EP0247706B1 - Composition de combustible et concentrés d'additifs et leurs utilisations pour inhiber la formation de dépôts dans un moteur - Google Patents
Composition de combustible et concentrés d'additifs et leurs utilisations pour inhiber la formation de dépôts dans un moteur Download PDFInfo
- Publication number
- EP0247706B1 EP0247706B1 EP87201460A EP87201460A EP0247706B1 EP 0247706 B1 EP0247706 B1 EP 0247706B1 EP 87201460 A EP87201460 A EP 87201460A EP 87201460 A EP87201460 A EP 87201460A EP 0247706 B1 EP0247706 B1 EP 0247706B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- coking
- combination
- fuel
- hydrocarbyl amine
- compression ignition
- 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.)
- Expired
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Classifications
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- 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
- C10L10/02—Use of additives to fuels or fires for particular purposes for reducing smoke development
-
- 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
- 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
- C10L1/22—Organic compounds containing nitrogen
- C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
-
- 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
- C10L1/228—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles
- C10L1/2283—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles containing one or more carbon to nitrogen double bonds, e.g. guanidine, hydrazone, semi-carbazone, azomethine
-
- 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
- C10L1/23—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
- C10L1/231—Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites nitro compounds; nitrates; nitrites
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- 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)
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
- F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
- F02B3/00—Engines characterised by air compression and subsequent fuel addition
- F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
Definitions
- the invention relates to compression ignition fuel compositions and additive mixtures of organic nitrate ignition accelerator, hydrocarbyl amine and N,N'-disalicylidene-1,2-diaminopropane, ir. amojnts sufficient to resist the coking tendencies of compression ignition fuel compositions when used in the operation of Indirect injection diesel engines.
- Throttling diesel nozzles have recently come into widespread use in indirect injection automotive and light-duty diesel truck engines, i.e., compression ignition engines in which the fuel is injected into and ignited in a prechamber or swirl chamber. In this way, the flame front proceeds from the prechamber into the larger compression chamber where the combustion is completed. Engines designed in this manner allow for quieter and smoother operation.
- the Figure of the Drawing illustrates the geometry of the typical throttling diesel nozzle (often refered to as the "pintle nozzle").
- This invention provides distillate fuel for indirect injection compression ignition engines containing a combination of (a) organic nitrate ignition accelerator, (b) hydrocarbyl amine having from 3 to 60 carbons and from 1 to 10 nitrogens and (c; N,N-disalicylidene-1,2-diaminopropane, the combination being present in an amount sufficient to suppress and preferably to minimize coking, especially throttling nozzle coking, in the prechambers or swirl chambers of indirect injection compression ignition engines operated on such fuel.
- additive fluid concentrate for use in distillate fuels and which contains a combination as defined above.
- a still further embodiment of the present invention is a method of inhibiting coking. especially throttling nozzle coking, in the prechambers or swirl chambers of an indirect injection compression ignition engine, which comprises supplying said engine with a distillate fuel containing a combination as defined above, said combination being present in an amount sufficient to suppress and preferably to minimize such coking in an engine operated on such fuel.
- a feature of this invention is that the combination of additives utilized in its practice is capable of suppressing coking tendencies of fuels used to operate indirect injection compression ignition engines. Such behavior was exhibited in a series of standard engine dynamometer tests conducted as described in the Example hereinafter.
- nitrate ignition accelerators component (a)
- Preferred nitrate esters are the aliphatic or cycloaliphatic nitrates in which the aliphatic or cycloaliphatic group is saturated, contains up to about 12 carbons and, optionally, may be substituted with one or more oxygen atoms.
- Typical organic nitrates that may be used are methyl nitrate, ethyl nitrate, propyl nitrate, isopropyl nitrate, allyl nitrate, butyl nitrate, isobutyl nitrate, sec-butyl nitrate, tert-butyl nitrate, amyl nitrate, isoamyl nitrate, 2-amyl nitrate, 3-amyl nitrate, hexyl nitrate, heptyl nitrate, 2-heptyl nitrate, octyl nitrate, isooctyl nitrate, 2-ethylhexyl nitrate, nonyl nitrate, decyl nitrate, undecyl nitrate, dodecyl nitrate, cyclopentyl nitrate, cyclohexyl
- the nitrate ignition accelerator--component (a)-- should be present in an amount of at least 100 to 1000 PTB (pounds per thousand barrels) - 0.2859 to 2.859 grams per liter - of the base fuel.
