EP0436864A1 - Fuels for spark ignition engines - Google Patents

Fuels for spark ignition engines Download PDF

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Publication number
EP0436864A1
EP0436864A1 EP90124072A EP90124072A EP0436864A1 EP 0436864 A1 EP0436864 A1 EP 0436864A1 EP 90124072 A EP90124072 A EP 90124072A EP 90124072 A EP90124072 A EP 90124072A EP 0436864 A1 EP0436864 A1 EP 0436864A1
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Prior art keywords
fuels
carbon atoms
straight
amides
fuels according
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German (de)
French (fr)
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EP0436864B1 (en
Inventor
Knut Dr. Oppenlaender
Brigitte Dr. Wegner
Juergen Dr. Mohr
Roland Dr. Schwen
Klaus Dr. Barthold
Juergen Dr. Thomas
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BASF SE
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BASF SE
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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
    • C10L1/222—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
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/224—Amides; Imides carboxylic acid amides, imides
    • 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 with small amounts of amides from aminoalkylene polycarboxylic acids and secondary long-chain amines.
  • 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 generation of additives could only prevent the formation of deposits in the intake system, but not remove existing deposits again, 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 higher temperatures, namely at the inlet valves.
  • the molecular construction principle of fuel detergents can be generalized as a combination of polar structures with mostly higher molecular, non-polar or lipophilic residues.
  • A is a straight-chain or branched alkylene radical having 2 to 6 carbon atoms or the rest of the formula R essentially denotes straight-chain aliphatic radicals, in particular alkyl radicals having 10 to 30, preferably 14 to 24, carbon atoms, the amide structures also partially or completely in the form of the ammonium salt structure of the formula may be present, is particularly effective in relation to carburetor and valve pitch.
  • the amides or amide ammonium salts or ammonium salts e.g. nitrilotriacetic acid, ethylenediaminetetraacetic acid or propylene-1,2-diaminetetraacetic acid are obtained by reacting the acids with 0.5 to 1.5 mol amine, preferably 0.8 to 1.2 mol amine per carboxyl group.
  • reaction temperatures are about 80 to 200 ° C, with the amides being continuously removed from the water of reaction formed. However, the reaction does not have to be carried out completely to give the amide; rather, 0 to 100 mol% of the amine used can be present in the form of the ammonium salt.
  • Dialkylamines are particularly suitable in which R is a straight-chain alkyl radical having 10 to 30 carbon atoms, preferably 14 to 24 carbon atoms.
  • Dioleylamine, dipalmitinamine, dicoconut fatty amine and dibehenylamine and preferably ditallow fatty amine may be mentioned in particular.
  • the amides or ammonium salts of the aminoalkylene polycarboxylic acids of the formulas I and II to be used according to the invention are added to the fuels in amounts of 50 to 1000 ppm, preferably 100 to 500 ppm.
  • 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 ethers, e.g. Contain methyl tertiary butyl ether.
  • the fuels generally also contain further additives such as corrosion inhibitors, stabilizers, antioxidants and / or 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.
  • amines such as para-phenylenediamine, dicyclohexylamine, morpholine or derivatives of these amines are antioxidants or stabilizers call.
  • Phenolic antioxidants such as 2,4-di-tert-butylphenol or 3,5-di-tert-butyl-4-hydroxiphenylpropionic acid and their derivatives are also added to fuels and lubricants.
  • Amides and imides of polyisobutylene succinic anhydride, polybutene polyamines and long-chain carbonamides and imides are also optionally contained in the fuels as further carburetor, injector and valve detergents.

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  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Detergent Compositions (AREA)

Abstract

Fuels for spark-ignition engines contain small quantities of amides, amide-ammonium salts or ammonium salts of an aminoalkylene- polycarboxylic acid and long-chain secondary amines as additives for keeping the carburettor clean and for cleaning the valves.

Description

Die Erfindung betrifft Kraftstoffe für Ottomotoren mit geringen Mengen an Amiden aus Aminoalkylenpolycarbonsäuren und sekundären langkettigen Aminen.The invention relates to fuels for gasoline engines with small amounts of amides from aminoalkylene polycarboxylic acids and secondary long-chain amines.

