WO2004022674A1 - Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposition fatty acids - Google Patents

Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposition fatty acids Download PDF

Info

Publication number
WO2004022674A1
WO2004022674A1 PCT/FI2003/000648 FI0300648W WO2004022674A1 WO 2004022674 A1 WO2004022674 A1 WO 2004022674A1 FI 0300648 W FI0300648 W FI 0300648W WO 2004022674 A1 WO2004022674 A1 WO 2004022674A1
Authority
WO
WIPO (PCT)
Prior art keywords
oil
fuel composition
raw material
components
biological raw
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.)
Ceased
Application number
PCT/FI2003/000648
Other languages
English (en)
French (fr)
Inventor
Juha Jakkula
Pekka Aalto
Vesa Niemi
Ulla Kiiski
Jouko Nikkonen
Seppo Mikkonen
Outi Piirainen
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.)
Fortum Oil Oy
Fortum Oyj
Original Assignee
Fortum Oil Oy
Fortum Oyj
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=8564542&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=WO2004022674(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Fortum Oil Oy, Fortum Oyj filed Critical Fortum Oil Oy
Priority to BR0314100-4A priority Critical patent/BR0314100A/pt
Priority to AU2003258753A priority patent/AU2003258753C1/en
Priority to EP03793834A priority patent/EP1546288A1/en
Priority to JP2004533535A priority patent/JP2005538204A/ja
Priority to CA2499489A priority patent/CA2499489C/en
Publication of WO2004022674A1 publication Critical patent/WO2004022674A1/en
Anticipated expiration legal-status Critical
Ceased 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
    • C10L1/08—Liquid carbonaceous fuels essentially based on blends of hydrocarbons for compression ignition
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
    • C10G3/50—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids in the presence of hydrogen, hydrogen donors or hydrogen generating compounds
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/32—Liquid carbonaceous fuels consisting of coal-oil suspensions or aqueous emulsions or oil emulsions
    • C10L1/328—Oil emulsions containing water or any other hydrophilic phase
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1011—Biomass
    • C10G2300/1014—Biomass of vegetal origin
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1011—Biomass
    • C10G2300/1018—Biomass of animal origin
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1022—Fischer-Tropsch products
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1033—Oil well production fluids
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1037—Hydrocarbon fractions
    • C10G2300/1048—Middle distillates
    • C10G2300/1055—Diesel having a boiling range of about 230 - 330 °C
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
    • C10G2400/04—Diesel oil
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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
    • C10L1/125—Inorganic compounds oxygen containing compounds, e.g. oxides, hydroxides, acids and salts thereof water
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/16—Hydrocarbons
    • C10L1/1616—Hydrocarbons fractions, e.g. lubricants, solvents, naphta, bitumen, tars, terpentine
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/182—Organic compounds containing oxygen containing hydroxy groups; Salts thereof
    • C10L1/1822—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms
    • C10L1/1824—Organic compounds containing oxygen containing hydroxy groups; Salts thereof hydroxy group directly attached to (cyclo)aliphatic carbon atoms mono-hydroxy
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • 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
    • 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 OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00—Technologies for the production of fuel of non-fossil origin
    • Y02E50/10—Biofuels, e.g. bio-diesel
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P30/00—Technologies relating to oil refining and petrochemical industry
    • Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock

