EP0802961B2 - Kraftstoffzusammensetzungen - Google Patents

Kraftstoffzusammensetzungen Download PDF

Info

Publication number
EP0802961B2
EP0802961B2 EP96900311A EP96900311A EP0802961B2 EP 0802961 B2 EP0802961 B2 EP 0802961B2 EP 96900311 A EP96900311 A EP 96900311A EP 96900311 A EP96900311 A EP 96900311A EP 0802961 B2 EP0802961 B2 EP 0802961B2
Authority
EP
European Patent Office
Prior art keywords
fuel oil
fuel
weight
use according
carbon atoms
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.)
Revoked
Application number
EP96900311A
Other languages
English (en)
French (fr)
Other versions
EP0802961A1 (de
EP0802961B1 (de
Inventor
Rinaldo Caprotti
Roy D. Cole
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 Chemical Patents Inc
Original Assignee
ExxonMobil Chemical Patents Inc
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=10767835&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0802961(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by ExxonMobil Chemical Patents Inc filed Critical ExxonMobil Chemical Patents Inc
Publication of EP0802961A1 publication Critical patent/EP0802961A1/de
Application granted granted Critical
Publication of EP0802961B1 publication Critical patent/EP0802961B1/de
Publication of EP0802961B2 publication Critical patent/EP0802961B2/de
Anticipated expiration legal-status Critical
Revoked 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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 advantage 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 fall 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.
  • R 1 is an alkenyl radical having one or more double bonds or an alkyl radical and containing from 12 to 50 carbon atoms, or a radical of the formula: where each of 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 12 to 50 carbon atoms; R 9 is an alkylene radical containing from 2 to 35, e.g.
  • each of p, q and v is an integer between 1 and 4; and 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; in a fuel oil composition comprising major proportion of a liquid hydrocarbon middle distillate fuel oil having a sulphur content of between 0.05% and 0.005% by weight of the fuel oil, to improve the lubricity thereof.
  • 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 alkyl or alkenyl group having one or more double bonds, containing 12 to 50, preferably 12 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 when a is 1, or indirectly via an oxyalkylene or polyoxyalkylene linking group (when, for example, a is 2 or more.
  • the 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.
  • By '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.
  • R 9 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 R 1 or R 8 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 'Ethomeen' and 'Ethanolomeen'.
  • 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 ⁇ 05% by weight of sulphur, such as 0.01% by weight or less, and may be as low as 0.005% by weight.
  • sulphur such as 0.01% by weight or less
  • 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 100°C to 500°C, e.g. 150°C to 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.
  • 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.

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)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Fuel-Injection Apparatus (AREA)

Claims (7)

  1. Verwendung eines geringeren Anteils mindestens eines Hydroxyamins mit der Formel:
    Figure imgb0007
     in der R1 ein Alkenylrest mit einer oder mehreren Doppelbindungen oder ein Alkylrest ist und 12 bis 50 Kohlenstoffatome enthält, oder ein Rest mit der Formel:
    Figure imgb0008
     ist, in der jedes von R2, R3, R4, R5, R6 und R7 unabhängig Wasserstoff oder ein niederer Alkylrest ist, R8 ein Alkenylrest mit einer oder mehreren Doppelbindungen oder ein Alkylrest ist und 12 bis 50 Kohlenstoffatome enthält, R9 ein Alkylenrest ist, der 2 bis 35 Kohlenstoffatome enthält, jedes von p, q und v eine Zahl zwischen 1 und 4 ist und jedes von a, b und c 0 sein kann, mit der Maßgabe, daß mindestens eines von a, b oder c eine Zahl von 1 bis 75 ist, in einer Brennstoffölzusammensetzung, die einen größeren Anteil eines flüssigen Kohlenwasserstoffmitteldestillatbrennstofföls mit einem Schwefelgehalt von 0,05 Gew.% bis 0,005 Gew.% des Brennstofföls umfasst, um die Schmierfähigkeit derselben zu verbessern.
  2. Verwendung nach Anspruch 1, bei der der Schwefelgehalt nicht größer als 0,01 Gew.% ist.
  3. Verwendung nach einem der vorhergehenden Ansprüche, bei der R1 oder R8, falls vorhanden, 12 bis 25 Kohlenstoffatome enthält.
  4. Verwendung nach einem der vorhergehenden Ansprüche, bei der a, b und c, falls vorhanden, 10 nicht überschreiten.
  5. Verwendung nach einem der vorhergehenden Ansprüche, in der R2 bis R7 entweder Wasserstoff oder Methyl sind.
  6. Verwendung nach einem der vorhergehenden Ansprüche, bei der die Konzentration an Hydroxyamin 1 ppm bis 2000 ppm, bezogen auf das Gewicht des Brennstoffs, beträgt.
  7. Verwendung nach einem der vorhergehenden Ansprüche, bei der das Hydroxyamin die Formel:
    Figure imgb0009
     aufweist.
EP96900311A 1995-01-10 1996-01-09 Kraftstoffzusammensetzungen Revoked EP0802961B2 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB9500460 1995-01-10
GBGB9500460.2A GB9500460D0 (en) 1995-01-10 1995-01-10 Fuel compositions
PCT/EP1996/000084 WO1996021709A1 (en) 1995-01-10 1996-01-09 Fuel compositions

