CA2766407C - Multi-grade engine oil formulations comprising a bio-derived ester component - Google Patents
Multi-grade engine oil formulations comprising a bio-derived ester component Download PDFInfo
- Publication number
- CA2766407C CA2766407C CA2766407A CA2766407A CA2766407C CA 2766407 C CA2766407 C CA 2766407C CA 2766407 A CA2766407 A CA 2766407A CA 2766407 A CA2766407 A CA 2766407A CA 2766407 C CA2766407 C CA 2766407C
- Authority
- CA
- Canada
- Prior art keywords
- isomers
- ester
- formulation
- diester
- acid
- 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.)
- Active
Links
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
- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy 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
- 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
- C10M129/74—Esters of polyhydroxy 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
- 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
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms
- C10M2205/0285—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four carbon atoms used as base material
-
- 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy 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
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
- C10M2207/2835—Esters of polyhydroxy compounds used as base material
-
- 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
- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/08—Macromolecular 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 type
- C10M2209/084—Acrylate; Methacrylate
-
- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/011—Cloud point
-
- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/019—Shear stability
-
- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/02—Viscosity; Viscosity index
-
- 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
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
- C10N2020/04—Molecular weight; Molecular weight distribution
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/02—Pour-point; Viscosity index
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/10—Inhibition of oxidation, e.g. anti-oxidants
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Lubricants (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/548,191 | 2009-08-26 | ||
| US12/548,191 US8586519B2 (en) | 2007-02-12 | 2009-08-26 | Multi-grade engine oil formulations comprising a bio-derived ester component |
| PCT/US2010/042641 WO2011028329A2 (en) | 2009-08-26 | 2010-07-20 | Multi-grade engine oil formulations comprising a bio-derived ester component |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2766407A1 CA2766407A1 (en) | 2011-03-10 |
| CA2766407C true CA2766407C (en) | 2018-06-05 |
Family
ID=43625748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2766407A Active CA2766407C (en) | 2009-08-26 | 2010-07-20 | Multi-grade engine oil formulations comprising a bio-derived ester component |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8586519B2 (enExample) |
| EP (1) | EP2470628B1 (enExample) |
| CN (1) | CN102471719A (enExample) |
| AU (1) | AU2010290010B2 (enExample) |
| BR (1) | BR112012001833A2 (enExample) |
| CA (1) | CA2766407C (enExample) |
| IN (1) | IN2012DN00586A (enExample) |
| MX (1) | MX2012001896A (enExample) |
| WO (1) | WO2011028329A2 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014179726A1 (en) * | 2013-05-03 | 2014-11-06 | Chevron U.S.A. Inc. | Diester-based engine oil formulations with improved low noack and cold flow properties |
| JP2016520693A (ja) * | 2013-05-03 | 2016-07-14 | シェブロン ユー.エス.エー. インコーポレイテッド | 改善された低温流動性及び低ノアックを有するジエステル系基油ブレンド |
| CN106459799B (zh) * | 2014-03-03 | 2020-09-08 | 丰益贸易私人有限公司 | 用作基料和在润滑剂应用中所用的支链二酯 |
| EP3124579A1 (en) * | 2015-07-31 | 2017-02-01 | Total Marketing Services | Lubricant composition comprising branched diesters and viscosity index improver |
| EP3124580A1 (en) * | 2015-07-31 | 2017-02-01 | Total Marketing Services | Branched diesters for use to reduce the fuel consumption of an engine |
| JP6984402B2 (ja) * | 2017-12-26 | 2021-12-22 | Dic株式会社 | 金属加工油基油、その製造方法及び金属加工油 |
| US11795153B1 (en) | 2022-06-03 | 2023-10-24 | Zschimmer & Schwarz, Inc. | Epoxide compounds, methods of preparations and uses thereof |
