EP0750658A4 - Additifs de carburant diesel ameliorant la proprete de la combustion et augmentant l'indice de cetane - Google Patents

Additifs de carburant diesel ameliorant la proprete de la combustion et augmentant l'indice de cetane

Info

Publication number
EP0750658A4
EP0750658A4 EP19950913677 EP95913677A EP0750658A4 EP 0750658 A4 EP0750658 A4 EP 0750658A4 EP 19950913677 EP19950913677 EP 19950913677 EP 95913677 A EP95913677 A EP 95913677A EP 0750658 A4 EP0750658 A4 EP 0750658A4
Authority
EP
European Patent Office
Prior art keywords
ether
compound
alkyl
fuel
amount
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.)
Withdrawn
Application number
EP19950913677
Other languages
German (de)
English (en)
Other versions
EP0750658A1 (fr
Inventor
George Andrew Olah
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.)
Individual
Original Assignee
Individual
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
Application filed by Individual filed Critical Individual
Publication of EP0750658A4 publication Critical patent/EP0750658A4/fr
Publication of EP0750658A1 publication Critical patent/EP0750658A1/fr
Withdrawn legal-status Critical Current

Links

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
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/02—Use of additives to fuels or fires for particular purposes for reducing smoke development
    • 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
    • C10L1/02—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only
    • C10L1/026—Liquid carbonaceous fuels essentially based on components consisting of carbon, hydrogen, and oxygen only for compression ignition
    • 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
    • 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
    • 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
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/12—Use of additives to fuels or fires for particular purposes for improving the cetane number
    • 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
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
    • 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
    • C10L10/00—Use of additives to fuels or fires for particular purposes
    • C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
    • C10L10/16—Pour-point depressants
    • 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
    • C10L1/12—Inorganic compounds
    • C10L1/1233—Inorganic compounds oxygen containing compounds, e.g. oxides, hydroxides, acids and salts thereof
    • 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
    • C10L1/1811—Organic compounds containing oxygen peroxides; ozonides
    • 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
    • C10L1/185—Ethers; Acetals; Ketals; Aldehydes; Ketones
    • C10L1/1852—Ethers; Acetals; Ketals; Orthoesters
    • 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
    • F02B3/00—Engines characterised by air compression and subsequent fuel addition
    • F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition
    • 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
    • F02B47/00—Methods of operating engines involving adding non-fuel substances or anti-knock agents to combustion air, fuel, or fuel-air mixtures of engines

