BE590314A - - Google Patents

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Publication number
BE590314A
BE590314A BE590314DA BE590314A BE 590314 A BE590314 A BE 590314A BE 590314D A BE590314D A BE 590314DA BE 590314 A BE590314 A BE 590314A
Authority
BE
Belgium
Prior art keywords
emi
octane number
gasoline
manganese
weight
Prior art date
Application number
Other languages
French (fr)
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.)
Publication of BE590314A publication Critical patent/BE590314A/fr

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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
    • C10L10/10Use of additives to fuels or fires for particular purposes for improving the octane number
    • 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
    • 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
    • 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
    • C10L1/30Organic compounds compounds not mentioned before (complexes)
    • C10L1/305Organic compounds compounds not mentioned before (complexes) organo-metallic compounds (containing a metal to carbon bond)
    • 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
    • C10L1/30Organic compounds compounds not mentioned before (complexes)
    • C10L1/305Organic compounds compounds not mentioned before (complexes) organo-metallic compounds (containing a metal to carbon bond)
    • C10L1/306Organic compounds compounds not mentioned before (complexes) organo-metallic compounds (containing a metal to carbon bond) organo Pb compounds

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)

Description

       

  " CARBURANTS A BON POUVOIR ANTI-DETONANT ". 

  
On sait qu'on peut améliorer les carburants pour éviter un cognement du moteur par addition de produits dits anti-détonants". L'effet des anti-détonants connus jusqu'à présent est plus faible avec les essences d'un indice d'octane élevé qu'avec celles d'un faible indice. Lorsqu'on ajoute, par exemple, les anti-détonants indiqués dans le tableau 1 à une essence de base dont l'indice d'octane est de 40 (méthode Research), on constate, une augmentation relativement forte de cet indice.

  
TABLEAU l.-

  

 <EMI ID=1.1> 


  
Par contre, lorsqu'on ajoute à la même essence de l'iso-  octane pour augmenter l'indice d'octane, par exemple  jusqu'à 70, on obtient, par addition de mêmes quantités  d'anti-détonants, une augmentation sensiblement plus  faible de l'indice d'octane, comme on peut le voir par  le tableau 2. 

  
TABLEAU 2.-

  

 <EMI ID=2.1> 


  
En ajoutant simultanément à l'essence des tableaux 1 et 2 des amines aromatiques et un ou plusieurs composés organométalliques, on obtient un effet plus faible que la somme des effets de chaque constituant.

  
Ajoutées à des essences d'un indice d'octane très élevé, les amines aromatiques connues comme anti-' détonants, comme par exemple la monométhylaniline, ont non seulement l'inconvénient de ne pas augmenter-cet indice, mais même de le diminuer, comme on peut le voir nettement-par la courbe ci-annexée.

  
Or, on a constaté , de manière inattendue, qu'avec des essences renfermant du,plomb tétraéthyle, d'un indice d'octane d'au moins 90 (méthode Research),

  
on peut, par addition de composés organométalliques de manganèse, de fer ou de:nickel, ainsi que d'aminés aroma-

  
 <EMI ID=3.1>  

  
gique, c'est-à-dire atteindre une augmentation de l'indice d'octane supérieure à la somme des effets de chaque composant. Il est remarquable que de faibles quantités de l'amine aromatique, par exemple 0,1, 0,5 ou 1,5% en poids, permettent déjà une forte élévation des indices d'octane.

  
C'est ainsi, par exemple , que l'on peut porter à 95, 100 (méthode Research) et au delà l'indice d'octane de mélanges d'essences straight-run et d'alkylates et/ou

  
 <EMI ID=4.1> 

  
d'essences provenant de craquages catalytiques, par ad-  <EMI ID=5.1>  dition de plomb/et porter ensuite l'indice d'octane à un  indice encore plus élevé par addition de composés organo-  métalliques de manganèse, de fer ou de nickel, ainsi que  d'amines aromatiques. 

  
Le plomb tétraéthyle doit être ajouté aux essen-  ces dans les quantités usuelles, comprises entre 0,01 et 0,12% en poids.

  
Comme composés organométalliques conviennent les composés de manganèse, de fer ou de nickel, comme par

  
 <EMI ID=6.1> 

  
nèse, le t ricarbonyle de cyclopentadiényl-manganèse,

  
le cyclopentadiényle de nickel, le cyclopentadiényle de fer, etc.

