has the following formula X may be an R - S or an R - S - S group with R being an alkyl group.
  • the 2,5 dimercapto-1,3,4,-thiadiazole derivative is used as a metal deactivator to prevent copper corrosion and as an extreme pressure agent.
  • the benzotriazole derivative is a mixture of the N,N-bis (2-ethylhexyl)-4-methyl-1H-benzotriazole-1-methylamine and N,N-bis (2-ethylhexyl)-5-methyl-1H-benzotriazole-1-methylamine. If desired, the benzotriazole derivative can be replaced with a tolutriazole derivative.
  • the benzotriazole derivative is used as a metal deactivator to prevent the corrosion of copper.
  • the foam inhibitor is present at a level of up to 0.1%.
  • the foam inhibitor contains about 3.5% silicon.
  • the additives produced by the process of this invention are useful for improving the water stability and oxidation control of lubricating oil compositions.
  • the amount of the additive ranges from about 0.5% to 40% of the total lubricating oil composition, although preferably from about 1% to 25% of the total lubricating oil composition.
  • the lubricating oil composition comprises a base oil of lubricating viscosity and the extreme pressure additive of the present invention.
  • the lubricating oil composition can also comprise viscosity index improvers and pour point depressants.
  • Examples of well-known viscosity index improvers include polymethacrylate type polymers, ethylene-propylene copolymers, styrene-isoprene copolymers, hydrated styrene-isoprene copolymers, polyisobutylene, and dispersant type viscosity index improvers.
  • pour point depressant is polymethyl methacrylate.
  • the oil of lubricating viscosity in which the extreme pressure additive is dispersed can be any fluid of low dielectric constant which is inert under the reaction conditions (particularly nonsaponiflable) and of lubricating viscosity.
  • Fluids of lubricating viscosity generally have viscosities of from 35 to 50,000 Saybolt Universal Seconds (SUS) at 100°F (38°C).
  • the fluid medium or oil may be derived from either natural or synthetic sources. Included among the natural hydrocarbonaceous oils are paraffin base, naphthenic base and mixed base oils. Synthetic oils include polymers of various olefins (generally from 2 to 6 carbon atoms), alkylated aromatic hydrocarbons, etc.
  • Nonhydrocarbon oils include polyalkylene oxides such as polyethylene oxide, aromatic ethers, silicone, etc.
  • the preferred media are the hydrocarbonaceous oils, both natural and synthetic.
  • Preferred among the hydrocarbonaceous oils are those having SAE viscosity numbers of 5W to 20W and 20W to 250W, and especially those having SAE viscosity numbers in the range 75W to 250W.
  • the content of the oil of lubricating viscosity in the lubricating oil composition will depend on the concentrations of the other components.
  • the lubricating oil constitutes the balance of the composition after the concentrations of the borate, the antiwear agents and the organic sulfur compounds and any other desired additives have been specified.
  • Additive concentrates are also included within the scope of this invention.
  • the concentrates of this invention comprise sufficient organic diluent to make them easy to handle during shipping and storage.
  • Suitable organic diluents which can be used include for example, solvent refined 100N, i.e., Cit-Con 100N, and hydrotreated 100N, i.e., RLOP 100N, and the like.
  • the organic diluent preferably has a viscosity of from about 1 to about 20 cSt at 100°C.
  • the organic diluent will constitute less than 10% of the concentrate.
  • hydrolysis stability tests are to assess the stability of a fully formulated lubricant to hydrolysis. Up to 3% water may be introduced by accident in the gear box during car wash. The additive has to be stable enough to avoid chemical reactions with water. Two tests have been developed to measure the hydrolysis stability.
  • 3% water is mixed up manually with a fully formulated lubricant in a graduated cylinder.
  • the cylinder containing the oil and water is stored at ambient temperature for ten days. After ten days, the mixture is visually inspected looking at the aspect of the oil, and at the part of the additive which has reacted with water. This part has to be 1 ml or lower, and the lubricant has to remain clear, without haze or gel formation.
  • the additive package contained the following compounds:
  • the SAE grade was 75W-80W, the kinematic viscosity at 100°C was around 7.8 cSt, and the dynamic viscosity at -40°C was 45000 cP.
  • the described package demonstrated a good oil and water separation with very limited reaction with water at ambient temperature (22°C and at 60°C), even when 3% of water is added into the package. There was slight deposit at the interface between water and oil which was essentially due to water and oil emulsion. This performance was evaluated with the previously described in-house procedures.
  • the deposit was less than 1 ml, the free water was 2 ml, and the aspect of the oil was very clear.
  • the FZG test rig (CEC L-07-A-95).
  • API L-37 Gear tooth surface condition Pinion Ring gear Burnish Medium-bright Dull Wear Trace Trace-light Surface fatigue • Rippling None None • Ridging None None • Pitting None None • Spalling None None Scoring None None Discoloration Light Light-medium Corrosion None None Deposits Trace Trace Pass/Fail assessment Pass 9.95
  • the described package has provided an effective protection of gears' teeth against surface fatigue (pitting).
  • the protection against pitting was assessed through the FZG C pitting test run at 90°C. This test is well known in the industry.
  • the described package provided an effective protection of synchronizer's ring against wear.
  • the synchromesh durability performance of the described packages was measured with the FZG SSP 180 procedure using Audi B80 brass synchronizer. This procedure was run at twice the normal duration.
  • FZG SSP 180 (Audi B80 brass synchronizer) Hürth test rig Pass (x2) >100000 Axial wear 0.57 - 0.57 mm Axial wear 0.36 - 0.81mm Friction coefficient: Beginning:0.108/0.11 End: 0.099/0.095 FZG SSP 180 (Audi B80 brass synchronizer) Hürth test rig (200000 cycles) Pass >200000 Axial wear: 0.42 - 0.88 mm Friction coefficient: Beginning: 0.11 100000: 0.095 End: 0.098 ZF synchro test (Mo/steel synchronizer) Pass >100000 Downshift: Friction coefficient: 0.079 - 0.085 Axial wear: 0.2 mm Ring wear: 0.1mm Upshift: Friction coefficient: 0.072 - 0.077 Axial wear: 0.25 mm Ring wear: 0.1mm
  • the additive package contained the following compounds:
  • the SAE grade was 75W-80W, the kinematic viscosity at 100°C was around 7.8 cSt, and the dynamic viscosity at -40°C is 45000 cP.
  • the described package demonstrated a good oil and water separation with very limited reaction with water at ambient temperature (22°C and at 60°C), even when 3% of water is added into the package. There was slight deposit at the interface between water and oil which was essentially due to water and oil emulsion. This performance was evaluated with the previously described in-house procedures.
