CA2132523A1 - Lubricant compositions containing alkoxylated amine and sulfurized hydrocarbyl phenol friction modifiers - Google Patents

Lubricant compositions containing alkoxylated amine and sulfurized hydrocarbyl phenol friction modifiers

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Publication number
CA2132523A1
CA2132523A1 CA 2132523 CA2132523A CA2132523A1 CA 2132523 A1 CA2132523 A1 CA 2132523A1 CA 2132523 CA2132523 CA 2132523 CA 2132523 A CA2132523 A CA 2132523A CA 2132523 A1 CA2132523 A1 CA 2132523A1
Authority
CA
Canada
Prior art keywords
components
compositions containing
oil
lubricant compositions
friction modifiers
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
CA 2132523
Other languages
French (fr)
Other versions
CA2132523C (en
Inventor
Ricardo Alfredo Bloch
Andrew James Dalziel Ritchie
Jack Ryer
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.)
ExxonMobil Chemical Patents Inc
Original Assignee
Ricardo Alfredo Bloch
Andrew James Dalziel Ritchie
Jack Ryer
Exxon Chemical Patents Inc.
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 Ricardo Alfredo Bloch, Andrew James Dalziel Ritchie, Jack Ryer, Exxon Chemical Patents Inc. filed Critical Ricardo Alfredo Bloch
Publication of CA2132523A1 publication Critical patent/CA2132523A1/en
Application granted granted Critical
Publication of CA2132523C publication Critical patent/CA2132523C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M141/00Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/08Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic sulfur-, selenium- or tellurium-containing compound
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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68Esters
    • C10M129/76Esters containing free hydroxy or carboxyl groups
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    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M133/08Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
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    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/12Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M133/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
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    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10Sulfonic acids or derivatives thereof
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    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/20Thiols; Sulfides; Polysulfides
    • C10M135/28Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring
    • C10M135/30Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups; Derivatives thereof
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    • C10M137/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus
    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
    • C10M137/10Thio derivatives
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    • C10M139/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing atoms of elements not provided for in groups C10M127/00 - C10M137/00
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    • C10M141/00Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/12Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic compound containing atoms of elements not provided for in groups C10M141/02 - C10M141/10
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    • C10M145/00Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
    • C10M145/12Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate monocarboxylic
    • C10M145/14Acrylate; Methacrylate
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    • C10M145/00Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/10Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate
    • C10M145/16Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate polycarboxylic
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    • C10M155/00Lubricating compositions characterised by the additive being a macromolecular compound containing atoms of elements not provided for in groups C10M143/00 - C10M153/00
    • C10M155/02Monomer containing silicon
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    • C10M159/00Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12Reaction products
    • C10M159/20Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/24Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing sulfonic radicals
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    • C10M163/00Lubricating 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
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    • C10M167/00Lubricating compositions characterised by the additive being a mixture of a macromolecular compound, a non-macromolecular compound and a compound of unknown or incompletely defined constitution, each of these compounds being essential
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    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06Well-defined aromatic compounds
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    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/024Propene
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    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
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    • C10M2207/146Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings having carboxyl groups bound to carbon atoms of six-membeered aromatic rings having a hydrocarbon substituent of thirty or more carbon atoms
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    • C10N2040/255Gasoline engines
    • C10N2040/28Rotary engines

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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)

Abstract

The present invention provides an improved lubricating oil composition for automotive internal combustion engines and transmission which comprises an oil of lubricating viscosity having admixed therewith a minor amount of friction modifier composition which reduces the coeffficient of friction between moving mechanical parts, thereby providing for enhanced fuel economy. The friction modifier composition comprises a combination of an alkoxylated hydrocarbyl amine or a boronated derivative thereof and dydrocarbyl phenol sulfide. This combination of components provides for synergistic fuel economy effects particularly when used as components in automotive crankcase lubricants also containing conventional additive packages, which effects are not observed in oil which contains one or the other of these components alone.
CA002132523A 1992-04-15 1993-04-09 Lubricant compositions containing alkoxylated amine and sulfurized hydrocarbyl phenol friction modifiers Expired - Fee Related CA2132523C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US86892092A 1992-04-15 1992-04-15
US868,920 1992-04-15
PCT/US1993/003378 WO1993021289A1 (en) 1992-04-15 1993-04-09 Lubricant composition containing mixed friction modifiers

