US2715108A - Lubricating compositions - Google Patents

Lubricating compositions Download PDF

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Publication number
US2715108A
US2715108A US286443A US28644352A US2715108A US 2715108 A US2715108 A US 2715108A US 286443 A US286443 A US 286443A US 28644352 A US28644352 A US 28644352A US 2715108 A US2715108 A US 2715108A
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United States
Prior art keywords
acid
oil
soluble
amount
butyl
Prior art date
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Expired - Lifetime
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US286443A
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English (en)
Inventor
Charles E Francis
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Shell Development Co
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Shell Development Co
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Publication date
Priority to BE519671D priority Critical patent/BE519671A/xx
Priority to NL80355D priority patent/NL80355C/xx
Application filed by Shell Development Co filed Critical Shell Development Co
Priority to US286443A priority patent/US2715108A/en
Priority to GB12259/53A priority patent/GB735921A/en
Priority to FR1079283D priority patent/FR1079283A/fr
Priority to DEN7143A priority patent/DE938148C/de
Application granted granted Critical
Publication of US2715108A publication Critical patent/US2715108A/en
Anticipated expiration legal-status Critical
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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
    • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • 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
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/024—Propene
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026—Butene
    • C—CHEMISTRY; METALLURGY
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    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/024—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
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    • C10M2207/025—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with condensed rings
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    • C10M2207/026—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
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    • C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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    • C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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    • C10M2207/123—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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    • C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
    • C10M2215/082—Amides [having hydrocarbon substituents containing less than thirty carbon atoms] containing hydroxyl groups; Alkoxylated derivatives
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    • C10M2215/12—Partial amides of polycarboxylic acids
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/20—Containing nitrogen-to-oxygen bonds
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/24—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions having hydrocarbon substituents containing thirty or more carbon atoms, e.g. nitrogen derivatives of substituted succinic acid
    • C10M2215/28—Amides; Imides
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06—Thio-acids; Thiocyanates; Derivatives thereof
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
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    • 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
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    • C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04—Phosphate esters
    • C10M2223/042—Metal salts thereof
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    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/02—Unspecified siloxanes; Silicones
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    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
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    • C10N2040/20—Metal working
    • C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
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    • 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
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    • 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
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    • 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
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    • 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