- the concentration of the ignition accelerator is 400 to 600 PTB (1.1436 to 1.7154 grams per liter).
- hydrocarbyl amines (b) may be used in the fuel compositions of this invention, a pn- mary aliphatic amine, the aliphatic group of which is tertiary, e.g., an amine of the formula:
- U.S. Pat. No. 3,909,215 gives a description of the various hydrocarbyl amines having from 3 to 60 carbons and from 1 to 10 nitrogens which may be employed in the fuels of this invention.
- a few additional examples of desirable amines include 2,6-di-tert-butyl- ⁇ -dimethylamino-p-cresol, N-cyclohexyl-N,N-dimethylamine, and N-alkyl-N,N-dimethylamines in which the alkyl group is one or a combination of alkyl groups preferably having 8 to 18 or more carbon atoms.
- Primene 81 R A particulariy preferred hydrocarbyl amine is available commercially from the Rohm and Haas Company under the designation Primene 81 R.
- the Primene 81 R is believed to be a mixture of primary aliphatic amines in which the aliphatic groups are predominantly C 12 and C 14 tertiary alkyl groups.
- the fuels of this invention should contain at least 1.5 to 40 PTB (0.00429 to 0.1143 grams/liter) of component (b), the hydrocarbyl amine.
- the metal deactivator N,N'-disalicylidene-1,2-diaminopropane (c) is also included in the combination.
- This compound (80 weight percent active compound in 20 weight percent toluene solvent is available as an article of commerce from Ethyl Corporation under the designation "Ethyl" MDA.
- the fuels of this invention should contain at least 0.2 to 5 PTB (0.00572 to 0.012 grams per liter) of component (c), N,N'-disalicylidene-1,2-diaminopropane.
- the amount of components (a), (b) and (c) can very widely.
- the fluid compositions contain 10 to 97.9% by weight of the organic nitrate ignition accelerator component. 2.0 to 75% by weight of the hydrocarbyl amine and 0.1 to 15% by weight N.N'-disalicylidene-1,2-diaminopropane.
- from 0.01% by weight up to 1.0% by weight of the combination of the components (a), (b) and (c) will be sufficient to provide good coking-inhibiting properties to the distillate fuel.
- a preferrec distillate fuel composition contains from 0.1 to 0.5% by weight of the combination containing from 50 to 97.9% by weight of the organic nitrate ignition accelerator, from 2.0 to 45% by weight of the hydrocarbyl amine and from 0.1 to 5.0% by weight of N,N'-disalicylidene-1,2-diaminopropane.
- Such fluids in addition to resulting in great convenience in storage, handling, transportation, blending with fuels, and so forth, also are potent concentrates which serve the function of inhibiting or minimizing the coking characteristics of compression ignition distillate fuels used to operate indirect compression ignition engines.
- the additive fluids, as well as the distillate fuel compositions of the present invention may also contain other additives such as corrosion inhibitors. antioxidants, metal deactivators. detergents. cold flow improvers, inert solvents or diluents, and the like.
- the base fuel employed in these engine tests was a commercially-available diesel fuel having a nominal cetane rating of 42.
- FIA analysis indicated the fuel was composed by volume of 31.5% aromatics, 3.0% olefins and 65.5% saturates. Its distillation range (ASTM D-158) was as follows:
- test blend was prepared from this base fuel.
- the test fuel contained a combination of (i) 506 PTB (1.447 grams per liter) of mixed octyl nitrates (a commercial product available from Ethyl Corporation under the designation DII-3 Ignition Improver), (ii) 13.2 PTB (0.0377 grams per liter) of a hydrocarbyl amine available commercially from Rohm and Haas Company under the designation Primene 81 R and (iii) 1.7 PTB (0.00486 grams per liter) of "Ethyl" Metal Deactivator, a product of Ethyl Corporation, the active ingredient of which is N,N'-disalicylidene-1,2-diaminopropane.
- the Primene 81 R is believed to be a mixture of primary aliphatic amines in which the aliphatic groups are predominantly C 2 and C 14 tertiary alkyl groups.
- Shell Rotella T an SAE 30, SF/CD oil was used as the crankcase lubricant.
- new Bosch DNOSD - 1510 nozzles were installed using new copper gaskets and flame rings.
