EP0006527A1 - 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
EP0006527A1
EP0006527A1 EP79101894A EP79101894A EP0006527A1 EP 0006527 A1 EP0006527 A1 EP 0006527A1 EP 79101894 A EP79101894 A EP 79101894A EP 79101894 A EP79101894 A EP 79101894A EP 0006527 A1 EP0006527 A1 EP 0006527A1
Authority
EP
European Patent Office
Prior art keywords
imides
fuels
mixtures
carbon atoms
radicals
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
EP79101894A
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German (de)
English (en)
Other versions
EP0006527B1 (fr
Inventor
Hans-Henning Dr. Vogel
Knut Dr. Oppenlaender
Klaus Starke
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
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BASF SE
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Publication date
Application filed by BASF SE filed Critical BASF SE
Priority to AT79101894T priority Critical patent/ATE228T1/de
Publication of EP0006527A1 publication Critical patent/EP0006527A1/fr
Application granted granted Critical
Publication of EP0006527B1 publication Critical patent/EP0006527B1/fr
Expired legal-status Critical Current

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Classifications

    • 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 of polyanines for example diethylenetriamine and saturated or unsaturated fatty acids, for example oleic acid or stearic acid, are good carburetor cleaners.
  • polyanines for example diethylenetriamine and saturated or unsaturated fatty acids, for example oleic acid or stearic acid
  • carburetor cleaners for example diethylenetriamine and saturated or unsaturated fatty acids, for example oleic acid or stearic acid
  • lubricating oil which consists of a mixture of a petroleum fraction and a highly refined solvent fraction is added to the imides or amide imides of nitrilotriacetic acid or ethylenediaminetetraacetic acid.
  • 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, preferred boiling ranges between 200 and 280 ° C., being used with highly refined (hydrogenated) solvent refinates.
  • the mixing ratio of petroleum and solvent raffinate can vary from 20:80 to 80:20.
  • a preferred mixing ratio is 50:50.
  • the viscosity is decisive in the production of such lubricating oil cuts as components for the fuel additives according to the invention.
  • the characteristics of such special lubricating oil cuts are, for example, in the following areas:
  • lubricating oil cuts with other characteristics are also suitable.
  • the compounds according to (a) of the formula I are prepared by methods known per se, for example by reacting nitrilotriacetic acid or ethylenediaminetetraacetic acid with the amines or amine mixtures obtained at temperatures of 150 to 220 ° C usually 160 to 200 ° C.
  • 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 To a small extent, additional amounts applied.
  • amidimides or imides are obtained in a predominant proportion in addition to minor amounts of amides, ie substitution of all carbonyl groups by one amide residue each.
  • a procedure is followed, by initially introducing the amine or amine mixture under a nitrogen atmosphere in a stirred vessel and enters the nitrilotriacetic acid or ethylenediaminetetraacetic acid at about 80 ° C and the mixture under stirring for 4 to 10 hours at 160 to 200 o C, with slow reacting amines or amine mixtures also heated to a higher temperature until the acid number is less than 10.
  • amines of the formula those with 7 to 18, preferably 8 to 14 carbon atoms are suitable. These amines can also have further amino groups, for example non-primary amino groups or alkoxy groups. Likewise, oxygen atoms can be present in the chain.
  • 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-ethylhexoxy) -propylamine- (3).
  • Known gasifier cleaners (c) suitable in combination with additives (a) and (b) to be used according to the invention are the products described, for example, in DE-PS 2 144 199.
  • the amides of C 12 to C 20 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 methyldipropylenetriamine to call.
  • Further reaction products are those of the acids mentioned with aminoethylpropylenediamine or bisamino-'propyl-propylenediamine.
  • 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, for example 0.001 to 0.03 vol%, there is no environmental pollution caused by hydrocarbon components in the exhaust gases.
  • the considerable increase in effectiveness already mentioned occurs compared to the sole one
  • 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.
  • the fuels for gasoline engines are otherwise characterized by properties which are known per se.
  • the range of their volatility ranges from 6 1bs / sq.in at 100 ° F (37.8 ° C). (0.41 bar) to 16 lbs / sq.in. (1.03 bar) and over a range of "50% points" in the ASTM D-86 test from 170 ° F (77 ° C) to 270 ° F (132 ° C).
  • the ASTM end point of gasoline is between 350 ° F (176 ° C) and 450 ° F (232 ° C).
  • Full specifications for gasoline are fully defined in United States Federal Specification VV-M-561 a-2 Oct. 30, 1954 as Fuel M, Regular and Premium grades of classes A, B and C.
  • the test is carried out in the test engine of the Opel-Kadett 1.2 ltr. under the conditions mentioned.
  • the engine is initially operated in 3 test cycles of 40 hours each with a fuel that has no additives.
  • the carburettor and intake valves are removed, evaluated according to CRC and the deposits on the intake valves are determined.
  • the dirty valves and carburettors are then reinstalled and, using a fuel provided 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 CRC.
  • Runs 1 to 3 clearly show the increasingly polluting effect when using a fuel without additives.
  • Runs 4 to 6 show the increasingly cleaning effect using a fuel provided with additives according to the invention.

