EP0484736A1 - Fuels for spark ignition engines - Google Patents

Fuels for spark ignition engines Download PDF

Info

Publication number
EP0484736A1
EP0484736A1 EP91118032A EP91118032A EP0484736A1 EP 0484736 A1 EP0484736 A1 EP 0484736A1 EP 91118032 A EP91118032 A EP 91118032A EP 91118032 A EP91118032 A EP 91118032A EP 0484736 A1 EP0484736 A1 EP 0484736A1
Authority
EP
European Patent Office
Prior art keywords
fuels
formula
detergent
contain
hydrogen
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.)
Granted
Application number
EP91118032A
Other languages
German (de)
French (fr)
Other versions
EP0484736B1 (en
Inventor
Knut Dr. Oppenlaender
Juergen Dr. Mohr
Roland Dr. Schwen
Juergen Dr. Thomas
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.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of EP0484736A1 publication Critical patent/EP0484736A1/en
Application granted granted Critical
Publication of EP0484736B1 publication Critical patent/EP0484736B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime 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, 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 which 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 caused by dust particles from the air, unburned hydrocarbon residues from the combustion chamber and the crankcase ventilation gases that are led 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.
  • a detergent component in the mixture with the dispersant according to the invention it is possible in principle to use any known product suitable for this purpose, 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 usually 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, in addition to (A) the detergents mentioned (B), polyisobutylamine derivatives in small amounts, preferably in amounts of 50 to 2000 ppm, of the formula I. added, in which R is a polyisobutyl radical with a molecular weight of 500 to 5000, R1 is hydrogen, methyl or ethyl and m and n independently of one another are the numbers 0 or 1.
  • 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 between 500 and 5000, preferably between 800 and 1500. It is obtained according to a known method by cationic polymerization of isobutene, with a reactive double bond remaining in the monomer last incorporated after termination of the polymer chain, which is used for the purpose of further functionalization can be.
  • the mono- or dialkoxylation is carried out by reacting the amine with alkylene oxides, preferably with ethylene oxide, in a manner known per se, e.g. in the presence of a certain proportion of water in a pressure vessel, the amine is reacted 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.
  • 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, particularly 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 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. Rating Engine part Basic value Add 125 ppm polyisobutylamine + 125 ppm ethoxylated polyisobutylamine Add 250 ppm of non-ethoxylated polyisobutylamine Cylinder head cover 8.7 9.2 8.9 Oil distribution pipe 8.3 9.3 8.5 Cylinder head 8.3 9.5 8.5 Oil pan 8.2 9.5 8.9 Timing case cover 8.5 9.6 8.6 Average 8.4 9.4 8.7
  • the table shows the advantageous effect of the polyisobutyl ethoxylate to be used according to the invention compared to 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)

Abstract

Fuels for spark-ignition engines contain small quantities of mono- or di-alkoxylated polyisobutylamines as additives for keeping the carburettor clean, cleaning the valves and dispersing oil sludge.

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 which 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 caused by dust particles from the air, unburned hydrocarbon residues from the combustion chamber and the crankcase ventilation gases that are led 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 combustion is incomplete and, in turn, the proportions of unburned or partially burned hydrocarbons in the exhaust gas are increased and 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 place 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 remains 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.If one therefore 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.

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.As a detergent component in the mixture with the dispersant according to the invention it is possible in principle to use any known product suitable for this purpose, 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 gemäß 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 verfügen, 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 usually 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 was achieved with derivatives of polyisobutylamines which are obtained via the alkoxylation of polyisobutylamines.

Erfindungsgemäß werden Kraftstoffen für Ottomotoren neben (A) den genannten Detergenzien (B) Polyisobutylamin-Derivate in geringen Mengen, vorzugsweise in Mengen von 50 bis 2000 ppm, der Formel I

Figure imgb0001

zugesetzt, in der R einen Polyisobutylrest mit einem Molekulargewicht von 500 bis 5000, R¹ Wasserstoff, Methyl oder Ethyl und m und n unabhängig voneinander 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, in addition to (A) the detergents mentioned (B), polyisobutylamine derivatives in small amounts, preferably in amounts of 50 to 2000 ppm, of the formula I.
Figure imgb0001
added, in which R is a polyisobutyl radical with a molecular weight of 500 to 5000, R¹ is hydrogen, methyl or ethyl and m and n independently of one another are the numbers 0 or 1. 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 zwischen 500 und 5000, vorzugsweise zwischen 800 und 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 between 500 and 5000, preferably between 800 and 1500. It is obtained according to a known method by cationic polymerization of isobutene, with a reactive double bond remaining in the monomer last incorporated after termination of the polymer chain, which is used for the purpose of further functionalization can be.