Publications (2)

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CA2132523A1 true CA2132523A1 (en) 1993-10-28
CA2132523C CA2132523C (en) 1999-08-03

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JP (1) JPH07508049A (en)
AU (1) AU3976993A (en)
CA (1) CA2132523C (en)
MX (1) MX9302130A (en)
WO (1) WO1993021289A1 (en)

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EP1496102B1 (en) * 1997-10-03 2012-09-05 Infineum USA L.P. Use of an ester in a lubricating composition to maintain particulate combustion products in suspension
JP3555844B2 (en) 1999-04-09 2004-08-18 三宅 正二郎 Sliding member and manufacturing method thereof
US6739238B2 (en) 2000-11-20 2004-05-25 Nissan Motor Co., Ltd. Sliding structure for a reciprocating internal combustion engine and a reciprocating internal combustion engine using the sliding structure
US20020151441A1 (en) * 2001-02-14 2002-10-17 Sanjay Srinivasan Automatic transmission fluids with improved anti-shudder properties
JP2003184883A (en) 2001-12-20 2003-07-03 Nissan Motor Co Ltd Bearing sliding member
JP3555891B2 (en) 2002-02-22 2004-08-18 新日本石油株式会社 Low friction sliding material and lubricating oil composition used therefor
US6790813B2 (en) 2002-11-21 2004-09-14 Chevron Oronite Company Llc Oil compositions for improved fuel economy
JP2004360649A (en) * 2003-06-06 2004-12-24 Nissan Motor Co Ltd Piston pin for engine
JP4824406B2 (en) * 2003-08-06 2011-11-30 Jx日鉱日石エネルギー株式会社 System having DLC contact surface, method of lubricating the system, and lubricating oil for the system
US7968502B2 (en) 2003-08-06 2011-06-28 Nippon Oil Corporation System having DLC contact surfaces, method of lubricating the system, and lubricant for the system
CN100587045C (en) * 2003-08-06 2010-02-03 日产自动车株式会社 Low-friction sliding mechanism, low-friction agent composition and method of reducing friction
WO2005014761A2 (en) * 2003-08-06 2005-02-17 Nissan Motor Co., Ltd. Low-friction sliding mechanism, low-friction agent composition and method of friction reduction
JP4973971B2 (en) 2003-08-08 2012-07-11 日産自動車株式会社 Sliding member
JP4511154B2 (en) * 2003-11-11 2010-07-28 新日本石油株式会社 Lubricating oil composition for engine oil
US8343901B2 (en) * 2010-10-12 2013-01-01 Chevron Oronite Company Llc Lubricating composition containing multifunctional hydroxylated amine salt of a hindered phenolic acid
US8334242B2 (en) 2010-10-12 2012-12-18 Chevron Oronite Company Llc Lubricating composition containing multifunctional borated hydroxylated amine salt of a hindered phenolic acid
US20150111801A1 (en) * 2013-10-18 2015-04-23 Chevron Oronite Company Llc. Lubricating oil composition for protection of silver bearings in medium speed diesel engines
JP5737730B1 (en) 2014-11-07 2015-06-17 有限会社タービュランス・リミテッド Fuel additive and fuel composition for internal combustion engine
JP5807833B1 (en) * 2015-05-16 2015-11-10 有限会社タービュランス・リミテッド Lubricating oil additive and lubricating oil composition

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AU3976993A (en) 1993-11-18
MX9302130A (en) 1994-05-31
WO1993021289A1 (en) 1993-10-28
CA2132523C (en) 1999-08-03
EP0638117A1 (en) 1995-02-15

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