  
Comme amines aromatiques sont appropriées l'aniline et ses dérivés, par exemple des alcoylanilines , comme les méthyl-, éthyl- ou propylaniline, les toluidines

  
 <EMI ID=7.1> 

  
méthyltoluidine , les diphénylamines, les xylidines, etc.

  
Les essences conformes à la présente invention peuvent renfermer des additifs, tels que colorants Soudan, inhibiteurs de gommes, désactivateurs de métaux, produits anticorrostfs, etc. 

  
EXEMPLE 1.-

  
Une essence renfermant des alkylates , d'un

  
 <EMI ID=8.1> 

  
On ajoute ensuite à cette essence 0,0036% en poids de tricarbonyle de méthylcyclopentadiényl-manganèse; son indice d'octane est alors de 106,9.

  
Lorsqu'on ajoute toutefois à l'essence renfermant du plomb tétraéthyle , 0,0036% en poids de tricarbonyle de méthylcyclopentadiényl-manganèse + 0,0036% en poids de N-méthylaniline, on obtient un indice d'octane de 110,3.

  
EXEMPLE 2.-

  
Une essence renfermant des alkylates est portée

  
 <EMI ID=9.1> 

  
plomb tétraéthyle.

  
Par addition à cette essence de 0,036% en poids  de N-méthylaniline, on obtient un indice d'octane de 109,5 

  
En ajoutant en outre 0,0036% en poids de tri-  carbonyle de méthylcyclopentadiényl-manganèse, l'indice  d'octane est porté à 114,0. 

  
Pour vérifier l'effet synergique , on examine 

  
la même essence après addition de tricarbonyle de méthyl-  cyclopentadiényl-manganèse, mais sans ajouter de la  N-méthylaniline; on constate que l'indice est de 100,7. 

  
 <EMI ID=10.1> 

  
 <EMI ID=11.1> 

  
 <EMI ID=12.1> 

  
toutefois conjointement les deux produits on obtient, com-  me déjà cité plus haut, un indice d'octane de 114, c'est- 

  
 <EMI ID=13.1>  

REVENDICATIONS.-

  
1.- Carburants anti-détonants renfermant du plomb tétraéthyle et présentant un indice d'octane de base d'au moins 90 (méthode Research), caractérisés en ce qu'ils renferment , outre du plomb tétraéthyle, des composés organométalliques de manganèse , de fer ou de nickel, ainsi due des amines aromatiques.

  
2.- Carburants anti-détonants suivant la revendication 1, caractérisés en ce qu'ils renferment, outre du plomb tétraéthyle, du tricarbonyle de méthyl-cyclopentadiényl-manganèse et de la monométhylaniline.

  
 <EMI ID=14.1> 



  "GOOD POWERS ANTI-DETONANT".

  
We know that fuels can be improved to prevent engine knocking by adding so-called anti-detonating products. "The effect of anti-detonants known to date is weaker with gasoline with an octane number. When the anti-detonants indicated in Table 1 are added, for example, to a base gasoline with an octane number of 40 (Research method), it is observed , a relatively strong increase in this index.

  
TABLE l.-

  

 <EMI ID = 1.1>


  
On the other hand, when isoctane is added to the same gasoline to increase the octane number, for example up to 70, one obtains, by adding the same quantities of anti-detonants, a marked increase. lower octane number, as can be seen from Table 2.

  
TABLE 2.-

  

 <EMI ID = 2.1>


  
By simultaneously adding to the gasoline of Tables 1 and 2 aromatic amines and one or more organometallic compounds, an effect is obtained which is smaller than the sum of the effects of each component.

  
Added to gasolines with a very high octane number, the aromatic amines known as anti-detonants, such as for example monomethylaniline, not only have the drawback of not increasing this number, but even of decreasing it, as can be seen clearly by the attached curve.

  
However, it has been observed, unexpectedly, that with gasolines containing tetraethyl lead, with an octane number of at least 90 (Research method),

  
it is possible, by adding organometallic compounds of manganese, iron or nickel, as well as aromatic amines

  
 <EMI ID = 3.1>

  
gic, that is, achieve an increase in the octane number greater than the sum of the effects of each component. It is noteworthy that small amounts of the aromatic amine, for example 0.1, 0.5 or 1.5% by weight, already allow a sharp rise in the octane numbers.