- the fuel line was flushed with the new test fuel composition to be tested and the fuel filter bowl and fuel return reservoir were emptied to avoid additive carry-over from test-to-test.
- the above 20-minute cycle was repeated 60 times and the test was completed by running the engine at idle for another 30 minutes.
- the total elapsed time was thus 20.5 hours per test.
- Hydrocarbon exhaust emissions were measured at the start of each test (after the first 20-minute cycle), at the 6-hour test interval and at the end of the test. These measurements were made at 750, 1000, and 1400 rpm idle. Noise level readings were made at a location three feet from the engine exhaust side. The measurements were made at the start and at the end of the test while operating at three idle speeds, viz., 750, 1000 and 1400 rpm.
- distillate fuel for indirect injection compression ignition engines containing a combination of (a) organic nitrate ignition accelerator, and (b) hydrocarbyl-substituted succinimide, and optionally:
- Additive concentrates can be formulated using the additive combinations disclosed in both of said applications.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Combustion & Propulsion (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
Claims (10)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87201460T ATE44042T1 (de) | 1983-12-30 | 1984-12-28 | Brennstoffzusammensetzung und zusatzkonzentrate und ihren verwendung zur motorschlamminhibierung. |
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US567090 | 1983-12-30 | ||
US06/567,090 US4482357A (en) | 1983-12-30 | 1983-12-30 | Fuel Compositions |
US567071 | 1983-12-30 | ||
US06/567,089 US4482356A (en) | 1983-12-30 | 1983-12-30 | Diesel fuel containing alkenyl succinimide |
US567089 | 1983-12-30 | ||
US06/567,071 US4482355A (en) | 1983-12-30 | 1983-12-30 | Diesel fuel compositions |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP84309143.0 Division | 1984-12-28 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0247706A2 EP0247706A2 (fr) | 1987-12-02 |
EP0247706A3 EP0247706A3 (en) | 1988-01-13 |
EP0247706B1 true EP0247706B1 (fr) | 1989-06-14 |
Family
ID=27416008
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87201460A Expired EP0247706B1 (fr) | 1983-12-30 | 1984-12-28 | Composition de combustible et concentrés d'additifs et leurs utilisations pour inhiber la formation de dépôts dans un moteur |
EP87201461A Expired EP0251419B1 (fr) | 1983-12-30 | 1984-12-28 | Composition combustible et concentrés d'additifs, et leurs utilisations pour inhiber la formation de dépôts dans un moteur |
EP84309143A Expired EP0147240B1 (fr) | 1983-12-30 | 1984-12-28 | Compositions de combustibles et des concentrés d'additifs, et leur utilisations pour inhiber la formation de dépôts |
Family Applications After (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87201461A Expired EP0251419B1 (fr) | 1983-12-30 | 1984-12-28 | Composition combustible et concentrés d'additifs, et leurs utilisations pour inhiber la formation de dépôts dans un moteur |
EP84309143A Expired EP0147240B1 (fr) | 1983-12-30 | 1984-12-28 | Compositions de combustibles et des concentrés d'additifs, et leur utilisations pour inhiber la formation de dépôts |
Country Status (2)
Country | Link |
---|---|
EP (3) | EP0247706B1 (fr) |
CA (3) | CA1270642A (fr) |
Cited By (1)
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CN109153930A (zh) * | 2016-05-26 | 2019-01-04 | 国际壳牌研究有限公司 | 燃料组合物 |
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EP0482253A1 (fr) * | 1990-10-23 | 1992-04-29 | Ethyl Petroleum Additives Limited | Compositions de combustible bonnes pour l'environnement, et additifs pour |
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CN106414675B (zh) | 2014-05-22 | 2019-10-01 | 国际壳牌研究有限公司 | 燃料组合物 |
EP2949732B1 (fr) | 2014-05-28 | 2018-06-20 | Shell International Research Maatschappij B.V. | Utilisation d'un composé de oxanilide dans une composition de carburant diesel dans le but de modifier le retard d'allumage et/ou la durée de combustion |
