DE19843380A1 - Process for reducing the pollutant emissions from I.C. engines comprises adding glyoxal in an aqueous solution to the fuel - Google Patents

Process for reducing the pollutant emissions from I.C. engines comprises adding glyoxal in an aqueous solution to the fuel

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Publication number
DE19843380A1
DE19843380A1 DE19843380A DE19843380A DE19843380A1 DE 19843380 A1 DE19843380 A1 DE 19843380A1 DE 19843380 A DE19843380 A DE 19843380A DE 19843380 A DE19843380 A DE 19843380A DE 19843380 A1 DE19843380 A1 DE 19843380A1
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Prior art keywords
glyoxal
fuel
aqueous solution
petrol
solution
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DE19843380A
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German (de)
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Priority to DE19843380A priority Critical patent/DE19843380A1/en
Priority to DE1999120270 priority patent/DE19920270A1/en
Priority to BR9914021-7A priority patent/BR9914021A/en
Priority to PT99948796T priority patent/PT1124915E/en
Priority to DK99948796T priority patent/DK1124915T3/en
Priority to AU61929/99A priority patent/AU755510B2/en
Priority to CA002345099A priority patent/CA2345099A1/en
Priority to EA200100368A priority patent/EA003932B1/en
Priority to HU0103656A priority patent/HUP0103656A3/en
Priority to TR2001/00839T priority patent/TR200100839T2/en
Priority to NZ510510A priority patent/NZ510510A/en
Priority to DE69923575T priority patent/DE69923575T2/en
Priority to AT99948796T priority patent/ATE288467T1/en
Priority to JP2000574191A priority patent/JP2002526595A/en
Priority to UA2001042677A priority patent/UA72747C2/en
Priority to PL346755A priority patent/PL191757B1/en
Priority to EP99948796A priority patent/EP1124915B1/en
Priority to ES99948796T priority patent/ES2237156T3/en
Priority to PCT/EP1999/006949 priority patent/WO2000017290A1/en
Priority to IL14206799A priority patent/IL142067A0/en
Publication of DE19843380A1 publication Critical patent/DE19843380A1/en
Priority to NO20011331A priority patent/NO20011331L/en
Withdrawn legal-status Critical Current

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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
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1852—Ethers; Acetals; Ketals; Orthoesters
    • 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/02—Use of additives to fuels or fires for particular purposes for reducing smoke development
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/12—Inorganic compounds
    • C10L1/1233—Inorganic compounds oxygen containing compounds, e.g. oxides, hydroxides, acids and salts thereof
    • C10L1/125—Inorganic compounds oxygen containing compounds, e.g. oxides, hydroxides, acids and salts thereof water
    • 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
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1857—Aldehydes; Ketones
    • 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
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • 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
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/198—Macromolecular 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
    • C10L1/1985—Macromolecular 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

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Treating Waste Gases (AREA)
  • Fats And Perfumes (AREA)

Abstract

Glyoxal in an aqueous solution is added to fuel to reduce the pollutant emissions from I.C. engines.

Description

In EP 94/02052 wurde ein Verfahren zum Patent angemeldet bei Verbrennungsmotoren, das mit Ozonisierungsprodukten aus Benzin- und Dieselkraftstoffen einen katalytischen Effekt auf die Verbrennungsprozesse in Otto- und Dieselmotoren ausübt mit dem Effekt einer drastischen Senkung von unverbrannten Kohlenwasserstoffen und Kohlenmonoxyd. Das Verfahren hat einerseits den Vorteil einer hohen Effektivität, andererseits aber den Nachteil durch den Einbau von Ozonisierungsanlagen in Raffineriewerke relativ aufwendig zu sein. Daher wird ein Verfahren bzw. Additiv gesucht, das die gleichen Effekte wie die Ozonisierung zeigt, aber weniger kostenintensiv ist.In EP 94/02052, a method for a patent was applied to internal combustion engines with ozonization products from petrol and diesel fuels a catalytic effect on the combustion processes in gasoline and diesel engines with the effect of one drastic reduction in unburned hydrocarbons and carbon monoxide. The On the one hand, the process has the advantage of being highly effective, but on the other hand it has the disadvantage to be relatively expensive due to the installation of ozonization plants in refinery plants. Therefore, a process or additive is sought that has the same effects as the Ozonization shows, but is less expensive.

