DE2065049A1 - Fuel additives - consisting of polyalkylene glycol mono-ether n-phenyl naphthylamine mixtures - Google Patents

Fuel additives - consisting of polyalkylene glycol mono-ether n-phenyl naphthylamine mixtures

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Publication number
DE2065049A1
DE2065049A1 DE19702065049 DE2065049A DE2065049A1 DE 2065049 A1 DE2065049 A1 DE 2065049A1 DE 19702065049 DE19702065049 DE 19702065049 DE 2065049 A DE2065049 A DE 2065049A DE 2065049 A1 DE2065049 A1 DE 2065049A1
Authority
DE
Germany
Prior art keywords
ether
polyalkylene glycol
naphthylamine
phenyl
pref
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
DE19702065049
Other languages
German (de)
Other versions
DE2065049C (en
Inventor
Hans-Olaf DipL-Chem. Dr.rer. nat 4292 Rhede. P Heinze
Original Assignee
Brenntag Kraft- und Schmierstoff GmbH & Co KG, 4330 Mülheim
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 Brenntag Kraft- und Schmierstoff GmbH & Co KG, 4330 Mülheim filed Critical Brenntag Kraft- und Schmierstoff GmbH & Co KG, 4330 Mülheim
Priority to DE2064681A priority Critical patent/DE2064681B2/en
Priority to DE19702065049 priority patent/DE2065049C/en
Priority claimed from DE19702065049 external-priority patent/DE2065049C/en
Publication of DE2065049A1 publication Critical patent/DE2065049A1/en
Application granted granted Critical
Publication of DE2065049C publication Critical patent/DE2065049C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00Use of additives to fuels or fires for particular purposes
    • C10L10/02Use of additives to fuels or fires for particular purposes for reducing smoke development
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/17Amines; Quaternary ammonium compounds
    • C08K5/18Amines; Quaternary ammonium compounds with aromatically bound amino groups
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/143Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00Use of additives to fuels or fires for particular purposes
    • C10L10/04Use of additives to fuels or fires for particular purposes for minimising corrosion or incrustation
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/192Macromolecular compounds
    • C10L1/198Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
    • C10L1/1985Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid polyethers, e.g. di- polygylcols and derivatives; ethers - esters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/222Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/223Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond having at least one amino group bound to an aromatic carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Combustion & Propulsion (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)

Abstract

0.01 to 10 (pref. 1) vol. % of polyalkylene glycol monoether is added to the fuel, with 0.1 to 2.5 (pref. 1.5) vol. % of N-phenyl naphthylamine, based on the ether-amine mixture. The ether is pref. of formula. (in which R is pref. C4H9, R' is -CH3, R" is -CH3, or H, n is 2-25, and n' is 2-25 (less than n if R" = H). The amine is pref. N-phenyl alpha-naphthylamine. The additives are suitable for petrol or diesel engines and reduce formation of deposits in the engine as well as pollutant gases in the exhausts.

