US1841254A - Motor fuel and producing process - Google Patents

Motor fuel and producing process Download PDF

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Publication number
US1841254A
US1841254A US207316A US20731627A US1841254A US 1841254 A US1841254 A US 1841254A US 207316 A US207316 A US 207316A US 20731627 A US20731627 A US 20731627A US 1841254 A US1841254 A US 1841254A
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United States
Prior art keywords
naphthenic
mercury
motor fuel
acids
distillates
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US207316A
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Rudolph R Rosenbaum
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    • 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
    • C10L1/18Organic compounds containing oxygen
    • 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
    • C10L1/18Organic compounds containing oxygen
    • C10L1/188Carboxylic acids; metal salts thereof
    • C10L1/1886Carboxylic acids; metal salts thereof naphthenic acid
    • 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
    • C10L1/18Organic compounds containing oxygen
    • C10L1/19Esters ester radical containing compounds; ester ethers; carbonic acid esters

Definitions

  • My invention relates to motor fuels. It is well known that the fuels commonly used today in internal combustion motors or engines produce a detonation or so-called knock, and such knocking is a function of the engine compression and begins when the critical compression is reached and increases as the compression increases.
  • naphthenic acids which m are present in certain crude oils found in this country, are especially adapted for suppressing detonation when added to the motor fuel.
  • Mercury compounds are particularly desirable not only for their good electrical conductivity but also because when fuels having such compounds are exploded and mercury may be formed, such mercury will not deposit on the combustion chamber walls but will be volatilized by the high combustion temperature and pass out with the exhaust gases.
  • the naphthenic acids can be readily obtained from the crude oils which contain them and used to prevent detonation with distillates of crude oils which do not contain such acids.
  • the process of extracting the acids from the acid bearing crude oils is well known.
  • the distillates of such oils, as kerosene and gasoline, contain the acids, and such distillates are treated with sulphuric acid which. combines with the naphthenic acids to produce sulphonated naphthenic acids, and the distillate is then washed with alkali solution to cause neutralization of the acids and the production of the alkali salts (N ono-naphthenic) (Sulphom'c acid) ⁇ Vashing with alkali solution results thus:
  • ester alone has proven to be an efficient anti-knock agent, and likewise a product comprising a metal such as mercury bound to the ester.
  • the anti-knock agent such as the mercury naphthenate. is dissolved in a suitable solvent such as an alcohol to the extent of say about 10%. and this anti-knock solution is added to the fuel, for example, of about 1%.
  • An -ester such as the butyl ester above designated could be used as the solvent for the mercury naphthenate and the solution added in proper proportion to the fuel.
  • such acids may be esterized while still in the distillates. If, after such distillates have been treated with sul phuric acid, and before neutralization with alkali, they are treated with an alcohol under agitation and then redistilled, it is obvious that the naphthenic acids present in the distillates will produce esters, and as such esters are easily soluble in the distillates they will impart qualities to such distillates or fuels which will tend to suppress detonation. Such process forms a very important feature of my invention.
  • a motor fuel comprising a petroleum distillate and a mixture of mercury naphthenate and a naphthenic acid ester.
  • a motor fuel containing as an antlknock reagent, an oil soluble metallic naphthenic acid ester derivative selected from the non-alkali forming metals of the second group of the periodic system.
  • naphthenic acid as used in Y the claims I mean to include those naphthenic acids which are present in crude petroleum.
  • a motor fuel comprising a petroleum distillate and an ester of naphthenic acid.
  • a fuel for internal combustion engines comprising a petroleum distillate and mercury bound to a naphthenic acid.
  • a motor fuel containing a mercury compound of a naphthenic aci 4.
  • a motor fuel containing ananti-knock ingredient consisting of a mercury derivative of a naphthenic acid ester.
  • a motor fuel containing a mixture of mercur naphthenate and a naphthenic acid ester.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Patented Jan; 12, 1932 UNITED STATES RUDOLPH R. ROSENIBAUM, OF CHICAGO, ILLINOIS MOTOR FUEL AND PRODUCING PROCESS No Drawing. Application filed July 20,
My invention relates to motor fuels. It is well known that the fuels commonly used today in internal combustion motors or engines produce a detonation or so-called knock, and such knocking is a function of the engine compression and begins when the critical compression is reached and increases as the compression increases.
I have found that naphthenic acids, which m are present in certain crude oils found in this country, are especially adapted for suppressing detonation when added to the motor fuel.