Erfindungsgemäß wird daher vorgeschlagen, Glyoxal in wäßriger Lösung als Ausgangsprodukt für Additive zur Schadstoffemissionssenkung zu verwenden. Glyoxal selbst wird in großtechnischen Verfahren aus Glycol gewonnen, wobei es in wäßriger Lösung anfällt. Das Glyoxal kann dazu unter Zuhilfenahme von brennbaren Emulgatoren dem Kraftstoff beigemischt werden oder aber in chemischer Verbindung, wie weiter unten beschrieben, dem Kraftstoff zugemischt werden. Das Verfahren hat gegenüber früheren Vorschlägen auch den Vorteil auf ein in großtechnischem Verfahren gefertigtes und daher sehr billiges Produkt zurückgreifen zu können und relativ alterungsbeständig zu sein gegenüber den früheren Verfahren, bei denen durch die über den Ozonisierungsprozeß entstehenden Peroxyde die Lagerungsfähigkeit erheblich eingeschränkt war.According to the invention it is therefore proposed to use glyoxal in aqueous solution Use raw material for additives to reduce pollutant emissions. Glyoxal itself is obtained from glycol in large-scale industrial processes, it being in aqueous Solution arises. The glyoxal can do this with the aid of flammable emulsifiers be added to the fuel or in a chemical compound, as below described, are mixed with the fuel. The procedure has been compared to previous ones Proposals also have the advantage of being manufactured in an industrial process and therefore to be able to use very cheap products and to be relatively resistant to aging compared to the previous processes, in which through the ozonization process emerging peroxides the storage ability was significantly limited.

Eine gewisse Schwierigkeit stellt die Lösung des Glyoxals in Wasser für seine Einbringung in Benzin dar. Es zeigt sich jedoch, daß die handelsübliche 40%ige Glyoxallösung mit üblichen Emulgatoren, die aus veresterten Aliphaten bestehen, sowie einem Zusatz von Polyäthylenglycol mit Benzin erstaunlich gut mischbar ist. So lassen sich 10 ml 40%ige Glyoxallösung plus 10 ml eines handelsüblichen Emulgators auf der Basis von veresterten Aliphaten (z. B. "Ecocool-ACC" der Firma Fuchs Öle) sowie 10 ml Polyäthylenglycol gut in 500 ml Benzin einbringen. Es entsteht dabei nach längerem Durchmischen eine leicht trübe Benzinadditivemulsion. Nach Zugabe von 10 ml Methyltertiärbutyläther wird die Mischung anschließend jedoch vollständig klar. Entscheidend ist dabei, daß Glyoxal in wäßriger Lösung, Emulgator und Polyäthylenglycol vorher intensiv homogen verrührt werden und dieses Gemisch sodann in das Benzin eingebracht wird. Die so entstandene Benzinadditivemulsion ist weitgehend lagerungsbeständig, d. h. die einzelnen Phasen trennen sich erst nach 24 Stunden Lagerung, können aber durch einfaches Schütteln sofort wieder homogen gemischt werden. In großen Mengen Kraftstoff verliert sich der Effekt der Phasentrennung vollständig. Es genügt, diese 500 ml Benzinadditivmischung in 40 l Benzin zu schütten, um bereits nach 5 km innerstädtischer Fahrstrecke eine 95% Absenkung von unverbrannten Kohlenwasserstoffen bei Kraftfahrzeugen mit Katalysator im erhöhten Leerlauf und im Leerlauf zu erzielen. Kohlenmonoxyd ist unter diesen Bedingungen in der Regel nicht mehr nachweisbar. Versuchsergebnisse mit einem derart additivierten Benzin sind in den nachfolgenden Tabellen statistisch erfaßt. Da lediglich 4 g Glyoxal in 40 l Benzin eingebracht wurden, läßt sich daraus leicht errechnen, daß Glyoxal als Homogenkatalysator im ppm - Bereich wirksam ist. Auch der Wasseranteil von nur 10 ml auf 40 l Benzin ist so gering, daß keine Korrosionsgefahr im Motor besteht. Alle Bestandteile eines derartigen Additivs sind selbst brennbar und untoxisch, so daß toxische Nebeneffekte ausgeschlossen werden können.The solution of the glyoxal in water poses a certain difficulty for its introduction into Gasoline represents. However, it turns out that the commercially available 40% glyoxal solution with usual Emulsifiers, which consist of esterified aliphates, and an addition of Polyethylene glycol is surprisingly miscible with petrol. So 10 ml 40% Glyoxal solution plus 10 ml of a commercially available emulsifier based on esterified Aliphates (eg "Ecocool-ACC" from Fuchs Öle) as well as 10 ml polyethylene glycol in Bring 500 ml of petrol. After mixing for a long time, a slightly cloudy result is created Gasoline additive emulsion. After adding 10 ml of methyl tertiary butyl ether, the mixture then completely clear. It is crucial that glyoxal in aqueous Solution, emulsifier and polyethylene glycol are thoroughly stirred homogeneously beforehand and this mixture is then introduced into the gasoline. The resulting one Gasoline additive emulsion is largely storage stable, i.e. H. the individual phases separate after 24 hours of storage, but can be done immediately by simply shaking them be mixed homogeneously again. In large quantities of fuel, the effect of Phase separation completely. It is sufficient to mix this 500 ml petrol additive mixture in 40 l petrol to pour a 95% reduction of after just 5 km of driving in the city center unburned hydrocarbons in motor vehicles with increased catalyst To achieve idle and idle. Carbon monoxide is in these conditions Usually no longer detectable. Test results with such an additive gasoline are statistically recorded in the following tables. Because only 4 g glyoxal in 40 l petrol were introduced, it can easily be calculated that glyoxal as a homogeneous catalyst is effective in the ppm range. The water content of just 10 ml to 40 l petrol is the same low that there is no risk of corrosion in the engine. All components of such Additives are themselves flammable and non-toxic, so that toxic side effects are excluded can be.

