WO2008095661A1 - Additif pour carburants gpl et son utilisation - Google Patents

Additif pour carburants gpl et son utilisation Download PDF

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Publication number
WO2008095661A1
WO2008095661A1 PCT/EP2008/000836 EP2008000836W WO2008095661A1 WO 2008095661 A1 WO2008095661 A1 WO 2008095661A1 EP 2008000836 W EP2008000836 W EP 2008000836W WO 2008095661 A1 WO2008095661 A1 WO 2008095661A1
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Prior art keywords
additive according
tert
additive
derivatives
weight
Prior art date
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PCT/EP2008/000836
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German (de)
English (en)
Inventor
Friedrich A. SPRÜGEL
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Tunap Industrie Chemie Gmbh & Co.Produktions Kg
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Priority to EP08707517A priority Critical patent/EP2121879A1/fr
Publication of WO2008095661A1 publication Critical patent/WO2008095661A1/fr

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    • C10L1/14—Organic compounds
    • C10L1/26—Organic compounds containing phosphorus
    • C10L1/2633—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond)
    • C10L1/2641—Organic compounds containing phosphorus phosphorus bond to oxygen (no P. C. bond) oxygen bonds only

Definitions

  • the present invention relates to an additive for LPG fuels and its use for improving the initial lubrication behavior of the LPG fuel of a motor vehicle after the cold start.
  • Liquefied petroleum gas also known as liquefied petroleum gas (LPG)
  • LPG liquefied petroleum gas
  • the gas burns more environmentally friendly than gasoline, with nitrogen oxide emissions around 20%, carbon dioxide emissions around 15% and unburned hydrocarbons around 50% lower than gasoline.
  • the low operating pressure of the liquefied gas (about 8 bar) allows tanks that can be housed, for example in a size of 50 to 70 liters in the spare wheel well of motor vehicles. This has the advantage that the trunk and the standard gasoline tank are maintained, so that can be switched between the two modes, ie with LPG or gasoline.
  • LPG liquid propane
  • lubrication particularly valve seats, namely the intake valves.
  • the present invention is therefore based on the object of specifying an additive for liquefied petroleum gas propellants for motor vehicles, with which it is possible to ensure the required lubricating effect from the liquefied gas tank to the actual internal combustion engine including the intake and exhaust valves and thus the vehicle - apart from the starting phase where gasoline must be used because of the necessary heating of the engine - to operate predominantly with liquefied petroleum gas and to keep the frequent operating changes using gasoline low, in order to keep the emission of pollutants such as carbon dioxide, nitrogen oxide and unburned hydrocarbons as low as possible ,
  • LPG propellants which contains a nitrogen-containing solvent or dispersant, at least one lithium, sodium and / or potassium salt of a short-chain organic acid and at least one glycerol ester, which has a sterically hindered phenol radical.
  • the invention relates to the additive for liquefied natural gas fuels according to claim 1.
  • the dependent claims relate to preferred embodiments of this subject invention, and the use of this additive in a liquefied petroleum gas for internal combustion engines to improve the initial lubrication behavior of the LPG fuel of a motor vehicle after the cold start.
  • the invention therefore relates to an additive for liquefied petroleum gas fuels, which is characterized by a content of a) from 1 to 20% by weight of a nitrogen-containing solvent or dispersant, b) from 50 to 90% by weight of at least one lithium, Sodium and / or potassium salt of a short-chain organic acid; and c) from 2 to 30% by weight of at least one glycerol ester having a sterically hindered phenol radical, with the proviso that the sum of these constituents is 100% by weight.
  • the combination of constituents a), b) and c) of the claimed additive surprisingly not only results in an excellent lubricating effect even with continuous operation of the engine with LPG as fuel, but at the same time extremely low pollution of the operating equipment from the liquefied gas tank to the exhaust system the internal combustion engine as a result of deposits, incrustations or corrosion.
  • this additive contains as nitrogen-containing solvent or dispersant a) at least one member of the formamide derivatives, thioformamide derivatives, N-alkylpyrrolidone derivatives having 1 or 2 carbon atoms in the alkyl radical, acetamide derivatives, sec-N-alkanolamines, tert-N- Alkanolamines each having 1 to 4 carbon atoms in the alkyl radical and nitroparaffins having 1 to 8 carbon atoms, morpholine, morpholine derivatives, thiomorpholine, thiomorpholine derivatives and cyclohexylamine and mixtures thereof.
  • Particularly preferred solvents or dispersants a) are selected from the group consisting of methylformamide, dimethylformamide, ethylformamide, diethylformamide, methylethylformamide, ethylpropylformamide, methylthioformamide, dimethylthioformamide, ethylthioformamide, diethylthioformamide, methylethylthioformamide, ethyl-propylthioformamide, N-methyl-2 -pyrrolidone, N-ethyl-2-pyrrolidone, methylacetamide, dimethylacetamide, ethylacetamide, die- ethylacetamide, bis (2-hydroxyethyl) amine, bis (3-hydroxypropyl) amine, bis (4-hydroxybutyl) amine, 2-hydroxyethyl-3-hydroxypropylamine, hydroxymethyl-4-hydroxybutylamine, 2- Hydroxyethyl 4-hydroxybutylamine, tris
  • the nitrogen-containing solvent or dispersant a) has a maximum molecular weight of 120.
  • the additive according to the invention contains as lithium, sodium and / or potassium salt b) of the short-chain organic acid preferably a lithium, sodium or potassium salt of formic acid, phthalic acid, succinic acid, an organic phosphoric acid, an organic sulfonic acid or a mixture of these salts.