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, e.g. in the presence of a certain proportion of water in a pressure vessel, the amine is reacted 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 has been 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, particularly 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. Rating Motorenteil Grundwert Zusatz von 125 ppm Polyisobutylamin + 125 ppm ethoxy-liertes Polyisobutylamin Zusatz von 250 ppm nicht ethoxyliertem Polyisobutylamin Zylinderkopfhaube 8.7 9.2 8.9 Ölverteilungsrohr 8.3 9.3 8.5 Zylinderkopf 8.3 9.5 8.5 Ölwanne 8.2 9.5 8.9 Steuergehäusedeckel 8.5 9.6 8.6 Mittelwert 8.4 9.4 8.7 Corrosion inhibitors are mostly ammonium salts org. Carboxylic acids which tend to form films due to the 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. Rating Engine part Basic value Add 125 ppm polyisobutylamine + 125 ppm ethoxylated polyisobutylamine Add 250 ppm of non-ethoxylated polyisobutylamine Cylinder head cover 8.7 9.2 8.9 Oil distribution pipe 8.3 9.3 8.5 Cylinder head 8.3 9.5 8.5 Oil pan 8.2 9.5 8.9 Timing case cover 8.5 9.6 8.6 Average 8.4 9.4 8.7

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 compared to 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 (12)

Kraftstoffe für Ottomotoren, enthaltend geringe Mengen (A) eines Kraftstoff-Detergens und (B) eines Dispergators der allgemeinen Formel I
Figure imgb0002
 in der R einen Polyisobutylrest mit einem Molekulargewicht von 500 bis 5000, R¹ Wasserstoff, Methyl oder Ethyl, m und n unabhängig voneinander die Zahlen 0 oder 1 bedeutet. Fuels for gasoline engines, containing small quantities (A) a fuel detergent and (B) a dispersant of the general formula I
Figure imgb0002
 in which R is a polyisobutyl radical with a molecular weight of 500 to 5000, R¹ is hydrogen, methyl or ethyl, m and n independently of one another are the numbers 0 or 1. Kraftstoffe gemäß Anspruch 1, dadurch gekennzeichnet, daß das Detergens (A) ausgewählt ist aus der Gruppe bestehend aus Polyisobutylaminen, Ethylendiamintetraessigsäureamiden und/oder -imiden sowie Polyetheraminen.Fuels according to claim 1, characterized in that the detergent (A) is selected from the group consisting of polyisobutylamines, ethylenediaminetetraacetic acid amides and / or imides and polyetheramines. Kraftstoffe gemäß Anspruch 1, dadurch gekennzeichnet, daß sie jeweils 50 bis 5000 ppm an Detergens und der Verbindungen der Formel I enthalten, in der R¹ Wasserstoff bedeutet.Fuels according to claim 1, characterized in that they each contain 50 to 5000 ppm of detergent and the compounds of formula I in which R¹ is hydrogen. Kraftstoffe gemäß Anspruch 1, dadurch gekennzeichnet, daß sie Verbindungen der Formel I enthalten, in der R einen Polyisobutylrest mit einem Molekulargewicht von 800 bis 1500 bedeutet.Fuels according to Claim 1, characterized in that they contain compounds of the formula I in which R denotes a polyisobutyl radical with a molecular weight of 800 to 1500. Kraftstoffe gemäß Anspruch 1, dadurch gekennzeichnet, daß sie Verbindungen der Formel I enthalten, die durch Hydroformylierung eines Polyisobutens R', hydrierende Aminierung und Umsetzung mit Ethylenoxid, Propylenoxid oder Butylenoxid in Gegenwart von Wasser hergestellt sind, wobei R' das gegenüber dem Rest R um ein Wasserstoffatom ärmere Olefin bedeutet.Fuels according to Claim 1, characterized in that they contain compounds of the formula I which are prepared by hydroformylation of a polyisobutene R ', hydrogenating amination and reaction with ethylene oxide, propylene oxide or butylene oxide in the presence of water, R' being the same as the rest R around a hydrogen atom means poorer olefin. Kraftstoffe gemäß Anspruch 1, dadurch gekennzeichnet, daß sie weitere Kraftstoffdetergenzien, Vereisungsverhinderer, Korrosionsinhibitoren und/oder Antioxydantien enthalten.Fuels according to claim 1, characterized in that they contain further fuel detergents, anti-icing agents, corrosion inhibitors and / or antioxidants. Verwendung von geringen Mengen (A) eines Kraftstoff-Detergens und (B) eines Dispergators der allgemeinen Formel I
Figure imgb0003
 in der R einen Polyisobutylrest mit einem Molekulargewicht von 500 bis 5000, R¹ Wasserstoff, Methyl oder Ethyl, m und n unabhängig voneinander die Zahlen 0 oder 1 bedeutet, in Kraftstoffen für Ottomotoren. Use of small amounts (A) a fuel detergent and (B) a dispersant of the general formula I
Figure imgb0003
 in which R is a polyisobutyl radical with a molecular weight of 500 to 5000, R¹ is hydrogen, methyl or ethyl, m and n independently of one another are the numbers 0 or 1, in fuels for gasoline engines. Verwendung gemäß Anspruch 7, dadurch gekennzeichnet, daß das Detergens (A) ausgewählt ist aus der Gruppe bestehend aus Polyisobutylaminen, Ethylendiamintetraessigsäureamiden und/oder -imiden sowie Polyetheraminen.Use according to claim 7, characterized in that the detergent (A) is selected from the group consisting of polyisobutylamines, ethylenediaminetetraacetic acid amides and / or imides and polyetheramines. Verwendung gemäß Anspruch 7, dadurch gekennzeichnet, daß die Kraftstoffe jeweils 50 bis 5000 ppm an Detergens und der Verbindungen der Formel I, in der R¹ Wasserstoff bedeutet, enthalten.Use according to claim 7, characterized in that the fuels each contain 50 to 5000 ppm of detergent and the compounds of formula I in which R¹ is hydrogen. Verwendung gemäß Anspruch 7, dadurch gekennzeichnet, daß die Kraftstoffe Verbindungen der Formel I, in der R einen Polyisobutylrest mit einem Molekulargewicht von 800 bis 1500 bedeutet, enthalten.Use according to claim 7, characterized in that the fuels contain compounds of the formula I in which R is a polyisobutyl radical with a molecular weight of 800 to 1500. Verwendung gemäß Anspruch 7, dadurch gekennzeichnet, daß die Kraftstoffe Verbindungen der Formel I enthalten, die durch Hydroformylierung eines Polyisobutens R', hydrierende Aminierung und Umsetzung mit Ethylenoxid, Propylenoxid oder Butylenoxid in Gegenwart von Wasser hergestellt sind, wobei R' das gegenüber dem Rest R um ein Wasserstoffatom ärmere Olefin bedeutet.Use according to claim 7, characterized in that the fuels contain compounds of the formula I which are prepared by hydroformylation of a polyisobutene R ', hydrogenating amination and reaction with ethylene oxide, propylene oxide or butylene oxide in the presence of water, R' being the opposite of the rest R olefin poorer by a hydrogen atom. Verwendung gemäß Anspruch 7, dadurch gekennzeichnet, daß die Kraftstoffe weitere Kraftstoffdetergenzien, Vereisungsverhinderer, Korrosionsinhibitoren und/oder Antioxydantien enthalten.Use according to claim 7, characterized in that the fuels contain further fuel detergents, anti-icing agents, corrosion inhibitors and / or antioxidants.
EP91118032A 1990-11-09 1991-10-23 Fuels for spark ignition engines Expired - Lifetime EP0484736B1 (en)