Definitions

  • This invention relates to improved lubricating compositions particularly effective as turbine oils.
  • the essential requirements of a good lubricating turbine oil are that it be resistant to emulsification and oxidation and that it inhibit corrosion or rusting of metal parts exposed thereto.
  • Lubricants which are normally regarded as effective corrosion and rust inhibiting compositions have been observed to be inefiective in this respect when used as turbine oils. The reason for the inability of such lubricating compositions to efiectively function as turbine oil lubricants appears to be due to their inability to resist emulsification in the presence of water.
  • Oil-soluble aliphatic polycarboxylic acid and derivatives thereof can be mono or polyalkyl or alkenyl substituted polycarboxylic acids, wherein the alkyl or alkenyl group or groups contain from 3 to 36 and preferably from 8 to 18 carbon atoms.
  • Such acids include oil-soluble C6 to C36 and preferably C8 to C18 alkyl or alkenyl malonic, succinic, glutaric, adipic, pirnelic, sebacic, azelaic, tartaric, citric, maleic, citraconic acids, of which the preferred acids are C16 alkenyl succinic acid, C18 alkenyl succinic acid, C36 alkenyi succinic acid, Clo-C18 alkyl tartaric acid, Clo-C18 alkyl malonic acid.
  • Partial or full amides and/or the partial esters of these acids can be used, and include alkyl succinic acid monoamide or alkenyl monooleyl succinate, alkyl monooctyl sebacate, alkyl monobutyl tartrate, monoisopropyl citrate, mono 2-ethy1hexyl citrate, ester of wax phenol and alkenyl succinic acid, ethyl decenyl succinate, decyl isobutenyl succinate, alkenyl succinic acid mono (-dicyclohexyl)amide, C16 succinic acid mono(2-ethylhexyl)amide, C18 alkenyl succinic acid monoamide; alkenyl thiosuccinic acid, alkenyl thio tartaric acid, 2-(l-thiotridecyl)succinic acid, 2-(1-thio-decyl)tartaric acid, 2- (l-thio-amy
  • the oil-soluble phenolic compound can be oil-soluble alkyl phenols, naphthols or their thiol and the selenium analogues.
  • the aromatic phenolic compounds can be alkylated by any known suitable means or they may be natural products such as phenols, cresols, etc., obtained aired rates Patent C 2,715,,id8 Patented Aug. 9, 1955 from petroleum hydrocarbons, coaltars and the like. If the phenolic material is to be alkylated, alkenes and their mixtures containing from 4 to 20 carbon atoms in the molecule can be used as the alkylating material.
  • alkenes derived from paraflin waxes by cracking or from higher fatty alcohols by dehydration are valuable and easily accessible starting materials.
  • More than one alkyl group may be present in the phenol as in the case of compounds made by the dior tri-alkylation of phenols with alkenes or alkyl halides or alcohols or ethers or of compounds made by monoalkylation of, for example, a cresol, a xylenol, or carvacrol.
  • Other nuclear substituents may be present provided they do not increase substantially the water solubility of the product.
  • halogen, alkoxy, alkylarnino, nitro groups may be present in the phenol.
  • dior polyhydric phenols such as catechol, resorcinol, pyrogallol and the dihydroxy naphthalenes may be alkylated to produce Water-insoluble and oil-soluble phenols useful for the purpose of this invention.
  • compositions of this invention are: 2,4-dimethyl-6-tertiary butylphenol, 2,4,6-trimethylphenol, 2,4-dimethyl-6-tertiary octylphenol, 2,6-dibutyl-4-methylphenol, 2,4-dioctyl- 6-methylphenol, 2-ethyl-4-octylphenol, 1,4-dihydroxy-2- (2-octyl)benzene, 2,4-dimethyl-6-tertiary butyl naphthol, 2,4-dioctyl naphthol, 2,4-dimethyl-6-tertiary butyl thiophenol, 2,4-dimethyl-6-tertiary butyl selenophenol, 2- ethyl-4-octyl thiophenol, 2,4-dioctyl-6-methyl thionaphthol, 2,4-dimethyl-6-ter
  • Aromatic acids which can be used in combination with the above two classes of additives, in order to eiiect demulsification can be represented by the general formula:
  • Ar is an aromatic nucleus
  • X may be a nonpolar or polar radical attached to the aryl nucleus
  • X may be a hydrocarbon radical containing if desired, a polar group