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 (see, 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 Detergent-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 wieder 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 höherer Temperaturen, nämlich an den Einlaßventilen.The first generation of additives could only prevent the formation of deposits in the intake system, but not remove existing deposits again, 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 higher temperatures, namely at the inlet valves.

Das molekulare Bauprinzip von Kraftstoff-Detergenzien kann verallgemeinernd angegeben werden als Verknüpfung polarer Strukturen mit meist höhermolekularen, unpolaren oder lipophilen Resten.The molecular construction principle of fuel detergents can be generalized as a combination of polar structures with mostly higher molecular, non-polar or lipophilic residues.

Als Vertreter der zweiten Additiv-Generation haben sich neben Produkten auf der Basis von Polyisobutenen, z.B. Polyisobutylamine gemäß DE-OS 3 611 230, insbesondere Amide, Imide und Imid/Amide verschiedener Carbonsäuren und Polycarbonsäuren bewährt.In addition to products based on polyisobutenes, for example polyisobutylamines according to DE-OS 3 611 230, in particular amides, imides and imide / amides of various carboxylic acids and polycarboxylic acids have proven successful as representatives of the second generation of additives.

Hervorzuheben sind hier die bekannten Wirkstoffe auf der Basis von Trilonderivaten und höheren verzweigten Aminen wie sie in EP-A2-0 006 527 beschrieben sind.Of particular note here are the known active substances based on trilone derivatives and higher branched amines, as described in EP-A2-0 006 527.

Es wurde nun überraschenderweise gefunden, daß der Zusatz zu Kraftstoffen für Ottomotoren in Mengen von 100 bis 500 ppm von Amiden, Amidammoniumsalzen oder Ammoniumsalzen von Aminoalkylenpolycarbonsäuren mit sekundären Fettaminen und deren Gemische der Formeln I und II

Figure imgb0001

in denenIt has now surprisingly been found that the addition to fuels for gasoline engines in amounts of 100 to 500 ppm of amides, amidammonium salts or ammonium salts of aminoalkylene polycarboxylic acids with secondary fatty amines and their mixtures of the formulas I and II
Figure imgb0001
in which

A einen geradkettigen oder verzweigten Alkylenrest mit 2 bis 6 Kohlenstoffatomen oder den Rest der Formel

Figure imgb0002

R im wesentlichen gradkettige aliphatische Reste, insbesondere Alkylreste mit 10 bis 30, bevorzugt 14 bis 24 C-Atomen bedeutet, wobei die Amidstrukturen auch zum Teil oder vollständig in Form der Ammoniumsalzstruktur der Formel
Figure imgb0003
vorliegen können, besonders wirksam in Bezug auf Vergaser- und Ventilrenigung ist.A is a straight-chain or branched alkylene radical having 2 to 6 carbon atoms or the rest of the formula
Figure imgb0002
R essentially denotes straight-chain aliphatic radicals, in particular alkyl radicals having 10 to 30, preferably 14 to 24, carbon atoms, the amide structures also partially or completely in the form of the ammonium salt structure of the formula
Figure imgb0003
may be present, is particularly effective in relation to carburetor and valve pitch.

Die Amide bzw. Amid-Ammoniumsalze bzw. Ammoniumsalze z.B. der Nitrilotriessigsäure, der Ethylendiamintetraessigsäure oder der Propylen-1,2-diamintetraessigsäure werden durch Umsetzung der Säuren mit 0,5 bis 1,5 Mol Amin, bevorzugt 0,8 bis 1,2 Mol Amin pro Carboxylgruppe erhalten.The amides or amide ammonium salts or ammonium salts e.g. nitrilotriacetic acid, ethylenediaminetetraacetic acid or propylene-1,2-diaminetetraacetic acid are obtained by reacting the acids with 0.5 to 1.5 mol amine, preferably 0.8 to 1.2 mol amine per carboxyl group.