Description

Kraftstoffzusatz zur Reduzierung von Rückstandsbildungen in Verbrennungskraftmaschinen, insbesondere FahrzeugMotoren und Reduzierung von Schadstoffen in deren Abgasen Bisher hat man versucht, durch Zusatz von metallorganischen Katalysatoren, niedermolyicularen Alkoholen, Estern, Fettsäuren, Aldehyden, Ketonen, Polyalkenen usw. zu Kraftstoffen bei Verbrennungskraftmaschinen, insbesondere Fahrzeugmotoren, wie Otto-und Dieselmotoren, RUckstandsbildungen und Rußabscheidungen zu reduzieren. Das ist nur unbefriedigend gelungen. - Außerdem hat man sich um eine Reduzierung von Schadstoffen in den Abgasen der Verbrennungskraftmaschinen bzw. Fahrzeugmotoren bemüht und dazu nicht nur konstruktive Maßnahmen ergriffen, sondern auch den Zusatz chemischer Zusätze zu den Kraftstoffen vorgeschlagen. Aber auch insoweit ist entscheidender Erfolg bisher ausgeblieben. Vielmehr ist das Problem um die Umweltverschmutzung und -vergiftung durch insbesondere Fahrzeugmotoren unter Berücksichtigung der ständig anwachsenden Anzahl von Kraftfahrzeugen im Straßenverkehr nie größer gewesen, als heute. Hier will die Erfindung Abhilfe scharfen. Fuel additive to reduce the formation of residues in internal combustion engines, in particular vehicle engines and the reduction of pollutants in their exhaust gases so far attempts have been made by adding organometallic catalysts, low molecular weight Alcohols, esters, fatty acids, aldehydes, ketones, polyalkenes etc. to fuels for internal combustion engines, especially vehicle engines such as gasoline and diesel engines, To reduce the formation of residues and soot deposits. That is just unsatisfactory succeded. - Besides, has one is concerned with a reduction in pollutants endeavored in the exhaust gases of internal combustion engines or vehicle engines and to do so not only taken constructive measures, but also the addition of chemical additives suggested to fuels. But this is also a decisive success so far failed. Rather, the problem is about pollution and poisoning by in particular vehicle engines taking into account the constantly growing Number of motor vehicles in road traffic has never been greater than it is today. here the invention wants to provide a remedy.

Der Erfindung liegt die Aufgabe zugrunde, anzugeben, durch welchen Zusatz Kraftstoffe für Verbrennungskraftmaschinen, insbesondere Fahrzeugmotoren, derart positiv beeinflußt werder können, daß nicht nur eine Herabsetzung von Ablagerungen, in den Motoren selbst erreicht wird, sondern vor allem eine Herabsetzung der Schadstoffe in den Abgasen der verbrannten Kraftstoffe, so daß die Abgaszusamneensetzunnicht länger gesundheitsschädlich ist.The invention is based on the object of specifying through which Additive fuels for internal combustion engines, especially vehicle engines, can be so positively influenced that not only a reduction of deposits, is achieved in the engines themselves, but above all a reduction in pollutants in the exhaust gases of the combusted fuels so that the exhaust gas compositions do not is harmful to health for a longer period of time.

Gegenstand der Erfindung ist die Verwendung von 0,01 bis 10 Vol. %, vorzugsweise 1 Vol. % Polyalkyleng lykolilonoätzher in Mischung mit N-Phenyl-Naphthylamin, dessen Mischungsanteil 0,1 - 2,5 Vol. %, vorzugsweise 1,5 Vol. % betra;t als Zusatz zu Kraftstoffen zur Reduzierung von Rückstandsbildungen in Verbrennungskraftmaschinen, insbesondere Fahrzeugmotoren, und Heduzierung von Schadstoffen in deren Abgasen. In dieser Hinsicht erlaubt die Anwendbarkeit des weiten Zusatz/Kraftstoff-Mischbereiches eine je nach Auslegung bestehender bzw.The invention relates to the use of 0.01 to 10% by volume, preferably 1 vol.% Polyalkyleneg lykolilonoätzher mixed with N-phenyl-naphthylamine, the proportion of which is 0.1 - 2.5% by volume, preferably 1.5% by volume, as an additive on fuels to reduce the formation of residues in internal combustion engines, in particular vehicle engines, and the reduction of pollutants in their exhaust gases. In this Respect allows the applicability of the wide additive / fuel mixing range an existing or

