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US2274666A - Diesel fuel - Google Patents

Diesel fuel Download PDF

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Publication number
US2274666A
US2274666A US359946A US35994640A US2274666A US 2274666 A US2274666 A US 2274666A US 359946 A US359946 A US 359946A US 35994640 A US35994640 A US 35994640A US 2274666 A US2274666 A US 2274666A
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US
United States
Prior art keywords
nitro
ignition
fuel
ethane
diesel
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.)
Expired - Lifetime
Application number
US359946A
Inventor
Louis A Clarke
Pevere Ernest Frank
Wilfred N Meyer
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.)
Texaco Inc
Original Assignee
Texaco Inc
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.)
Filing date
Publication date
Priority claimed from US234360A external-priority patent/US2274665A/en
Application filed by Texaco Inc filed Critical Texaco Inc
Priority to US359946A priority Critical patent/US2274666A/en
Application granted granted Critical
Publication of US2274666A publication Critical patent/US2274666A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/23Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites
    • C10L1/231Organic compounds containing nitrogen containing at least one nitrogen-to-oxygen bond, e.g. nitro-compounds, nitrates, nitrites nitro compounds; nitrates; nitrites

Definitions

  • This invention relates to liquid fuels for internal combustion engines and has to do particularly with improvements in fuels for compression ignition engines, such as the Diesel or semi-Diesel.
  • the compression ignition type of engine requires for desirable operation, fuels which have a short time lag between the entrance of the first portion of the fuel into the cylinder and its subsequent auto-ignition.
  • An object of the present invention is to reduce the time lag by lowering the minimum compression ratio necessary for auto-ignition by providing in the fuel a sufficient amount of an improved primer or ignition accelerator to accelerate the auto-ignition.
  • the primers contemplated according to the present invention are the nitro halogen derivatives of normally gaseous hydrocarbons.
  • Alkyl derivatives containing only halogen substituents are substantially inefi'ective as Diesel fuel primers.
  • the nitro derivatives of normally gaseous hydrocarbons are also relatively poor primers except those containing a higher number of nitro groups, but the latter are either unstable or react with the fuel constituents to produce sludge. It has been found that by substituting both halogen and nitro substituents into the normally gaseous hydrocarbons that very eflicient primers may be obtained which are stable and produce little sludge in the oil to which they are added.
  • nitro halogen derivatives of any of the normally gaseous hydrocarbons such as methane, ethane, propane and butane may be used.
  • the methane and ethane derivatives are particularly satisfactory.
  • Compounds containing at least one chlorine and one nitro substituent may be used but better results are obtained with those containing a plurality of chlorine and nitro groups.
  • Compounds containing chlorine and nitro substituents attached to a common carbon atom are preferred.
  • An improved Diesel fuel comprising a hydrocarbon fuel oil containing a minor proportion of a compound selected from the group consisting of dichloro dinitro methane, dichlorotetranitro ethane and tetrachloro dinitro ethane, sufficient to decrease the ignition delay period of the fuel, improve its cold starting ability and decrease its tendency to deposite carbon and carbonaceous material in the motor combustion chamber.