  • the deposit In the first test (3% of water, oil stored at ambient temperature) the deposit was 1 ml, the free water was 2 ml, and the aspect of the oil was clear.
  • the described package provided an effective protection of synchronizer's ring against wear.
  • the synchromesh durability performance of the described packages was measured with the FZG SSP 180 procedure using Audi B80 brass synchronizer procedure.
  • FZG SSP 180 (Audi B80 brass synchronizer) Hürth test rig Pass >100000 Axial wear 0.70 - 0.77 mm Friction coefficient: Beginning:0.107 End: 0.08
  • the additive package contained the following compounds:
  • the SAE grade was 75W-80W, the kinematic viscosity at 100°C was around 7.8 cSt, and the dynamic viscosity at -40°C is 45000 cP.
  • the described package demonstrated a good oil and water separation with very limited reaction with water at ambient temperature (22°C and at 60°C), even when 3% of water is added into the package. There was slight deposit at the interface between water and oil which was essentially due to water and oil emulsion. This performance was evaluated with the previously described in-house procedures.
  • the deposit In the first test (3% of water, oil stored at ambient temperature) the deposit was 1 ml, the free water was 2 ml, and the aspect of the oil was very clear.
  • the additive package contained the following compounds:
  • the SAE grade was 75W-80W, the kinematic viscosity at 100°C was around 7.8 cSt, and the dynamic viscosity at -40°C is 45000 cP.
  • the described package demonstrated a good oil and water separation with very limited reaction with water at ambient temperature (22°C and at 60°C), even when 3% of water is added into the package. There was slight deposit at the interface between water and oil which was essentially due to water and oil emulsion. This performance was evaluated with the previously described in-house procedures.
  • the deposit was less than 1 ml, the free water was 2 ml, and the aspect of the oil was clear.
  • the described package has provided an effective protection of gears' teeth against surface fatigue (pitting).
  • the protection against pitting was assessed through the FZG C pitting test run at 90°C. This test is well known in the industry.
  • the described package provided an effective protection of synchronizer's ring against wear.
  • the synchromesh durability performance of the described packages was measured with the FZG SSP 180 procedure using Audi B80 brass synchronizer. This procedure was run at twice the normal duration.
  • FZG SSP 180 (Audi B80 brass synchronizer) Hürth test rig Pass >100000 Axial wear 0.34 - 0.8 mm Friction coefficient: Beginning:0.102 End: 0.111 ZF synchro test (Mo/steel synchronizer) Pass >100000 Downshift: Friction coefficient: 0.082 - 0.085 Axial wear: 0.15 mm Ring wear: 0.1mm Upshift: Friction coefficient: 0.085 - 0.076 Axial wear: 0.2 mm Ring wear: 0.15mm
  • the additive package contained the following compounds:
  • the SAE grade was 75W-80W, the kinematic viscosity at 100°C was around 7.8 cSt, and the dynamic viscosity at -40°C is 45000 cP.
  • the described package demonstrated a good oil and water separation with very limited reaction with water at ambient temperature (22°C and at 60°C), even when 3% of water is added into the package. There was slight deposit at the interface between water and oil which was essentially due to water and oil emulsion. This performance was evaluated with the previously described in-house procedures.
  • the deposit was less than 1 ml, the free water was 2 ml, and the aspect of the oil was very clear.
  • the described package provided an effective protection of synchronizer's ring against wear.
  • the synchromesh durability performance of the described packages was measured with the FZG SSP 180 procedure using Audi B80 brass synchronizer. This procedure was run at twice the normal duration.
  • the additive package contained the following compounds:
  • the SAE grade was 75W-80W, the kinematic viscosity at 100°C was around 7.2 cSt, and the dynamic viscosity at -40°C is 60000 cP.
  • the described package demonstrated a good oil and water separation with very limited reaction with water at ambient temperature (22°C and at 60°C), even when 3% of water is added into the package. There was slight deposit at the interface between water and oil which was essentially due to water and oil emulsion. This performance was evaluated with the previously described in-house procedures.
  • the deposit In the first test (3% of water, oil stored at ambient temperature) the deposit was 1 ml, the free water was 2 ml, and the aspect of the oil was very clear.
  • the described package provided an effective protection of synchronizer's ring against wear.
  • the synchromesh durability performance of the described packages was measured with the ZF synchromesh procedure.
  • ZF synchro test Mo/steel synchronizer
  • Axial wear 0.30 mm Ring wear: 0.15mm
  • the additive package contained the following compounds:
  • the SAE grade is 75W-80W
  • the kinematic viscosity at 100°C is around 7.2 cSt
  • the dynamic viscosity at -40°C is 60000 cP.
  • the described package has demonstrated a poor oil and water separation with important reaction with water at ambient temperature 22°C and at 60°C. There was a lot of deposit at the interface between water and oil which was essentially due to the reaction of some compounds of the additive with water. This performance was evaluated with the previously described in-house procedures.
  • the deposit In the first test (3% of water, oil stored at ambient temperature) the deposit was 4 ml, the free water was 0 ml, and the aspect of the oil was very hazy.
  • the additive package contained the following compounds:
  • the SAE grade was 75W-80W, the kinematic viscosity at 100°C was around 7.2 cSt and the dynamic viscosity at -40°C was 60000 cP.
  • the described package had demonstrated a poor oil and water separation with important reaction with water at ambient temperature 22°C and at 60°C. There is a lot of deposit at the inter-face between water and oil which is essentially due to the reaction of some compounds of the additive with water. This performance was evaluated with the previously described in-house procedures.
  • the deposit In the first test (3% of water, oil stored at ambient temperature) the deposit was 1.5 ml, the free water was 0 ml, and the aspect of the oil was very hazy.
  • the described package provided an effective protection of synchronizer's ring against wear.
  • the synchromesh durability performance of the described packages was measured with the FZG SSP 180 procedure using Audi B80 brass synchronizer. This procedure was run at twice the normal duration.
  • FZG SSP 180 (Audi B80 brass synchronizer) Hürth test rig Pass (x2) >100000 Axial wear 0.1 - 0.1 mm >100000 Axial wear 0.40 - 0.90 mm ZF synchro test (Mo/steel synchronizer) pass >100000 Downshift: Friction coefficient: 0.078 - 0.091 Axial wear: 0.15 mm Ring wear: 0.1mm Upshift: Friction coefficient: 0.071 - 0.085 Axial wear: 0.2 mm Ring wear: 0.15mm