künftiger Gesetze erforderliche Anpassung. Unter Mischungsanteil ist hier der Anteil des Amins an der äther / Amin-Mischung zu versehen. - Verwirklicht man diese Lehre der Erfindung, so stellt sich heraus, daß überraschenderweise in Verbrennungskraftmaschinen, insbesondere Fahrzeugmotoren, wie Otto-, Diesel- und Kreiskolbenmotoren, die Verbrennungsvorgänge selbst entscheidend beeinflußt werden. Durch Zusatz des Polyalkylenglykolmonoäthers zum Kraftstoff, der im Zuge der Verbrennung im Motor bevorzugt Peroxyde bildet, wird die Oxydation beschleunigt, werden Nebenreaktionen der Dehydrierung und Zyklisierung unterdrückt. Daraus resultieren nicht nur optimale Reduzierung von Rückstandsbildungen in den Motoren, sondern in den Abgasen werden die Schadstoffe ganz erheblich reduziert. Zu solchen Schadstoffen zählen hier vor allem canzerogen wirkende Stoffe, z.B. 3,4 - Benzypren und Kohlenmonoxyd. - Weiter lehrt die Erfindung, als Polyalkylenglykolmonoäther einen Ather der folgenden Gruppe vorzugsweise R = C4H9 R' = CH3 R'' = CH3 od H n = ca. 2 bis ca. 25 @ = ca. 2 bis ca. 25 für R'' = H<n zu verwenden. Als N-Phenyl-Naphthylainin findet vorzugsweise ein N-Phenyl - (X) - Napthylamin Verwendung, Im folgenden- sei die Erfindung anhand eines Beispiels näher erläutert: Einem Kraftstoff, z.B. Superkraftstoffw wurde 1 Vol. eines Gemisches aus 98,5 Vol. % Äther und l,5 Volr % Amin zugesetzte Nach Verbrennung in einem Ottomotor wurde dieser Motor auf Rückstandsbildungen untersucht, seine Abgase auf Schadstoffee Es fand nicht nur eine Reduzierung von Rückstandsbildungen statt, sondern vielmehr wurden überraschenderweise bereits vorhandene Rückstände, z.B. in den Kolbenringnuten, in den Verbrennungsräumen, den Einspritzsystemen, sowie an den Ein-und Auslaßsystemen, abgebaut. Ferner konnten Verschleißverminderung und Kaltstarterleichterung festgestellt werden. Der Motorenlauf war ruhiger als bei Verwendung handelsüblicher Kraftstoffe. - In den Abgasen konnten Schadstoffe, wie z.B.adaptation required by future laws. The proportion of the amine in the ether / amine mixture is to be indicated here as the proportion of mixture. If this teaching of the invention is implemented, it turns out that, surprisingly, the combustion processes themselves are decisively influenced in internal combustion engines, in particular vehicle engines such as Otto, diesel and rotary piston engines. By adding the polyalkylene glycol monoether to the fuel, which preferably forms peroxides in the course of combustion in the engine, the oxidation is accelerated and side reactions of dehydration and cyclization are suppressed. This not only results in an optimal reduction in the formation of residues in the engines, but also significantly reduces the pollutants in the exhaust gases. Such pollutants include mainly carcinogenic substances, such as 3,4 - benzyprene and carbon monoxide. - The invention also teaches that the polyalkylene glycol monoether is an ether of the following group preferably R = C4H9 R '= CH3 R "= CH3 od H n = approx. 2 to approx. 25 @ = approx. 2 to approx. 25 for R" = H <n to be used. An N-phenyl - (X) - naphthylamine is preferably used as the N-phenyl-naphthylamine. Ether and 1.5% by volume of amine added Combustion chambers, the injection systems and the intake and exhaust systems are dismantled. Furthermore, a reduction in wear and tear and an easier cold start could be ascertained. The engine ran more smoothly than when using commercially available fuels. - In the exhaust gases could pollutants such as

3,4 - enzypren praktisch nicht mehr festgestellt werden, was auf die überraschend intensive und entscheidende Beeinflussung der Verbrennungsvorgänge zurückzuführen ist, insbesondere auf die vollständige Unterdrückung der Nebenreaktionen der Dehydrierung und Zyklisierung. Weiterhin werde eine erhebliche Reduzierung des Kohlenmonoxyds in den Abgasen beobachtet, da offenbar thermische Zerfallsprodukte des Amins als negativer Katalysator in die Verbrennungsreaktion eingreifen.3,4 - Enzypren practically no longer be determined, which is due to the surprisingly intensive and decisive influence on the combustion processes is due, in particular, to the complete suppression of the side reactions of dehydration and cycling. Furthermore, there will be a significant reduction in the Carbon monoxide observed in the exhaust gases, as apparently thermal decomposition products of the amine act as a negative catalyst in the combustion reaction.

