US20030154650A1 - Gasoline composition - Google Patents

Gasoline composition Download PDF

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Publication number
US20030154650A1
US20030154650A1 US10/168,995 US16899502A US2003154650A1 US 20030154650 A1 US20030154650 A1 US 20030154650A1 US 16899502 A US16899502 A US 16899502A US 2003154650 A1 US2003154650 A1 US 2003154650A1
Authority
US
United States
Prior art keywords
composition according
gasoline
friction reducing
fatty acid
reducing additive
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.)
Abandoned
Application number
US10/168,995
Other languages
English (en)
Inventor
Robert Barbour
Gideon Freeman
Alan Schilowitz
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 Technology and Engineering Co
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of US20030154650A1 publication Critical patent/US20030154650A1/en
Assigned to EXXONMOBIL RESEARCH AND ENGINEERING COMPANY reassignment EXXONMOBIL RESEARCH AND ENGINEERING COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: SCHILOWITZ, ALAN M., BARBOUR, ROBERT H., FREEMAN, GIDEON
Priority to US10/933,712 priority Critical patent/US20050102891A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • C10L1/1883—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom polycarboxylic acid
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1888—Carboxylic acids; metal salts thereof tall oil
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/224—Amides; Imides carboxylic acid amides, imides

Definitions

  • This invention relates to low sulphur gasoline compositions which have improved response to friction reducing additives.
  • Fuels such as gasolines and diesels are used rather widely in automotive transport and for providing power for heavy duty equipment, especially diesels due to their high fuel economy.
  • one of the problems when such fuels are burned in internal combustion engines is their low lubricity. This reduction in lubricity arises because as the sulphur content in the fuel is reduced eg by hydrodesulphurisation, this process also incidentally removes the lubricity providing polar or friction reducing molecules such as eg the nitrogenous compounds present in such fuels.
  • EP-A-0860494, EP-A-0739970 and EP-A-0635558 relate to low sulphur diesel, gas oils and gas oils (diesel fuels) respectively containing esters derived by transesterification of vegetable oils, glycerol/fatty acid esters and lower alkyl esters of a mixture of saturated and unsaturated fatty acids derived from oleaginous seeds respectively as a lubricity improving agent.
  • low sulphur gasolines especially gasolines having a sulphur content of ⁇ 30 ppm.
  • WO99/00467 describes a fuel composition of improved lubricity comprising a spark ignition fuel and an alkanolamide of a fatty acid or a modified fatty acid having a maximum sulphur content of 0.05% based on mass.
  • gasolines are mentioned and all of the examples relate to diesels, especially Swedish Class I low sulphur diesel fuel.
  • bromine number or UV absorbance of the fuels tested or claimed is also no reference to the bromine number or UV absorbance of the fuels tested or claimed.
  • the present invention is a composition
  • a low sulphur gasoline having a sulphur content of less than 30 ppm, a bromine number of less than about 10 and an ultraviolet absorbance at 319 nm below 0.15 and (ii) an effective amount of an ashless friction reducing additive which is a fatty acid having 10-30 carbon atoms or a derivative thereof.
  • the gasoline should have a bromine number (which is related to the amount of olefins in the fuel) below 10, suitably below 5 and preferably below 4.5. Furthermore, the gasoline should have a sulphur content below 30 ppm, suitably below 20 ppm and preferably below 10 ppm. Again the UV absorbance of the fuel at 319 nm should be below 0.1, suitably below 0.07 and preferably below 0.05.
  • the ashless friction reducing additive in the composition is suitably a liquid at room temperature and pressure and is selected from C10-C30 fatty acids, preferably a C10-C24 fatty acid, or a derivative thereof and mixtures thereof.
  • Such ashless friction reducing additives are suitably derived from naturally occurring fats and oils and the preferred derivatives are suitably selected from the alkylamine salts, alkyl amides and alkyl esters of such acids and oligomers thereof.
  • An example of an alkyl amine carboxylate salt is n-butylamine oleate or a derivative thereof and an example of a naturally occurring fatty acid is a substance comprising a fatty acid, a tall oil fatty acid or derivatives thereof.
  • n-Butylamine oleate has the formula:
  • n-butylamine oleate is commercially sold as a friction modifier as RS124 by Bitrez Ltd.
  • the substance comprising fatty acids may be either 100% fatty acids, or substantially 100% fatty acids, or may be a mixture of fatty acids and/or tall oil acids or derivatives thereof. Such a mixture suitably contains at least 30% w/w, preferably at least 50% w/w of fatty acids.
  • An example of a suitable commercially available substance containing fatty acids is TOLAD® 9103 (ex Baker-Petrolite Ltd).
  • the friction reducing additive is used in an amount sufficient to provide effective lubricity to the composition.
  • the friction reducing additive is suitably used in an amount of less than 1000 mg per kilogram of base fuel in the composition, preferably from 1 to 500 mg and more preferably from about 5 to 100 mg per kg of base fuel in the composition.
  • a gasoline with these characteristics is much more responsive to the amount of the ashless friction reducing agent specified above added than conventional fuels which do not possess these characteristics.
  • a typical example of such a gasoline is the so called “Rotterdam gasoline” which suitably has a final boiling point below 200° C., preferably about 185° C.
  • the ashless friction reducing additive may be part of an additive concentrate comprising a number of additives.
  • the amount of the friction reducing additive is suitably from 0.2-25% w/w, preferably from 0.5-20% w/w and more preferably from 3 to 15% w/w.
  • the treat level of the friction reducing additive in the gasoline is suitably from 4-200 ppm, preferably from 10-100 ppm and more preferably from 25-75 ppm.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US10/168,995 2000-01-14 2001-01-12 Gasoline composition Abandoned US20030154650A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US10/933,712 US20050102891A1 (en) 2000-01-14 2004-09-03 Gasoline composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0000915A GB2358192A (en) 2000-01-14 2000-01-14 Fatty acids or derivatives thereof as lubricity enhancers in low sulphur fuels
GB00009159 2000-01-14

