WO1996021709A1 - Fuel compositions - Google Patents
Fuel compositions Download PDFInfo
- Publication number
- WO1996021709A1 WO1996021709A1 PCT/EP1996/000084 EP9600084W WO9621709A1 WO 1996021709 A1 WO1996021709 A1 WO 1996021709A1 EP 9600084 W EP9600084 W EP 9600084W WO 9621709 A1 WO9621709 A1 WO 9621709A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fuel oil
- fuel
- oil composition
- engine
- composition according
- Prior art date
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
- C10L1/22—Organic compounds containing nitrogen
-
- 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
- C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing
-
- 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
-
- 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
- C10L1/2383—Polyamines or polyimines, or derivatives thereof (poly)amines and imines; derivatives thereof (substituted by a macromolecular group containing 30C)
- C10L1/2387—Polyoxyalkyleneamines (poly)oxyalkylene amines and derivatives thereof (substituted by a macromolecular group containing 30C)
Definitions
- This invention relates to the use of an additive for providing a low sulphur fuel oil with improved lubricity and other benefits and to fuel oil compositions containing the additives.
- US-A-4,409,000 describes additives for normally liquid fuels for providing carburettor and engine detergency.
- a combination of at least one hydroxyl amine of specified formula and at least one hydrocarbon soluble carboxylic dispersant is proposed for inhibiting the formation of sludge in the carburettor and engine.
- the sole exemplification relates to the use of such combinations of ingredient in gasoline.
- the compositions provide carburettor and engine detergency no other information is provided as to properties provided by these compositions.
- US-A-2,527,889 describes polyhydroxy alcohol esters as primary anti-corrosion additives in diesel engine fuel
- GB-A-1 ,505,302 describes ester combinations including, for example, glycerol monoesters and glycerol diesters as diesel fuel additives, for combinations being described as leading to advantages- including less wear of the fuel-injection equipment, piston rings and cylinder liners.
- GB-A-1, 505,302 is, however, concerned with overcoming the operational disadvantages of corrosion and wear by acidic combustion products, residues in the combustion chamber and in the exhaust system.
- the document states that these disadvantages are due to incomplete combustion under certain operating conditions.
- Typical diesel fuels available at the date of the document contained, for example, from 0.5 to 1 % by weight of sulphur, as elemental sulphur, based on the weight of the fuel.
- the sulphur content of diesel fuels has now been or will be lowered in a number of countries for environmental reasons, i.e. to reduce sulphur dioxide emissions.
- heating oil and diesel fuel sulphur content are being harmonised by the CEC at a maximum of 0.2% by weight, and, at a second stage, the maximum content in diesel fuel will be 0.05% by weight. Complete conversion to the 0.05% maximum may be required during 1996.
- the process for preparing low sulphur content fuels in addition to reducing sulphur content, also reduces the content of other components of the fuel such as polyaromatic components and polar components. Reducing one or more of the sulphur, polyaromatic and polar component content of the fuel creates a new problem in use of the fuel, i.e. the ability of the fuel to lubricate the injection system of the engine is reduced such that, for example, the fuel injection pump of the engine can fail relatively early in the life of an engine, failure being, e.g. in rotary distributor pumps, in high pressure fuel injection systems such as high pressure rotary distributors, in-line pumps and unit injectors and injectors. Such severe failures are not due to corrosive wear as described in GB-A-1 ,505,302.
- a fuel oil composition comprising a major proportion of a liquid hydrocarbon middle distillate fuel oil having a sulphur content of not greater than 0.2% by weight of the fuel oil and a minor proportion of at least one hydroxy amine of formula.
- R ⁇ is an alkenyl radical having one or more double bonds or an alkyl radical and containing from 4 to 50 carbon atoms, or a radical of the formula:
- R 2 , R 3 , R 4 , R 5 , R 6 and R 7 is independently hydrogen or a lower alkyl radical
- R 8 is an alkenyl radical having one or more double bonds or an alkyl radical and containing from 4 to 50 carbon atoms
- R ⁇ is an alkylene radical containing from 2 to 35, e.g. 2 to 6, carbon atoms
- each of p, q and v is an integer between 1 and 4
- each of a, b and c may be 0, providing that at least one of a, b or c is an integer between 1 and 75.
- a second aspect of the invention is the use of a fuel oil composition as defined in the first aspect of the invention as the fuel in a compression-ignition (diesel) engine for controlling wear rate in the injection system of the engine in operation of the engine.
- a compression-ignition (diesel) engine for controlling wear rate in the injection system of the engine in operation of the engine.
