EP0798364A1 - Dieselkraftstoffzusätze und Dieselkraftstoffzusammensetzung - Google Patents

Dieselkraftstoffzusätze und Dieselkraftstoffzusammensetzung Download PDF

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Publication number
EP0798364A1
EP0798364A1 EP97302039A EP97302039A EP0798364A1 EP 0798364 A1 EP0798364 A1 EP 0798364A1 EP 97302039 A EP97302039 A EP 97302039A EP 97302039 A EP97302039 A EP 97302039A EP 0798364 A1 EP0798364 A1 EP 0798364A1
Authority
EP
European Patent Office
Prior art keywords
diesel fuel
additive
diesel
fuel
composition
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.)
Withdrawn
Application number
EP97302039A
Other languages
English (en)
French (fr)
Inventor
Michio Shiga
Himiko Takyama
Satoru Ohta
Yoshiaki Tomoda
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.)
Chevron Oronite Japan Ltd
Original Assignee
Oronite Japan Ltd
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 Oronite Japan Ltd filed Critical Oronite Japan Ltd
Publication of EP0798364A1 publication Critical patent/EP0798364A1/de
Withdrawn legal-status Critical Current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
    • 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
    • C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
    • 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
    • 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
    • C10L10/04—Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
    • 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
    • C10L1/192—Macromolecular compounds
    • C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic 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
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • C10L1/238—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds

Definitions

  • the present invention relates to a diesel fuel additive and a diesel fuel composition, and particularly to a diesel fuel additive which is effective in reducing an amount of deposit on an injection nozzle of a compression-ignition diesel engine, increasing lubricity of the diesel fuel, and reducing wear of a fuel injection pump in the engine, and a diesel fuel composition containing the diesel fuel additive.
  • a diesel fuel additive particularly for diesel fuels of low sulfur content, that can reduce the production of deposits on fuel injection nozzles of compression-ignition diesel engines, improve the lubricity of diesel fuel, and further keep the fuel injection pump from wear.
  • the present invention resides in a diesel fuel additive comprising a salt of a carboxylic acid and an aliphatic amine, or an amide obtainable by dehydration-condensation between a carboxylic acid and an aliphatic amine.
  • the diesel fuel additive of the invention can be employed by blending into a diesel fuel, particularly, a diesel fuel of low sulfur content, in an amount of, generally, not more than 1 weight %, preferably 30 to 300 ppm.
  • the carboxylic acid is represented by the formula: R(COOH) n wherein R represents a hydrocarbyl group having 2 to 50 carbon atoms, and n represents an integer of 1 to 4.
  • the carboxylic acid may be a monocarboxylic acid having 8 to 30 carbon atoms, such as oleic acid.
  • the aliphatic amine may comprise a hydrocarbyl group having 2 to 50 carbon atoms and 1 to 10 amine nitrogen atoms.
  • the aliphatic amine may be a mono-amine which comprises a hydrocarbyl group having 8 to 20 carbon atoms.
  • the aliphatic amine may be propylene diamine to which a hydrocarbyl group having 8 to 20 carbon atoms is attached. Specific examples are of aliphatic amines which may be used in the invention are oleyl amine and oleyl propylene diamine.
  • diesel fuel for which the invention is employable.
  • the invention is preferably applied to diesel fuel, that is, a certain petroleum distillate, having a sulfur content of not more than 0.2 weight %, particularly not more than 0.05 weight %.
  • diesel fuels to which the invention is applicable are those defined in JIS K 2204, Nos. 1 to 3, particularly, No. 3, which are treated to reduce the sulfur content to have the above content.
  • the salt of a carboxylic acid and an aliphatic amine can be obtained by mixing the carboxylic acid and the aliphatic amine at a temperature of 20 to 100°C.
  • the amide can be obtained by subjecting a mixture of the carboxylic acid and the aliphatic amine to dehydration reaction at a temperature of 20 to 200°C under atmospheric or reduced pressure.
  • the carboxylic acid to be employed in the invention preferably is a compound which is represented by the formula: R(COOH) n wherein R represents a hydrocarbyl group having 2 to 50 carbon atoms, and n represents an integer of 1 to 4.
  • the preferred hydrocarbyl groups are aliphatic groups such as an alkyl group and an alkenyl group, which may have a straight chain or a branched chain.
  • preferred carboxylic acids are aliphatic acids having 8 to 30 carbon atoms and include capric acid, lauric acid, myristic acid, stearic acid, isostearic acid, arachic acid, behenic acid, lignoceric acid, cerotic acid, montanic acid, melissic acid, caproleic acid, oleic acid, eraidic acid, linolic acid, linoleic acid, fatty acid of coconut oil, fatty acid of hardened fish oil, fatty acid of hardened rapeseed oil, fatty acid of hardened tallow oil, and fatty acid of hardened palm oil.
  • the examples further include dodecenyl succinic acid and its anhydride.
  • the aliphatic amine preferably has a hydrocarbyl group of 2 to 50 carbon atoms in one molecule and amine nitrogen atoms of 1 to 10.
  • Preferred are monoamines and diamines having a hydrocarbyl group of 8 to 20 carbon atoms. Their examples include coconut amine, capric amine, myristyl amine, stearyl amine, oleyl amine, tallow oil amine, stearyl propylene diamine, tallow oil diamine, and oleyl propylene diamine.
  • polyamines having a hydrocarbyl group of 5 to 50 carbon atoms such as ethylenediamine, diethylenetriamine, triethylene-tetramine, tetraethylenepentamine, and pentaethylene-hexamine.
  • the ratio of amount of the aliphatic amine to the carboxylic acid in the diesel fuel additive of the invention may be varied from 0.5 to 1.5 equivalents to one equivalent of the carboxylic acid.
  • the diesel fuel additive may contain unreacted or unnuetrualized carboxylic acid or aliphatic amine within the range.
  • the additive of (1) the salt of carboxylic acid and aliphatic amine, or (2) the amide produced by dehydration-condensation of the carboxylic acid and aliphatic amine can be incorporated into diesel fuel in optionally adopted manner to prepare the diesel fuel composition of the invention.
  • Two or more additives can be added to a diesel fuel separately or in admixture.
  • the additive can be previously diluted with a small amount of a diluent oil such as kerosine, diesel fuel, or an aromatic solvent to give a concentrated additive solution and the concentrated additive solution can be incorporated into the diesel fuel to be treated.
  • the diesel fuel additive of the invention can be mixed with a diluent to give a concentrated additive solution containing 1 to 70 weight percent of the diesel additive, and the thus obtained concentrated solution can then be diluted with the diesel fuel to be treated.
  • the incorporation of the additive of the invention that is, the salt of carboxylic acid and aliphatic amine or the amide obtained therefrom, into diesel fuel in an amount of the specific range reduces the friction of the diesel fuel, keeps the diesel engine from wrong rotation, and obviates wear of the fuel injection pump.
  • the amount of the diesel fuel additive of the invention generally is in the range of 10 ppm to 1 weight % of the diesel fuel, preferably 30 to 300 ppm.
  • the diesel fuel additive of the invention can be employed in combination with other diesel fuel additives such as low-temperature pour point depressant, cetane improver, anti-oxidants, metal deactivators, rust-inhibitors, corrosion inhibitors, demulsifiers and foam inhibitors, in the conventionally adopted amounts.
  • diesel fuel additives such as low-temperature pour point depressant, cetane improver, anti-oxidants, metal deactivators, rust-inhibitors, corrosion inhibitors, demulsifiers and foam inhibitors, in the conventionally adopted amounts.
  • the above mentioned diesel fuel additive was incorporated into the aforementioned diesel fuel to give the following diesel fuel composition.
  • the diesel fuel compositions prepared as above were evaluated on their lubricity characteristics by the following HFRR test.
  • Coordinating European Council tentatively has determined HFRR Test (High Frequency Reciprocating Rig Test) in CEC-F-06-T94 as a standard for evaluating lubricity and anti-wear characteristic of a diesel fuel and diesel fuel additive which are designed to reduce wear of the fuel injection pump of diesel engine due to poor lubrication of diesel fuel.
  • HFRR Test High Frequency Reciprocating Rig Test
  • test piece is mounted on an electromagnetic vibrator which vibrates within a small amplitude. This test piece is pushed against another test piece which is fixed at its bottom portion. The friction and a diameter of wear area are then measured. The test temperature, frequency, amplitude of the vibration, and weight are optionally varied.
  • a flow rate through a new nozzle was measured using a flow meter set according to ISO 4010 before the following operation was started.
  • Nissan SD-22 engine (indirect injection type, nozzle type: throttle type, displacement: 2,164 cc) was run at a constant rate of an engine revolution of 4,000 r.p.m., torque of 50Nm for 6 hours. After the run was complete, the flow rate through the nozzle was measured by the above described method. The measured flow rate was compared with the flow rate measured on the new nozzle to evaluate the amount of deposit on the nozzle.
  • the diesel fuel additive of the invention When the diesel fuel additive of the invention is incorporated into a diesel fuel, particularly a diesel fuel containing a less amount of sulfur, the additive is effective to reduce the amount of deposit in the injection nozzle of a diesel engine of a pressure ignition type, improve lubricity of the diesel fuel, and reduce wear of the fuel injection pump.

