EP0484736B1 - Fuels for spark ignition engines - Google Patents
Fuels for spark ignition engines Download PDFInfo
- Publication number
- EP0484736B1 EP0484736B1 EP91118032A EP91118032A EP0484736B1 EP 0484736 B1 EP0484736 B1 EP 0484736B1 EP 91118032 A EP91118032 A EP 91118032A EP 91118032 A EP91118032 A EP 91118032A EP 0484736 B1 EP0484736 B1 EP 0484736B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fuels
- hydrogen
- detergent
- ethylenediamine
- dispersant
- 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 - Lifetime
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
- 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
-
- 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
- F02B1/00—Engines characterised by fuel-air mixture compression
- F02B1/02—Engines characterised by fuel-air mixture compression with positive ignition
- F02B1/04—Engines characterised by fuel-air mixture compression with positive ignition with fuel-air mixture admission into cylinder
Definitions
- the invention relates to fuels for gasoline engines that contain small amounts of a mixture of a detergent and a mono- or dialkoxylated polyisobutylamine.
- Carburetor and intake system of gasoline engines are increasingly contaminated by contaminants that are caused by dust particles from the air, unburned hydrocarbon residues from the combustion chamber and the crankcase ventilation gases passed into the carburetor.
- the first additive generation could only prevent the formation of deposits in the intake system, but not remove existing deposits in the intake system, whereas the modern additives of the second generation can do both (“keep-clean” and clean-up effect ”) and indeed, due to changed thermal properties, in particular also at zones of high temperatures, namely at the inlet valves.
- US-A 3 960 515 relates to fuels which contain two amines based on polyolefins.
- the amines are prepared by reacting the corresponding polyolefin halides with amines or polyamines.
- Their molecular weight is 300 to 600 or 1900 to 5000.
- GB-A 1 083 610 teaches amines as fuel additives which are obtained by reacting polyolefin halides with amines. Due to the manufacturing process, the products according to the two publications have the disadvantage of containing small amounts of chloride.
- any known product suitable for this purpose can be used as a detergent component in the mixture with the dispersant according to the invention, such as those e.g. with J. Falbe, U. Hasserodt, catalysts, surfactants and mineral oil additives, G. Thieme Verlag Stuttgart 1978, p. 221 f. or in K. Owen, Gasoline and Diesel Fuel Additives, John Wiley & Sons 1989, pp. 23 ff.
- Polyisobutylamines according to EP 0 244 616, ethylenediamine acetic acid amides and / or imides according to EP 0 188 786 or polyether amines according to EP 0 356 725 are preferably used, reference being made to the definitions in these references. Due to the manufacturing process, the products described there have the additional advantage of being almost free of chlorine or chloride.
- the detergents mentioned mostly show excellent effectiveness in valve and carburetor cleanliness, but, as already mentioned above, are at best neutral, i.e. without an adverse effect on an engine lubricant, so show no positive effect with regard to a desired sludge dispersion.
- fuels for gasoline engines are used in addition to 50 to 5000 ppm (A) said detergents (B) 50 to 5000 ppm polyisobutylamine derivatives, preferably 50 to 2000 ppm, of formula I. added in which R is a polyisobutyl radical with a molecular weight of 800 to 1500, R1 is hydrogen, methyl or ethyl and m the numbers 0 or 1 means.
- the ratio of (A) to (B) is usually 1: 2 to 10: 1.
- polyisobutylamines preferably obtained by hydroformylation and subsequent reductive amination of reactive polyisobutenes according to EP-A2-0 244 616, to which reference is hereby made, are reacted with alkylene oxides in a manner known per se.
- the polyisobutene used has a molecular weight of 800 to 1500. It is obtained by known methods by cationic polymerization of isobutene, with a reactive double bond remaining in the monomer last incorporated after the polymer chain has been broken off, which double bond can be used for the purpose of further functionalization.
- the mono- or dialkoxylation is carried out by reacting the amine with alkylene oxides, preferably with ethylene oxide, in a manner known per se, in which, for example, reacting the amine in the presence of a certain proportion of water in a pressure vessel with the approx. 1 to 5 times molar amount of alkylene oxide, e.g. at S.P. McManus et al., Synth. Commun. 3, 177 (1973).
