US2135327A - Motor fuel containing nitriles - Google Patents

Motor fuel containing nitriles Download PDF

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Publication number
US2135327A
US2135327A US88063A US8806336A US2135327A US 2135327 A US2135327 A US 2135327A US 88063 A US88063 A US 88063A US 8806336 A US8806336 A US 8806336A US 2135327 A US2135327 A US 2135327A
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United States
Prior art keywords
nitriles
gasoline
motor fuel
nitrile
fuel containing
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Expired - Lifetime
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US88063A
Inventor
Conquest Victor
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Armour and Co
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Armour and Co
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Priority to US88063A priority Critical patent/US2135327A/en
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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
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/228Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles
    • C10L1/2286Organic compounds containing nitrogen containing at least one carbon-to-nitrogen double bond, e.g. guanidines, hydrazones, semicarbazones, imines; containing at least one carbon-to-nitrogen triple bond, e.g. nitriles containing one or more carbon to nitrogen triple bonds, e.g. nitriles

Definitions

  • This invention relates to motor fuels and it both instances the gasoline is improved with re-. comprises a motor fuel of the hydrocarbon type, spect to its knocking tendency.
  • nitriles are rather active materials All of the nitriles which I add to gasoline in chemically and possibly they aid in the comaccordance with the present invention are solu- .bustion of fuel in some way to prevent detonable in gasoline and can simply be added thereto tion of the explosive charge in the engine. v in about the amounts specified. a 7 My nitriles are also useful in the treatment of 16 There are many nitriles coming within the kerosene to render itmore suitable for internal scope of my invention. These nitriles are usually combustion engine purposes.
  • nitrile isnecesSary.
  • fatty acids such as oleic and linoleic.
  • I can also 'Of course various mixtures 'of nitriles each of use nitriles obtained by pyrolitic'ally cracking which contains at least six carbon atoms can be higher fatty acid nitriles such as stearoand used and accordingly in the appended claims I palmito-nitrile.
  • cracked products are [use the language an aliphatic nitrile material” mostly lower molecular weight fatty acid nitriles, to include both pure single nitriles and mixtures J both saturated and unsaturated, which boil from thereof with other nitriles.
  • composition of this mixture of nitriles 4 is not clearly understood but it will contain containing a small'amount of a straight chain nitriles having from six to about twelve carbon unsaturated fatty acid nitrile having at least atoms. or I can add to gasoline about 0.3 pertwelve carbon-atoms.

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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)
  • Liquid Carbonaceous Fuels (AREA)