I have found further that if such naph- 115 thenic acids are esterized with alcohols, such as methyl, ethyl, butyl, propyl, iso-propyl, or amyl alcohols, such esters will cause suppression of detonationto a much greater degree. I havealso found that when a naphthenic 2o acid, or a naphthenic acid radical, or a naphthenic acid ester, is bound to a metal, particularly a metal found in group 2 of Mendelejeifs table of periodic arrangement of the elelnents, detonation suppression is greatly increased. The reason for this I attribute to the fact, as I have found it to be, that such naphthenic acid metal compounds, even when added in only small quantity, will cause the I fuel to become of very high electrical conductivity, it being my belief. that the comparatively low electrical conductivity of fuels ordinarily used is to a great extent responsible for detonation or knocking at comparatively low compression. The naphthenic acid-metal compounds referred to will change the ordinary motor fuel from a low compression fuel to a high compression fuel. I have found compounds comprising the 40 metal mercury bound to naphthenic acids very efiicient, as for example mercury naphthenate; likewise compounds comprising mercury bound to napht-henic acid esters, or a mixture of mercury naphthenate and naphthenic acid esters. Motor fuels treated with such compounds may be used in engines having compression pressures of over 160 pounds without danger of knocking. If a radical is attached to the metal as shown in Group II of Mendelejeffs table, and combined in such 1927. Serial No. 207,316.
manner that the resulting compound is volatile and oil soluble, higher anti-knock values for such metal are obtained.
Mercury compounds are particularly desirable not only for their good electrical conductivity but also because when fuels having such compounds are exploded and mercury may be formed, such mercury will not deposit on the combustion chamber walls but will be volatilized by the high combustion temperature and pass out with the exhaust gases.
The naphthenic acids can be readily obtained from the crude oils which contain them and used to prevent detonation with distillates of crude oils which do not contain such acids. The process of extracting the acids from the acid bearing crude oils is well known. The distillates of such oils, as kerosene and gasoline, contain the acids, and such distillates are treated with sulphuric acid which. combines with the naphthenic acids to produce sulphonated naphthenic acids, and the distillate is then washed with alkali solution to cause neutralization of the acids and the production of the alkali salts (N ono-naphthenic) (Sulphom'c acid) \Vashing with alkali solution results thus:
The resulting oxy-naphthenic acid sodium salt is then combined with a mercury salt, thus CH C H a a oooca1.
Such ester alone has proven to be an efficient anti-knock agent, and likewise a product comprising a metal such as mercury bound to the ester.
The anti-knock agent, such as the mercury naphthenate. is dissolved in a suitable solvent such as an alcohol to the extent of say about 10%. and this anti-knock solution is added to the fuel, for example, of about 1%.
An -ester such as the butyl ester above designated could be used as the solvent for the mercury naphthenate and the solution added in proper proportion to the fuel.
Instead of removing the naphthenic acids from the distillates, such acids may be esterized while still in the distillates. If, after such distillates have been treated with sul phuric acid, and before neutralization with alkali, they are treated with an alcohol under agitation and then redistilled, it is obvious that the naphthenic acids present in the distillates will produce esters, and as such esters are easily soluble in the distillates they will impart qualities to such distillates or fuels which will tend to suppress detonation. Such process forms a very important feature of my invention.
gasoline, to the extent 6. A motor fuel comprising a petroleum distillate and a mixture of mercury naphthenate and a naphthenic acid ester.
7. A motor fuel containing as an antlknock reagent, an oil soluble metallic naphthenic acid ester derivative selected from the non-alkali forming metals of the second group of the periodic system.
In witness whereof, I hereunto subscribe my name this 14th day of July, 1927.
' RUDOLPH R. ROSENBAUM.
By the term naphthenic acid as used in Y the claims I mean to include those naphthenic acids which are present in crude petroleum.
I claim as follows 1. A motor fuel comprising a petroleum distillate and an ester of naphthenic acid.
2. A fuel for internal combustion engines comprising a petroleum distillate and mercury bound to a naphthenic acid.
3. As a, new article of manufacture, a motor fuel containing a mercury compound of a naphthenic aci 4. As a new article of manufacture, a motor fuel containing ananti-knock ingredient consisting of a mercury derivative of a naphthenic acid ester.
5. As a new article of manufacture, a motor fuel containing a mixture of mercur naphthenate and a naphthenic acid ester.
US207316A 1927-07-20 1927-07-20 Motor fuel and producing process Expired - Lifetime US1841254A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2419540A (en) * 1943-08-28 1947-04-29 Int Standard Electric Corp Telecommunication switching system
US2918360A (en) * 1957-03-06 1959-12-22 Sun Oil Co Fuel compositions for spark ignition engines
US3036905A (en) * 1957-09-03 1962-05-29 Standard Oil Co Motor fuel

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2419540A (en) * 1943-08-28 1947-04-29 Int Standard Electric Corp Telecommunication switching system
US2918360A (en) * 1957-03-06 1959-12-22 Sun Oil Co Fuel compositions for spark ignition engines
US3036905A (en) * 1957-09-03 1962-05-29 Standard Oil Co Motor fuel

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