- alkylene oxides preferably with ethylene oxide
- the alkoxylation products of the formula I in addition to their known valve cleaning action, have a particularly positive effect on the sludge-carrying capacity of weakly or not at all additive engine oils, especially when ethylene oxide is used as the alkylene oxide.
- Leaded and unleaded regular and premium gasoline can be used as fuels for gasoline engines.
- the gasolines can also contain components other than hydrocarbons, e.g. Alcohols such as methanol, ethanol, tert. Butanol and ether, e.g. Contain methyl tertiary butyl ether.
- the fuels generally also contain additives such as corrosion inhibitors, stabilizers, antioxidants and / or other detergents.
- Corrosion inhibitors are mostly ammonium salts org. Carboxylic acids which tend to form films due to the corresponding structure of the starting compounds. Amines to lower the pH are also often found in corrosion inhibitors. Heterocyclic aromatics are mostly used as non-ferrous metal corrosion protection.
- the table shows the advantageous effect of the polyisobutyl ethoxylate to be used according to the invention in comparison with the starting polyisobutylamine.
- the dispersing properties of the ethoxylate make it possible to raise the mean value from the rating of the individual engine parts from 8.4 to 9.4 (max. 10).
- the use of polyisobutylamine does not lead to an improvement compared to the basic value.
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Solid Fuels And Fuel-Associated Substances (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Description
Die Erfindung betrifft Kraftstoffe für Ottomotoren, die geringe Mengen einer Mischung aus einem Detergens und einem mono- oder dialkoxilierten Polyisobutylamin enthalten.The invention relates to fuels for gasoline engines that contain small amounts of a mixture of a detergent and a mono- or dialkoxylated polyisobutylamine.
Vergaser und Einlaßsystem von Ottomotoren, aber auch Einspritzsysteme für die Kraftstoffdosierung in Otto- und Dieselmotoren werden in zunehmendem Maße durch Verunreinigungen belastet, die durch Staubteilchen aus der Luft, unverbrannte Kohlenwasserstoffreste aus dem Brennraum und die in den Vergaser geleiteten Kurbelwellengehäuseentlüftungsgase verursacht werden.Carburetor and intake system of gasoline engines, but also injection systems for fuel metering in gasoline and diesel engines, are increasingly contaminated by contaminants that are caused by dust particles from the air, unburned hydrocarbon residues from the combustion chamber and the crankcase ventilation gases passed into the carburetor.
Diese Rückstände verschieben das Luft-Kraftstoffverhältnis im Leerlauf und im unteren Teillastbereich, so daß das Gemisch fetter, die Verbrennung unvollständiger und wiederum die Anteile unverbrannter oder teilverbrannter Kohlenwasserstoffe im Abgas größer werden und der Benzinverbrauch steigt.These residues shift the air-fuel ratio at idle and in the lower part-load range, so that the mixture is richer, the incomplete combustion and, in turn, the proportions of unburned or partially burned hydrocarbons in the exhaust gas increase and the gasoline consumption increases.
Es ist bekannt, daß zur Vermeidung dieser Nachteile Kraftstoffadditive zur Reinhaltung von Ventilen und Vergaser bzw. Einspritzsystemen verwendet werden (vgl. z.B. M. Rossenbeck in Katalysatoren, Tenside, Mineralöladditive, Hrsg. J. Falbe, U. Hasserodt, S. 223 f., G. Thieme Verlag, Stuttgart 1978).It is known that in order to avoid these disadvantages, fuel additives are used to keep valves and carburetor or injection systems clean (cf., for example, M. Rossenbeck in catalysts, surfactants, mineral oil additives, ed. J. Falbe, U. Hasserodt, p. 223 f. , G. Thieme Verlag, Stuttgart 1978).
Je nach Wirkungsweise aber auch nach dem bevorzugten Wirkort solcher Detergens-Additive unterscheidet man heute zwei Generationen.Depending on the mode of action, but also on the preferred site of action of such detergent additives, a distinction is made between two generations.