  • Z is a carboxylic acid group such as CYYH, wherein both Ys are selected independently from oxygen
  • acids are: benzoic, phthalic, toluic, xylic, phenyl fatty acids, e. g., phenyl acetic to phenyl stearic acids, cinnamic acid, salicylic acid, mandelic acid, phenyl glyoxylic acid, benzoyl propionic acid, phenyl laevulnic acid, phenyl alkyl succinic acid, benzyl alkyl succinic acid, phenyl alkyl glutaric acid, o-vinyl benzoic acid, phenyl angelic acid, naphthoic acid, naphthyl stearic acid, anthranilic acid, mercapto (phenyl, tolyl, xylyl, xenyl, naphthyl, anthracyl) fatty acids, e.
  • phenyl fatty acids e. g., phenyl acetic to phenyl
  • phenyl mercapto acetic to phenyl mercapto stearic acid ethyl mercapto phenyl acetic acid, alkyl mercapto benzene-4-carboxylic acid.
  • the base for additives of this invention can be an oleaginous material, i. c. any natural or synthetic material, having lubricating properties.
  • the base may be a hydrocarbon oil obtained from a parafiinic, naphthenic, Mid-continent or Coastal stock and/or mixtures thereof and preferably base stocks which have been highly refined.
  • the viscosity of these oils may vary over a wide range such as from $0 SUS at 100 F. to 100 SUS at 210 F.
  • Synthetic oils include olefin polymers, silicone fluids, organic phosphates, esters of polycarboxylic acid, e. g. di- 2-ethylhexyl sebacate, adipate and the like. Mixtures of synthetic and natural base oils also can be used.
  • the additive combination of this invention is used in amounts of about 1% or less and preferably in a total amount of less than 0.9%.
  • the phenolic compound is present in the predominant amount of about 0.5%.
  • the polycarboxylic acid (or derivative thereof) is generally used in amounts of from 0.01 to .2%, while the aromatic acid is present in the additive mixture in the least amount, generally in an amount of about 0.01% or less, based on the finished composition.
  • compositions of this invention can be set forth as follows:
  • Oil-soluble aliphatic polycarboxylic acid and Percent Percent derivatives thereof 0. 01-0. 2 0. 01-0. 05.
  • Oil-soluble phenolic compound 0. 01-1. 0 0. 1-0. 8.
  • Aromatic acid 0. 001-0. 01. 0. 001-0. 01. Base Oil Balance. Balance.
  • compositions of this invention are illustrated by the following examples:
  • composition A Per cent by weight
  • Composition E Per cent by weight Chi-C18 alkyl malonic acid 0.03 2,4-dioctyl-6-methyl phenol 0.6 Mandelic acid 0.003
  • Composition Z a 1 Excellent-complete demulsification in less than 15-30 minutes in both distilled and synthetic sea water. Fairat least 1-3 ml. of emulsion remains around 30 minutes. Poor-at least 5-80 ml. of emulsion remains after 30 minutes. 2 Excellentno rust after 48 hours.
  • Composition X comprises mineral oil base having incorporated therein about 0.3% each of On; alkenyl succinic acid and 2,6 ditert-butyl- -methyl phenol.
  • Composition Y comprises mineral oil base having incorporated therein about 0.3% Ci; alkenyl succinic acid.
  • Composition Z comprises mineral oil base having incorporated therein about 1% of 2,6-ditert-butyl-4-methyl phenol.
  • compositions of this invention are excellent rust inhibitors and are resistant to emulsification.
  • compositions of this invention can be added to compositions of this invention such as oiliness agents, extreme pressure agents, anticlogging agents and the like, in amounts of from 0.001% to 5% by weight.
  • compositions of this invention can be utilized as hydraulic oils, cutting fluids, drawing and rolling oils and the like.
  • An improved lubricant consisting essentially of a major amount of a mineral lubricating oil and minor amounts, sufiicient to inhibit oxidation and corrosion of (a) an oil-soluble organic compound selected from the group consisting of oil-soluble hydrocarbyl-substituted aliphatic polycarboxylic acids, their monoesters and monoamides, (b) an oil-soluble phenolic compound, and a minor amount of about 0.01%, which amount is sufficient to effect complete demulsification, of (0) organic acidic compound selected from the group consisting of benzoic acid, salicylic acid, anthranilic acid, cinnamic acid and toluic acid.