Die Umsetzungstemperaturen betragen etwa 80 bis 200°C, wobei zur Herstellung der Amide eine kontinuierliche Entfernung des entstandenen Reaktionswassers erfolgt. Die Umsetzung muß jedoch nicht vollständig zum Amid geführt werden, vielmehr können 0 bis 100 Mol.-% des eingesetzten Amins in Form des Ammoniumsalzes vorliegen.The reaction temperatures are about 80 to 200 ° C, with the amides being continuously removed from the water of reaction formed. However, the reaction does not have to be carried out completely to give the amide; rather, 0 to 100 mol% of the amine used can be present in the form of the ammonium salt.

Als Amine der Formel

Figure imgb0004

kommen insbesondere Dialkylamine in Betracht, in denen R einen geradkettigen Alkylrest mit 10 bis 30 Kohlenstoffatomen, vorzugsweise 14 bis 24 Kohlenstoffatomen, bedeutet. Im einzelnen seien Dioleylamin, Dipalmitinamin, Dikokosfettamin und Dibehenylamin und vorzugsweise Ditalgfettamin genannt.As amines of the formula
Figure imgb0004
Dialkylamines are particularly suitable in which R is a straight-chain alkyl radical having 10 to 30 carbon atoms, preferably 14 to 24 carbon atoms. Dioleylamine, dipalmitinamine, dicoconut fatty amine and dibehenylamine and preferably ditallow fatty amine may be mentioned in particular.

Die erfindungsgemäß zu verwendenden Amide bzw. Ammoniumsalze der Aminoalkylenpolycarbonsäuren der Formeln I und II werden den Kraftstoffen in Mengen von 50 bis 1000 ppm, bevorzugt 100 bis 500 ppm, zugesetzt.The amides or ammonium salts of the aminoalkylene polycarboxylic acids of the formulas I and II to be used according to the invention are added to the fuels in amounts of 50 to 1000 ppm, preferably 100 to 500 ppm.

Als Kraftstoffe für Ottomotoren kommen verbleites und unverbleites Normal- und 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 Amiden der Aminoalkylenpolycarbonsäuren enthalten die Kraftstoffe in der Regel noch weitere Zusätze wie Korrosionsinhibitoren, Stabilisatoren, Antioxidantien und/oder Detergents.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 ethers, e.g. Contain methyl tertiary butyl ether. In addition to the amides of aminoalkylene polycarboxylic acids to be used according to the invention, the fuels generally also contain further additives such as corrosion inhibitors, stabilizers, antioxidants and / or 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.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.

Als Antioxidantien oder Stabilisatoren sind insbesondere Amine wie para-Phenylendiamin, Dicyclohexylamin, Morpholin oder Derivate dieser Amine zu nennen. Auch phenolische Antioxidantien wie 2,4-di-tert.-Butylphenol oder 3,5-Di-tert.-butyl-4-hydroxiphenylpropionsäure und deren Derivate werden Kraft- und Schmierstoffen zugesetzt.In particular, amines such as para-phenylenediamine, dicyclohexylamine, morpholine or derivatives of these amines are antioxidants or stabilizers call. Phenolic antioxidants such as 2,4-di-tert-butylphenol or 3,5-di-tert-butyl-4-hydroxiphenylpropionic acid and their derivatives are also added to fuels and lubricants.

Als weitere Vergaser-, Injector- und Ventildetergents sind ferner gegebenenfalls Amide und Imide des Polyisobutylenbernsteinsäureanhydrids, Polybutenpolyamine sowie langkettige Carbonamide und -imide in den Kraftstoffe enthalten.Amides and imides of polyisobutylene succinic anhydride, polybutene polyamines and long-chain carbonamides and imides are also optionally contained in the fuels as further carburetor, injector and valve detergents.

