EP0006527B1 - Carburants pour moteurs à carburateur contenant un mélange d'additifs - Google Patents

Carburants pour moteurs à carburateur contenant un mélange d'additifs Download PDF

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Publication number
EP0006527B1
EP0006527B1 EP79101894A EP79101894A EP0006527B1 EP 0006527 B1 EP0006527 B1 EP 0006527B1 EP 79101894 A EP79101894 A EP 79101894A EP 79101894 A EP79101894 A EP 79101894A EP 0006527 B1 EP0006527 B1 EP 0006527B1
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EP
European Patent Office
Prior art keywords
imides
fuel
mixtures
amide
carbon atoms
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EP79101894A
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German (de)
English (en)
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EP0006527A1 (fr
Inventor
Hans-Henning Dr. Vogel
Knut Dr. Oppenlaender
Klaus Starke
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BASF SE
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BASF SE
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Priority to AT79101894T priority Critical patent/ATE228T1/de
Publication of EP0006527A1 publication Critical patent/EP0006527A1/fr
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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
    • C10L1/224—Amides; Imides carboxylic acid amides, imides
    • 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
    • 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
    • C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/1822—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
    • 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
    • C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/183—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom
    • C10L1/1832—Organic compounds containing oxygen containing hydroxy groups; Salts thereof at least one hydroxy group bound to an aromatic carbon atom mono-hydroxy
    • 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
    • F02B77/00—Component parts, details or accessories, not otherwise provided for
    • F02B77/04—Cleaning of, preventing corrosion or erosion in, or preventing unwanted deposits in, combustion engines