Publications (3)

Publication Number Publication Date
EP0802961A1 EP0802961A1 (de) 1997-10-29
EP0802961B1 EP0802961B1 (de) 1999-03-10
EP0802961B2 true EP0802961B2 (de) 2006-03-22

Family

ID=10767835

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96900311A Revoked EP0802961B2 (de) 1995-01-10 1996-01-09 Kraftstoffzusammensetzungen

Country Status (7)

Country Link
EP (1) EP0802961B2 (de)
JP (1) JPH10512008A (de)
KR (1) KR100345016B1 (de)
AT (1) ATE177467T1 (de)
DE (1) DE69601701T3 (de)
GB (1) GB9500460D0 (de)
WO (1) WO1996021709A1 (de)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0869163A1 (de) * 1997-04-03 1998-10-07 Mobil Oil Corporation Verfahren zur Motorreibungsherabsetzung
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
DE19757830C2 (de) 1997-12-24 2003-06-18 Clariant Gmbh Brennstofföle mit verbesserter Schmierwirkung
DE19823565A1 (de) 1998-05-27 1999-12-02 Clariant Gmbh Mischungen von Copolymeren mit verbesserter Schmierwirkung
EP1122295A4 (de) * 1998-10-06 2002-02-06 Nippon Mitsubishi Oil Corp Benzinzusatz für einen benzinmotor mit direkteinspritzung
EP0997517B1 (de) * 1998-10-27 2004-01-14 Clariant GmbH Polymermischungen zur Verbesserung der Schmierwirkung von Mitteldestillaten
DE19927560C2 (de) 1999-06-17 2002-03-14 Clariant Gmbh Brennstoffölzusammensetzung
DE19927561C1 (de) 1999-06-17 2000-12-14 Clariant Gmbh Verwendung hydroxylgruppenhaltiger Copolymere zur Herstellung von Brennstoffölen mit verbesserter Schmierwirkung
DE10000649C2 (de) 2000-01-11 2001-11-29 Clariant Gmbh Mehrfunktionelles Additiv für Brennstofföle
DE50011064D1 (de) 2000-01-11 2005-10-06 Clariant Gmbh Mehrfunktionelles Additiv für Brennstofföle
DE10012947A1 (de) 2000-03-16 2001-09-27 Clariant Gmbh Mischungen aus Carbonsäuren, deren Derivate und hydroxylgruppenhaltigen Polymeren, sowie deren Verwendung zur Verbesserung der Schmierwirkung von Ölen
DE10012946B4 (de) * 2000-03-16 2006-02-02 Clariant Gmbh Verwendung von öllöslichen Amphiphilen als Lösemittel für hydroxyfunktionelle Copolymere

Citations (3)

* Cited by examiner, † Cited by third party
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
DE3631225A1 (de) † 1985-09-20 1987-04-23 Toyota Motor Co Ltd Additiv fuer dieselkraftstoff

Family Cites Families (12)