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US10/933,712 Continuation-In-Part US20050102891A1 (en) 2000-01-14 2004-09-03 Gasoline composition

Publications (1)

Publication Number Publication Date
US20030154650A1 true US20030154650A1 (en) 2003-08-21

Family

ID=9883747

Family Applications (1)

Application Number Title Priority Date Filing Date
US10/168,995 Abandoned US20030154650A1 (en) 2000-01-14 2001-01-12 Gasoline composition

Country Status (11)

Country Link
US (1) US20030154650A1 (de)
EP (1) EP1252267B1 (de)
JP (1) JP2003519718A (de)
AT (1) ATE324425T1 (de)
CA (1) CA2396425A1 (de)
DE (1) DE60119078T2 (de)
DK (1) DK1252267T3 (de)
ES (1) ES2263627T3 (de)
GB (1) GB2358192A (de)
PT (1) PT1252267E (de)
WO (1) WO2001051592A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020161265A1 (en) * 2019-02-07 2020-08-13 Shell Internationale Research Maatschappij B.V. Fuel composition with lubricity additives

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004210984A (ja) * 2003-01-06 2004-07-29 Chevron Texaco Japan Ltd 燃料油組成物および燃料添加剤
EP4105301A1 (de) 2021-06-15 2022-12-21 Basf Se Neue benzinadditivpaket

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5113803A (en) * 1991-04-01 1992-05-19 Ethyl Petroleum Additives, Inc. Reduction of Nox emissions from gasoline engines
US6129772A (en) * 1998-01-13 2000-10-10 Baker Hughes Incorporated Composition and method to improve lubricity in fuels
US6383236B1 (en) * 1998-05-04 2002-05-07 Chevron U.S.A. Inc. Low emission, non-oxygenated fuel composition
US6511519B1 (en) * 2000-09-29 2003-01-28 Chevron Oronite Company Llc Fuel additive compositions containing a mannich condensation product, a poly(oxyalkylene) monool, and a carboxylic acid
US6562086B1 (en) * 1997-06-26 2003-05-13 Baker Hughes Inc. Fatty acid amide lubricity aids and related methods for improvement of lubricity of fuels