  • An improved lubricant consisting essentially of a major amount of a mineral lubricating oil and minor amounts, suflicient to inhibit oxidation and corrosion of (a) an oil-soluble hydrocarbyl substituted aliphatic dicarboxylic acid, (b) an oil-soluble alkyl phenol, and a minor amount of about 0.01%, which amount is sufficient to effect complete demulsification, of (c) organic acidic compound selected from the group consisting of benzoic acid, salicylic acid, anthranilic acid, cinnamic acid and toluic acid.
  • An improved turbine oil consisting essentially of a major amount of a mineral lubricant oil and minor amounts, sufficient to inhibit oxidation and corrosion of (a) an oil-soluble alkenyl substituted aliphatic dicarboxylic acid, (b) an oil-soluble polyalkyl phenol, and a minor amount of about 0.01%, which amount is sufiicient to effect complete demulsification, of (c) organic acidic compound selected from the group consisting of benzoic acid, salicylic acid, anthranilic acid, cinnamic acid and toluic acid.
  • An improved turbine oil consisting essentially of a major amount of a mineral oil and minor amounts, suflicient to inhibit oxidation and corrosion of (a) an oil-soluble C18 alkenyl succinic acid, (b) an oil-soluble trialkyl phenol and a minor amount of about 0.01%, which amount is sufficient to effect complete demulsification, of (0) organic acidic compound selected from the group consisting of benzoic acid, salicyclic acid, anthranilic acid, cinnamic acid and toluic acid.
  • An improved turbine oil consisting essentially of a major amount of a mineral oil and minor amounts, sufficient to inhibit oxidation and corrosion of (a) an oil-soluble C18 alkenyl succinic acid, (b) an oil-soluble 2,6-ditert-butyl-4-methyl phenol, and a minor amount of about 0.01%, which amount is sufficient to effect complete demulsification, of (c) a benzoic acid.
  • An improved turbine oil consisting essentially of a major amount of a mineral oil and minor amounts, sufficient to inhibit oxidation and corrosion of (a) an oil-soluble C13 alkenyl succinic acid, (b) an oil-soluble 2,6-ditert-butyl-4-methyl phenol, and a minor amount of about 0.01%, which amount is suflicient to effect complete demulsification, of (c) a cinnamic acid.
  • An improved turbine oil consisting essentially of a major amount of a mineral oil and minor amounts, suflicient to inhibit oxidation and corrosion of (a) an oil-soluble C18 alkenyl succinic acid, (b) an oil-soluble 2,6-ditert-butyl-4-methyl phenol, and a minor amount of about 0.01%, which amount is sufficient to effect complete demulsification, of (c) anthranilic acid.
  • An improved turbine oil consisting essentially of a major amount of a mineral oil and minor amounts. suificient to inhibit oxidation and corrosion of (a) an oilsoluble C18 alkenyl succinic acid monoamide, (b) an oil-soluble trialkyl phenol, and a minor amount of about 0.01%, which amount is suflicient to effect complete demulsification, of (c) an aromatic monocarboxylic acid.
  • An improved turbine oil consisting essentially cf a major amount of a mineral oil and minor amounts, sufiicient to inhibit oxidation and corrosion of (a) an oil-soluble C18 alkenyl succinic acid, (b) an oil-soluble 2,2methylene bis(4-methyl-6-tert-butyl phenol), and a minor amount of about 0.01%, which amount is sufficient to effect complete demulsification, of (c) benzoic acid.
  • a turbine oil capable of resisting emulsification having the following formula:
  • a turbine oil capable of resisting emulsification having the following formula:
  • a turbine oil capable of resisting emulsification having the following formula:
  • a turbine oil capable of resisting emulsification having the following formula:
  • Anthranilic acid 0.00l0.01 Mineral oil Balance 16 A turbine oil capable of resisting emulsification and oxidation having the following formula:
  • Oil-soluble phenolic compound 0.01-1
  • An aromatic monocarboxylic acid selected from the group consisting of benzoic acid,