Definitions

  • Diesel fuel composition comprising components based on biological raw material, obtained by ydrogenating and decomposing fatty acids.
  • the present invention relates to a fuel composition for diesel engines, comprising components based on vegetable oil and/or animal fat and/or fish oil, diesel components based on crude oil and/or fractions from Fischer-Tropsch process, and optionally components containing oxygen.
  • RME rape- seed oil methyl ester
  • DME rape- seed oil methyl ester
  • Drawbacks of RME are its poor miscibility with diesel fuels, and, in comparison to a conventional diesel fuel (EN 590), particularly under low tem- perature conditions, its poor storage stability and poor performance at low tern- peratures. Moreover, it causes engine fouling and increases emissions of nitrogen oxides (NO ⁇ ).
  • NO ⁇ nitrogen oxides
  • a by-product of the production process of RME is glycerol, which may become a problem when high amounts of the product are produced.
  • Esters of other vegetable oils may be produced in similar manner, and methyl esters of fatty acids are generally known as FAMEs (fatty acid methyl ester). These FAMEs may be used in similar applications as the rapeseed oil methyl ester, but they also have a negative effect on the quality of the diesel fuel, particularly with respect to the performance thereof at low temperatures, and in addition, the use thereof in fuels increases the emissions of nitrogen oxides. In some cases FAME and RME cause higher particle emissions and smoke development of the cold driven engine.
  • FAMEs fatty acid methyl ester
  • Negetable oils and animal fats may be processed to decompose the ester and or fatty acid structure and to saturate the double bonds of the hydrocarbon chains, thus obtaining about 80 to 85 % of n-paraffm product relative to the mass of the starting material.
  • This product may be directly mixed with a diesel fuel, but a problem with the fuel so produced is its poor performance at low temperatures.
  • n-paraffins having a carbon number of fatty acids are waxy with a high solidification point, typically above +10 °C, thus limiting the use of these compounds in diesel fuels at least at low temperatures.
  • WO 2001049812 discloses a method for producing a diesel fuel with a molar ratio of iso-paraffins to n-paraffins of at least 21:1. h the method, a feed stock containing at least 50 % of do-paraffins is contacted with a catalyst in the isomerization reaction zone.
  • WO 2001012581 discloses a method for producing methyl esters useful as biological diesel fuel, wherein mixtures of fatty acids and triglycerides are esterified in one phase.
  • a solution is formed from fatty acids, triglycerides, alcohol, acid catalyst and co-solvents at a temperature below the boiling point of the solution.
  • a co-solvent is used in amounts to provide a single phase, then the solution is maintained for a period of time sufficient for the acid catalyzed esteri- fication of the fatty acids to take place. Thereafter, the acid catalyst is neutralized, a base catalyst is added to transesterify the triglycerides, and finally, the esters are separated from the solution.
  • a biofuel containing esters is obtained, having a glycerol content of less than 0,4 % by weight.
  • US 6,174,501 presents a method for producing oxidized diesel fuel of biological origin.
  • This oxidized biological diesel fuel comprises a mixture of transesterified triglycerides.
  • FI 100248 describes a two-step process for producing middle distillate from vegetable oil by hydrogenating fatty acids of the vegetable oil, or triglycerides, to give n-paraffins, and then by isomerizing the n-paraffins to give branched-chain paraffins.
  • Air pollution mainly originates from three main emission sources, i.e. the industry, energy production, and traffic.
  • the harmfulness of particle emissions is caused by the substances and compounds they carry, such as heavy metals and other carcinogenic and mutagenic compounds. Particles present in exhaust gases are small and thus hazardous to health.
  • Greenhouse gases allow for the penetration of the radiation from the sun to reach the earth, preventing, however, the thermal radiation from escaping from the earth back to space. They thus contribute to the warming of the earth.
  • One of the most significant greenhouse gases is carbon dioxide released, for instance, during the combustion of fossil fuels.
  • Nitrogen oxides are acidifying compounds. This acidification may, for instance, lead to plant damages and species changes in surface waters. Nitrogen oxides may also react with oxygen to give ozone. This phenomenon contributes particularly to air quality in cities.
  • the object of the invention is to provide a more environmentally friendly fuel composition for diesel engines containing components of biological origin, and also meeting the quality requirements for diesel fuels under low temperature conditions.
  • the fuel composition for diesel engines of the invention containing components of biological origin, comprises at least one component produced from a biological starting material obtained from plants, animals or fish, diesel components based on crude oil and/or fractions from Fischer-Tropsch process, and optionally components containing oxygen.
  • the composition of the diesel fuel of the invention comprises the following:
  • both components a) and b) being mixed as an emulsion or dissolved in diesel components based on crude oil and/or fractions from Fischer-Tropsch process.
  • Component a) produced from biological raw material originating from plants and/or animals and/or fish is obtained by hydrogenating and decomposing fatty acids and/or fatty acid esters to give a hydrocarbon having a carbon number of 6-24, typically n-paraffin as the product having a carbon number of 12-24, and optionally by isomerizing the hydrocarbon, typically n-paraffin, thus obtained to give iso-