Definitions

  • This invention relates to the use of certain symmetrical or unsym etrical dialkyl ethers, dicycloalkyl ethers, or alkyl-cycloalkyl ethers containing a total of 2 to 24 carbon atoms, in combination with alkyl or dialkyl peroxides having one to 12 carbon atoms in each alkyl group, as supplements to diesel fuels to provide a cleaner burning fuel with significantly decreased hydrocarbon, carbon - monoxide and particulate matter emissions. These supplements also significantly enhance the cetane number of the fuel and impart other desirable properties to the fuel, such as lowered pour and cloud points.
  • Trucks, buses, tractors, locomotives, ships, power generators, etc. are examples of devices that use diesel fuel.
  • Passenger cars are another area of potential growth for the use of diesel engines that can provide improved fuel efficiency.
  • diesel engines Unlike gasoline engines which operate by spark ignition, diesel engines employ compression ignition. In order to avoid long ignition delays resulting in rough engine operation, as well as to minimize misfiring and uneven or incomplete combustion which results in smoke in the exhaust gases that causes a major environmental problem, it is highly desirable to improve the burning quality of diesel fuels to minimize environmental pollutants such as hydrocarbons, carbo monoxide, particulate matters, etc.
  • the cetane number (CN) is used to rate the ignition properties of diesel fuels. In general the cetane number depends primarily on its hydrocarbon composition. Saturated hydrocarbons, particularly those with straight, open chains, have relatively high cetane numbers, whereas unsaturated hydrocarbons have relatively low cetane numbers.
  • diesel fuels have CN numbers of at least 40.
  • the suitable diesel fuel has appropriate volatility, pour and cloud point, viscosity, gravity, flash point and contain only small but tolerable levels of sulfur. It is also significant that carbon, residue formation and ash content should be kept low.
  • cetane improvers are usually added. These compounds are typically aliphatic nitrates, such as isooctylnitrate. The stability, corrosiveness and toxicity of these or other multi-purpose additives are major issues. During winter in cold areas, ethanol is sometime added to diesel fuels to prevent fuel line and filter freezing. However, ethanol lowers the flash point of the fuel and increases corrosion problems.
  • the invention relates to a diesel fuel which contains a supplement for imparting cleaner burning characteristics to the fuel and also for enhancing the cetane number.
  • This supplement comprises a dialkyl, dicycloalkyl or alkyl-cycloalkyl ether compound and an alkyl or dialkyl peroxide compound.
  • the supplement is advantageously present in an amount sufficient to increase the cetane number of the diesel fuel by at least about 2 to 20 points.
  • Useful ethers contain 2 to 24 carbon atoms and may be symmetrical or unsymmetrical. Also, the oxygen atom is preferably attached to a primary or secondary carbon atom.
  • Representative examples of preferred ethers include dihexyl ether, dioctyl ether, di(2-ethyl-l-hexyl) ether, ethyl hexyl ether, methyl octyl ether, ethyl octyl ether and methyl dodecyl ether.
  • the ether compound is present in an amount of about 0.5-10% v/v, and preferably about 1-5% v/v.
  • the alkyl or dialkyl peroxide compound is present in an amount sufficient to further enhance the cetane number and burning properties of the diesel fuel.
  • the alkyl or dialkyl peroxide compound would generally be in present in an amount of between about 0.05 to 0.5% v/v, preferably in a ratio of between about 1/10 and 1/100 the amount of the ether compound.
  • a dialkyl peroxide which has the same alkyl groups as the ether compound can be used.
  • Another embodiment of the invention relates to a method for improving the burning efficiency of a diesel fuel which comprises adding to the fuel an ether compound and a peroxide compound in an amount sufficient to raise the cetane number and impart clean burning characteristics.
  • Any of the ether compounds described above can be used in this method.
  • an oxygen containing gas such as air can be passed through or added to the fuel in an amount sufficient to promote the formation of peroxides therein, one of the alkyl or dialkyl peroxide compounds described above can conveniently be added to the fuel as a component of the supplement in an amount sufficient to further enhance the cetane number and burning properties of the fuel.
  • Effective diesel improving higher alkyl ethers include dibutyl ether, dipentyl ether, dihexyl ether, diheptyl ether, dioctyl ether, dinonyl ether, didecyl ether, methyl hexyl ether, ethyl hexyl ether, methyl heptyl ether, ethyl heptyl ether, methyl octyl ether, ethyl octyl ether, methyl decyl ether, ethyl decyl ether, methyl dodecyl ether, ethyl dodecyl ether, hexyl heptyl ether, hexyl octyl ether, hexyl nobornyl ether, hexyl decyl ether, heptyl pentyl ether, heptyl decyl ether
  • alkyl-cycloalkyl, dicycloalkyl, alkyl bi(tri, tetra) cycloalkyl and dibicycloalkyl ethers such as hexyl cyclohexyl ether, hexyl cycloheptyl ether, hexyl cyclooctyl ether, dicyclohexyl ether, heptyl cyclopentyl ether, heptyl cyclohexyl ether, heptyl cycloheptyl ether, heptyl cyclooctyl ether, di-cycloheptyl ether, octyl cyclopentyl ether, octyl cyclohexyl ether, octyl cycloheptyl ether, octyl cyclooctyl ether, dioctyl ether, di-2