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7713482A (nl) * 1977-12-06 1979-06-08 Beverolfabrieken Werkwijze ter bereiding van een koolwaterstof- brandstof met smerende werking.
CA2045455C (en) * 1990-07-13 2002-04-02 John Vincent Hanlon Motor fuels of enhanced properties
GB9301119D0 (en) * 1993-01-21 1993-03-10 Exxon Chemical Patents Inc Fuel composition
IT1270954B (it) * 1993-07-21 1997-05-26 Euron Spa Composizione di gasolio
CA2194572A1 (en) * 1994-05-31 1995-12-07 William C. Orr Vapor phase combustion methods and compositions
GB9514480D0 (en) * 1995-07-14 1995-09-13 Exxon Chemical Patents Inc Additives and fuel oil compositions
JP3379866B2 (ja) * 1995-04-24 2003-02-24 花王株式会社 軽油添加剤および軽油組成物
GB2307246B (en) * 1995-11-13 2000-04-12 Ethyl Petroleum Additives Ltd Fuel additive
GB2307247B (en) * 1995-11-13 1999-12-29 Ethyl Petroleum Additives Ltd Fuel additive
ATE202595T1 (de) * 1995-12-22 2001-07-15 Exxonmobil Res & Eng Co Benzinzusatzkonzentrat
JPH09255973A (ja) * 1996-03-25 1997-09-30 Oronaito Japan Kk 軽油添加剤及び軽油組成物
EP0829527A1 (de) * 1996-09-12 1998-03-18 Exxon Research And Engineering Company Zusatzkonzentrat für Kraftstoffzusammensetzungen
US5730029A (en) * 1997-02-26 1998-03-24 The Lubrizol Corporation Esters derived from vegetable oils used as additives for fuels

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5113803A (en) * 1991-04-01 1992-05-19 Ethyl Petroleum Additives, Inc. Reduction of Nox emissions from gasoline engines
US6562086B1 (en) * 1997-06-26 2003-05-13 Baker Hughes Inc. Fatty acid amide lubricity aids and related methods for improvement of lubricity of fuels
US6129772A (en) * 1998-01-13 2000-10-10 Baker Hughes Incorporated Composition and method to improve lubricity in fuels
US6383236B1 (en) * 1998-05-04 2002-05-07 Chevron U.S.A. Inc. Low emission, non-oxygenated fuel composition
US6511519B1 (en) * 2000-09-29 2003-01-28 Chevron Oronite Company Llc Fuel additive compositions containing a mannich condensation product, a poly(oxyalkylene) monool, and a carboxylic acid

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020161265A1 (en) * 2019-02-07 2020-08-13 Shell Internationale Research Maatschappij B.V. Fuel composition with lubricity additives
US11499109B2 (en) 2019-02-07 2022-11-15 Shell Usa, Inc. Fuel composition with lubricity additives

Also Published As

Publication number Publication date
GB2358192A (en) 2001-07-18
EP1252267A1 (de) 2002-10-30
WO2001051592A1 (en) 2001-07-19
PT1252267E (pt) 2006-09-29
EP1252267B1 (de) 2006-04-26
ATE324425T1 (de) 2006-05-15
DE60119078D1 (de) 2006-06-01
CA2396425A1 (en) 2001-07-19
DE60119078T2 (de) 2006-11-30
DK1252267T3 (da) 2006-08-28
GB0000915D0 (en) 2000-03-08
ES2263627T3 (es) 2006-12-16
JP2003519718A (ja) 2003-06-24

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Legal Events

Date Code Title Description
AS Assignment

Owner name: EXXONMOBIL RESEARCH AND ENGINEERING COMPANY, NEW J

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:BARBOUR, ROBERT H.;FREEMAN, GIDEON;SCHILOWITZ, ALAN M.;REEL/FRAME:014118/0829;SIGNING DATES FROM 20021022 TO 20021113

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO PAY ISSUE FEE