Die erste Additiv-Generation konnte nur die Bildung von Ablagerungen im Ansaugsystem verhindern, nicht aber bereits vorhandene Ablagerungen im Ansaugsystem entfernen, wohingegen die modernen Additive der zweiten Generation beides bewirken können ("keep-clean-" und clean-up-Effekt") und zwar, aufgrund veränderter thermischer Eigenschaften, insbesondere auch an Zonen hoher Temperaturen, nämlich an den Einlaßventilen.The first additive generation could only prevent the formation of deposits in the intake system, but not remove existing deposits in the intake system, whereas the modern additives of the second generation can do both ("keep-clean" and clean-up effect ") and indeed, due to changed thermal properties, in particular also at zones of high temperatures, namely at the inlet valves.
Nach wie vor unklar bleibt die Beeinflussung des Schmierstoffs durch Kraftstoffadditive, die in geringer Menge aber stetig über den Brennraum in den Schmiermittelkreislauf eines Motors gelangen.It is still unclear how the lubricant is influenced by fuel additives, which in small quantities, however, constantly enter the lubricant circuit of an engine via the combustion chamber.
Auf keinen Fall dürfen solche Zusätze, einmal in den Schmierstoff gelangt, dessen Eigenschaften und Funktion negativ beeinflussen. Insbesondere im Hinblick auf die Bildung und Dispergierung des Ölschlamms wird daher auch der Einfluß der Kraftstoffadditive berücksichtigt. Die meisten der bekannten Detergenzien verhalten sich allerdings ölschlammneutral.Under no circumstances may such additives, once they get into the lubricant, negatively affect their properties and function. In particular with regard to the formation and dispersion of the oil sludge, the influence of the fuel additives is also taken into account. Most of the known detergents are, however, oil sludge neutral.
Möchte man daher einen diesbezüglich positiven Effekt des Kraftstoffs bzw. der darin enthaltenen Wirkstoffe auf den Schmierstoff erzielen, dann ist die zusätzliche Additivierung des Kraftstoffs mit dispergierenden Substanzen sinnvoll.Therefore, if one wants to achieve a positive effect of the fuel or the active substances contained therein on the lubricant, then the additional additive of the fuel with dispersing substances makes sense.
Die US-A 3 960 515 betrifft Kraftstoffe, die zwei Amine auf Basis von Polyolefinen enthalten. Die Amine werden durch Umsetzung der entsprechenden Polyolefinhalogenide mit Aminen oder Polyaminen hergestellt. Ihr Molekulargewicht beträgt 300 bis 600 bzw. 1900 bis 5000.US-A 3 960 515 relates to fuels which contain two amines based on polyolefins. The amines are prepared by reacting the corresponding polyolefin halides with amines or polyamines. Their molecular weight is 300 to 600 or 1900 to 5000.
Die GB-A 1 083 610 lehrt Amine als Kraftstoffadditive, welche durch Umsetzung von Polyolefinhalogeniden mit Aminen erhalten werden. Herstellungsbedingt haben die Produkte gemäß den beiden Druckschriften den Nachteil, geringe Mengen Chlorid zu enthalten.GB-A 1 083 610 teaches amines as fuel additives which are obtained by reacting polyolefin halides with amines. Due to the manufacturing process, the products according to the two publications have the disadvantage of containing small amounts of chloride.
Als Detergens-Komponente in der Mischung mit dem erfindungsgemäßen Dispergator kann prinzipiell jedes bekannte, der hierfür geeigneten Produkte eingesetzt werden, wie sie z.B. bei J. Falbe, U. Hasserodt, Katalysatoren, Tenside und Mineralöladditive, G. Thieme Verlag Stuttgart 1978, S. 221 f. oder bei K. Owen, Gasoline and Diesel Fuel Additives, John Wiley & Sons 1989, S. 23 ff., beschrieben sind.In principle, any known product suitable for this purpose can be used as a detergent component in the mixture with the dispersant according to the invention, such as those e.g. with J. Falbe, U. Hasserodt, catalysts, surfactants and mineral oil additives, G. Thieme Verlag Stuttgart 1978, p. 221 f. or in K. Owen, Gasoline and Diesel Fuel Additives, John Wiley & Sons 1989, pp. 23 ff.