Description

Patented Nov. 1, v Q I x i UNITED STATES PATENT OFFICE 7 Victor-Conquest, Chicago, assignor to Armour and o(ilunpany, Chicago, 111., a corporation of No Drawing. Application June 29, 1938,
semi bio. 88,063 v v 4 Claims. (01. 44-9) 7 This invention relates to motor fuels and it both instances the gasoline is improved with re-. comprises a motor fuel of the hydrocarbon type, spect to its knocking tendency.
such as gasoline and kerosene containing a small The lower aliphatic nitriles such as aoeto-nitrlle amount of at least one aliphatic nitrile containing have on anti-knock properties, nor do they help I six or more carbon atoms., in preventing the deposition of carbon in the 5 45 cent of ordinary stearoor palmito-nitrile. In VICTOR CONQUEST. 45
, I have discovered that the addition to gasoline cylinders of an engine. As the molecular weight or kerosene of small amounts, of the order of of the nitrile increases, however, I find a marked 0.01 to 1 or,2 percent of aliphaticnitriles derived development in antl-knock properties. I have, no from higher fatty acids imparts anti-knock propexplanation to offer for the-surprising behavior 10 erties to the gasoline and also tends to preven of the higher aliphatic nitriles asanti-knock sub- 10 the deposition of carbon. stances. The nitrilesare rather active materials All of the nitriles which I add to gasoline in chemically and possibly they aid in the comaccordance with the present invention are solu- .bustion of fuel in some way to prevent detonable in gasoline and can simply be added thereto tion of the explosive charge in the engine. v in about the amounts specified. a 7 My nitriles are also useful in the treatment of 16 There are many nitriles coming within the kerosene to render itmore suitable for internal scope of my invention. These nitriles are usually combustion engine purposes. When treating kermade from fatty acids by reacting thefatty acid osene, I flnd it more'iadvantageous to add about with ammonia in the presence of a dehydrating 1 percent of the cracked nitriles or about 0.7 20 catalyst. Thus, for example, stearonitzile and percent of stearonitrile. In all instances the 20 palmito-nitrile are nitriles correspondingto stearamount of nitrile present will range from a low M lo and palmitic acids. I can use nitriles prepared as 0.01 percent to about 2 percent. If a motor from capric, caprylic, laurlc, myristic'and stearic fuel shows rather slight tendency to knock the acids, and also prepared from the unsaturated more. of the nitrile isnecesSary. fatty acids such as oleic and linoleic. I can also 'Of course various mixtures 'of nitriles each of use nitriles obtained by pyrolitic'ally cracking which contains at least six carbon atoms can be higher fatty acid nitriles such as stearoand used and accordingly in the appended claims I palmito-nitrile. These cracked products are [use the language an aliphatic nitrile material" mostly lower molecular weight fatty acid nitriles, to include both pure single nitriles and mixtures J both saturated and unsaturated, which boil from thereof with other nitriles. 30
40 C. to as high as 360 C. In many instances Having thus described my invention what I a the cracked nitriles are associated with quanticlaim is: v ties of hydrocarbons which are also products of 1. A motor fuel of the gasoline or kerosene type the cracking reaction. Methods of preparing containing a small amount of at least one these cracked nitriles are described in Patents straight-chain aliphatic nitrile having at least 35 2,033,536 and 2,033,537. v twelve carbon atoms.
For example, to an ordinary cracked gasoline 2. Cracked gasoline containing a small amount showing some tendency to knock,'I add 0.5 perof stearonitrile. x cent of a mixture of nitriles obtained from crack- 3. Cracked gasoline containing a small amount 40 ing stearonitrile in liquid phase under pressure. of pal'mitonitrile. 40
The exact composition of this mixture of nitriles 4. A motor fuel of the gasoline or kerosene type is not clearly understood but it will contain containing a small'amount of a straight chain nitriles having from six to about twelve carbon unsaturated fatty acid nitrile having at least atoms. or I can add to gasoline about 0.3 pertwelve carbon-atoms.
US88063A 1936-06-29 1936-06-29 Motor fuel containing nitriles Expired - Lifetime US2135327A (en)

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3021204A (en) * 1959-05-08 1962-02-13 Texaco Inc Motor fuel containing an octane appreciator
US3021205A (en) * 1960-03-01 1962-02-13 Texaco Inc Motor fuel
US20080289247A1 (en) * 2007-05-25 2008-11-27 Rlo Oeste, S.A. Biofuels containing nitrile moieties
FR2942804A1 (en) * 2009-03-09 2010-09-10 Arkema France AVIATION FUEL CONTAINING A PROPORTION OF EX-BIOMASS ORGANIC COMPOUNDS
WO2016188830A1 (en) 2015-05-22 2016-12-01 Akzo Nobel Chemicals International B.V. Fatty nitrile solvents for agricultural formulations

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3021204A (en) * 1959-05-08 1962-02-13 Texaco Inc Motor fuel containing an octane appreciator
US3021205A (en) * 1960-03-01 1962-02-13 Texaco Inc Motor fuel
US20080289247A1 (en) * 2007-05-25 2008-11-27 Rlo Oeste, S.A. Biofuels containing nitrile moieties
EP2160451A1 (en) * 2007-05-25 2010-03-10 Rio Oeste, S.A. Biofuels containing nitrile moieties
EP2160451A4 (en) * 2007-05-25 2013-01-23 Rio Oeste S A Biofuels containing nitrile moieties
US8956425B2 (en) * 2007-05-25 2015-02-17 Rio Oeste, S.A. Biofuels containing nitrile moieties
FR2942804A1 (en) * 2009-03-09 2010-09-10 Arkema France AVIATION FUEL CONTAINING A PROPORTION OF EX-BIOMASS ORGANIC COMPOUNDS
WO2010103223A1 (en) * 2009-03-09 2010-09-16 Arkema France Aviation fuel containing a proportion of organic compounds from biomass
US20120011765A1 (en) * 2009-03-09 2012-01-19 Jean-Luc Dubois Aviation Fuel Containing a Proportion of Organic Compunds from Biomass
JP2012519768A (en) * 2009-03-09 2012-08-30 アルケマ フランス Aviation fuel partially containing organic compounds from biomass
WO2016188830A1 (en) 2015-05-22 2016-12-01 Akzo Nobel Chemicals International B.V. Fatty nitrile solvents for agricultural formulations

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