In Dieselkraftstoff mischt sich die wässrige Glyoxal-Lösung nach dem beschriebenen Verfahren noch wesentlich besser als in Benzin. Es entsteht eine milchig trübe Kraftstoffmischung, deren Phasenmischung wesentlich beständiger ist. Ein mit diesem Additiv versetztes Kraftstoffgemisch führt zu durchschnittlich 30-40% Minderung des Rußanteils bei Dieselfahrzeugen im Leerlauf und erhöhten Leerlauf und senkt die Stickoxide um 20%. (Siehe Diagramm).The aqueous glyoxal solution mixes in diesel fuel as described Process even better than in gasoline. A milky cloudy develops Fuel mixture whose phase mixture is much more stable. One with this Additively mixed fuel mixture leads to an average 30-40% reduction in the Soot content in diesel vehicles at idle and increased idle and lowers nitrogen oxides by 20%. (See diagram).

Erfindungsgemäß ist weiterhin, daß statt Glyoxal in wäßriger Lösung die Acetale oder Halbacetale des Glyoxals dem Benzingemisch zugesetzt werden können. Als Alkohole für die Acetalisierung kommen lineare und verzweigte Alkohole mit C1-C16 Kohlenstoffen wie Methanol, Ethanol, Isopropanol, Butanol und/oder lineare und verzweigte Diole mit C6-C16 wie Butandiol, Neopentylglykol, Octandiol zum Einsatz. Das Glyoxal ist durch Acetalbildung leicht aus der wässrigen Lösung abzutrennen und als Komponente der beschriebenen Verbindungen in Kraftstoffe einzubringen.It is also in accordance with the invention that instead of glyoxal in aqueous solution, the acetals or hemiacetals of glyoxal can be added to the gasoline mixture. Linear and branched alcohols with C 1 -C 16 carbons such as methanol, ethanol, isopropanol, butanol and / or linear and branched diols with C 6 -C 16 such as butanediol, neopentylglycol, octanediol are used as alcohols for the acetalization. The glyoxal is easily separated from the aqueous solution by acetal formation and introduced into fuels as a component of the compounds described.

Die Überführung des Glyoxals in die Acetale hat den Vorteil, daß diese Verbindungen ohne Wasser dem Kraftstoffgemisch zugesetzt werden können.The conversion of the glyoxal into the acetals has the advantage that these compounds without Water can be added to the fuel mixture.