  • alkyl di- or polycycloalkyl ethers are also effective.
  • these examples are representative but in no way limiting of the types of alkyl (cycloalkyl) ethers which are effective as a component of the diesel fuel supplements disclosed herein.
  • the ether compound is present to the composition in an amount of about 0.5 to 10% and preferably 1 to 5% v/v/ and results in decreased particulate matter emission when the fuel is combusted.
  • Dialkyl ethers are readily prepared by a variety of methods, including dehydration of the corresponding alcohols with acids, including solid acids such as NAFION®-H or sulfonated polystyrene resins.
  • Olah et al. have developed a general methyl ether synthesis which employs reductive alkylation of carbonyl compounds (G.A. Olah et al., J. Org. Chem 1986, 5_1 2826).
  • the reaction involves treatment of the carbonyl compound with trimethylorthoformate or other trialkylorthoformates catalyzed by superacidic perfluorinated resin sulfonic acids such as NAFION®-H, followed by reaction with triethylsilane.
  • the general reaction is
  • Alkyl-cycloalkyl ethers are also readily prepared by acid catalyzed methanolysis (alcoholysis) of easily available olefins, such as bicyclo[2.2.2]heptene (norbornene) or cyclopropane derivatives such as Binor-S (a 4 + 4 dimer of bicyclo[2.2.1]heptadiene (norbornadiene) ) using for example the convenient solid superacid, Nafion®-H (G.A. Olah et al., Synthesis, 1986, 513) . Many of these ethers are readily obtainable from refinery byproduct streams containing cyclopentadiene.
  • alcoholysis acid catalyzed methanolysis
  • olefins such as bicyclo[2.2.2]heptene (norbornene) or cyclopropane derivatives such as Binor-S (a 4 + 4 dimer of bicyclo[2.2.1]heptad
  • Unsymmetrical ethers can also be prepared by adopting the reductive condensation of carbonyl compounds with alkoxysilanes
  • unsymmetrical ethers suitable as diesel improvers include the following:
  • ether oxygenates enhance cleaner burning properties and elevate cetane number by their ability to initiate radical processes essential for efficient combustion. This is affected in part by their ability to form peroxides which then act as radical sources. This effect can be enhanced by storing the diesel fuel ether supplement blends in contact with oxygen or air or by passing oxygen or air through them.
  • an alkyl or dialkyl peroxide compounds are added as part of the supplement.
  • these peroxide compounds are added in a ratio of between about 1/10 and 1/100 of the amount of the ether compounds.
  • These peroxide compounds preferably have alkyl substituents of between one and 20 carbon atoms which are straight chain or branched.
  • the dialkyl compounds the alkyl substituents can be the same or different and can be symmetric or asymmeric.
  • the symmetric dialkyl peroxide compounds are preferred.
  • dialkyl peroxide compounds which have the same or similar alkyl groups as the ether compound are advantageously used, because they are highly compatible with the ether compounds.
  • the dialkyl peroxides, and in particular butyl, pentyl, hexyl, or octyl peroxides, are stable by themselves as well as in the presence of the ether compounds. The combination results in the formation of only a very limited amount of insoluble gum to thus provide convenient stable diesel fuel supplements.
  • the new ether-peroxide diesel supplements are able to significantly improve the performance of diesel fuels. Environmental cleanness is enhanced by cleaner burning and decreased generation of pollutants, i.e., smoke, particulate, incomplete burning products. At the same time, these supplements are also very efficient cetane enhancers, thus eliminating the need for toxic additives such as octyl nitrate.
  • Dihexyl ether is a highly useful ether component. Its boiling point is 228-229°C, which makes it compatible for blending into diesel fuels. The addition of 2% dihexyl ether alone increases the CN of the fuel by 2 points, whereas the addition of 5% increases the CN by 3.5 points.
  • Dioctyl ether is an even better supplement: its boiling point is 286-287°C.
  • CN 42.8 When blended into No. 2 diesel fuel (CN 42.8), the measured engine CN increases according to the amount blended to above 49 when 5% is used, an increase of over 6 points.
  • the CN number is further increased in an unexpected manner by the addition of an alkyl or dialkyl peroxide compound. As shown in the table, the addition of 0.5% of butyl peroxide to 5% dioctyl ether increases the CN of the fuel to about 60 while maintaining good stability and flash point.
  • hydrocarbon, carbon monoxide and soluble oil fraction of particulate matter emissions for the last sample was reduced by 32, 14 and 38 per cent, respectively.
  • As little as 0.2% of the alkyl or dialkyl peroxide compound provides an increase in cetane number without forming any appreciable amount of insoluble gum in the fuel, thus reducing particulate emissions.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Combustion & Propulsion (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Abstract