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  • 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)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
EP97302039A 1996-03-25 1997-03-25 Dieselkraftstoffzusätze und Dieselkraftstoffzusammensetzung Withdrawn EP0798364A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP94827/96 1996-03-25
JP8094827A JPH09255973A (ja) 1996-03-25 1996-03-25 軽油添加剤及び軽油組成物

Publications (1)

Publication Number Publication Date
EP0798364A1 true EP0798364A1 (de) 1997-10-01

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EP97302039A Withdrawn EP0798364A1 (de) 1996-03-25 1997-03-25 Dieselkraftstoffzusätze und Dieselkraftstoffzusammensetzung

Country Status (4)

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EP (1) EP0798364A1 (de)
JP (1) JPH09255973A (de)
CA (1) CA2200796A1 (de)
SG (1) SG82571A1 (de)

Cited By (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0926221A2 (de) * 1997-12-22 1999-06-30 Chevron Chemical Company LLC Das Salz einer Alkylhydroxyaromatischen Verbindung und einer aliphatischen Amine enthaltenden Dieselkraftstoffzusammensetzung
WO2001051592A1 (en) * 2000-01-14 2001-07-19 Exxonmobil Research And Engineering Company Gasoline composition
WO2001088064A2 (en) * 2000-03-16 2001-11-22 The Lubrizol Corporation Anti-static lubricity additive for ultra-low sulfur diesel fuels
EP1209217A2 (de) * 2000-11-24 2002-05-29 Clariant GmbH Brennstofföle mit verbesserter Schmierwirkung, enthaltend Umsetzungsprodukte aus Fettsäuren mit kurzkettigen öllöslichen Aminen
WO2002055636A1 (en) * 2001-01-12 2002-07-18 Exxonmobil Research And Engineering Company Gasoline composition
US6458173B1 (en) 1998-12-04 2002-10-01 Infineum International Ltd. Fuel additive and fuel composition containing the same
WO2003031543A2 (en) * 2001-10-05 2003-04-17 Unichema Chemie B.V. Lubricant or fuel composition comprising an amide as friction-reducing additive
US6589302B1 (en) 2000-05-09 2003-07-08 Texaco Inc. Friction modifier for poor lubricity fuels
US6610111B2 (en) 2000-11-24 2003-08-26 Clariant Gmbh Fuel oils having improved lubricity comprising mixtures of fatty acids with paraffin dispersants, and a lubrication-improving additive
EP1357170A2 (de) * 2002-04-24 2003-10-29 Ethyl Corporation Reibungsabänderungszusätze für Kraftstoffzusammensetzungen und Verfahren zu deren Verwendung
US6743266B2 (en) 2000-03-31 2004-06-01 Texaco, Inc. Fuel additive composition for improving delivery of friction modifier
EP1431374A1 (de) 2002-12-20 2004-06-23 Chevron Oronite Company LLC Verfahren zur Verminderung der Teilchenemissionen für Brennkraftmaschinen
US6835217B1 (en) 2000-09-20 2004-12-28 Texaco, Inc. Fuel composition containing friction modifier
SG110063A1 (en) * 2003-03-26 2005-04-28 Ethyl Corp Additives for fuel compositions to reduce formation of combustion chamber deposits
DE102007022496A1 (de) 2006-12-19 2008-07-03 Afton Chemical Intangibles, Llc Verfahren zur Verbesserung der Kompatibilität bei niedriger Temperatur von Amid-Reibungsmodifizierungsmitteln in Kraftstoffen und Amid-Reibungsmodifizierungsmittel
US7435272B2 (en) 2002-04-24 2008-10-14 Afton Chemical Intangibles Friction modifier alkoxyamine salts of carboxylic acids as additives for fuel compositions and methods of use thereof
US7566687B2 (en) 2005-06-13 2009-07-28 Jacam Chemical, LLC Methods and compositions for removing sulfur from liquid hydrocarbons
CN102229837A (zh) * 2011-05-19 2011-11-02 赵志明 石化柴油用抗磨剂及其使用方法
WO2012076896A1 (en) * 2010-12-09 2012-06-14 Innospec Limited Improvements in or relating to additives for fuels and lubricants
US8287608B2 (en) 2005-06-27 2012-10-16 Afton Chemical Corporation Lubricity additive for fuels
US11142715B2 (en) 2018-11-07 2021-10-12 Chevron U.S.A. Inc. Amino alkanediols and carboxylate salts as additives for improving fuel efficiency
WO2023274335A1 (zh) 2021-06-30 2023-01-05 中国石油化工股份有限公司 燃油润滑性改进剂组合物及其应用