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 true EP0484736A1 (en) 1992-05-13
EP0484736B1 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)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997006225A1 (en) * 1995-08-03 1997-02-20 Texaco Development Corporation Motor fuel detergent additives
CN103992827A (en) * 2014-05-20 2014-08-20 美孚美斯克（泉州）化工有限公司 Lubricating abrasion-resistant energy-saving power-increase gasoline additive composition

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1083610A (en) * 1965-08-23 1967-09-20 Chevron Res Hydrocarbyl amine additives
US3407051A (en) * 1960-10-31 1968-10-22 Eastman Kodak Co Thermally stabilized, liquid hydrocarbon fuels
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
EP0188786A1 (en) * 1985-01-11 1986-07-30 BASF Aktiengesellschaft Motor fuels
EP0244616A2 (en) * 1986-04-04 1987-11-11 BASF Aktiengesellschaft Polybutene and polyisobutene amine, process for their preparation and fuel or lubricating compositions containing them
EP0277345A1 (en) * 1987-01-08 1988-08-10 BASF Aktiengesellschaft Fuel or lubricant composition containing polybutyl or polyisobutyl derivatives
EP0356725A1 (en) * 1988-08-05 1990-03-07 BASF Aktiengesellschaft Fuels for spark ignition engines containing polyether amines or polyether amine derivatives
DE3942860A1 (en) * 1989-12-23 1991-06-27 Basf Ag Fuel for otto engine - contg. alkoxylated poly:isobutyl:amine as oil sludge dispersant