Claims (3)

PatentansprücheClaims 1. Verwendung von 0,01 bis 10 Vol. , vorzugsweise 1 Vol. %, Polyalkylenglykolmonoäther in Mischung mit N-Phenyl-Naphtylamin, dessen Mischungsanteil 0,1 bis 2,5 Vol. %, vorzugsweise 1,5 Vol. % an der Äther/Amin-Mischung beträgt.als Zusatz zu Kraftstoffen zur Reduzierung von Rückstandsbildungen in Verbrennungskraftmaschinen, insbesondere Fahrzeugmotoren, und Reduzierung von Schadstoffen in deren Abgasen.1. Use of 0.01 to 10% by volume, preferably 1% by volume, of polyalkylene glycol monoether in a mixture with N-phenyl-naphthylamine, the proportion of which is 0.1 to 2.5% by volume, preferably 1.5% by volume of the ether / amine mixture as an additive to fuels to reduce the formation of residues in internal combustion engines, in particular Vehicle engines, and reducing pollutants in their exhaust gases. 2. Verwendung einer Mischung aus Polyalkylenglykolmonoäther und N-Phenyl~Napthylamin nach Anspruch 1, gekennzeichnet durch einen Xther der Gruppe: vorzugweise R = C4H9 R' = CH§ R'' = CH3 od H n = ca. 2 bis ca. 25 n' = ca. 2 bis ca. 25 fUr R - Hn 2. Use of a mixture of polyalkylene glycol monoether and N-phenyl ~ naphthylamine according to claim 1, characterized by an Xther of the group: preferably R = C4H9 R '= CH§ R''= CH3 or H n = approx. 2 to approx. 25 n' = approx. 2 to approx. 25 for R - Hn 3. Verwendung einer Mischung aus Polyalkylenglykolmonoäther und N-Phenyl-Naphthylamin nach Anspruch 1, gekennzeichnet durch ein N-Phenyl - (α) - Naphthylamin.3. Use of a mixture of polyalkylene glycol monoether and N-phenyl-naphthylamine according to claim 1, characterized by an N-phenyl - (α) - naphthylamine.
DE19702065049 1970-12-31 1970-12-31 Fuel additive to reduce the formation of residues in internal combustion engines, in particular vehicle engines, and to reduce pollutants in their exhaust gases excretion from 2064681 Expired DE2065049C (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DE2064681A DE2064681B2 (en) 1970-12-31 1970-12-31 Fuel additive to reduce the formation of residues in internal combustion engines, in particular vehicle engines, and to reduce pollutants in their exhaust gases
DE19702065049 DE2065049C (en) 1970-12-31 Fuel additive to reduce the formation of residues in internal combustion engines, in particular vehicle engines, and to reduce pollutants in their exhaust gases excretion from 2064681

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2064681A DE2064681B2 (en) 1970-12-31 1970-12-31 Fuel additive to reduce the formation of residues in internal combustion engines, in particular vehicle engines, and to reduce pollutants in their exhaust gases
DE19702065049 DE2065049C (en) 1970-12-31 Fuel additive to reduce the formation of residues in internal combustion engines, in particular vehicle engines, and to reduce pollutants in their exhaust gases excretion from 2064681

Publications (2)

Publication Number Publication Date
DE2065049A1 true DE2065049A1 (en) 1972-07-06
DE2065049C DE2065049C (en) 1973-07-26

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Publication number Publication date
DE2064681A1 (en) 1972-07-20
DE2064681B2 (en) 1973-01-04

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Legal Events

Date Code Title Description
C3 Grant after two publication steps (3rd publication)
E77 Valid patent as to the heymanns-index 1977
8339 Ceased/non-payment of the annual fee