BeispieleExamples A) Herstellung der NitriloessigsäureamideA) Preparation of the nitriloacetic acid amides

  • 1) 240 g (0.48 Mol) Ditalgfettamin und 35 g (0.12 Mol) Ethylendiaminotetraessigsäure wurden aufgeschmolzen und auf 190°C erhitzt, wobei das entstandene Reaktionswasser kontinuierlich abdestillierte. Die Umsetzung wurde nach ca. 25 Stunden bei einer Säurezahl < 5 und einer Aminzahl < 1.1 abgebrochen. Durch Anlegen von Wasserstrahlvakuum (2 Stunden, 120°C) wurde das Reaktionswasser vollständig entfernt. Man erhielt 265 g eines braunen, wachsartigen Feststoffes der zur leichteren Handhabung z.B. mit Xylol verdünnt werden kann.1) 240 g (0.48 mol) of ditallow fatty amine and 35 g (0.12 mol) of ethylenediaminotetraacetic acid were melted and heated to 190 ° C., during which the water of reaction formed distilled off continuously. The reaction was stopped after about 25 hours with an acid number <5 and an amine number <1.1. The water of reaction was completely removed by applying a water jet vacuum (2 hours, 120 ° C.). This gave 265 g of a brown, waxy solid which, for easier handling, e.g. can be diluted with xylene.
  • 2) 100 g (0.2 Mol) Ditalgfettamin und 14.6 g (0.05 Mol) Ethylendiaminotetraessigsäure wurden 8 Stunden auf 180°C erwärmt. Nach dieser Zeit waren ca. 50 % des Amins zum Amid abreagiert (Säurezahl 45.8, Theorie 49.7). Man erhielt 97.6 g des Amid/Ammoniumsalzes als hellbraunen, wachsartigen Feststoff.2) 100 g (0.2 mol) of ditallow fatty amine and 14.6 g (0.05 mol) of ethylenediaminotetraacetic acid were heated at 180 ° C. for 8 hours. After this time, about 50% of the amine had reacted to the amide (acid number 45.8, theory 49.7). 97.6 g of the amide / ammonium salt were obtained as a light brown, waxy solid.
  • 3) In eine Schmelze von 229.5 (0.45 Mol Ditalgfettamin wurden bei 80°C 28.65 g (0.15 Mol) Nitrilotriessigsäure (Trilon A) eingetragen. Anschließend wurde die Reaktionsmischung 10 Stunden auf 180 bis 190°C erhitzt. Zur vollständigen Entfernung des Reaktionswassers wurde das Produkt noch 2 Stunden bei 120°C am Wasserstrahlvakuum getrocknet. Man erhielt 249 g (Theorie 250 g) hellbraunen, wachsartigen Feststoff.3) 28.65 g (0.15 mol) of nitrilotriacetic acid (Trilon A) were introduced into a melt of 229.5 (0.45 mol of ditallow fatty amine at 80 ° C.) The reaction mixture was then heated at 180 to 190 ° C. for 10 hours The product was dried for 2 hours under a water jet vacuum at 120 ° C. This gave 249 g (theory 250 g) of a light brown, waxy solid.
Figure imgb0005
Figure imgb0005

Claims (6)