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
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US286443A 1952-05-06 1952-05-06 Lubricating compositions Expired - Lifetime US2715108A (en)

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BE519671D BE519671A (en, 2012) 1952-05-06
NL80355D NL80355C (en, 2012) 1952-05-06
US286443A US2715108A (en) 1952-05-06 1952-05-06 Lubricating compositions
GB12259/53A GB735921A (en) 1952-05-06 1953-05-04 Lubricating oil compositions
FR1079283D FR1079283A (fr) 1952-05-06 1953-05-04 Compositions d'huile lubrifiante
DEN7143A DE938148C (de) 1952-05-06 1953-05-05 Schmieroel

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Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2786028A (en) * 1955-05-04 1957-03-19 Gulf Oil Corp Anti-corrosive lubricating oil
US2993773A (en) * 1959-02-02 1961-07-25 Petrolite Corp Ester additives
US2993771A (en) * 1959-02-02 1961-07-25 Petrolite Corp Process of preventing deposits in internal combustion and jet engines employing additives
US2993772A (en) * 1959-02-02 1961-07-25 Petrolite Corp Acid additives
US3032502A (en) * 1959-08-17 1962-05-01 Standard Oil Co Lubricant compositions
US3169926A (en) * 1961-11-29 1965-02-16 Universal Oil Prod Co Stabilization of organic substances
US3245909A (en) * 1963-11-18 1966-04-12 Chevron Res Lubricating composition
US3245910A (en) * 1963-11-18 1966-04-12 Chevron Res Lubricating oil composition
US3245908A (en) * 1963-11-18 1966-04-12 Chevron Res Lubricant composition
US3329658A (en) * 1962-05-14 1967-07-04 Monsanto Co Dispersency oil additives
US3505228A (en) * 1968-04-24 1970-04-07 Us Navy Corrosion inhibiting lubricant composition
FR2512831A1 (fr) * 1981-09-14 1983-03-18 Lubrizol Corp Compositions contenant des esters utiles pour reduire la consommation de combustible et leur application
US5021174A (en) * 1986-05-27 1991-06-04 Euron S.P.A. Compounds useful as detergent additives for lubricants and lubricating compositions
US20040102330A1 (en) * 2001-02-13 2004-05-27 Jian Zhou Viscoelastic compositions
EP1925655A1 (en) 2006-11-22 2008-05-28 Infineum International Limited Lubricating oil compositions
EP2104378A1 (en) 2008-02-19 2009-09-23 Starkey Laboratories, Inc. Wireless beacon system to identify acoustic environment for hearing assistance devices
US20100081592A1 (en) * 2004-10-12 2010-04-01 The Lubrizol Corporation Tartaric Acid Derivatives as Fuel Economy Improvers and Antiwear Agents in Crankcase Oils and Preparation Thereof
US20100222245A1 (en) * 2006-02-06 2010-09-02 Th Lubrizol Corporation Tartaric Acid Derivatives as Fuel Economy Improvers and Antiwear Agents in Crankcase Oils and Preparations Thereof
US20110237479A1 (en) * 2008-11-05 2011-09-29 The Lubrizol Corporation Method of Lubricating an Internal Combustion Engine
EP2403273A1 (en) 2010-07-03 2012-01-04 Starkey Laboratories, Inc. Multi-mode radio for hearing assistance devices
US8785355B2 (en) 2001-02-13 2014-07-22 Schlumberger Technology Corporation Viscoelastic compositions
EP2830329A1 (en) 2013-07-19 2015-01-28 Starkey Laboratories, Inc. System for detection of special environments for hearing assistance devices

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DE3134954A1 (de) * 1981-09-03 1983-03-10 Lucas Industries Ltd., Birmingham, West Midlands Hydraulikfluessigkeit, insbesondere bremsfluessigkeit
US4655946A (en) * 1985-11-07 1987-04-07 Exxon Research And Engineering Company Sea water resistant turbo oil
US7574789B2 (en) 2003-02-03 2009-08-18 Becton, Dickinson And Company Container assembly and method for making assembly
US7578977B2 (en) 2003-05-05 2009-08-25 Becton, Dickinson And Company Container assembly and method for making assembly