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9810994D0 (en) * 1998-05-22 1998-07-22 Exxon Chemical Patents Inc Additives and oil compositions
US6051039A (en) * 1998-09-14 2000-04-18 The Lubrizol Corporation Diesel fuel compositions
FR2888248B1 (fr) * 2005-07-05 2010-02-12 Total France Composition lubrifiante pour melange hydrocarbone et produits obtenus
JP5301116B2 (ja) * 2007-06-07 2013-09-25 有限会社タービュランス・リミテッド 多段噴射機構を有するディーゼルエンジン用燃料添加剤及び燃料組成物

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FR2403381A1 (fr) * 1977-06-07 1979-04-13 Prod Indls Cie Exploit Produit pour l'amelioration de la combustion des produits petroliers
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WO1995033805A1 (en) * 1994-06-09 1995-12-14 Exxon Chemical Patents Inc. Fuel oil compositions
WO1996023855A1 (en) * 1995-02-02 1996-08-08 Exxon Chemical Patents Inc. Additives and fuel oil compositions

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US2456569A (en) * 1944-12-18 1948-12-14 Union Oil Co Motor fuel
US2684292A (en) * 1951-03-13 1954-07-20 Shell Dev Fuel oil composition
US2805135A (en) * 1954-08-25 1957-09-03 Eastman Kodak Co Stabilized hydrocarbon fuel oil compositions and stabilizaers therefor
FR2403381A1 (fr) * 1977-06-07 1979-04-13 Prod Indls Cie Exploit Produit pour l'amelioration de la combustion des produits petroliers
DE2852541A1 (de) * 1977-12-06 1979-06-07 Beverolfabrieken Fluessige treibstoffe auf kohlenwasserstoffbasis
FR2426730A1 (fr) * 1978-05-25 1979-12-21 Exxon Research Engineering Co Compositions d'additifs pour ameliorer l'ecoulement et la filtrabilite des fuel-oils distilles
US4581039A (en) * 1983-09-23 1986-04-08 Mobil Oil Corporation Diamine carboxylates and lubricant and fuel compositions containing same
EP0393769A1 (de) * 1989-04-21 1990-10-24 AGIP PETROLI S.p.A. Detergent, Dispersant und Antikorrosionszusätze für Kraftstoffe und Schmieröle
WO1995033805A1 (en) * 1994-06-09 1995-12-14 Exxon Chemical Patents Inc. Fuel oil compositions
WO1996023855A1 (en) * 1995-02-02 1996-08-08 Exxon Chemical Patents Inc. Additives and fuel oil compositions

Cited By (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0926221A3 (de) * 1997-12-22 2000-02-23 Chevron Chemical Company LLC Das Salz einer Alkylhydroxyaromatischen Verbindung und einer aliphatischen Amine enthaltenden Dieselkraftstoffzusammensetzung
EP0926221A2 (de) * 1997-12-22 1999-06-30 Chevron Chemical Company LLC Das Salz einer Alkylhydroxyaromatischen Verbindung und einer aliphatischen Amine enthaltenden Dieselkraftstoffzusammensetzung
US6458173B1 (en) 1998-12-04 2002-10-01 Infineum International Ltd. Fuel additive and fuel composition containing the same
WO2001051592A1 (en) * 2000-01-14 2001-07-19 Exxonmobil Research And Engineering Company Gasoline composition
WO2001088064A2 (en) * 2000-03-16 2001-11-22 The Lubrizol Corporation Anti-static lubricity additive for ultra-low sulfur diesel fuels
US6793695B2 (en) 2000-03-16 2004-09-21 The Lubrizol Corporation Anti-static lubricity additive ultra-low sulfur diesel fuels
WO2001088064A3 (en) * 2000-03-16 2003-04-17 Lubrizol Corp Anti-static lubricity additive for ultra-low sulfur diesel fuels
US6743266B2 (en) 2000-03-31 2004-06-01 Texaco, Inc. Fuel additive composition for improving delivery of friction modifier
US6589302B1 (en) 2000-05-09 2003-07-08 Texaco Inc. Friction modifier for poor lubricity fuels
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EP1209217A2 (de) * 2000-11-24 2002-05-29 Clariant GmbH Brennstofföle mit verbesserter Schmierwirkung, enthaltend Umsetzungsprodukte aus Fettsäuren mit kurzkettigen öllöslichen Aminen
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