CA2100030A1 - Two-stroke cycle lubricant composed of a vegetable oil and an additive package - Google Patents

Two-stroke cycle lubricant composed of a vegetable oil and an additive package

Info

Publication number
CA2100030A1
CA2100030A1 CA002100030A CA2100030A CA2100030A1 CA 2100030 A1 CA2100030 A1 CA 2100030A1 CA 002100030 A CA002100030 A CA 002100030A CA 2100030 A CA2100030 A CA 2100030A CA 2100030 A1 CA2100030 A1 CA 2100030A1
Authority
CA
Canada
Prior art keywords
nitrogen
carbon atoms
group
phenol
amino
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
CA002100030A
Other languages
French (fr)
Other versions
CA2100030C (en
Inventor
William B. Chamberlin, Iii
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.)
Lubrizol Corp
Original Assignee
Lubrizol Corp
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 Lubrizol Corp filed Critical Lubrizol Corp
Publication of CA2100030A1 publication Critical patent/CA2100030A1/en
Application granted granted Critical
Publication of CA2100030C publication Critical patent/CA2100030C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • C10M169/045—Mixtures of base-materials and additives the additives being a mixture of compounds of unknown or incompletely defined constitution and non-macromolecular compounds
    • 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
    • C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
    • C10M101/04—Fatty oil fractions
    • 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
    • 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
    • C10M129/04—Hydroxy compounds
    • C10M129/10—Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M129/26—Carboxylic acids; Salts thereof
    • C—CHEMISTRY; METALLURGY
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    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
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    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/52—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of 30 or more atoms
    • C10M133/54—Amines
    • C—CHEMISTRY; METALLURGY
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    • C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C—CHEMISTRY; METALLURGY
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    • C10M135/08—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10—Sulfonic acids or derivatives thereof
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    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/16—Reaction products obtained by Mannich reactions
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    • C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol radicals
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    • C10M159/12—Reaction products
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    • C10M159/24—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing sulfonic radicals
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    • C10M169/04—Mixtures of base-materials and additives
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    • C10M2207/02—Hydroxy compounds
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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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    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
    • C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2215/08—Amides [having hydrocarbon substituents containing less than thirty carbon atoms]
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    • C10M2215/22—Heterocyclic nitrogen compounds
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    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
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    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/042—Sulfate esters
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    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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    • C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046—Overbased sulfonic acid salts
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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
    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
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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
    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/088—Neutral salts
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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
    • C10M2219/087—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/089—Overbased salts
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    • C10N2010/00—Metal present as such or in compounds
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    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/06—Groups 3 or 13
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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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/252—Diesel engines
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    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • C10N2040/26—Two-strokes or two-cycle engines
    • C—CHEMISTRY; METALLURGY
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    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2070/00—Specific manufacturing methods for lubricant compositions
    • C10N2070/02—Concentrating of additives

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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)
  • Liquid Carbonaceous Fuels (AREA)
  • Fats And Perfumes (AREA)

Abstract

This invention relates to a nitrogen-containing soluble organic composition comprising a combination of:

(A) at least one natural oil comprising an animal oil or vegetable oil comprising a, triglyceride of the formula wherein R1, R2 and R3 are independently saturated or unsaturated aliphatic hydrocarbyl groups containing from about 8 to about 24 carbon atoms and (B)(I) a detergent/dispersant comprising at least one acylated, nitrogen-containing compound having a substituent of at least 10 aliphatic carbon atoms made by reacting a carboxylic acylating agent with at least one amino compound containing at least one -NH group, said acylating agent being linked to said amino compound through an imido, amido, amidine, or acyloxy ammonium linkage.
In another embodiment, the invention comprises a nitrogen-containing soluble organic composition comprising a combination of:

(A) the: natural oil as described above with (B) at least one detergent-dispersant selected from the group consisting of (I) the acylated, nitrogen-containing compound as described above, (II) at least one neutral or basic metal salt of an organic sulfur acid, phenol or carboxylic acid:

(III) at least one hydrocarbyl-substituted amine wherein the hydrocarbyl substituent is substantially aliphatic and contains at least 12 carbon atoms with the proviso that said amine is not the amino phenol (C); and (IV) at least one nitrogen-containing condensate of a phenol, aldehyde and amino compound having at least one -NH group; and (C) at least one amino phenol of the general formula
CA002100030A 1992-07-09 1993-07-07 Two-stroke cycle lubricant composed of a vegetable oil and an additive package Expired - Lifetime CA2100030C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US91096092A 1992-07-09 1992-07-09
US910,960 1992-07-09