- a third aspect of the invention is a method of operating a compression-ignition (diesel) engine comprising providing a fuel oil composition as defined in the first aspect of the invention as the fuel in the engine thereby to control wear rate in the injection system of the engine.
- a compression-ignition (diesel) engine comprising providing a fuel oil composition as defined in the first aspect of the invention as the fuel in the engine thereby to control wear rate in the injection system of the engine.
- the additive in use of the composition in a compression-ignition internal combustion engine, is capable of forming over the range of operating conditions of the engine, at least partial mono- or multi-molecular layers of the additive on surfaces of the injection system, particularly the injector pump that are in moving contact with one another, the composition being such as to give rise, when compared with a composition lacking the additive, to one or more of a reduction in wear, a reduction in friction, or an increase in electrical contact resistance in any test where two or more loaded bodies are in relative motion under non-hydrodynamic lubricating conditions.
- the inclusion of the additive in the fuel oil has been found to give rise to the further advantage that the tendency of the fuel oil to foam is markedly reduced, whereby the antifoaming agents conventionally added thereto may be reduced or even eliminated.
- the additive which may be a single hydroxy amine compound or mixture of compounds, is capable of forming at least partial layers on certain surfaces of the engine.
- the layer formed is not necessarily complete on the contacting surface. Thus, it may cover only part of the area of that contacting surface, for example 10% or more, or 50% or more.
- the formation of such layers and the extent of their coverage of a contacting surface can be demonstrated by, for example, measuring electrical contact resistance or electrical capacitance.
- An example of a test that can be used to demonstrate one or more of a reduction in wear, a reduction in friction or an increase in electrical contact resistance according to this invention is the High Frequency Reciprocating Rig test which will be referred to hereinafter.
- the hydroxy amine compounds identified above as suitable for use in the invention must contain a group, R " 1 or R 8 , attached to a nitrogen atom which is an alkyi or alkenyl group having one or more double bonds, containing 4 to 50, preferably 8 to 30, and more preferably 12 to 25 carbon atoms.
- the hydroxy functionality is provided by at least one hydroxy alkyl group attached to a nitrogen atom, either directly (as illustrated, for example, by the moiety R FC
- hydroxy alkyl group and the oxyalkylene units of any linking group may contain from 2 to 6 carbon atoms, optionally substituted with lower alkyl radicals.
- 'lower' alkyl is meant an alkyl group containing 6 or less carbon atoms.
- p, q and v, if present, are equal to 1.
- the hydroxy alkyl group and the oxyalkylene units of any linking group may together form a chain having up to 75 units including the terminal hydroxy alkyl group.
- the number of oxyalkylene units does not exceed 10.
- the most preferred number represented by a, b and c in the structural formula is 1 for each of a, b and when present, c.
- radicals R 2 , R 3 , R 4 , R 5 , R 6 and R 7 are preferably hydrogen or methyl.
- R9 is preferably an alkylene radical containing from 2 to 6 carbon atoms, which may be a straight or branched chain of carbon atoms.
- Suitable hydroxy amines may be prepared by reaction of amine, substituted with an appropriate R1 or R group and having residual amine functionality, with an alkylene oxide, such as ethylene oxide or propylene oxide.
- Suitable ethoxyamines are commercially available from Armak Company under the trade names ⁇ thomeen' and ⁇ thanolomeen'.
- concentration of hydroxy amine which is effective in significantly improving the lubricity of the fuel is extremely low and may readily be determined by the wear tests identified in the Examples. In general, a noticeable reduction in wear is observed using as little as 5 ppm of additive by weight of fuel. Preferred concentrations range from 10 ppm to 0.2% by weight. Although higher concentrations may be used the wear test should be used to determine the optimum concentration. For reasons of economics the minimum effective amount should be used. A concentration between 25 ppm and 1000 ppm is preferred.
- the additives of the invention are effective when used with a liquid hydrocarbon middle distillate fuel oil containing not greater than 0.2% by weight of sulphur.
- the sulphur concentration is 0.05% by weight or less, such as 0.01 % by weight or less, and may be as low as 0.005% by weight, or 0.0001 % by weight, or lower.
- the art describes methods of reducing the sulphur concentration of hydrocarbon distillate fuel oils, such methods including for example solvent extraction, sulphuric acid treatment, and hydrodesulphurisation.
- Middle distillate fuel oils to which this invention is applicable generally boil within the range of about 100°C to about 500°C, e.g. about 150°C to about 400°C.
- the fuel oil can comprise atmospheric distillate or vacuum distillate, or cracked gas oil or a blend in any proportion of straight run and thermally and/or catalytically cracked distillates.