  • the hydrocarbon is preferably isomerized.
  • the biological raw material originating from plants and/or animals and/or fish is selected from the group consisting of vegetable oils, animal fats, fish oils and mixtures thereof containing fatty acids and/or fatty acid esters.
  • suit- able materials are wood-based and other plant-based fats and oils such as rapeseed oil, colza oil, canola oil, tall oil, sunflower oil, soybean oil, hempseed oil, olive oil, linseed oil, mustard oil, palm oil, peanut oil, castor oil, coconut oil, as well as fats contained in plants bred by means of gene manipulation, animal-based fats such as lard, tallow, train oil, and fats contained in milk, as well as recycled fats of the food industry and mixtures of the above.
  • triglyceride i.e. a tri- ester of glycerol and three fatty acid molecules having the structure presented in the following formula I:
  • R ⁇ , R 2 , and R 3 are hydrocarbon chains, and R ls R 2 , and R 3 may be saturated or unsaturated C 6 - C 24 alkyl groups.
  • the fatty acid composition may vary considerably in biological raw materials of different origin.
  • n-paraffin, iso-paraffin or mixtures thereof produced from the biological raw material may be used as a diesel fuel component in accordance with the properties desired for the diesel fuel.
  • Fractions from Fischer-Tropsch-process typically contain high levels of n-paraffin and, optionally, they may be isomerized either simul- taneously during the processing of the component of biological origin or separately therefrom, or they may be used as such.
  • the biological component may be produced, for instance, with a process comprising at least two steps and optionally utilizing the counter-current operation princi- pie.
  • first hydrodeoxygenation step of the process optionally running counter-current, the structure of the biological raw material is broken, compounds containing oxygen, nitrogen, phosphor and sulphur as well as light hydrocarbons as gas are removed, and thereafter, olefinic bonds are hydrogenated.
  • second isomerization step of the process optionally running counter-current, isomeriza- tion is carried out to give branched hydrocarbon chains, thus improving the low temperature properties of the paraffin.
  • Biological raw material originating from plants, animals or fish and containing fatty acids and/or fatty acid esters, selected from vegetable oils, animal fats, fish oils and mixtures thereof, is used as the feed stock.
  • High quality hydrocarbon component of biological origin is obtained as the product having a high cetane number that may even be higher than 70. Also, with a turbidity point lower than -30 °C a cetane number higher than 60 can still be achieved. The process can be adjusted according to the desired cetane number and turbidity point.
  • Advantages of the diesel fuel composition of the present invention include superior performance at low temperatures and an excellent cetane number compared to solutions of prior art using FAME-based components like RME. Problems associated with the performance at low temperatures may be avoided by isomerizing waxy n-paraffins having a carbon number comparable with that of fatty acids to give isoparaffins.
  • the properties of the products thus obtained are excellent, especially with respect to diesel applications, the n-paraffins typically have cetane numbers higher than 70, and isoparaffins higher than 60, and thus they have an improving effect on the cetane number of the diesel pool, which clearly makes them more valuable as diesel components.
  • the turbidity point of the isomerized product may be adjusted to the desired level, for example below -30 °C, whereas the corresponding value is about 0 °C for RME and more than +15 °C for n-paraffins.
  • Table 1 below compares the properties of an isomerized biological component, RME, and a commercial diesel fuel. Table 1
  • Fouling of engines is considerably diminished and the noise level is clearly lower when using the diesel fuel composition of the invention in comparison with similar prior art fuels of biological origin containing FAME components, and further, the density of the composition is lower.
  • the composition does not require any modifications of the automobile technology or logistics. Higher energy content per unit volume may be mentioned as a further advantage compared to RME.
  • the properties of the diesel fuel composition of biological origin according to the invention correspond to those of a high quality diesel fuel based on crude oil, it is free of aromates and, in contrast to FAME, it leaves no impurity residues.
  • Nitrogen oxide emissions due to the fuel composition of the invention are lower that those from a similar FAME-based product, and further, the particle emissions are clearly lower, and the carbon portion of the particles is smaller. These significant improvements in the emissions of the fuel composition of biological origin are environmentally very important.
  • Table 2 compares the emission characteristics of a conventional diesel fuel used in Europe in summer, EN 590 (DI), to those of a composition containing 60 % by volume of hydrogenated and isomerized tall oil (TOFA), and 40 % by volume of the European summer diesel fuel EN 590.
  • Table 3 compares the emission characteristics of a high quality reformed crude oil based diesel fuel available on the Finnish market (DITC, produced by Fortum Oyj), to those of compositions containing 30 % by volume of hydrogenated and isomerized tall oil (TOFA), and 70 % by volume of DITC, or containing 30 % by volume of tall oil methyl ester (MME), and 70 % by volume of DITC.
  • DITC hydrogenated and isomerized tall oil
  • MME tall oil methyl ester