  • Particularly preferred salts of this type are lithium phthalate, lithium sulfonate, sodium phthalate, sodium sulfonate, sodium phthalate, potassium formate, potassium phthalate and / or potassium sulfonate.
  • the additive according to the invention comprises, as glycerol ester having a sterically hindered phenol radical, c) at least one compound of the general formula (I):
  • R denotes hydrogen or an acyl group having 8 to 18 carbon atoms.
  • Particularly preferred glycerol esters c) having a sterically hindered phenol radical are 3- (3,5-di-tert-butyl-4-hydroxyphenyl) -propionic acid 2,3-dihydroxypropyl ester, dodecanoic acid 3- [3- (3 , 5-di-tert-butyl-4-hydroxyphenyl) -propionyloxy] -2-hydroxypropyl ester, tetradecanoic acid 3- [3- (3,5-di-tert-butyl-4-hydroxy-phenyl ) -propionyloxy] -2-hydroxy-propyl ester, hexadecanoic acid 3- [3- (3,5-di-tert-butyl-4-hydroxyphenyl) -propionyloxy] -2-hydroxy-propyl ester, octadecanoic acid-3 - [
  • the claimed additive may optionally contain a liquid under normal conditions Antioxdans in an amount of 1 to 5 wt .-%, based on the total weight of the additive.
  • a liquid under normal conditions Antioxdans in an amount of 1 to 5 wt .-%, based on the total weight of the additive.
  • the compounds of the following formulas (II), (III) and (IV) are preferred:
  • R 1 is an alkyl group having 7 to 9 carbon atoms, or contains a mixture of these liquid antioxidants.
  • the additive contains 1 to
  • the defined additive may optionally additionally contain 1 to 5% by weight of an oxidation inhibitor, based on the total weight of the additive, for example at least one member of the diphenylamine, alkyl-diphenylamine derivatives having 3 to 6 carbon atoms in the alkyl group, thiodiphenylamines, Alkylthiodiphenylamine derivatives having 3 to 6 carbon atoms in the alkyl radical, diaminobenzene derivatives and diaminoalkybenzene derivatives having 3 to 8 carbon atoms in the alkyl radical, alkylphenol derivatives, namely 2,4,6-tri-tert.
  • an oxidation inhibitor for example at least one member of the diphenylamine, alkyl-diphenylamine derivatives having 3 to 6 carbon atoms in the alkyl group, thiodiphenylamines, Alkylthiodiphenylamine derivatives having 3 to 6 carbon atoms in the alkyl radical, diaminobenzene derivative
  • alkylsalicylates having 3 to 6 carbon atoms in the alkyl radical Group.
  • the additive may further contain, as further customary constituents, dyes, odor-improving agents, and / or agents for inhibiting heavy metals in amounts of from 0.1 to 5% by weight, based on the total weight of the additive.
  • This additive is for the intended use preferably in the form of a 10 to 75 weight percent solution in an organic solvent such as a low molecular weight alcohol, a low molecular weight aliphatic having 5 to 8 carbon atoms, methyl tert-butyl ether, ethyl tert. Butyl ether or mixtures of these solvents used.
  • organic solvent such as a low molecular weight alcohol, a low molecular weight aliphatic having 5 to 8 carbon atoms, methyl tert-butyl ether, ethyl tert. Butyl ether or mixtures of these solvents used.
  • methanol, ethanol, propanol, isopropanol and mixtures thereof are preferred as low molecular weight alcohols and pentane, n-hexane, isohexane, heptane, octane or mixtures thereof are preferred as the low molecular weight aliphatic compounds, it also being possible to use the alcohols in admixture with the aliphatic compounds.
  • the additive is present in an aerosol spray can, which is adjusted with a propellant to an internal pressure of ⁇ 7 bar, preferably 10 to 12 bar at 20 0 C and equipped with an aerosol gas thread valve disk.
  • a propellant to an internal pressure of ⁇ 7 bar, preferably 10 to 12 bar at 20 0 C and equipped with an aerosol gas thread valve disk.
  • the additive be easily introduced by opening the valve due to the present overpressure in the lower pressure liquid gas in the LPG fuel tank.
  • the propellant while methane, ethane, propane, butane, pentane and hydrogen are preferred.
  • the present invention furthermore relates to the use of the described additive in an amount which corresponds to 20 to 40 ppm of lithium, 15 to 30 ppm of sodium or 10 to 20 ppm of potassium in a liquefied petroleum gas for internal combustion engines for improving the initial lubrication behavior of the liquefied petroleum gas.
  • the additive according to the invention is introduced into the liquefied petroleum gas in such an amount that the stated amounts of lithium, sodium or potassium result, which also results from the presence of the nitrogen-containing solvent and dispersant and the sterically hindered phenol radical Glycerol ester is ensured that the internal combustion engine is operated to a much higher proportion of operating time only with the LPG as fuel.
  • the additive according to the invention in the LPG fuel it is only necessary to effect the cold start of the internal combustion engine with gasoline and to operate the engine until it has reached a temperature of about 40 ° C., ie a temperature above derer the operation with the liquefied petroleum gas as a fuel because of its evaporative cold in the first place is possible.
  • the additive according to the invention can be supplied in the required amount each time the tank is filled with liquefied gas or else continuously in the course of operation with the aid of a suitable metering pump.
  • An additive is prepared by mixing the following ingredients:
  • Glycerol ester * 2% by weight potassium phthalate 20% by weight
  • the glycerol ester is a mixture of a sterically hindered phenol radical having glycerol esters, 3- (3,5-di-tert-butyl-4-hydroxy-phenyl) -propionic acid-2,3-dihydroxypropyl ester and Dodecanoic acid 3- [3- (3,5-di-tert-butyl-4-hydroxyphenyl) -propionyloxy] -2-hydroxypropyl ester.
  • an additive according to the invention is prepared:
  • an additive according to the invention is prepared Gasoline 42% by weight
  • an additive according to the invention is prepared:
  • an additive according to the invention is prepared:
  • an additive according to the invention is prepared:
  • an additive according to the invention is prepared:
  • an additive according to the invention is prepared:

Landscapes

  • 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)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Abstract

L'invention concerne un additif pour carburants GPL, caractérisé en ce qu'il contient a) 1 à 20 % en masse d'un dispersant ou d'un solvant azoté, b) 50 à 90 % en masse d'au moins un sel de lithium, de sodium et/ou de potassium d'un acide organique à chaîne courte et c) 2 à 30 % en masse d'au moins un ester glycérique présentant un groupe phénol à encombrement stérique, dans la mesure où la somme de ces constituants est égale à 100 % en masse. L'invention concerne également l'utilisation de cet additif dans un GPL pour moteurs à combustion interne afin d'améliorer l'action lubrifiante initiale du GPL d'un véhicule à moteur après le démarrage à froid.
PCT/EP2008/000836 2007-02-06 2008-02-01 Additif pour carburants gpl et son utilisation WO2008095661A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP08707517A EP2121879A1 (fr) 2007-02-06 2008-02-01 Additif pour carburants gpl et son utilisation

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200710005863 DE102007005863B4 (de) 2007-02-06 2007-02-06 Additiv für Flüssiggas-Treibstoffe und seine Verwendung
DE102007005863.4 2007-02-06

Publications (1)

Publication Number Publication Date
WO2008095661A1 true WO2008095661A1 (fr) 2008-08-14

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PCT/EP2008/000836 WO2008095661A1 (fr) 2007-02-06 2008-02-01 Additif pour carburants gpl et son utilisation

Country Status (3)

Country Link
EP (1) EP2121879A1 (fr)
DE (1) DE102007005863B4 (fr)
WO (1) WO2008095661A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2141042A1 (fr) * 2008-07-01 2010-01-06 Stefano Mori Appareil de remplissage d'un additif ou d'un mélange d'additifs dans un réservoir de gaz de pétrole liquéfié (GPL)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102019210040A1 (de) * 2019-07-08 2021-01-14 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Verwendung von phenolisch substituierten Zuckerderivaten als Stabilisatoren, Kunststoffzusammensetzung, Verfahren zur Stabilisierung von Kunststoffen sowie phenolisch substituierte Zuckerderivate

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56157491A (en) * 1980-05-06 1981-12-04 Mitsubishi Oil Co Ltd Gel-like liquefied petroleum gas fuel
DE3924596C1 (fr) * 1989-07-25 1990-11-29 Friedrich A. 8000 Muenchen De Spruegel
WO2001083646A2 (fr) * 2000-04-28 2001-11-08 Iwatani International Corporation Gaz combustible liquefie pour moteurs a allumage par compression
US6448208B1 (en) * 1998-02-25 2002-09-10 Ciba Specialty Chemicals Corporation Liquid polyfunctional additives

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56157491A (en) * 1980-05-06 1981-12-04 Mitsubishi Oil Co Ltd Gel-like liquefied petroleum gas fuel
DE3924596C1 (fr) * 1989-07-25 1990-11-29 Friedrich A. 8000 Muenchen De Spruegel
US6448208B1 (en) * 1998-02-25 2002-09-10 Ciba Specialty Chemicals Corporation Liquid polyfunctional additives
WO2001083646A2 (fr) * 2000-04-28 2001-11-08 Iwatani International Corporation Gaz combustible liquefie pour moteurs a allumage par compression

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2141042A1 (fr) * 2008-07-01 2010-01-06 Stefano Mori Appareil de remplissage d'un additif ou d'un mélange d'additifs dans un réservoir de gaz de pétrole liquéfié (GPL)

Also Published As

Publication number Publication date
DE102007005863B4 (de) 2009-12-24
EP2121879A1 (fr) 2009-11-25
DE102007005863A1 (de) 2008-08-14

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