Emissionsminderung durch Glyoxalemulsion in Benzin (Leerlauf) n = 22 Emission reduction through glyoxal emulsion in petrol (idle) n = 22

Emissionsminderung durch Glyoxalemulsion in Benzin (erhöhter Leerlauf) n = 22 Emission reduction through glyoxal emulsion in petrol (increased idling) n = 22

Emissionsminderung von CO im Leerlauf Reducing CO emissions while idling

Emissionsminderung von HC im Leerlauf HC emission reduction at idle

Emissionsminderung von CO im erhöhten Leerlauf Reduction of CO emissions when idling

Emissionsminderung von HC im erhöhten Leerlauf HC emission reduction during increased idling

Claims (9)

1. Verfahren zur Absenkung von Schadstoffemissionen in Verbrennungsmotoren dadurch gekennzeichnet, daß dem Kraftstoff Glyoxal in wäßriger Lösung zugesetzt wird.1. A method for reducing pollutant emissions in internal combustion engines, characterized in that glyoxal is added to the fuel in aqueous solution. 2. Verfahren nach Anspruch 1 dadurch gekennzeichent, daß als Emulgatoren der wäßrigen Glyoxallösung in Benzin veresterte Aliphate und Polyäthylenglycol dienen.2. The method according to claim 1, characterized in that the emulsifiers serve aqueous glyoxal solution in petrol esterified aliphates and polyethylene glycol. 3. Verfahren nach Anspruch 1 und 2 dadurch gekennzeichnet, daß das Verhältnis Glyoxallösung zu veresterten Aliphaten und Polyäthylenglycol 2 : 1 : 1 ist.3. The method according to claim 1 and 2, characterized in that the ratio Glyoxal solution to esterified aliphatic and polyethylene glycol is 2: 1: 1. 4. Verfahren nach Anspruch 1-3 dadurch gekennzeichnet, daß das Mischungsverhältnis Glyoxal zu Benzin 1 : 5000 bis 1 : 20 000 reicht.4. The method according to claim 1-3, characterized in that the Mixing ratio glyoxal to petrol 1: 5000 to 1: 20 000 is sufficient. 5. Verfahren nach Anspruch 1-4 dadurch gekennzeichnet, daß wäßrige Glyoxallösung, veresterte Aliphate und Polyäthylenglycol erst homogen gemischt werden und dann dem Kraftstoff zugesetzt werden.5. The method according to claim 1-4, characterized in that aqueous glyoxal solution, esterified aliphates and polyethylene glycol are first mixed homogeneously and then be added to the fuel. 6. Verfahren nach Anspruch 1-5 dadurch gekennzeichnet, daß nach Durchmischung von 500 ml Benzin mit dem Glyoxalemulgatorgemisch Methyltertiärbuthyläther im Verhältnis 1 : 50 bis 1 : 100 zugesetzt wird.6. The method according to claim 1-5, characterized in that after mixing of 500 ml of gasoline with the glyoxal emulsifier mixture methyl tertiary butyl ether in Ratio 1:50 to 1: 100 is added. 7. Verfahren nach Anspruch 1-6 dadurch gekennzeichnet, daß das Glyoxal durch Acetalisierung mit Alkoholen und/oder Diolen gebunden wird, aus seiner wäßrigen Phase getrennt wird und dem Kraftstoff beigemischt wird.7. The method according to claim 1-6, characterized in that the glyoxal Acetalization with alcohols and / or diols is bound from its aqueous Phase is separated and mixed with the fuel. 8. Verfahren nach Anspruch 1 bis 7, dadurch gekennzeichnet, daß die Acetalisierung des Glyoxals mit linearen und verzweigten Alkoholen von C1 bis C16 und/oder mit linearen und verzweigten Diolen von C1 bis C16 erfolgt.8. The method according to claim 1 to 7, characterized in that the acetalization of the glyoxal with linear and branched alcohols from C 1 to C 16 and / or with linear and branched diols from C 1 to C 16 takes place. 9. Verfahren nach Anspruch 1-8 dadurch gekennzeichnet, daß Methanol und/oder Neopentylglycol als Acetalisierungsmittel verwendet werden.9. The method according to claim 1-8, characterized in that methanol and / or Neopentyl glycol can be used as an acetalizing agent.
DE19843380A 1998-09-22 1998-09-22 Process for reducing the pollutant emissions from I.C. engines comprises adding glyoxal in an aqueous solution to the fuel Withdrawn DE19843380A1 (en)

Priority Applications (21)