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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)
  • Inorganic Chemistry (AREA)
  • Lubricants (AREA)
EP98401967A 1998-07-31 1998-07-31 Additif contenant du borate pour huile de transmission manuelle stable à l'hydrolyse et assurant une durabilité élevée aux boítes de vitesse synchronisées Expired - Lifetime EP0976813B1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DE69820429T DE69820429T2 (de) 1998-07-31 1998-07-31 Gegen Hydrolyse beständiges Borat enthaltendes Handschaltgetriebe-Schmieröladditiv zum Erhöhen der Dauerhaftigkeit von Synchrongetrieben
EP98401967A EP0976813B1 (fr) 1998-07-31 1998-07-31 Additif contenant du borate pour huile de transmission manuelle stable à l'hydrolyse et assurant une durabilité élevée aux boítes de vitesse synchronisées
CA002273613A CA2273613C (fr) 1998-07-31 1999-06-02 Borate contenant un additif pour que le lubrifiant de transmission manuelle soit stable a l'hydrolyse et fournissant une grande durabilite pour les synchroniseurs
SG1999003707A SG72973A1 (en) 1998-07-31 1999-07-29 Borate containing additive for manual transmission lubricant being stable to hydrolysis and providing high synchromesh durability
JP21762999A JP4460087B2 (ja) 1998-07-31 1999-07-30 加水分解に対して安定で高いシンクロメッシュ耐久性を与える手動変速機潤滑剤用ホウ酸塩含有添加剤