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3407051A (en) * 1960-10-31 1968-10-22 Eastman Kodak Co Thermally stabilized, liquid hydrocarbon fuels
GB1083610A (en) * 1965-08-23 1967-09-20 Chevron Res Hydrocarbyl amine additives
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
EP0188786A1 (en) * 1985-01-11 1986-07-30 BASF Aktiengesellschaft Motor fuels
EP0244616A2 (en) * 1986-04-04 1987-11-11 BASF Aktiengesellschaft Polybutene and polyisobutene amine, process for their preparation and fuel or lubricating compositions containing them
EP0277345A1 (en) * 1987-01-08 1988-08-10 BASF Aktiengesellschaft Fuel or lubricant composition containing polybutyl or polyisobutyl derivatives
EP0356725A1 (en) * 1988-08-05 1990-03-07 BASF Aktiengesellschaft Fuels for spark ignition engines containing polyether amines or polyether amine derivatives
DE3942860A1 (en) * 1989-12-23 1991-06-27 Basf Ag Fuel for otto engine - contg. alkoxylated poly:isobutyl:amine as oil sludge dispersant

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997006225A1 (en) * 1995-08-03 1997-02-20 Texaco Development Corporation Motor fuel detergent additives
CN103992827A (en) * 2014-05-20 2014-08-20 美孚美斯克（泉州）化工有限公司 Lubricating abrasion-resistant energy-saving power-increase gasoline additive composition
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

Also Published As

Publication number Publication date
DE4035609A1 (en) 1992-05-14
ES2053259T3 (en) 1994-07-16
EP0484736B1 (en) 1994-05-18
DE59101671D1 (en) 1994-06-23
CA2054972A1 (en) 1992-05-10

Similar Documents

Publication Publication Date Title
EP0617056B1 (en) Process for manufacturing fuel additives
EP0548617B1 (en) Fuels for spark ignition engines
DE69110914T2 (en) Gasoline composition.
DE68922314T2 (en) SYNERGIC FUEL COMPOSITION.
EP0772664B1 (en) Hydrogenated reaction products of polyolefins and nitrogen oxides or mixtures of nitrogen oxides and oxygen and their use as additives for fuels or lubricants
EP0568873B1 (en) Beta-aminonitriles and N-alkyl-1,3-propylenediamines as well as their use as fuel and lubricant additives
EP0464489B1 (en) Ester containing fuels, for spark ignition- and diesel engines
EP1098953B1 (en) Fuel compositions containing propoxilate
EP0700985A1 (en) Fuels, for spark-ignition engines, containing polyether amines
EP0639632A1 (en) Additive for lead-free, spark-ignited internal combustion engine fuels as well as a fuel containing the same
DE3126404C2 (en)
EP0489322A2 (en) Alkoxylated polyetherdiamines, process for their preparation and fuels for spark ignition engines containing them
DE69309850T2 (en) Manufacturing full injector cleaning for diesel fuel additive
EP0704519A1 (en) Mixture of amines, hydrocarbonpolymers and carrier oils, suitable as fuel and lubricant additive
DE69314995T2 (en) Fuel additives
EP0543225B1 (en) Carbamate compounds, process for their manufacture and fuels and lubricants containing these carbamates
DE60020783T2 (en) Fuel dispersant with increased lubricating property
DE69411083T2 (en) Fuel composition
EP0282845B1 (en) Fuels containing small amounts of alkoxylate and polycarboxylic acid imide
DE68901831T2 (en) ENGINE FUEL ADDITIVE AND DEPOSIT REDUCING ENGINE FUEL COMPOSITION.
EP0484736B1 (en) Fuels for spark ignition engines
DE69000136T2 (en) ORI-INHIBITED AND REPRODUCTION-RESISTANT MOTOR FUEL COMPOSITION.
EP0567810B1 (en) Fuels and lubricants, containing N-alkyl carboxylic acid amide
DE3942860A1 (en) Fuel for otto engine - contg. alkoxylated poly:isobutyl:amine as oil sludge dispersant
DE60120130T2 (en) FUEL ADDITIVES

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: 19920124

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): DE ES FR GB IT SE

17Q First examination report despatched

Effective date: 19921202

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): DE ES FR GB IT SE

REF Corresponds to:

Ref document number: 59101671

Country of ref document: DE

Date of ref document: 19940623

ITF It: translation for a ep patent filed
GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 19940526

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2053259

Country of ref document: ES

Kind code of ref document: T3

ET Fr: translation filed
EAL Se: european patent in force in sweden

Ref document number: 91118032.1

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

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

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed
REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

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

Ref country code: FR

Payment date: 20031003

Year of fee payment: 13

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

Ref country code: SE

Payment date: 20031007

Year of fee payment: 13

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

Ref country code: GB

Payment date: 20031022

Year of fee payment: 13

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

Ref country code: DE

Payment date: 20031030

Year of fee payment: 13

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

Ref country code: ES

Payment date: 20031128

Year of fee payment: 13

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: 20041023

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

Ref country code: SE

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

Effective date: 20041024

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

Ref country code: ES

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

Effective date: 20041025

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 THE APPLICANT RENOUNCES

Effective date: 20041119

EUG Se: european patent has lapsed
GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20041023

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: 20050630

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

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: 20051023

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20041025