- the most common petroleum distillates are kerosene, jet fuels, diesel fuels, heating oils and heavy fuel oils, diesel fuels being preferred in the practice of the present invention for the above-mentioned reasons.
- the heating oil may be a straight atmospheric distillate, or it may contain amounts, e.g. up to 35% by weight of vacuum gas oil or of cracked gas oils or of both.
- the additive may be incorporated into bulk fuel oil by methods known in the art.
- the additive may be so incorporated in the form of a concentrate comprising an admixture of the additive and a liquid carrier medium compatible with the fuel oil, the additive being dispersed in the liquid medium.
- Such concentrates preferably contain from 3 to 75 wt %, more preferably 3 to 60 wt %, most preferably 10 to 50 wt % of the additive, preferably in solution in the oil.
- carrier liquid examples include organic solvents including hydrocarbon solvents, for example petroleum fractions such as naphtha, kerosene and heater oil; aromatic hydrocarbons; paraffinic hydrocarbons such as hexane and pentane; alkahols; isoparaffins; and alkoxyalkanols.
- hydrocarbon solvents for example petroleum fractions such as naphtha, kerosene and heater oil
- aromatic hydrocarbons paraffinic hydrocarbons such as hexane and pentane
- alkahols isoparaffins
- alkoxyalkanols alkoxyalkanols.
- the additives of the invention may be used singly or as mixtures of more than one additive. They may also be used in combination with one or more co-additives such as known in the art, for example the following: detergents, antioxidants (to avoid fuel degradation), corrosion inhibitors, dehazers, demulsifiers, metal deactivators, antifoaming agents, cetane improvers, cosolvents, package compatibilisers, and middle distillate cold flow improvers.
- co-additives such as known in the art, for example the following: detergents, antioxidants (to avoid fuel degradation), corrosion inhibitors, dehazers, demulsifiers, metal deactivators, antifoaming agents, cetane improvers, cosolvents, package compatibilisers, and middle distillate cold flow improvers.
- kerosene fuel such as commercially available a middle distillate fuel oil having the following characteristics-
- the Additive A was dissolved in the fuels I and II at various concentrations and the resulting compositions tested using the High Frequency Reciprocating Rig (or HFRR) test described in D. Wei and H. Spikes, Wear, Vol. 111 , No. 2, p. 217, 1986; and R. Caprotti, C. Bovington, W. Fowler and M. Taylor, SAE paper 922183. SAE fuels and lubes meeting Oct. 1992, San Francisco, USA.
- HFRR High Frequency Reciprocating Rig
- This test is known to provide a measure of the lubricity of a fuel.
- Additive A was added to fuel oil III at various concentrations and the antifoam performance was measured at 0°C.
- the test used was as follows:
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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)
- Fuel-Injection Apparatus (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA002209497A CA2209497C (en) | 1995-01-10 | 1996-01-09 | Hydroxy amine fuel composition |
JP8521429A JPH10512008A (en) | 1995-01-10 | 1996-01-09 | Fuel oil composition |
DE69601701T DE69601701T3 (en) | 1995-01-10 | 1996-01-09 | FUEL COMPOSITIONS |
EP96900311A EP0802961B2 (en) | 1995-01-10 | 1996-01-09 | Fuel compositions |
KR1019970704690A KR100345016B1 (en) | 1995-01-10 | 1996-01-09 | Fuel compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB9500460.2A GB9500460D0 (en) | 1995-01-10 | 1995-01-10 | Fuel compositions |
GB9500460.2 | 1995-01-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996021709A1 true WO1996021709A1 (en) | 1996-07-18 |
Family
ID=10767835
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP1996/000084 WO1996021709A1 (en) | 1995-01-10 | 1996-01-09 | Fuel compositions |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0802961B2 (en) |
JP (1) | JPH10512008A (en) |
KR (1) | KR100345016B1 (en) |
AT (1) | ATE177467T1 (en) |
DE (1) | DE69601701T3 (en) |
GB (1) | GB9500460D0 (en) |