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP98401967A EP0976813B1 (fr) 1998-07-31 1998-07-31 Additif contenant du borate pour huile de transmission manuelle stable à l'hydrolyse et assurant une durabilité élevée aux boítes de vitesse synchronisées

Publications (2)

Publication Number Publication Date
EP0976813A1 true EP0976813A1 (fr) 2000-02-02
EP0976813B1 EP0976813B1 (fr) 2003-12-10

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EP98401967A Expired - Lifetime EP0976813B1 (fr) 1998-07-31 1998-07-31 Additif contenant du borate pour huile de transmission manuelle stable à l'hydrolyse et assurant une durabilité élevée aux boítes de vitesse synchronisées

Country Status (5)

Country Link
EP (1) EP0976813B1 (fr)
JP (1) JP4460087B2 (fr)
CA (1) CA2273613C (fr)
DE (1) DE69820429T2 (fr)
SG (1) SG72973A1 (fr)

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1298191A1 (fr) * 2001-09-28 2003-04-02 Chevron Oronite Company LLC Composition lubrifiante avec une tolerance à l'eau améliorée
EP1308496A3 (fr) * 2001-11-06 2003-05-28 The Lubrizol Corporation (an Ohio corporation) Fluide de transmission présentant une formmation reduite de piqûre
US6617287B2 (en) 2001-10-22 2003-09-09 The Lubrizol Corporation Manual transmission lubricants with improved synchromesh performance
WO2003076557A1 (fr) * 2002-03-04 2003-09-18 The Lubrizol Corporation Compositions lubrifiantes presentant des proprietes de desemulsion et une stabilite thermique avantageuses
EP1298188A3 (fr) * 2001-09-28 2003-10-08 Chevron Oronite Company LLC Dispersions à base de borate de sodium hydraté ayant des propriétes améliorées dans des compositions d'huiles lubrifiantes
EP1378561A1 (fr) * 2002-06-28 2004-01-07 Chevron Oronite Company LLC Utilisation d'une composition comprenant une dispersion de borate de sodium hydraté pour prevenir les dommages des engrenages
SG110087A1 (en) * 2003-03-07 2005-04-28 Chevron Oronite Co Methods and compositions for reducing wear in heavy-duty diesel engines
EP1535987A1 (fr) * 2003-11-28 2005-06-01 Chevron Oronite S.A. Composition additive pour huile de transmission contenant du nitrure de bore hexagonal et un améliorant de l'indice de viscosité
WO2005059068A3 (fr) * 2003-12-16 2005-08-11 Chevron Oronite Sa Composition d'additif pour de l'huile de transmission
WO2006115666A1 (fr) * 2005-04-22 2006-11-02 Exxonmobil Chemical Patents Inc. Protection contre la corrosion amelioree pour les lubrifiants
WO2007042887A1 (fr) * 2005-10-12 2007-04-19 Nalco Company Composition et procédé pour améliorer la stabilité des kérosènes
WO2009045979A1 (fr) * 2007-10-03 2009-04-09 The Lubrizol Corporation Lubrifiants qui diminuent les micro-piqûres d'engrenages industriels
WO2010134044A2 (fr) 2009-05-20 2010-11-25 Total Raffinage Marketing Nouveaux additifs pour huiles transmission
WO2013013026A1 (fr) 2011-07-21 2013-01-24 The Lubrizol Corporation Pyrrolidinones carboxyliques et procédés d'utilisation de celles-ci
WO2013012987A1 (fr) 2011-07-21 2013-01-24 The Lubrizol Corporation Modificateurs de frottement superbasiques et procédés d'utilisation de ceux-ci
WO2013148171A1 (fr) * 2012-03-26 2013-10-03 The Lubrizol Corporation Lubrifiants de transmission manuelle ayant des performances de synchronisation améliorées
WO2017218662A1 (fr) * 2016-06-17 2017-12-21 The Lubrizol Corporation Compositions lubrifiantes
WO2017218654A1 (fr) * 2016-06-17 2017-12-21 The Lubrizol Corporation Compositions lubrifiantes
CN110079379A (zh) * 2019-05-24 2019-08-02 福建六九环保科技有限公司 一种润滑油组合物
US10907112B2 (en) 2011-10-27 2021-02-02 The Lubrizol Corporation Lubricants with improved seal compatibility
EP3409751B1 (fr) 2016-01-27 2021-12-15 ExxonMobil Research and Engineering Company Composition lubrifiante