Ethers symétriques ou asymétriques de dialkyle et de dicycloalkyle ou éthers d'alkyle-cycloalkyle (polycycloalkyle) contenant un total de 2 à 24 atomes de carbone, où l'atome d'oxygène est fixé à des atomes de carbone primaires ou secondaires mais non tertiaires; ces éthers constituent des additifs de carburant diesel qui permettent d'améliorer la propreté de la combustion et d'augmenter l'indice de cétane. On effectue l'apport de ces additifs d'éthers selon une quantité de 0,5 à 5 % v/v. On peut encore augmenter les indices de cétane par l'addition de 0.05 à 5 % d'un composé de péroxyde d'alkyle ou de dialkyle, dont le groupe alkyle possède un à douze atomes de carbone.
EP95913677A 1994-03-16 1995-03-14 Additifs de carburant diesel ameliorant la proprete de la combustion et augmentant l'indice de cetane Withdrawn EP0750658A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US21434694A 1994-03-16 1994-03-16
US214346 1994-03-16
PCT/US1995/003150 WO1995025153A1 (fr) 1994-03-16 1995-03-14 Additifs de carburant diesel ameliorant la proprete de la combustion et augmentant l'indice de cetane

Publications (2)

Publication Number Publication Date
EP0750658A4 true EP0750658A4 (fr) 1996-11-12
EP0750658A1 EP0750658A1 (fr) 1997-01-02

Family

ID=22798708

Family Applications (1)

Application Number Title Priority Date Filing Date
EP95913677A Withdrawn EP0750658A1 (fr) 1994-03-16 1995-03-14 Additifs de carburant diesel ameliorant la proprete de la combustion et augmentant l'indice de cetane

Country Status (5)

Country Link
EP (1) EP0750658A1 (fr)
JP (1) JPH09510483A (fr)
AU (1) AU1997395A (fr)
CA (1) CA2185652A1 (fr)
WO (1) WO1995025153A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6716258B2 (en) * 1999-12-21 2004-04-06 Exxonmobil Research And Engineering Company Fuel composition
FR2869621B1 (fr) * 2004-04-30 2008-10-17 Total France Sa Utilisation d'additifs pour ameliorer l'odeur de compositions d'hydrocarbures et compositions d'hydrocarbures comprenant de tels additifs
DE102008032254B4 (de) 2008-07-09 2010-10-21 Man Nutzfahrzeuge Ag Rußarme Dieselkraftstoffe, enthaltend einen Kraftstoffzusatz, deren Verwendung sowie die Verwendung des Kraftstoffzusatzes zur Herstellung von rußarmen Dieselkraftstoffen

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB599132A (en) * 1944-08-08 1948-03-05 Standard Oil Dev Co Improvements in and relating to fuels for compressionignition engines
GB745722A (en) * 1950-12-13 1956-02-29 Maurice Frisch Improvements in or relating to a method and means for improving combustion in internal combustion engines, in particular for starting diesel engines
US4286969A (en) * 1978-03-20 1981-09-01 Bwm Corporation Hydrocarbon fuel additive
EP0481910A1 (fr) * 1990-10-15 1992-04-22 L. Gordon Osgood Composition additive pour lubrifiant contenant un polymer fluorochimique non ionique et procédé utilisant celui-ci
US5308365A (en) * 1993-08-31 1994-05-03 Arco Chemical Technology, L.P. Diesel fuel
US5314511A (en) * 1992-12-23 1994-05-24 Arco Chemical Technology, L.P. Diesel fuel