* Cited by examiner, † Cited by third party
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
NL294590A (de) * 1962-06-26
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
NZ219531A (en) * 1986-03-14 1991-10-25 Exxon Research Engineering Co Anti-fouling fuel compositions and additives containing amines and amine oxides
JPH0251591A (ja) * 1988-06-24 1990-02-21 Exxon Chem Patents Inc パワートランスミッティング組成物において有用な添加剤の相乗的組合せ
EP0482253A1 (de) * 1990-10-23 1992-04-29 Ethyl Petroleum Additives Limited Umweltfreundliche Kraftstoffzusammensetzungen und Zusätze dafür
CA2079049A1 (en) * 1991-10-11 1993-04-12 Timothy James Henly Fuel compositions
GB9200694D0 (en) * 1992-01-14 1992-03-11 Exxon Chemical Patents Inc Additives and fuel compositions

Patent Citations (3)

* Cited by examiner, † Cited by third party
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
DE3631225A1 (de) † 1985-09-20 1987-04-23 Toyota Motor Co Ltd Additiv fuer dieselkraftstoff

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Japanese Industrial Standard, Gas oil, JIS K 2204-1992 †
Japanese Industrial Standard, Kerosine, JIS K 2203-1982 †

Also Published As

Publication number Publication date
JPH10512008A (ja) 1998-11-17
DE69601701T3 (de) 2006-08-31
KR100345016B1 (ko) 2002-09-18
DE69601701T2 (de) 1999-11-11
WO1996021709A1 (en) 1996-07-18
DE69601701D1 (de) 1999-04-15
ATE177467T1 (de) 1999-03-15
EP0802961A1 (de) 1997-10-29
EP0802961B1 (de) 1999-03-10
KR19980701301A (ko) 1998-05-15
GB9500460D0 (en) 1995-03-01

Similar Documents

Publication Publication Date Title
EP0935645B1 (de) Schmierzusatz enthaltende brennstoffzusammensetzung
EP1357170B9 (de) Reibungsabänderungszusätze für Kraftstoffzusammensetzungen und Verfahren zu deren Verwendung
AU676713B2 (en) Fuel composition
KR100533490B1 (ko) 연소실 침적물 형성의 저감을 위한 연료 조성물용 첨가제
US6277158B1 (en) Additive concentrate for fuel compositions
KR100598442B1 (ko) 연료 조성물용 첨가제로서의 마찰 개질제인 카르복실산의알콕시아민염 및 이의 사용 방법
KR19980701885A (ko) 첨가제 및 연료유 조성물
EP0802961B2 (de) Kraftstoffzusammensetzungen
CA2326295C (en) Low nitrogen content fuel with improved lubricity
EP0526129B1 (de) Zusammensetzungen für die Oktanzahlbedarfssteigerungenkontrolle
EP0288296A1 (de) Brennstoffzusammensetzung mit einem Zusatz zur Verminderung des Rückschlags des Ventilsitzes
US20060277819A1 (en) Synergistic deposit control additive composition for diesel fuel and process thereof
EP0634472A1 (de) Zusammensetzungen um Ablagerungen, Auspuffausströmungen und/oder Kraftstoffverbrauch in Innenverbrennungsmotoren zu Regeln
CA2209497C (en) Hydroxy amine fuel composition
EP0956328A1 (de) Salicylataminsalze
US4341529A (en) Motor fuel
EP0152663B1 (de) Detergent-Kraftstoffzusätze, die Benzophenon-Derivate enthalten, und dieselben enthaltende Kraftstoffzusammensetzungen
EP1770151A1 (de) Zusatzkonzentrat
JPH1150068A (ja) 燃料油添加剤及び該添加剤を含有する燃料油組成物
EP1721955A1 (de) Kraftstoffadditive und -zusammensetzungen
MXPA99003411A (es) Composicion combustible que contiene aditivolubricante

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19970609

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LI LU MC NL PT SE

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

17Q First examination report despatched

Effective date: 19980102

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

ITF It: translation for a ep patent filed
ITF It: translation for a ep patent filed
AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LI LU MC NL PT SE

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 19990310

Ref country code: LI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19990310

Ref country code: GR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19990310

Ref country code: ES

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 19990310

Ref country code: CH

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19990310

Ref country code: BE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19990310