Application Number Priority Date Filing Date Title
DE19843380A DE19843380A1 (en) 1998-09-22 1998-09-22 Process for reducing the pollutant emissions from I.C. engines comprises adding glyoxal in an aqueous solution to the fuel
DE1999120270 DE19920270A1 (en) 1998-09-22 1999-05-03 Reducing the pollutant emissions from combustion engines comprises adding glyoxal in aqueous solution to the fuel
DE69923575T DE69923575T2 (en) 1998-09-22 1999-09-20 GLYOXAL AS FUEL SUPPLEMENT
JP2000574191A JP2002526595A (en) 1998-09-22 1999-09-20 Glyoxal as a fuel additive
DK99948796T DK1124915T3 (en) 1998-09-22 1999-09-20 Glyoxal as a fuel additive
AU61929/99A AU755510B2 (en) 1998-09-22 1999-09-20 Glyoxal as fuel additive
CA002345099A CA2345099A1 (en) 1998-09-22 1999-09-20 Glyoxal as fuel additive
EA200100368A EA003932B1 (en) 1998-09-22 1999-09-20 Glyoxal as a fuel additive
HU0103656A HUP0103656A3 (en) 1998-09-22 1999-09-20 Method for reducing pollution emission of fuel in combined engine
TR2001/00839T TR200100839T2 (en) 1998-09-22 1999-09-20 Glyoxal as a fuel additive.
NZ510510A NZ510510A (en) 1998-09-22 1999-09-20 Glyoxal and glyoxay derivatives (acetals and hemiacetals) as fuel additives for the combustion engine
BR9914021-7A BR9914021A (en) 1998-09-22 1999-09-20 Glyoxal as a fuel additive
AT99948796T ATE288467T1 (en) 1998-09-22 1999-09-20 GLYOXAL AS A FUEL ADDITIVE
PT99948796T PT1124915E (en) 1998-09-22 1999-09-20 GLIOXAL AS A COMBUSTION ADDITIVE
UA2001042677A UA72747C2 (en) 1998-09-22 1999-09-20 A method for reduction of pollutants in internal combustion engines with use of glyoxal as fuel additive
PL346755A PL191757B1 (en) 1998-09-22 1999-09-20 Glyoxal as fuel additive
EP99948796A EP1124915B1 (en) 1998-09-22 1999-09-20 Glyoxal as fuel additive
ES99948796T ES2237156T3 (en) 1998-09-22 1999-09-20 GLIOXAL AS ADDITIVE FOR FUEL.
PCT/EP1999/006949 WO2000017290A1 (en) 1998-09-22 1999-09-20 Glyoxal as fuel additive
IL14206799A IL142067A0 (en) 1998-09-22 1999-09-20 Glyoxal as a fuel additive and a method for reducing pollutant emissions utilizing the same
NO20011331A NO20011331L (en) 1998-09-22 2001-03-16 Process and fuel additive to reduce emissions from internal combustion engines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19843380A DE19843380A1 (en) 1998-09-22 1998-09-22 Process for reducing the pollutant emissions from I.C. engines comprises adding glyoxal in an aqueous solution to the fuel

Publications (1)

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DE19843380A1 true DE19843380A1 (en) 2000-03-23

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DE19843380A Withdrawn DE19843380A1 (en) 1998-09-22 1998-09-22 Process for reducing the pollutant emissions from I.C. engines comprises adding glyoxal in an aqueous solution to the fuel
DE69923575T Expired - Fee Related DE69923575T2 (en) 1998-09-22 1999-09-20 GLYOXAL AS FUEL SUPPLEMENT

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DE69923575T Expired - Fee Related DE69923575T2 (en) 1998-09-22 1999-09-20 GLYOXAL AS FUEL SUPPLEMENT

Country Status (19)

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EP (1) EP1124915B1 (en)
JP (1) JP2002526595A (en)
AT (1) ATE288467T1 (en)
AU (1) AU755510B2 (en)
BR (1) BR9914021A (en)
CA (1) CA2345099A1 (en)
DE (2) DE19843380A1 (en)
DK (1) DK1124915T3 (en)
EA (1) EA003932B1 (en)
ES (1) ES2237156T3 (en)
HU (1) HUP0103656A3 (en)
IL (1) IL142067A0 (en)
NO (1) NO20011331L (en)
NZ (1) NZ510510A (en)
PL (1) PL191757B1 (en)
PT (1) PT1124915E (en)
TR (1) TR200100839T2 (en)
UA (1) UA72747C2 (en)
WO (1) WO2000017290A1 (en)

Cited By (2)

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WO2020233768A1 (en) * 2019-05-17 2020-11-26 Lapide Gmbh Reduction of pollutant emissions of internal combustion engines

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ATE288467T1 (en) 2005-02-15
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WO2000017290A1 (en) 2000-03-30
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UA72747C2 (en) 2005-04-15
DE69923575D1 (en) 2005-03-10

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