Vorzugsweise verwendet man Polyisobutylamine gemäß EP 0 244 616, Ethylendiaminteraessigsäureamide und/oder -imide gemäp EP 0 188 786 oder Polyetheramine gemäß EP 0 356 725, wobei auf die Definitionen in diesen Literaturstellen Bezug genommen wird. Die dort beschriebenen Produkte verfügen herstellungsbedingt über den zusätzlichen Vorteil nahezu chlor- bzw. chloridfrei zu sein.Polyisobutylamines according to EP 0 244 616, ethylenediamine acetic acid amides and / or imides according to EP 0 188 786 or polyether amines according to EP 0 356 725 are preferably used, reference being made to the definitions in these references. Due to the manufacturing process, the products described there have the additional advantage of being almost free of chlorine or chloride.
Die genannten Detergenzien zeigen meist eine ausgezeichnete Wirksamkeit in der Ventil- und Vergaserreinhaltung, verhalten sich jedoch, wie oben bereits erwähnt, allenfalls neutral d.h. ohne nachteilige Wirkung auf einen Motorschmierstoff, zeigen also keinen positiven Effekt hinsichtlich einer erwünschten Schlammdispergierung.The detergents mentioned mostly show excellent effectiveness in valve and carburetor cleanliness, but, as already mentioned above, are at best neutral, i.e. without an adverse effect on an engine lubricant, so show no positive effect with regard to a desired sludge dispersion.
Es bestand daher die Aufgabe Additiv-Formulierungen zu finden, die außer ihrer positiven Wirkung im Einlaßsystem eines Ottomotors zusätzlich eine ölschlamm dispergierende Wirkung entfalten. Diese Aufgabe wurde mit Derivaten von Polyisobutylaminen, die über die Alkoxilierung von Polyisobutylaminen erhalten werden, gelöst.It was therefore the task of finding additive formulations which, in addition to their positive effect in the intake system of a gasoline engine, also have an oil sludge-dispersing effect. This object has been achieved with derivatives of polyisobutylamines which are obtained via the alkoxylation of polyisobutylamines.
Erfindungsgemäß werden Kraftstoffen für Ottomotoren neben 50 bis 5000 ppm (A) der genannten Detergenzien (B) 50 bis 5000 ppm Polyisobutylamin-Derivate, vorzugsweise 50 bis 2000 ppm, der Formel I
zugesetzt, in der R einen Polyisobutylrest mit einem Molekulargewicht von 800 bis 1500, R¹ Wasserstoff, Methyl oder Ethyl und m
die Zahlen 0 oder 1 bedeutet. Das Verhältnis von (A) zu (B) beträgt in der Regel 1 : 2 bis 10 : 1.According to the invention, fuels for gasoline engines are used in addition to 50 to 5000 ppm (A) said detergents (B) 50 to 5000 ppm polyisobutylamine derivatives, preferably 50 to 2000 ppm, of formula I.
added in which R is a polyisobutyl radical with a molecular weight of 800 to 1500, R¹ is hydrogen, methyl or ethyl and m
the numbers 0 or 1 means. The ratio of (A) to (B) is usually 1: 2 to 10: 1.
Zur Herstellung der Verbindungen der Formel I werden Polyisobutylamine, bevorzugt erhalten durch Hydroformylierung und anschließende reduktive Aminierung von reaktiven Polyisobutenen gemäß EP-A2-0 244 616, worauf hiermit Bezug genommen wird, nach an sich bekanntem Verfahren mit Alkylenoxiden zur Reaktion gebracht.To prepare the compounds of the formula I, polyisobutylamines, preferably obtained by hydroformylation and subsequent reductive amination of reactive polyisobutenes according to EP-A2-0 244 616, to which reference is hereby made, are reacted with alkylene oxides in a manner known per se.
Das verwendete Polyisobuten hat ein Molekulargewicht von 800 bis 1500. Es wird nach bekanntem Verfahren durch kationische Polymerisation von Isobuten erhalten, wobei nach Abbruch der Polymerkette im zuletzt eingebauten Monomeren eine reaktive Doppelbindung verbleibt, die zum Zwecke der weiteren Funktionalisierung genutzt werden kann.The polyisobutene used has a molecular weight of 800 to 1500. It is obtained by known methods by cationic polymerization of isobutene, with a reactive double bond remaining in the monomer last incorporated after the polymer chain has been broken off, which double bond can be used for the purpose of further functionalization.