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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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Patented Mar. 3, 1942 UlD STTS DIESEL FUEL corporation of Delaware No Drawing. Original application October 11,
1938, Serial No. 234,360. Divided and this application October 5, 1940, Serial No. 359,946
5 Claims.
This invention relates to liquid fuels for internal combustion engines and has to do particularly with improvements in fuels for compression ignition engines, such as the Diesel or semi-Diesel.
The present application is a division of pending application Serial No. 234,360, filed October 11, 1938.
The compression ignition type of engine requires for desirable operation, fuels which have a short time lag between the entrance of the first portion of the fuel into the cylinder and its subsequent auto-ignition. An object of the present invention is to reduce the time lag by lowering the minimum compression ratio necessary for auto-ignition by providing in the fuel a sufficient amount of an improved primer or ignition accelerator to accelerate the auto-ignition.
The primers contemplated according to the present invention are the nitro halogen derivatives of normally gaseous hydrocarbons. Alkyl derivatives containing only halogen substituents are substantially inefi'ective as Diesel fuel primers. The nitro derivatives of normally gaseous hydrocarbons are also relatively poor primers except those containing a higher number of nitro groups, but the latter are either unstable or react with the fuel constituents to produce sludge. It has been found that by substituting both halogen and nitro substituents into the normally gaseous hydrocarbons that very eflicient primers may be obtained which are stable and produce little sludge in the oil to which they are added.
The nitro halogen derivatives of any of the normally gaseous hydrocarbons, such as methane, ethane, propane and butane may be used. The methane and ethane derivatives are particularly satisfactory. Compounds containing at least one chlorine and one nitro substituent may be used but better results are obtained with those containing a plurality of chlorine and nitro groups. Compounds containing chlorine and nitro substituents attached to a common carbon atom are preferred.
The preparations of chloro-nitro methane. trichloro-nitro methane and dichloro-dinitro methane are described in Bielstein, fourth edition, volume 1, page 76. The preparation of chloro-nitro ethane is described in Bielstein, fourth edition, volume 1, page 101. The polychloro-dinitro ethanes, such as dichloro-dinitro ethane, may be prepared by chlorination of chloro-dinitro ethane, by the procedure similar auto-ignition to the desired extent. It is also to be understood that mixtures of the various compounds herein disclosed may be used.
The following table shows the results obtained by adding various compounds of the present invention to petroleum hydrocarbon oil of Diesel grade. The hydrocarbon fuel alone had a cetane value of 34 and to this in each case was added 4% by weight of the indicated compound:
. Octane Primer used numbers Tri-ohloro-nitro-mcthanc 52 Di-chloro di-nitro-methane 59 Di-chloro-tetra nitro-ethane 53 Tetra-chloro-di-nitro-ethane 51 The above results were obtained with a standard Diesel testing engine on which the ignition delay was measured. The cetane numbers designate the percentage by volume of cetane in a mixture of cetane and alphamethyl naphthalene which gives the same ignition lag as the fuel under test.
Obviously many modifications and variations of the invention, as hereinbefore set forth, may be made without departing from the spirit and scope thereof, and therefore only such limitations should be imposed as are indicated in the appended claims.
We claim:
1. An improved Diesel fuel comprising a hydrocarbon fuel oil containing a minor proportion of a compound selected from the group consisting of dichloro dinitro methane, dichlorotetranitro ethane and tetrachloro dinitro ethane, sufficient to decrease the ignition delay period of the fuel, improve its cold starting ability and decrease its tendency to deposite carbon and carbonaceous material in the motor combustion chamber.
2. The method of accelerating the ignition of Diesel cycle internal combustion engines which comprises admixing with the fuel prior to ignition a minor proportion, of a compound selected from the group consisting of dichloro dinitro methane, dichloro tetranitro ethane and tetrachloro dinitro ethane.
3. The method of accelerating the ignition of Diesel cycle internal combustion engines which comprises admixing with the fuel prior to ignition a minor proportion of dichloro dinitromethane.
4. The method of accelerating the ignition of Diesel cycle internal combustion engines whichcomprises admixing with the fuel prior to igni- 10
US359946A 1938-10-11 1940-10-05 Diesel fuel Expired - Lifetime US2274666A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US359946A US2274666A (en) 1938-10-11 1940-10-05 Diesel fuel

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US234360A US2274665A (en) 1938-10-11 1938-10-11 Diesel fuel
US359946A US2274666A (en) 1938-10-11 1940-10-05 Diesel fuel

Publications (1)

Publication Number Publication Date
US2274666A true US2274666A (en) 1942-03-03

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3413105A (en) * 1966-01-03 1968-11-26 Dow Chemical Co Gasoline additive
US20190301339A1 (en) * 2018-03-30 2019-10-03 Southwest Research Institute No/no2 ratio adjustment using non-thermal plasma

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3413105A (en) * 1966-01-03 1968-11-26 Dow Chemical Co Gasoline additive
US20190301339A1 (en) * 2018-03-30 2019-10-03 Southwest Research Institute No/no2 ratio adjustment using non-thermal plasma
US10598070B2 (en) * 2018-03-30 2020-03-24 Southwest Research Institute NO/NO2 ratio adjustment using non-thermal plasma

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