Ref country code: AT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19990310

REF Corresponds to:

Ref document number: 177467

Country of ref document: AT

Date of ref document: 19990315

Kind code of ref document: T

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REF Corresponds to:

Ref document number: 69601701

Country of ref document: DE

Date of ref document: 19990415

ET Fr: translation filed
REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19990610

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 19990611

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PLBF Reply of patent proprietor to notice(s) of opposition

Free format text: ORIGINAL CODE: EPIDOS OBSO

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20000109

Ref country code: IE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20000109

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 20000131

26 Opposition filed

Opponent name: CLARIANT GMBH

Effective date: 19991209

NLR1 Nl: opposition has been filed with the epo

Opponent name: CLARIANT GMBH

PLBF Reply of patent proprietor to notice(s) of opposition

Free format text: ORIGINAL CODE: EPIDOS OBSO

PLBF Reply of patent proprietor to notice(s) of opposition

Free format text: ORIGINAL CODE: EPIDOS OBSO

REG Reference to a national code

Ref country code: IE

Ref legal event code: MM4A

RAP2 Party data changed (patent owner data changed or rights of a patent transferred)

Owner name: EXXONMOBIL CHEMICAL PATENTS INC.

NLT2 Nl: modifications (of names), taken from the european patent patent bulletin

Owner name: EXXONMOBIL CHEMICAL PATENTS INC.

PLAW Interlocutory decision in opposition

Free format text: ORIGINAL CODE: EPIDOS IDOP

PLAW Interlocutory decision in opposition

Free format text: ORIGINAL CODE: EPIDOS IDOP

REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

APAC Appeal dossier modified

Free format text: ORIGINAL CODE: EPIDOS NOAPO

APAE Appeal reference modified

Free format text: ORIGINAL CODE: EPIDOS REFNO

RAP2 Party data changed (patent owner data changed or rights of a patent transferred)

Owner name: EXXONMOBIL CHEMICAL PATENTS INC.

APAC Appeal dossier modified

Free format text: ORIGINAL CODE: EPIDOS NOAPO

NLT2 Nl: modifications (of names), taken from the european patent patent bulletin

Owner name: EXXONMOBIL CHEMICAL PATENTS INC.

NLT2 Nl: modifications (of names), taken from the european patent patent bulletin

Owner name: EXXONMOBIL CHEMICAL PATENTS INC.

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20031211

Year of fee payment: 9

APBU Appeal procedure closed

Free format text: ORIGINAL CODE: EPIDOSNNOA9O

RDAF Communication despatched that patent is revoked

Free format text: ORIGINAL CODE: EPIDOSNREV1

RDAG Patent revoked

Free format text: ORIGINAL CODE: 0009271

27W Patent revoked

Effective date: 20040724

GBPR Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state

Free format text: 20040724

NLR2 Nl: decision of opposition

Effective date: 20040724

APAH Appeal reference modified

Free format text: ORIGINAL CODE: EPIDOSCREFNO

APBW Interlocutory revision of appeal recorded

Free format text: ORIGINAL CODE: EPIDOSNIRAPO

RDAE Information deleted related to despatch of communication that patent is revoked

Free format text: ORIGINAL CODE: EPIDOSDREV1

APBE Information on interlocutory revision deleted

Free format text: ORIGINAL CODE: EPIDOSDIRAPO

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20060104

Year of fee payment: 11

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20060131

PUAH Patent maintained in amended form

Free format text: ORIGINAL CODE: 0009272

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: PATENT MAINTAINED AS AMENDED

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20060131

27A Patent maintained in amended form

Effective date: 20060322

AK Designated contracting states

Kind code of ref document: B2

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LI LU MC NL PT SE

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20000110

NLR3 Nl: receipt of modified translations in the netherlands language after an opposition procedure
PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050131

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20050209

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 20140108

Year of fee payment: 19

Ref country code: DE

Payment date: 20140131

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20140116

Year of fee payment: 19

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 69601701

Country of ref document: DE

REG Reference to a national code

Ref country code: NL

Ref legal event code: V1

Effective date: 20150801

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150801

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150801

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150109