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2218135A (en) * 1934-05-16 1940-10-15 Shell Dev Motor fuel composition
US2221839A (en) * 1936-10-20 1940-11-19 Atlantic Refining Co Fuel for compression ignition engines
US2240145A (en) * 1938-12-02 1941-04-29 Shell Dev Motor fuel composition
US3594140A (en) * 1968-11-26 1971-07-20 Cities Service Oil Co Smoke suppressant fuel mixtures
US4738686A (en) * 1986-12-22 1988-04-19 Union Oil Company Of California Cetane number

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB599132A (en) * 1944-08-08 1948-03-05 Standard Oil Dev Co Improvements in and relating to fuels for compressionignition engines
GB745722A (en) * 1950-12-13 1956-02-29 Maurice Frisch Improvements in or relating to a method and means for improving combustion in internal combustion engines, in particular for starting diesel engines
US4286969A (en) * 1978-03-20 1981-09-01 Bwm Corporation Hydrocarbon fuel additive
EP0481910A1 (fr) * 1990-10-15 1992-04-22 L. Gordon Osgood Composition additive pour lubrifiant contenant un polymer fluorochimique non ionique et procédé utilisant celui-ci
US5314511A (en) * 1992-12-23 1994-05-24 Arco Chemical Technology, L.P. Diesel fuel
US5308365A (en) * 1993-08-31 1994-05-03 Arco Chemical Technology, L.P. Diesel fuel

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of WO9525153A1 *

Also Published As

Publication number Publication date
WO1995025153A1 (fr) 1995-09-21
AU1997395A (en) 1995-10-03
EP0750658A1 (fr) 1997-01-02
CA2185652A1 (fr) 1995-09-21
JPH09510483A (ja) 1997-10-21

Similar Documents

Publication Publication Date Title
US5520710A (en) Cleaner burning and cetane enhancing diesel fuel supplements
US3346354A (en) Long-chain alkenyl succinic acids, esters, and anhydrides as fuel detergents
US6761745B2 (en) Method of reducing the vapor pressure of ethanol-containing motor fuels for spark ignition combustion engines
US3822119A (en) Anti-pollution anti-knock gasoline
JPH10237467A (ja) ディーゼルエンジン用燃料油組成物
AU2894901A (en) Method of reducing the vapour pressure of ethanol-containing motor fuels for spark ignition combustion engines
EP1334171B8 (fr) Composition de carburant
AU2002223787A1 (en) Fuel composition
US4386938A (en) Methanol automotive fuel
JP2000516991A (ja) 酸素添加化合物を含むディーゼルエンジン用燃料組成物
US5032144A (en) Octane enhancers for fuel compositions
US3817720A (en) Organic smoke suppressant additive and distillate hydrocarbon fuel compositions containing same
WO1995025153A1 (fr) Additifs de carburant diesel ameliorant la proprete de la combustion et augmentant l'indice de cetane
EP0049921B1 (fr) Mélange liquide de combustible liquide pour moteurs à combustion
CN110846091A (zh) 草酸酯类新型含氧燃油或燃油添加剂及其应用
JPS5874789A (ja) ジ−ゼル燃料
US3594140A (en) Smoke suppressant fuel mixtures
US4303414A (en) Azido additives for liquid hydrocarbon motor fuels
JP5319128B2 (ja) 予混合圧縮着火エンジン用燃料油組成物及びその製造方法
WO2011085665A1 (fr) Carburant à base d'éther
RU2132359C1 (ru) Многофункциональная добавка для получения автомобильных бензинов
US4781728A (en) Octane enhancers for fuel compositions
JP2002356683A (ja) ガソリンエンジン用燃料組成物
RU2062288C1 (ru) Нагароочищающая композиция
EP0078328A1 (fr) Combustible pour véhicules à base de méthanol

Legal Events

Date Code Title Description
A4 Supplementary search report drawn up and despatched
AK Designated contracting states

Kind code of ref document: A4

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LI LU MC NL PT SE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 19960924

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FR GB GR IE IT LI LU MC NL PT SE

17Q First examination report despatched

Effective date: 19981028

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20001001