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JP2002003877A (ja) * 2000-06-23 2002-01-09 Nippon Mitsubishi Oil Corp 潤滑油組成物
FR2818572B1 (fr) † 2000-12-22 2003-03-14 Valeo Procede de fabrication d'une bague de synchronisation de boite de vitesses, notamment pour vehicule automobile
JP4673487B2 (ja) * 2001-02-02 2011-04-20 Ｊｘ日鉱日石エネルギー株式会社 金属ベルト式無段変速機用潤滑油組成物
ATE435268T1 (de) * 2002-07-30 2009-07-15 Chevron Oronite Sa Hydratisiertes alkalimetallborat und hexagonales bornitrid enthaltende additivzusammensetzung für getriebeöle
US9481841B2 (en) 2004-12-09 2016-11-01 The Lubrizol Corporation Process of preparation of an additive and its use
US7919440B2 (en) * 2005-05-04 2011-04-05 Chevron U.S.A. Inc. Lubricating composition containing non-acidic phosphorus compounds
CN100387696C (zh) * 2005-12-29 2008-05-14 上海交通大学 苯并三氮唑多硫化物极压抗腐蚀添加剂及其制备方法
JP6223312B2 (ja) * 2014-10-07 2017-11-01 Ｊｘｔｇエネルギー株式会社 潤滑油組成物
JP6657248B2 (ja) * 2015-10-29 2020-03-04 Ｊｘｔｇエネルギー株式会社 潤滑油組成物
US12454656B2 (en) 2022-04-27 2025-10-28 Afton Chemical Corporation Additives with high sulfurization for lubricating oil compositions

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JPH09137180A (ja) * 1995-11-16 1997-05-27 Cosmo Sogo Kenkyusho:Kk 自動変速機油組成物