Die Mono- oder Dialkoxilierung erfolgt durch Umsetzung des Amins mit Alkylenoxiden, vorzugsweise mit Ethylenoxid nach an sich bekannter Art und Weise, in dem man z.B. das Amin in Anwesenheit eines gewissen Anteils an Wasser in einem Druckgefäß mit der ca. 1- bis 5fach molaren Menge an Alkylenoxid zur Reaktion bringt wie dies z.B. bei S.P. McManus u.a., Synth. Commun. 3, 177 (1973) beschrieben ist. Dabei erhält man je nach Wahl der Alkoxidmenge mono- bzw. dialkoxilierte Amine.The mono- or dialkoxylation is carried out by reacting the amine with alkylene oxides, preferably with ethylene oxide, in a manner known per se, in which, for example, reacting the amine in the presence of a certain proportion of water in a pressure vessel with the approx. 1 to 5 times molar amount of alkylene oxide, e.g. at S.P. McManus et al., Synth. Commun. 3, 177 (1973). Depending on the choice of the amount of alkoxide, mono- or dialkoxylated amines are obtained.
Überraschend wurde gefunden, daß die Alkoxilierungsprodukte der Formel I neben ihrer an sich bekannten ventilreinigenden Wirkung besonders positiv auf das Schlammtragevermögen von schwach oder garnicht additivierten Motorenölen einwirken, ganz besonders dann, wenn als Alkylenoxid Ethylenoxid eingesetzt wird.Surprisingly, it was found that the alkoxylation products of the formula I, in addition to their known valve cleaning action, have a particularly positive effect on the sludge-carrying capacity of weakly or not at all additive engine oils, especially when ethylene oxide is used as the alkylene oxide.
Als Kraftstoffe für Ottomotoren kommen verbleites und unverbleites Normal- und Superbenzin in Betracht. Die Benzine können auch andere Komponenten als Kohlenwasserstoffe, z.B. Alkohole wie Methanol, Ethanol, tert. Butanol sowie Ether, z.B. Methyltertiärbutylether enthalten. Neben den erfindungsgemäß zu verwendenden alkoxylierten Polyisobutylaminen enthalten die Kraftstoffe in der Regel noch weiter Zusätze wie Korrosionsinhibitoren, Stabilisatoren, Antioxydantien und/oder weitere Detergenzien.Leaded and unleaded regular and premium gasoline can be used as fuels for gasoline engines. The gasolines can also contain components other than hydrocarbons, e.g. Alcohols such as methanol, ethanol, tert. Butanol and ether, e.g. Contain methyl tertiary butyl ether. In addition to the alkoxylated polyisobutylamines to be used according to the invention, the fuels generally also contain additives such as corrosion inhibitors, stabilizers, antioxidants and / or other detergents.
Korrosionsinhibitoren sind meist Ammoniumsalze org. Carbonsäuren, die durch entsprechende Struktur der Ausgangsverbindungen zur Filmbildung neigen. Auch Amine zur Absenkung des pH-Wertes finden sich häufig in Korrosionsinhibitoren. Als Buntmetallkorrosionsschutz werden meist heterocyclische Aromaten eingesetzt.
Die Tabelle zeigt die vorteilhafte Wirkung des erfindungsgemäß zu verwendenden Polyisobutyl-ethoxylats im Vergleich zum Ausgangs-Polyisobutylamin. Durch die dispergierenden Eigenschaften des Ethoxylats gelingt es, den Mittelwert aus dem Rating der einzelnen Motorenteile von 8,4 auf 9,4 anzuheben (max. 10). Die Verwendung von Polyisobutylamin hingegen führt zu keiner Verbesserung gegenüber dem Grundwert.The table shows the advantageous effect of the polyisobutyl ethoxylate to be used according to the invention in comparison with the starting polyisobutylamine. The dispersing properties of the ethoxylate make it possible to raise the mean value from the rating of the individual engine parts from 8.4 to 9.4 (max. 10). The use of polyisobutylamine, however, does not lead to an improvement compared to the basic value.
Claims (8)
- Gasoline engine fuels containing from 50 to 5000 ppm each of(A) a motor fuel detergent and(B) a dispersant of the general formula I
- Fuels as claimed in claim 1, wherein the detergent (A) has been selected from the group consisting of polyisobutylamines, ethylenediamine tetraacetamides, ethylenediamine tetraacetimides and polyether amines.
- Fuels as claimed in claim 1, wherein R¹ in the compound of the formula I is hydrogen.