Definitions

  • reaction products from polyamines e.g. Diethylene triamine and saturated or unsaturated fatty acids, e.g. Oleic acid or stearic acid, which are good carburetor cleaners.
  • polyamines e.g. Diethylene triamine
  • saturated or unsaturated fatty acids e.g. Oleic acid or stearic acid
  • carburetor cleaners when used alone in fuel they tend to be at higher concentrations, e.g. above 50 to 100 ppm to form valve deposits.
  • first-mentioned imides and amide-imides also have a carburetor-cleaning effect in the dosage range mentioned, they are essentially good valve cleaners, which are expediently to be combined with special carburetor cleaners.
  • lubricating oils to fuels for gasoline engines in small quantities is known per se.
  • top lubricating oils small amounts, e.g. 2000 ppm of a conventional two-stroke oil added to the fuels for the lubrication of valves.
  • mixtures of particularly sharply hydrogenated fractions in the petroleum boiling range ie about 180 to 300 ° C. boiling range, with preferred boiling ranges between 200 and 280 ° C., being used with highly refined (hydrogenated) solvent refinates.
  • highly refined solvent refinates As a very effective mix Components for the petroleum cuts have proven to be highly refined solvent refinates with viscosities (at 20 ° C) of 50 to 500 mm 2 / s, for example 200 to 250 mm 2 / s.
  • the mixing ratio of petroleum and solvent raffinate can vary from 20:80 to 80:20. A preferred mi. ratio is 50:50.
  • lubricating oil cuts with other characteristics are also suitable.
  • the compounds according to (a) of the formula are obtained by methods known per se, for example by reacting nitrilotriacetic acid or ethylenediaminetetraacetic acid with the amines or amine mixtures
  • the amines are used in a molar ratio of 2: 1 (cyclic diimide) or in an amount of 3 moles of amine or amine mixture per mole of ethylenediaminetetraacetic acid (amide-imide) or 2 moles per mole of nitriloacetic acid (amide-imide) or in small amounts beyond that applied.
  • amide-imide ethylenediaminetetraacetic acid
  • amide-imide nitriloacetic acid
  • amidimides or imides are thus obtained in addition to minor amounts of amides, i.e. Substitution of all carbonyl groups by one amide residue.
  • the procedure is such that the amine or amine mixture is placed in a stirred vessel under a nitrogen atmosphere and the nitrilotriacetic acid or ethylenediaminetetraacetic acid is introduced at about 80 ° C and the mixture is stirred for 4 to 10 hours at 160 to 200 ° C, slowly reacting amines or amine mixtures also heated to a higher temperature until the acid number is less than 10.
  • alkyl radicals can be interrupted by nitrogen or oxygen atoms: 2-ethylhexylamine, n-dodecylamine, n-tridecylamine, n-pentadecylamine, stearylamine, .2-amino-5-dimethylaminopentane and 1- ( 2-ethyl-hexoxy) -propyiamine- (3).
  • carburetor cleaners suitable in combination with additives (a) and (b) to be used according to the invention.
  • the amides of C 12 - to C ZO fatty acids with polyamines having 2 to 4 nitrogen atoms and 2 to 8 carbon atoms for example di-oleic acid diethylenetriamine diamide, di-stearic acid dipropylenetriamine diamide, di-palmitic acid diethylenetriamine diamide, di-lauric acid triaminodiaminopropyl to call.
  • Further reaction products are those of the acids mentioned with aminoethyl propylene diamine or bis-aminopropyl propylene diamine.
  • the carburetor cleaners (c) are generally used in a weight ratio, based on the sum of components (a) and (b), from 1 to 0.01 to 0.2.
  • the new fuel additives have both a clean-keeping effect on the intake elements of the engine and a dirt-removing effect on already contaminated carburettors and valves.
  • the lubricating oil mixture in relatively small amounts e.g. 0.001 to 0.03 vol%, there is no environmental pollution caused by hydrocarbon components in the exhaust gases.
  • the considerable increase in activity already mentioned compared with the sole use of the imides or imidamides of nitrilotriacetic acid or ethylenediaminetetraacetic acid optionally occurs together with gasifier detergents.
  • the fuels according to the invention can also contain known phenol- or amine-based antioxidants.
  • Residual oils from oxo alcohol synthesis have proven to be good solvents or solubilizers for the components mentioned to be added to the fuels.
  • the fuels provided with the new additive can also contain other customary additives, e.g. octane-improving additives such as lead compounds or oxygen-containing components, e.g. Contain methanol or methyl tertiary butyl ether.
  • octane-improving additives such as lead compounds or oxygen-containing components, e.g. Contain methanol or methyl tertiary butyl ether.
  • An excellently effective fuel additive contains e.g. the components in the approximate weight ratios a: b: c: d: e as 1: 1: 0.15: 0.15: 1.
  • each component in the mixture can vary between 0.01 and 10.
  • the carburetor detergent c and optionally the phenolic antioxidant d can also be dispensed with entirely.
  • Fuel additives according to the examples in Table 1 were mixed into the fuel of a test engine of the Opel-Kadett 1.2 I type (55 hp at 5200 rpm). The test engine was operated under the following conditions.
  • Example 1 the table shows the evaluation for the carburetor and intake valve for a fuel without additives and in Examples 2 to 5 the effect of the fuel additives described in DE-OS 2624630 alone.
  • Examples 6 and 7 show the improvement when using a combination according to the invention.
  • the test is carried out in the test engine of type Opel-Kadett 1.2 1 already described under the conditions mentioned.
  • the engine is first operated in 3 test cycles of 40 hours each with a fuel that has no additives.
  • the carburetor and intake valves are removed, assessed according to the CRC and the deposits on the intake valves are determined.
  • the dirty valves and carburettors are reinstalled and, using a fuel with an additive according to Example 6, 3 test cycles are also carried out for cleaning valves and carburetors.
  • intake valves and carburetors are removed after each cycle and the progress of the cleaning effect of the fuel additives according to the invention is assessed or determined gravimetrically according to the CRC.

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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)
  • Solid Fuels And Fuel-Associated Substances (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)

Claims (5)

1. Carburants pour moteurs à essence, contenant:
a) des imides et (ou) amide-imides de l'acide ni- trilo-triacétique et (ou) de l'acide éthylène-diamine-tétracétique et d'amines ou de mélanges d'amines en C7 à C18 de la formule 1 comme produits de nettoyage des soupapes et du carburateur
Figure imgb0010
dans laquelle les X désignent des restes -HN-R identiques ou différents ou des X voisins représentent un groupe
Figure imgb0011
pour former un groupe cyclique
Figure imgb0012
m vaut 0 ou 1 et les R représentent des groupes aliphatiques en C7 à C18 ramifiés ou non, et
b) des mélanges de distillats du pétrole brut fortement hydrogénés dans la gamme des points d'ébullition de la fraction pétrole et de produits de raffinage de solvant hautement raffinés avec des viscosités (à 40°C) de 50 à 500 mm2/s dans des proportions (parties en poids) dans un rapport de 20:80 à 80:20, la proportion de a + b étant comprise entre 10 et 2000 ppm.
2. Carburants suivant la revendication 1, contenant en outre:
c) des amides d'acides gras saturés et (ou) non saturés dérivés d'acides gras en C12 à C20 et de polyamines comprenant 2 à 8 atomes de carbone et 2 à 4 atomes d'azote.
3. Carburants suivant l'une des revendications 1 et 2, caractérisés en ce que les proportions en poids de a) + b) à c) sont dans un rapport de 1:0,01 à 1:0,2.
4. Carburants suivant l'une des revendications 1 et 2, contenant en outre:
d) des phénols alcoyl-substitués stériquement empêchés comme anti-oxygènes et
e) des résidus d'une oxo-synthèse d'un alcool avec des oléfines en C3 à C5 à faible poids moléculaire comme dissolvants.
5. Carburants suivant l'une des revendications 1 à 4, caractérisés par une teneur en produits a) à e) entre 50 et 1000 ppm.
EP79101894A 1978-06-26 1979-06-11 Carburants pour moteurs à carburateur contenant un mélange d'additifs Expired EP0006527B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT79101894T ATE228T1 (de) 1978-06-26 1979-06-11 Kraftstoffe fuer ottomotoren, die additivmischungen enthalten.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2828038 1978-06-26
DE19782828038 DE2828038A1 (de) 1978-06-26 1978-06-26 Kraftstoffe fuer ottomotoren