WO (1) | WO1996021709A1 (en) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0869163A1 (en) * | 1997-04-03 | 1998-10-07 | Mobil Oil Corporation | Method for reducing engine friction |
WO2000020537A1 (en) * | 1998-10-06 | 2000-04-13 | Nippon Mitsubishi Oil Corporation | Gasoline additive for direct-injection gasoline engine |
EP0997517A1 (en) * | 1998-10-27 | 2000-05-03 | Clariant GmbH | Polymer mixtures to improve the lubricating activity of middle distillates |
EP1116781A1 (en) * | 2000-01-11 | 2001-07-18 | Clariant GmbH | Polyfunctional additive for fuel oils |
EP1116780A1 (en) * | 2000-01-11 | 2001-07-18 | Clariant GmbH | Polyfunctional additive for fuel oils |
US6281292B1 (en) | 1998-05-27 | 2001-08-28 | Clariant Gmbh | Mixtures of copolymers having an improved lubricating action |
US6364918B1 (en) | 1999-06-17 | 2002-04-02 | Clariant Gmbh | Hydroxyl-containing copolymers, and their use for the preparation of fuel oils having improved lubricity |
US6384170B1 (en) | 1997-12-24 | 2002-05-07 | Clariant Gmbh | Hydroxyl-containing ethylene copolymers and fuel oils having an improved lubricating action |
US6391071B1 (en) | 1999-06-17 | 2002-05-21 | Clariant Gmbh | Use of hydroxyl-containing copolymers for the preparation of fuel oils having improved lubricity |
US6461393B1 (en) | 2000-03-16 | 2002-10-08 | Clariant Gmbh | Mixtures of carboxylic acids, their derivatives and hydroxyl-containing polymers and their use for improving the lubricating effect of oils |
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 |
US6592638B2 (en) | 2000-03-16 | 2003-07-15 | Clariant Gmbh | Mixtures of carboxylic acids, their derivatives and hydroxyl-containing polymers and their use for improving the lubricating effect of oils |
Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1361104A (en) * | 1962-06-26 | 1964-05-15 | Armour & Co | Fuel compositions |
US3235501A (en) * | 1962-06-11 | 1966-02-15 | Socony Mobil Oil Co Inc | Foam-inhibited oil compositions |
US3372009A (en) * | 1964-06-18 | 1968-03-05 | Mobil Oil Corp | Liquid fuel compositions containing as anti-corrosion agent an alkyl monoalkanol amino compound |
US3873278A (en) * | 1973-11-29 | 1975-03-25 | Du Pont | Gasoline |
US4129508A (en) * | 1977-10-13 | 1978-12-12 | The Lubrizol Corporation | Demulsifier additive compositions for lubricants and fuels and concentrates containing the same |
US4231883A (en) * | 1979-05-04 | 1980-11-04 | Ethyl Corporation | Lubricant composition |
US4409000A (en) * | 1981-12-14 | 1983-10-11 | The Lubrizol Corporation | Combinations of hydroxy amines and carboxylic dispersants as fuel additives |
EP0237356A2 (en) * | 1986-03-14 | 1987-09-16 | Exxon Research And Engineering Company | Improved fuel composition for multi-port fuel injection systems, and use thereof. |
EP0348236A2 (en) * | 1988-06-24 | 1989-12-27 | Exxon Chemical Patents Inc. | Synergistic combination of additives useful in power transmitting compositions |
EP0482253A1 (en) * | 1990-10-23 | 1992-04-29 | Ethyl Petroleum Additives Limited | Environmentally friendly fuel compositions and additives therefor |
GB2260337A (en) * | 1991-10-11 | 1993-04-14 | Ethyl Petroleum Additives Inc | Dehazing fuel additive compositions |
WO1993014178A1 (en) * | 1992-01-14 | 1993-07-22 | Exxon Chemical Patents Inc. | Additives and fuel compositions |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4204481A (en) † | 1979-02-02 | 1980-05-27 | Ethyl Corporation | Anti-wear additives in diesel fuels |
US4208190A (en) † | 1979-02-09 | 1980-06-17 | Ethyl Corporation | Diesel fuels having anti-wear properties |
JPS6268891A (en) † | 1985-09-20 | 1987-03-28 | Toyota Motor Corp | Additive for fuel oil |
-
1995
- 1995-01-10 GB GBGB9500460.2A patent/GB9500460D0/en active Pending
-
1996
- 1996-01-09 AT AT96900311T patent/ATE177467T1/en not_active IP Right Cessation
- 1996-01-09 JP JP8521429A patent/JPH10512008A/en active Pending
- 1996-01-09 DE DE69601701T patent/DE69601701T3/en not_active Expired - Lifetime
- 1996-01-09 KR KR1019970704690A patent/KR100345016B1/en not_active IP Right Cessation
- 1996-01-09 WO PCT/EP1996/000084 patent/WO1996021709A1/en active IP Right Grant
- 1996-01-09 EP EP96900311A patent/EP0802961B2/en not_active Revoked