Kraftstoffe für Ottomotoren, enthaltend geringe Mengen an Amiden, Amidammoniumsalzen oder Ammoniumsalzen von Aminoalkylenpolycarbonsäuren der Formeln I und II
Figure imgb0006
 und deren Gemische, wobei A einen geradkettigen oder verzweigten Alkylenrest mit 2 bis 6 Kohlenstoffatomen oder den Rest der Formel
Figure imgb0007
 in denen R unabhängig voneinander im wesentlichen geradkettige aliphatische Reste mit 10 bis 30 C-Atomen, wobei die Amidgruppen auch als Alkylammoniumcarboxylat-Gruppen mit den genannten Resten R vorliegen können, bedeutet.Fuels for petrol engines containing small amounts of amides, amidammonium salts or ammonium salts of aminoalkylene polycarboxylic acids of the formulas I and II
Figure imgb0006
 and mixtures thereof, wherein A is a straight-chain or branched alkylene radical having 2 to 6 carbon atoms or the rest of the formula
Figure imgb0007
 in which R independently of one another essentially means straight-chain aliphatic radicals having 10 to 30 carbon atoms, where the amide groups can also be present as alkylammonium carboxylate groups with the radicals R mentioned. Kraftstoffe gemäß Anspruch 1, enthaltend Amide, Amidammoniumsalze und Ammoniumsalze von Aminoalkylenpolycarbonsäuren und deren Gemische, dadurch gekennzeichnet, daß der Rest R einen geradkettigen Alkylrest mit 14 bis 24 C-Atomen bedeutet.Fuels according to Claim 1, containing amides, amidammonium salts and ammonium salts of aminoalkylenepolycarboxylic acids and mixtures thereof, characterized in that the radical R denotes a straight-chain alkyl radical having 14 to 24 carbon atoms. Kraftstoffe gemäß Anspruch 1, enthaltend Verbindungen der Formel
Figure imgb0008
 in der R einen geradkettigen Alkylrest mit 10 bis 30 Kohlenstoffatomen bedeutet und wobei ein Teil der Amidgruppen oder alle als Dialkylammoniumcarboxylatgruppen der Amine
Figure imgb0009
 vorliegen können.Fuels according to claim 1, containing compounds of the formula
Figure imgb0008
 in the R a straight-chain alkyl radical having 10 to 30 carbon atoms means and wherein some or all of the amide groups as dialkylammonium carboxylate groups of the amines
Figure imgb0009
 can be present. Kraftstoffe gemäß Anspruch 1, enthaltend die Verbindungen der Formeln I und II in Mengen von 50 bis 1500 ppm, bezogen auf den Kraftstoff.Fuels according to claim 1, containing the compounds of formulas I and II in amounts of 50 to 1500 ppm, based on the fuel. Kraftstoffe gemäß Ansprüchen 1 bis 4, enthaltend Verbindungen der Formeln I und II, in denen
Figure imgb0010
 den Rest die Ditalgfettamins bedeutet.Fuels according to Claims 1 to 4, containing compounds of the formulas I and II, in which
Figure imgb0010
 the rest means ditallow fatty amines. Kraftstoffe gemäß Anspruch 1, dadurch gekennzeichnet, daß sie weitere Kraftstoffdetergentien, Vereisungsverhinderer, Korrosionsinhibitoren und/oder Antioxidantien enthalten.Fuels according to claim 1, characterized in that they contain further fuel detergents, anti-icing agents, corrosion inhibitors and / or antioxidants.
EP90124072A 1990-01-10 1990-12-13 Fuels for spark ignition engines Expired - Lifetime EP0436864B1 (en)

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DE4000539A DE4000539A1 (en) 1990-01-10 1990-01-10 FUELS FOR OTTO ENGINES
DE4000539 1990-01-10

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EP0436864B1 EP0436864B1 (en) 1993-09-22

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Citations (4)

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Publication number Priority date Publication date Assignee Title
US2901335A (en) * 1954-10-05 1959-08-25 Standard Oil Co Additive for leaded gasoline
US3893825A (en) * 1970-12-30 1975-07-08 Universal Oil Prod Co Inhibition of corrosion
FR2318148A1 (en) * 1975-07-15 1977-02-11 Basf Ag O-DISUBSTITUTED AMINOALCANOIC ACID N-AMIDES, THEIR METHOD OF PREPARATION AND THEIR USE AS ADDITIVES TO FUEL
EP0006527A1 (en) * 1978-06-26 1980-01-09 BASF Aktiengesellschaft Fuels for Otto-cycle engines containing mixtures of additives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2901335A (en) * 1954-10-05 1959-08-25 Standard Oil Co Additive for leaded gasoline
US3893825A (en) * 1970-12-30 1975-07-08 Universal Oil Prod Co Inhibition of corrosion
FR2318148A1 (en) * 1975-07-15 1977-02-11 Basf Ag O-DISUBSTITUTED AMINOALCANOIC ACID N-AMIDES, THEIR METHOD OF PREPARATION AND THEIR USE AS ADDITIVES TO FUEL
EP0006527A1 (en) * 1978-06-26 1980-01-09 BASF Aktiengesellschaft Fuels for Otto-cycle engines containing mixtures of additives

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CA2033829A1 (en) 1991-07-11
EP0436864B1 (en) 1993-09-22
DE59002846D1 (en) 1993-10-28
DE4000539A1 (en) 1991-07-11

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