- Fuels as claimed in claim 1 comprising further motor fuel detergents, anti-icing agents, corrosion inhibitors and/or antioxidants.
- The use in gasoline engine fuels of from 50 to 5000 ppm each of(A) a motor fuel detergent and(B) a dispersant of the general formula I
- A use as claimed in claim 5, wherefor the detergent (A) has been selected from the group consisting of polyisobutylamines, ethylenediamine tetraacetamides, ethylenediamine tetraacetimides and polyether amines.
- A use as claimed in claim 5, wherefor the fuels contain a compound of formula I where R¹ is hydrogen.
- A use as claimed in claim 5, wherefor the fuels comprise further motor fuel detergents, anti-icing agents, corrosion inhibitors and/or antioxidants.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4035609 | 1990-11-09 | ||
| DE4035609A DE4035609A1 (en) | 1990-11-09 | 1990-11-09 | FUELS FOR OTTO ENGINES |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0484736A1 EP0484736A1 (en) | 1992-05-13 |
| EP0484736B1 true EP0484736B1 (en) | 1994-05-18 |
Family
ID=6417913
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP91118032A Expired - Lifetime EP0484736B1 (en) | 1990-11-09 | 1991-10-23 | Fuels for spark ignition engines |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP0484736B1 (en) |
| CA (1) | CA2054972A1 (en) |
| DE (2) | DE4035609A1 (en) |
| ES (1) | ES2053259T3 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5567211A (en) * | 1995-08-03 | 1996-10-22 | Texaco Inc. | Motor fuel detergent additives |
| CN103992827B (en) * | 2014-05-20 | 2016-05-18 | 美孚美斯克（泉州）化工有限公司 | A kind of lubricated antiwear and energy-saving increases the composite additive for gasoline of power |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1240700B (en) * | 1960-10-31 | 1967-05-18 | Eastman Kodak Co | Jet fuels |
| US3574576A (en) * | 1965-08-23 | 1971-04-13 | Chevron Res | Distillate fuel compositions having a hydrocarbon substituted alkylene polyamine |
| US3960515A (en) * | 1973-10-11 | 1976-06-01 | Chevron Research Company | Hydrocarbyl amine additives for distillate fuels |
| US4247301A (en) * | 1978-06-19 | 1981-01-27 | Chevron Research Company | Deposit control and dispersant additives |
| DE3500709A1 (en) * | 1985-01-11 | 1986-07-17 | Basf Ag, 6700 Ludwigshafen | FUELS FOR OTTO ENGINES |
| DE3611230A1 (en) * | 1986-04-04 | 1987-10-08 | Basf Ag | POLYBUTYL AND POLYISOBUTYLAMINE, METHOD FOR THE PRODUCTION THEREOF AND THE FUEL AND LUBRICANT COMPOSITIONS CONTAINING THE SAME |
| DE3700363A1 (en) * | 1987-01-08 | 1988-07-21 | Basf Ag | FUEL OR LUBRICANT COMPOSITION AND USE OF POLYBUTYL OR POLYISOBUTYL DERIVATIVES IN THE SAME |
| DE3826608A1 (en) * | 1988-08-05 | 1990-02-08 | Basf Ag | FUELS CONTAINING POLYETHERAMINE OR POLYETHERAMINE DERIVATIVES FOR OTTO ENGINES |
| DE3942860A1 (en) * | 1989-12-23 | 1991-06-27 | Basf Ag | Fuel for otto engine - contg. alkoxylated poly:isobutyl:amine as oil sludge dispersant |
-
1990
- 1990-11-09 DE DE4035609A patent/DE4035609A1/en not_active Withdrawn
-
1991
- 1991-10-23 EP EP91118032A patent/EP0484736B1/en not_active Expired - Lifetime
- 1991-10-23 ES ES91118032T patent/ES2053259T3/en not_active Expired - Lifetime
- 1991-10-23 DE DE59101671T patent/DE59101671D1/en not_active Expired - Lifetime
- 1991-11-05 CA CA002054972A patent/CA2054972A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| EP0484736A1 (en) | 1992-05-13 |
| CA2054972A1 (en) | 1992-05-10 |
| DE4035609A1 (en) | 1992-05-14 |
| ES2053259T3 (en) | 1994-07-16 |
| DE59101671D1 (en) | 1994-06-23 |
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