BR112017024694B1 (pt) | 2015-05-22 | 2022-04-12 | Shell Internationale Research Maatschappij B.V. | Composição de combustível, método para mesclar uma composição de combustível, e, usos de um (co)polímero ou um pacote aditivo que contém um (co)polímero e de uma composição de combustível |
JP6688322B2 (ja) | 2015-05-22 | 2020-04-28 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイShell Internationale Research Maatschappij Besloten Vennootshap | 燃料組成物 |
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WO2017081199A1 (fr) | 2015-11-11 | 2017-05-18 | Shell Internationale Research Maatschappij B.V. | Procédé de préparation d'une composition de carburant diesel |
EP3184612A1 (fr) | 2015-12-21 | 2017-06-28 | Shell Internationale Research Maatschappij B.V. | Procédé de préparation d'une composition de carburant diesel |
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BR112018073131B1 (pt) | 2016-05-23 | 2022-05-03 | Shell Internationale Research Maatschappij B.V. | Uso de um agente antissedimentação de cera |
WO2018077976A1 (fr) | 2016-10-27 | 2018-05-03 | Shell Internationale Research Maatschappij B.V. | Procédé de préparation d'un gazole automobile |
WO2018206729A1 (fr) | 2017-05-11 | 2018-11-15 | Shell Internationale Research Maatschappij B.V. | Procédé de préparation d'une fraction de gazole automobile |
WO2020070246A1 (fr) | 2018-10-05 | 2020-04-09 | Shell Internationale Research Maatschappij B.V. | Compositions de carburant |
JP2022509195A (ja) | 2018-11-26 | 2022-01-20 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | 燃料組成物 |
US11867117B2 (en) | 2018-12-11 | 2024-01-09 | Shell Usa, Inc. | Use and method to reduce deposits in compression ignition internal combustion engines |
CN114174476A (zh) | 2019-07-30 | 2022-03-11 | 国际壳牌研究有限公司 | 具有增强稳定性的燃料组合物及其制造方法 |
JP2024515769A (ja) | 2021-04-26 | 2024-04-10 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | 燃料組成物 |
EP4330358A1 (fr) | 2021-04-26 | 2024-03-06 | Shell Internationale Research Maatschappij B.V. | Compositions de carburant |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2768884A (en) * | 1952-11-12 | 1956-10-30 | Sun Oil Co | Corrosion prevention |
US2945749A (en) * | 1956-04-18 | 1960-07-19 | Socony Mobil Oil Co Inc | Stabilized fuel oil containing tertiary alkyl primary amines |
NL120517C (fr) * | 1960-12-16 | |||
US3490882A (en) * | 1966-08-11 | 1970-01-20 | Du Pont | Stabilized distillate fuel oils and additive compositions therefor |
US3701641A (en) * | 1969-08-29 | 1972-10-31 | Cities Service Oil Co | Stabilized distillate hydrocarbon fuel oil compositions and additives therefor |
US3717446A (en) * | 1970-12-31 | 1973-02-20 | Union Oil Co | Gasoline anti-icing additives (a) |
US3709668A (en) * | 1971-06-30 | 1973-01-09 | Exxon Research Engineering Co | Gasoline composition providing enhanced engine operation |
US4208190A (en) * | 1979-02-09 | 1980-06-17 | Ethyl Corporation | Diesel fuels having anti-wear properties |
-
1984
- 1984-12-13 CA CA000470058A patent/CA1270642A/fr not_active Expired - Fee Related
- 1984-12-28 EP EP87201460A patent/EP0247706B1/fr not_active Expired
- 1984-12-28 EP EP87201461A patent/EP0251419B1/fr not_active Expired
- 1984-12-28 EP EP84309143A patent/EP0147240B1/fr not_active Expired
-
1990
- 1990-01-19 CA CA000615609A patent/CA1284883C/fr not_active Expired - Fee Related
- 1990-01-19 CA CA000615608A patent/CA1284583C/fr not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109153930A (zh) * | 2016-05-26 | 2019-01-04 | 国际壳牌研究有限公司 | 燃料组合物 |
Also Published As
Publication number | Publication date |
---|---|
EP0251419B1 (fr) | 1989-05-31 |
EP0147240A3 (en) | 1986-04-02 |
CA1284583C (fr) | 1991-06-04 |
CA1270642A (fr) | 1990-06-26 |
EP0147240B1 (fr) | 1989-04-05 |
EP0247706A2 (fr) | 1987-12-02 |
EP0251419A1 (fr) | 1988-01-07 |
EP0247706A3 (en) | 1988-01-13 |
CA1284883C (fr) | 1991-06-18 |
EP0147240A2 (fr) | 1985-07-03 |
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