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US2340920A (en) * 1942-08-12 1944-02-08 Standard Oil Dev Co Stabilized white oil
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Cited By (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2786028A (en) * 1955-05-04 1957-03-19 Gulf Oil Corp Anti-corrosive lubricating oil
US2993773A (en) * 1959-02-02 1961-07-25 Petrolite Corp Ester additives
US2993771A (en) * 1959-02-02 1961-07-25 Petrolite Corp Process of preventing deposits in internal combustion and jet engines employing additives
US2993772A (en) * 1959-02-02 1961-07-25 Petrolite Corp Acid additives
US3032502A (en) * 1959-08-17 1962-05-01 Standard Oil Co Lubricant compositions
US3169926A (en) * 1961-11-29 1965-02-16 Universal Oil Prod Co Stabilization of organic substances
US3329658A (en) * 1962-05-14 1967-07-04 Monsanto Co Dispersency oil additives
US3245909A (en) * 1963-11-18 1966-04-12 Chevron Res Lubricating composition
US3245910A (en) * 1963-11-18 1966-04-12 Chevron Res Lubricating oil composition
US3245908A (en) * 1963-11-18 1966-04-12 Chevron Res Lubricant composition
US3505228A (en) * 1968-04-24 1970-04-07 Us Navy Corrosion inhibiting lubricant composition
FR2512831A1 (fr) * 1981-09-14 1983-03-18 Lubrizol Corp Compositions contenant des esters utiles pour reduire la consommation de combustible et leur application
US5021174A (en) * 1986-05-27 1991-06-04 Euron S.P.A. Compounds useful as detergent additives for lubricants and lubricating compositions
US20040102330A1 (en) * 2001-02-13 2004-05-27 Jian Zhou Viscoelastic compositions
US8785355B2 (en) 2001-02-13 2014-07-22 Schlumberger Technology Corporation Viscoelastic compositions
US7704926B2 (en) * 2001-02-13 2010-04-27 Schlumberger Technology Corporation Viscoelastic compositions
US8133290B2 (en) 2004-10-12 2012-03-13 The Lubrizol Corporation Tartaric acid derivatives in fuel compositions
US20100081592A1 (en) * 2004-10-12 2010-04-01 The Lubrizol Corporation Tartaric Acid Derivatives as Fuel Economy Improvers and Antiwear Agents in Crankcase Oils and Preparation Thereof
US20100227784A1 (en) * 2004-10-12 2010-09-09 Th Lubrizol Corporation Tartaric Acid Derivatives as Fuel Economy Improvers and Antiwear Agents in Crankcase Oils and Preparations Thereof
US20110131868A1 (en) * 2004-10-12 2011-06-09 Th Lubrizol Corporation Tartaric Acid Derivatives in Fuel Compositions
US8198222B2 (en) 2004-10-12 2012-06-12 The Lubrizol Corporation Tartaric acid derivatives as fuel economy improvers and antiwear agents in crankcase oils and preparations thereof
US20100222245A1 (en) * 2006-02-06 2010-09-02 Th Lubrizol Corporation Tartaric Acid Derivatives as Fuel Economy Improvers and Antiwear Agents in Crankcase Oils and Preparations Thereof
US8148307B2 (en) 2006-02-06 2012-04-03 The Lubrizol Corporation Tartaric acid derivatives as fuel economy improvers and antiwear agents in crankcase oils and preparations thereof
EP1925655A1 (en) 2006-11-22 2008-05-28 Infineum International Limited Lubricating oil compositions
EP2104378A1 (en) 2008-02-19 2009-09-23 Starkey Laboratories, Inc. Wireless beacon system to identify acoustic environment for hearing assistance devices
US20110237479A1 (en) * 2008-11-05 2011-09-29 The Lubrizol Corporation Method of Lubricating an Internal Combustion Engine
EP2403273A1 (en) 2010-07-03 2012-01-04 Starkey Laboratories, Inc. Multi-mode radio for hearing assistance devices
EP2830329A1 (en) 2013-07-19 2015-01-28 Starkey Laboratories, Inc. System for detection of special environments for hearing assistance devices
EP3313095A1 (en) 2013-07-19 2018-04-25 Starkey Laboratories, Inc. System for detection of special environments for hearing assistance devices

Also Published As

Publication number Publication date
FR1079283A (fr) 1954-11-29
GB735921A (en) 1955-08-31
NL80355C (en, 2012)
BE519671A (en, 2012)
DE938148C (de) 1956-01-26

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