Patent Citations (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3235501A (en) * | 1962-06-11 | 1966-02-15 | Socony Mobil Oil Co Inc | Foam-inhibited oil compositions |
FR1361104A (en) * | 1962-06-26 | 1964-05-15 | Armour & Co | Fuel compositions |
US3372009A (en) * | 1964-06-18 | 1968-03-05 | Mobil Oil Corp | Liquid fuel compositions containing as anti-corrosion agent an alkyl monoalkanol amino compound |
US3873278A (en) * | 1973-11-29 | 1975-03-25 | Du Pont | Gasoline |
US4129508A (en) * | 1977-10-13 | 1978-12-12 | The Lubrizol Corporation | Demulsifier additive compositions for lubricants and fuels and concentrates containing the same |
US4231883A (en) * | 1979-05-04 | 1980-11-04 | Ethyl Corporation | Lubricant composition |
US4409000A (en) * | 1981-12-14 | 1983-10-11 | The Lubrizol Corporation | Combinations of hydroxy amines and carboxylic dispersants as fuel additives |
EP0237356A2 (en) * | 1986-03-14 | 1987-09-16 | Exxon Research And Engineering Company | Improved fuel composition for multi-port fuel injection systems, and use thereof. |
EP0348236A2 (en) * | 1988-06-24 | 1989-12-27 | Exxon Chemical Patents Inc. | Synergistic combination of additives useful in power transmitting compositions |
EP0482253A1 (en) * | 1990-10-23 | 1992-04-29 | Ethyl Petroleum Additives Limited | Environmentally friendly fuel compositions and additives therefor |
GB2260337A (en) * | 1991-10-11 | 1993-04-14 | Ethyl Petroleum Additives Inc | Dehazing fuel additive compositions |
WO1993014178A1 (en) * | 1992-01-14 | 1993-07-22 | Exxon Chemical Patents Inc. | Additives and fuel compositions |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0869163A1 (en) * | 1997-04-03 | 1998-10-07 | Mobil Oil Corporation | Method for reducing engine friction |
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 |
US6384170B1 (en) | 1997-12-24 | 2002-05-07 | Clariant Gmbh | Hydroxyl-containing ethylene copolymers and fuel oils having an improved lubricating action |
US6281292B1 (en) | 1998-05-27 | 2001-08-28 | Clariant Gmbh | Mixtures of copolymers having an improved lubricating action |
WO2000020537A1 (en) * | 1998-10-06 | 2000-04-13 | Nippon Mitsubishi Oil Corporation | Gasoline additive for direct-injection gasoline engine |
EP0997517A1 (en) * | 1998-10-27 | 2000-05-03 | Clariant GmbH | Polymer mixtures to improve the lubricating activity of middle distillates |
US6391071B1 (en) | 1999-06-17 | 2002-05-21 | Clariant Gmbh | Use of hydroxyl-containing copolymers for the preparation of fuel oils having improved lubricity |
US6364918B1 (en) | 1999-06-17 | 2002-04-02 | Clariant Gmbh | Hydroxyl-containing copolymers, and their use for the preparation of fuel oils having improved lubricity |
EP1116781A1 (en) * | 2000-01-11 | 2001-07-18 | Clariant GmbH | Polyfunctional additive for fuel oils |
US6475250B2 (en) | 2000-01-11 | 2002-11-05 | Clariant Gmbh | Multifunctional additive for fuel oils |
EP1116780A1 (en) * | 2000-01-11 | 2001-07-18 | Clariant GmbH | Polyfunctional additive for fuel oils |
US6652610B2 (en) | 2000-01-11 | 2003-11-25 | Clariant Gmbh | Multifunctional additive for fuel oils |
US7435271B2 (en) | 2000-01-11 | 2008-10-14 | Clariant Produkte (Deutschland) Gmbh | Multifunctional additive for fuel oils |
US6461393B1 (en) | 2000-03-16 | 2002-10-08 | Clariant Gmbh | Mixtures of carboxylic acids, their derivatives and hydroxyl-containing polymers and their use for improving the lubricating effect of oils |
US6592638B2 (en) | 2000-03-16 | 2003-07-15 | Clariant Gmbh | Mixtures of carboxylic acids, their derivatives and hydroxyl-containing polymers and their use for improving the lubricating effect of oils |
Also Published As
Publication number | Publication date |
---|---|
KR19980701301A (en) | 1998-05-15 |
DE69601701T3 (en) | 2006-08-31 |
DE69601701T2 (en) | 1999-11-11 |
DE69601701D1 (en) | 1999-04-15 |
KR100345016B1 (en) | 2002-09-18 |
EP0802961A1 (en) | 1997-10-29 |
GB9500460D0 (en) | 1995-03-01 |
EP0802961B1 (en) | 1999-03-10 |
JPH10512008A (en) | 1998-11-17 |
EP0802961B2 (en) | 2006-03-22 |
ATE177467T1 (en) | 1999-03-15 |
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