Publications (2)

Publication Number Publication Date
EP0006527A1 EP0006527A1 (fr) 1980-01-09
EP0006527B1 true EP0006527B1 (fr) 1981-09-16

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EP79101894A Expired EP0006527B1 (fr) 1978-06-26 1979-06-11 Carburants pour moteurs à carburateur contenant un mélange d'additifs

Country Status (5)

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US (1) US4242101A (fr)
EP (1) EP0006527B1 (fr)
JP (1) JPS555980A (fr)
AT (1) ATE228T1 (fr)
DE (2) DE2828038A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3708338A1 (de) * 1987-03-14 1988-09-22 Basf Ag Kraftstoffe, enthaltend geringe mengen alkoxylate und polycarbonsaeureimide
US4871375A (en) * 1987-07-30 1989-10-03 Basf Aktiensellschaft Fuels for Otto engines
CA2011367C (fr) * 1988-08-30 1997-07-08 Henry Ashjian Produits de reaction d'alkenylsuccinimides avec des acides ethylenediaminecarboxyliques comme detergents de carburant
DE4000539A1 (de) * 1990-01-10 1991-07-11 Basf Ag Kraftstoffe fuer ottomotoren
DE4020664A1 (de) * 1990-06-29 1992-01-02 Basf Ag Ester enthaltende kraftstoffe fuer ottomotoren und dieselmotoren
EP1791932A1 (fr) * 2004-09-13 2007-06-06 Ciba Specialty Chemicals Holding Inc. Additifs d'alkylaminoacetamide pour lubrifiants
MX2008015550A (es) * 2006-06-22 2008-12-17 Basf Se Mezcla de compuestos polares de nitrogeno solubles en aceite y amidas acidas como dispersantes de parafina para combustibles
US20110023355A1 (en) * 2009-07-01 2011-02-03 Saudi Arabian Oil Company Combustible Mixed Butanol Fuels
JP5346142B2 (ja) * 2010-05-24 2013-11-20 ザ ルブリゾル コーポレイション 潤滑組成物
FR2980824B1 (fr) * 2011-09-30 2016-05-27 Peugeot Citroen Automobiles Sa Procede de traitement curatif de l'encrassement interne d'un injecteur de carburant dans un moteur a combustion interne

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2407051A (en) * 1940-09-30 1946-09-03 Shell Dev Stabilization of resins resulting from polymerization of an isopropenyl ketone
US3173770A (en) * 1960-12-23 1965-03-16 Eastman Kodak Co Metal deactivators for organic materials
NL273691A (fr) * 1961-01-19 1900-01-01
US3463731A (en) * 1963-11-12 1969-08-26 Ethyl Corp Stabilization with phenolic type antioxidant
US3923474A (en) * 1974-11-11 1975-12-02 Ici America Inc Alkyldiaminoamids of fatty acids as gasoline additives
DE2624630A1 (de) * 1976-06-02 1977-12-22 Basf Ag Kraftstoffzusaetze fuer ottomotoren

Also Published As

Publication number Publication date
EP0006527A1 (fr) 1980-01-09
JPS555980A (en) 1980-01-17
DE2960823D1 (en) 1981-12-03
DE2828038A1 (de) 1980-01-10
US4242101A (en) 1980-12-30
ATE228T1 (de) 1981-10-15

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