Landscapes

  • 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)
  • Pyrrole Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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 true EP0006527A1 (fr) 1980-01-09
EP0006527B1 EP0006527B1 (fr) 1981-09-16

Family

ID=6042818

Family Applications (1)

Application Number Title Priority Date Filing Date
EP79101894A Expired EP0006527B1 (fr) 1978-06-26 1979-06-11 Carburants pour moteurs à carburateur contenant un mélange d'additifs

Country Status (5)

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

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0282845A1 (fr) * 1987-03-14 1988-09-21 BASF Aktiengesellschaft Combustibles contenant de petites quantités d'alcoxylate et d'imide d'acide polycarboxylique
EP0301448A1 (fr) * 1987-07-30 1989-02-01 BASF Aktiengesellschaft Combustibles pour moteur à combustion interne
EP0436864A1 (fr) * 1990-01-10 1991-07-17 BASF Aktiengesellschaft Carburants pour moteurs à allumage par étincelle
US5194068A (en) * 1990-06-29 1993-03-16 Basf Aktiengesellschaft Ester-containing fuel for gasoline engines and diesel engines

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2011367C (fr) * 1988-08-30 1997-07-08 Henry Ashjian Produits de reaction d'alkenylsuccinimides avec des acides ethylenediaminecarboxyliques comme detergents de carburant
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

Citations (3)

* 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
DE2144199A1 (de) * 1971-09-03 1973-03-08 Basf Ag Treibstoffe fuer ottomotoren
DE2624630A1 (de) * 1976-06-02 1977-12-22 Basf Ag Kraftstoffzusaetze fuer ottomotoren

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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

Patent Citations (3)

* 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
DE2144199A1 (de) * 1971-09-03 1973-03-08 Basf Ag Treibstoffe fuer ottomotoren
DE2624630A1 (de) * 1976-06-02 1977-12-22 Basf Ag Kraftstoffzusaetze fuer ottomotoren

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0282845A1 (fr) * 1987-03-14 1988-09-21 BASF Aktiengesellschaft Combustibles contenant de petites quantités d'alcoxylate et d'imide d'acide polycarboxylique
US4844714A (en) * 1987-03-14 1989-07-04 Basf Aktiengesellschaft Fuels containing small amounts of alkoxylates and polycarboximides
EP0301448A1 (fr) * 1987-07-30 1989-02-01 BASF Aktiengesellschaft Combustibles pour moteur à combustion interne
US4871375A (en) * 1987-07-30 1989-10-03 Basf Aktiensellschaft Fuels for Otto engines
EP0436864A1 (fr) * 1990-01-10 1991-07-17 BASF Aktiengesellschaft Carburants pour moteurs à allumage par étincelle
US5194068A (en) * 1990-06-29 1993-03-16 Basf Aktiengesellschaft Ester-containing fuel for gasoline engines and diesel engines

Also Published As

Publication number Publication date
EP0006527B1 (fr) 1981-09-16
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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