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CA2100030A1 true CA2100030A1 (en) 1994-01-10
CA2100030C CA2100030C (en) 2003-10-21

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CA002100030A Expired - Lifetime CA2100030C (en) 1992-07-09 1993-07-07 Two-stroke cycle lubricant composed of a vegetable oil and an additive package

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EP (1) EP0578495B1 (en)
JP (1) JPH06200279A (en)
CN (1) CN1033704C (en)
AT (1) ATE166382T1 (en)
AU (1) AU670791B2 (en)
CA (1) CA2100030C (en)
DE (1) DE69318628T2 (en)
ES (1) ES2116412T3 (en)
SG (1) SG48751A1 (en)
TW (1) TW253907B (en)
ZA (1) ZA934917B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5976560A (en) * 1998-01-30 1999-11-02 Han; Nam Fong Vegetable derived petroleum jelly replacement

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TW291495B (en) * 1994-08-03 1996-11-21 Lubrizol Corp
US5658864A (en) * 1995-03-24 1997-08-19 Ethyl Corporation Biodegradable pour point depressants for industrial fluids derived from biodegradable base oils
DE19747854A1 (en) * 1997-10-30 1999-05-12 Fuchs Petrolub Ag Method and device for the lubrication and simultaneous fuel supply of a vegetable oil-compatible internal combustion engine
JP2000080391A (en) * 1998-09-04 2000-03-21 Showa Shell Sekiyu Kk Lubricating oil for two-stroke gasoline engine and diluent composition used therefor
GB2416172B (en) * 2004-07-13 2009-04-22 Alan Edwin Jemmett Rapeseed oil lubricant
GB2421028A (en) * 2004-12-08 2006-06-14 Derek Lowe Fuel for two-stroke engines
WO2006065958A2 (en) * 2004-12-14 2006-06-22 C. M. Intellectual Property And Research, Inc. Composition and methods for improved lubrication, pour point, and fuel performance
JP2006274058A (en) * 2005-03-29 2006-10-12 Nippon Oil Corp Lubricants for agricultural or forestry machinery
JP4801919B2 (en) * 2005-03-29 2011-10-26 Ｊｘ日鉱日石エネルギー株式会社 Lubricants for agricultural or forestry machinery
US8778034B2 (en) * 2006-09-14 2014-07-15 Afton Chemical Corporation Biodegradable fuel performance additives
US8671467B2 (en) 2007-11-20 2014-03-18 Her Majesty The Queen In Right Of Canada, As Represented By The Minister Of National Defence Head protection system
CN101245282B (en) * 2008-03-25 2011-05-25 佛山市顺德区远茂化工实业有限公司 Metallic fiber drawing lubricant agent
CN104911001B (en) * 2015-06-05 2018-04-24 广西大学 Miller cycle engine lubricant compositions
CN113512460B (en) * 2021-08-13 2022-10-21 福建科恩优路润滑油有限公司 Anti-wear clean type vehicle lubricating oil and preparation process thereof

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BE781636A (en) * 1972-04-04 1972-07-31 Labofina Sa LUBRICATING COMPOSITIONS FOR TWO STROKE ENGINES.
IN145085B (en) * 1976-01-28 1978-08-19 Lubrizol Corp
FI66899C (en) * 1983-02-11 1984-12-10 Kasvisoeljy Vaextolje Ab Oy SMOERJMEDEL MED TRIGLYCERIDER SOM HUVUDKONPONENT
US5155244A (en) * 1990-02-28 1992-10-13 Karlshamns Ab Preparation of antioxidant glyceride derivatives utilizing esterification
JPH06502683A (en) * 1991-08-09 1994-03-24 ザ ルブリゾル コーポレイション Functional fluids with triglycerides, detergent-prevention additives, and viscosity-improving additives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5976560A (en) * 1998-01-30 1999-11-02 Han; Nam Fong Vegetable derived petroleum jelly replacement

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EP0578495B1 (en) 1998-05-20
AU4177893A (en) 1994-01-13
ES2116412T3 (en) 1998-07-16
EP0578495A1 (en) 1994-01-12
CA2100030C (en) 2003-10-21
DE69318628D1 (en) 1998-06-25
ATE166382T1 (en) 1998-06-15
ZA934917B (en) 1994-02-09
AU670791B2 (en) 1996-08-01
JPH06200279A (en) 1994-07-19
CN1081465A (en) 1994-02-02
DE69318628T2 (en) 1999-02-11
CN1033704C (en) 1997-01-01
SG48751A1 (en) 1998-05-18
TW253907B (en) 1995-08-11

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