Family Cites Families (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2079403A (en) * | 1933-12-05 | 1937-05-04 | Du Pont | Reduction of acyloins |
| US2369508A (en) | 1941-01-31 | 1945-02-13 | Deere & Co | Fertilizer distributor |
| US2492201A (en) * | 1946-06-07 | 1949-12-27 | Swern Daniel | Hydroxylation process |
| US2537283A (en) * | 1948-09-29 | 1951-01-09 | Universal Oil Prod Co | Isomerization of olefins |
| US3109040A (en) | 1960-05-23 | 1963-10-29 | Armour & Co | Preparation of terminally unsaturated olefins from aliphatic carboxylic acids |
| US3211801A (en) * | 1961-12-08 | 1965-10-12 | Phillips Petroleum Co | Supported olefin conversion catalysts |
| GB1069044A (en) * | 1963-05-02 | 1967-05-17 | Kurashiki Rayon Kk | Process for transferring double bond of olefin |
| US3317465A (en) * | 1963-06-26 | 1967-05-02 | Robertson Co H H | Combination catalyst-inhibitor for betahydroxy carboxylic esters |
| US3270085A (en) * | 1964-01-06 | 1966-08-30 | Dow Chemical Co | Method for isomerizing alpha olefins to beta olefins with chromium nickel phosphate |
| US3327014A (en) * | 1964-01-06 | 1967-06-20 | Dow Chemical Co | Method for isomerizing alpha olefins to beta olefins with nickel-chromium phosphate |
| GB1031106A (en) | 1964-09-10 | 1966-05-25 | Technochemie G M B H Verfahren | Lubricants |
| US3393225A (en) * | 1965-01-11 | 1968-07-16 | Union Oil Co | Preparation of glycol dicarboxylates |
| FR1506286A (fr) * | 1966-02-12 | 1967-12-22 | Inst Francais Du Petrole | Procédé d'époxydation de composés oléfiniques |
| US3448164A (en) * | 1967-09-21 | 1969-06-03 | Phillips Petroleum Co | Olefin skeletal isomerization and catalyst |
| BE757437A (fr) * | 1969-11-24 | 1971-04-13 | Petro Tex Chem Corp | Procede d'isomerisation du butene-1 en cis-butene-2 |
| US4217287A (en) * | 1971-10-06 | 1980-08-12 | Gulf Research & Development Company | Epoxidation of alpha-olefins |
| US3852207A (en) | 1973-03-26 | 1974-12-03 | Chevron Res | Production of stable lubricating oils by sequential hydrocracking and hydrogenation |
| US4017429A (en) * | 1973-08-17 | 1977-04-12 | Aerojet-General Corporation | Preparation of 2-hydroxyalkyl esters |
| DE3246618A1 (de) * | 1982-12-16 | 1984-07-05 | Henkel KGaA, 4000 Düsseldorf | Alkydharze, enthaltend ringoeffnungsprodukte epoxidierter fettalkohole oder fettsaeurederivate als hydroxylverbindungen |
| FR2551056B1 (fr) | 1983-08-25 | 1985-11-29 | Inst Francais Du Petrole | Nouveau procede de fabrication d'olefine lineaire a partir d'acide gras ou d'ester d'acide gras sature |
| US4593146A (en) * | 1985-03-29 | 1986-06-03 | Phillips Petroleum Company | Isomerization process and catalyst therefor |
| GB8626510D0 (en) * | 1986-11-06 | 1986-12-10 | Shell Int Research | Ester compounds as lubricants |
| JPS6415136A (en) * | 1987-03-03 | 1989-01-19 | Japan Tobacco Inc | Catalyst for reducing carboxylic acid or its ester to alcohol compound |
| ES2055158T3 (es) * | 1988-12-28 | 1994-08-16 | Ciba Geigy Ag | Composiciones de productos lubricantes. |
| US5798054A (en) * | 1991-12-26 | 1998-08-25 | Exxon Chemical Patents Inc. | Lubricant and combination lubricant and refrigerant composition |
| US5780400A (en) * | 1996-10-07 | 1998-07-14 | Dover Chemical Corp. | Chlorine-free extreme pressure fluid additive |
| WO1998021170A1 (en) | 1996-11-13 | 1998-05-22 | Chevron Chemical Company Llc | Process for olefin isomerization |
| US5936107A (en) * | 1996-12-09 | 1999-08-10 | Henkel Kommanditgesellschaft Auf Aktien | Process for the production of fatty acid polyethylene glycol esters |
| DE19834162A1 (de) | 1997-08-13 | 1999-02-18 | Merck Patent Gmbh | Chirale Verbindungen |
| US6774091B2 (en) * | 1997-08-27 | 2004-08-10 | Ashland Inc. | Lubricant and additive formulation |
| DE19834360A1 (de) * | 1998-07-30 | 2000-02-03 | Bayer Ag | Verfahren zur Herstellung von Estern der (Meth)acrylsäure |
| US6150577A (en) * | 1998-12-30 | 2000-11-21 | Chevron U.S.A., Inc. | Method for conversion of waste plastics to lube oil |
| US6165952A (en) * | 1999-04-05 | 2000-12-26 | King Industries, Inc. | Ashless rust inhibitor lubricant compositions |