  
It is thus, for example, that it is possible to bring to 95, 100 (Research method) and beyond the octane number of mixtures of straight-run gasoline and alkylates and / or

  
 <EMI ID = 4.1>

  
gasolines obtained from catalytic cracking, by adding <EMI ID = 5.1> lead / and then raising the octane number to an even higher number by addition of organometallic compounds of manganese, iron or nickel, as well as aromatic amines.

  
Tetraethyl lead should be added to the essences in the usual amounts, between 0.01 and 0.12% by weight.

  
Suitable organometallic compounds are compounds of manganese, iron or nickel, such as

  
 <EMI ID = 6.1>

  
nese, cyclopentadienyl-manganese t ricarbonyl,

  
nickel cyclopentadienyl, iron cyclopentadienyl, etc.

  
Suitable aromatic amines are aniline and its derivatives, for example alkyllanes, such as methyl-, ethyl- or propylaniline, toluidines

  
 <EMI ID = 7.1>

  
methyltoluidine, diphenylamines, xylidines, etc.

  
The gasolines according to the present invention may contain additives, such as Sudan dyes, gum inhibitors, metal deactivators, anticorrosive products, etc.

  
EXAMPLE 1.-

  
A gasoline containing alkylates, of a

  
 <EMI ID = 8.1>

  
0.0036% by weight of methylcyclopentadienyl-manganese tricarbonyl is then added to this gasoline; its octane number is then 106.9.

  
When, however, is added to the gasoline containing tetraethyl lead, 0.0036% by weight of methylcyclopentadienyl-manganese tricarbonyl + 0.0036% by weight of N-methylaniline, an octane number of 110.3 is obtained.

  
EXAMPLE 2.-

  
A gasoline containing alkylates is carried

  
 <EMI ID = 9.1>

  
tetraethyl lead.

  
By adding 0.036% by weight of N-methylaniline to this gasoline, an octane number of 109.5 is obtained.

  
By additionally adding 0.0036% by weight of methylcyclopentadienyl-manganese tri-carbonyl, the octane number is brought to 114.0.

  
To verify the synergistic effect, we examine

  
the same gasoline after addition of methyl-cyclopentadienyl-manganese tricarbonyl, but without adding N-methylaniline; we see that the index is 100.7.

  
 <EMI ID = 10.1>

  
 <EMI ID = 11.1>

  
 <EMI ID = 12.1>

  
however jointly the two products one obtains, as already mentioned above, an octane number of 114, that is

  
 <EMI ID = 13.1>

CLAIMS.-

  
1.- Anti-detonating fuels containing tetraethyl lead and having a base octane number of at least 90 (Research method), characterized in that they contain, in addition to tetraethyl lead, organometallic compounds of manganese, iron or nickel, thus due to aromatic amines.

  
2. Anti-detonating fuels according to claim 1, characterized in that they contain, in addition to tetraethyl lead, methyl-cyclopentadienyl-manganese tricarbonyl and monomethylaniline.

  
 <EMI ID = 14.1>


    

Claims (1)

revendication 1, caractérisés en ce qu'ils renferment, outre du plomb tétraéthyle, du tricarbonyle de méthylcyclopentadiényl-manganèse, de la monométhylaniline et de la méthyl-p-toluidine. Claim 1, characterized in that they contain, in addition to tetraethyl lead, methylcyclopentadienyl-manganese tricarbonyl, monomethylaniline and methyl-p-toluidine.
BE590314D 1960-05-02 BE590314A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR825932A FR1255840A (en) 1960-05-02 1960-05-02 Fuels with good anti-detonation power

Publications (1)

Publication Number Publication Date
BE590314A true BE590314A (en)

Family

ID=8730495

Family Applications (1)

Application Number Title Priority Date Filing Date
BE590314D BE590314A (en) 1960-05-02

Country Status (2)

Country Link
BE (1) BE590314A (en)
FR (1) FR1255840A (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8715373B2 (en) 2007-07-10 2014-05-06 Afton Chemical Corporation Fuel composition comprising a nitrogen-containing compound
WO2010077161A2 (en) * 2008-11-21 2010-07-08 Marine Resources Exploration International B.V. Synergistic octane booster additives containing aromatics amines and manganese and gasoline resulted from their usage
RO127197A1 (en) 2010-02-10 2012-03-30 Marine Resources Exploration International B.V. Synergistic compositions of knockproof additives for gasolines

Also Published As

Publication number Publication date
FR1255840A (en) 1961-03-10

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