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EP1298188A3 (fr) * 2001-09-28 2003-10-08 Chevron Oronite Company LLC Dispersions à base de borate de sodium hydraté ayant des propriétes améliorées dans des compositions d'huiles lubrifiantes
US6632781B2 (en) 2001-09-28 2003-10-14 Chevron Oronite Company Llc Lubricant composition comprising alkali metal borate dispersed in a polyalkylene succinic anhydride and a metal salt of a polyisobutenyl sulfonate
EP1298191A1 (fr) * 2001-09-28 2003-04-02 Chevron Oronite Company LLC Composition lubrifiante avec une tolerance à l'eau améliorée
US6617287B2 (en) 2001-10-22 2003-09-09 The Lubrizol Corporation Manual transmission lubricants with improved synchromesh performance
EP1308496A3 (fr) * 2001-11-06 2003-05-28 The Lubrizol Corporation (an Ohio corporation) Fluide de transmission présentant une formmation reduite de piqûre
CN100334188C (zh) * 2002-03-04 2007-08-29 卢布里佐尔公司 具有良好热稳定性和反乳化性能的润滑组合物
WO2003076557A1 (fr) * 2002-03-04 2003-09-18 The Lubrizol Corporation Compositions lubrifiantes presentant des proprietes de desemulsion et une stabilite thermique avantageuses
AU2003212452B2 (en) * 2002-03-04 2008-01-10 The Lubrizol Corporation Lubricating compositions with good thermal stability and demulsibility properties
SG103925A1 (en) * 2002-06-28 2004-05-26 Chevron Oronite Co Method for reducing wear and metal fatigue during high temperature operation of a gear set
EP1378561A1 (fr) * 2002-06-28 2004-01-07 Chevron Oronite Company LLC Utilisation d'une composition comprenant une dispersion de borate de sodium hydraté pour prevenir les dommages des engrenages
SG110087A1 (en) * 2003-03-07 2005-04-28 Chevron Oronite Co Methods and compositions for reducing wear in heavy-duty diesel engines
EP1535987A1 (fr) * 2003-11-28 2005-06-01 Chevron Oronite S.A. Composition additive pour huile de transmission contenant du nitrure de bore hexagonal et un améliorant de l'indice de viscosité
WO2005059068A3 (fr) * 2003-12-16 2005-08-11 Chevron Oronite Sa Composition d'additif pour de l'huile de transmission
WO2006115666A1 (fr) * 2005-04-22 2006-11-02 Exxonmobil Chemical Patents Inc. Protection contre la corrosion amelioree pour les lubrifiants
WO2007042887A1 (fr) * 2005-10-12 2007-04-19 Nalco Company Composition et procédé pour améliorer la stabilité des kérosènes
WO2009045979A1 (fr) * 2007-10-03 2009-04-09 The Lubrizol Corporation Lubrifiants qui diminuent les micro-piqûres d'engrenages industriels
WO2010134044A2 (fr) 2009-05-20 2010-11-25 Total Raffinage Marketing Nouveaux additifs pour huiles transmission
US9120076B2 (en) 2009-05-20 2015-09-01 Total Marketing Services Additives for transmission oils
WO2013013026A1 (fr) 2011-07-21 2013-01-24 The Lubrizol Corporation Pyrrolidinones carboxyliques et procédés d'utilisation de celles-ci
WO2013012987A1 (fr) 2011-07-21 2013-01-24 The Lubrizol Corporation Modificateurs de frottement superbasiques et procédés d'utilisation de ceux-ci
US9481848B2 (en) 2011-07-21 2016-11-01 The Lubrizol Corporation Carboxylic pyrrolidinones and methods of use thereof
US9512379B2 (en) 2011-07-21 2016-12-06 The Lubrizol Corporation Overbased friction modifiers and methods of use thereof
US10907112B2 (en) 2011-10-27 2021-02-02 The Lubrizol Corporation Lubricants with improved seal compatibility
US11566199B2 (en) 2011-10-27 2023-01-31 The Lubrizol Corporation Lubricants with improved seal compatibility
WO2013148171A1 (fr) * 2012-03-26 2013-10-03 The Lubrizol Corporation Lubrifiants de transmission manuelle ayant des performances de synchronisation améliorées
CN104220571A (zh) * 2012-03-26 2014-12-17 卢布里佐尔公司 具有改进的同步啮合性能的手动变速器润滑剂
EP3409751B1 (fr) 2016-01-27 2021-12-15 ExxonMobil Research and Engineering Company Composition lubrifiante
WO2017218654A1 (fr) * 2016-06-17 2017-12-21 The Lubrizol Corporation Compositions lubrifiantes
WO2017218662A1 (fr) * 2016-06-17 2017-12-21 The Lubrizol Corporation Compositions lubrifiantes
CN110079379A (zh) * 2019-05-24 2019-08-02 福建六九环保科技有限公司 一种润滑油组合物

Also Published As

Publication number Publication date
DE69820429D1 (de) 2004-01-22
JP2000063870A (ja) 2000-02-29
CA2273613C (fr) 2008-10-07
JP4460087B2 (ja) 2010-05-12
EP0976813B1 (fr) 2003-12-10
DE69820429T2 (de) 2004-10-14
SG72973A1 (en) 2000-05-23
CA2273613A1 (fr) 2000-01-31

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