| DE19927979A1 (de) | 1999-06-18 | 2000-10-12 | Basf Ag | Verfahren zur Hydrierung von Alkylendiolbenzoaten unter Verwendung eines Makroporen aufweisenden Katalysators |
| US6562230B1 (en) * | 1999-12-22 | 2003-05-13 | Chevron Usa Inc | Synthesis of narrow lube cuts from Fischer-Tropsch products |
| US6369286B1 (en) * | 2000-03-02 | 2002-04-09 | Chevron U.S.A. Inc. | Conversion of syngas from Fischer-Tropsch products via olefin metathesis |
| US6566568B1 (en) * | 2001-12-19 | 2003-05-20 | Chevron U.S.A. Inc. | Molecular averaging of light and heavy hydrocarbons |
| US6822126B2 (en) * | 2002-04-18 | 2004-11-23 | Chevron U.S.A. Inc. | Process for converting waste plastic into lubricating oils |
| CN100523156C (zh) * | 2002-08-22 | 2009-08-05 | 新日本理化株式会社 | 轴承用润滑油 |
| US6703353B1 (en) * | 2002-09-04 | 2004-03-09 | Chevron U.S.A. Inc. | Blending of low viscosity Fischer-Tropsch base oils to produce high quality lubricating base oils |
| EP1529828A1 (en) | 2003-10-31 | 2005-05-11 | Malaysian Palm Oil Board | Lubricant base oil of palm fatty acid origin |
| KR101269260B1 (ko) * | 2004-08-10 | 2013-05-29 | 바텔리 메모리얼 인스티튜트 | 동식물성 유지 유래 윤활제 |
| JP4938250B2 (ja) | 2005-04-28 | 2012-05-23 | 出光興産株式会社 | 動力伝達用潤滑剤 |
| DE102006021141A1 (de) | 2006-05-06 | 2007-11-08 | Hölderich, Wolfgang, Prof. Dr. | Neue Schmierstoffe und Druckübertragungsmittel auf Basis von Oleochemikalien, deren Herstellung und Verwendung |
| US7871967B2 (en) * | 2007-02-12 | 2011-01-18 | Chevron U.S.A. Inc. | Diester-based lubricants and methods of making same |
| US7544645B2 (en) * | 2007-04-04 | 2009-06-09 | Chevron U.S.A. Inc. | Triester-based lubricants and methods of making same |
| US7956018B2 (en) | 2007-12-10 | 2011-06-07 | Chevron U.S.A. Inc. | Lubricant composition |
| CA2708955A1 (en) * | 2007-12-21 | 2009-07-09 | Chevron U.S.A. Inc. | Refrigeration oil from gas-to-liquid derived and bio-derived diesters |
| US20090186784A1 (en) * | 2008-01-22 | 2009-07-23 | Diggs Nancy Z | Lubricating Oil Composition |
| US7867959B2 (en) * | 2008-01-31 | 2011-01-11 | Chevron U.S.A. Inc. | Synthesis of diester-based biolubricants from epoxides |
| US8097740B2 (en) * | 2008-05-19 | 2012-01-17 | Chevron U.S.A. Inc. | Isolation and subsequent utilization of saturated fatty acids and α-olefins in the production of ester-based biolubricants |
| US9109238B2 (en) * | 2008-11-13 | 2015-08-18 | Chevron U.S.A. Inc. | Synthesis of diester-based lubricants from enzymatically-directed epoxides |
-
2009
- 2009-08-26 US US12/548,191 patent/US8586519B2/en active Active
-
2010
- 2010-07-20 EP EP10814119.3A patent/EP2470628B1/en active Active
- 2010-07-20 AU AU2010290010A patent/AU2010290010B2/en not_active Ceased
- 2010-07-20 IN IN586DEN2012 patent/IN2012DN00586A/en unknown
- 2010-07-20 WO PCT/US2010/042641 patent/WO2011028329A2/en not_active Ceased
- 2010-07-20 CN CN2010800286884A patent/CN102471719A/zh active Pending
- 2010-07-20 CA CA2766407A patent/CA2766407C/en active Active
- 2010-07-20 MX MX2012001896A patent/MX2012001896A/es active IP Right Grant
- 2010-07-20 BR BR112012001833A patent/BR112012001833A2/pt not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US20110053817A1 (en) | 2011-03-03 |
| US8586519B2 (en) | 2013-11-19 |
| CA2766407A1 (en) | 2011-03-10 |
| BR112012001833A2 (pt) | 2016-03-15 |
| WO2011028329A2 (en) | 2011-03-10 |
| EP2470628A2 (en) | 2012-07-04 |
| AU2010290010A1 (en) | 2012-02-02 |
| EP2470628B1 (en) | 2017-08-30 |
| CN102471719A (zh) | 2012-05-23 |
| EP2470628A4 (en) | 2012-10-03 |
| IN2012DN00586A (enExample) | 2015-08-21 |
| MX2012001896A (es) | 2012-03-16 |
| AU2010290010B2 (en) | 2015-05-21 |
| WO2011028329A3 (en) | 2011-04-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20150622 |
|
| MPN | Maintenance fee for patent paid |
Free format text: FEE DESCRIPTION TEXT: MF (PATENT, 15TH ANNIV.) - STANDARD Year of fee payment: 15 |
|
| U00 | Fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U00-U101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE REQUEST RECEIVED Effective date: 20250625 |
|
| U11 | Full renewal or maintenance fee paid |
Free format text: ST27 STATUS EVENT CODE: A-4-4-U10-U11-U102 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: MAINTENANCE FEE PAYMENT PAID IN FULL Effective date: 20250625 |