Landscapes

  • 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)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Fats And Perfumes (AREA)
PCT/FI2003/000648 2002-09-06 2003-09-04 Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposition fatty acids Ceased WO2004022674A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
BR0314100-4A BR0314100A (pt) 2002-09-06 2003-09-04 Composição de combustìvel diesel, compreendendo componentes à base de matéria-prima biológica, obtida pela hidrogenação e decomposição dos ácidos graxos
AU2003258753A AU2003258753C1 (en) 2002-09-06 2003-09-04 Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposition fatty acids
EP03793834A EP1546288A1 (en) 2002-09-06 2003-09-04 Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposition fatty acids
JP2004533535A JP2005538204A (ja) 2002-09-06 2003-09-04 脂肪酸を水素化および分解することによって得られる生物学的原材料にもとづく成分を含むディーゼル燃料組成物
CA2499489A CA2499489C (en) 2002-09-06 2003-09-04 Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposing fatty acids

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FI20021596A FI20021596A7 (fi) 2002-09-06 2002-09-06 Dieselmoottorin polttoainekoostumus
FI20021596 2002-09-06

Publications (1)

Publication Number Publication Date
WO2004022674A1 true WO2004022674A1 (en) 2004-03-18

Family

ID=8564542

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FI2003/000648 Ceased WO2004022674A1 (en) 2002-09-06 2003-09-04 Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposition fatty acids

Country Status (10)

Country Link
EP (1) EP1546288A1 (https=)
JP (1) JP2005538204A (https=)
CN (1) CN1688673A (https=)
AU (3) AU2003258753C1 (https=)
BR (1) BR0314100A (https=)
CA (1) CA2499489C (https=)
FI (1) FI20021596A7 (https=)
MY (1) MY139714A (https=)
RU (1) RU2348677C2 (https=)
WO (1) WO2004022674A1 (https=)

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1686165A1 (en) * 2005-02-01 2006-08-02 Gibson Chemical Corporation Method for manufacturing bio-diesel oil containing alkane compounds
FR2940314A1 (fr) * 2008-12-23 2010-06-25 Total Raffinage Marketing Carburant de type gazole pour moteur diesel a fortes teneurs en carbone d'origine renouvelable et en oxygene
US7897824B2 (en) 2006-08-16 2011-03-01 Energy & Environmental Research Center Foundation Optimal energy pathway to renewable domestic and other fuels
US7914593B2 (en) 2006-03-31 2011-03-29 Nippon Oil Corporation Fuel composition
EP2305778A2 (en) 2009-09-30 2011-04-06 MOL Magyar Olaj- és Gázipari Nyrt. Fuel and fuel additives capable for use for internal combustion engines and process for the production thereof
EP2333032A1 (en) 2009-12-09 2011-06-15 ENI S.p.A. Hydrocarbon compostion useful as fuel or combustilbe
US8142527B2 (en) 2005-03-21 2012-03-27 Ben-Gurion University Of The Negev Research And Development Authority Production of diesel fuel from vegetable and animal oils
US8247632B2 (en) 2008-11-04 2012-08-21 Energy & Environmental Research Center Foundation Process for the conversion of renewable oils to liquid transportation fuels
EP2514803A1 (en) 2011-04-21 2012-10-24 Infineum International Limited Improvements in fuel oils
EP2022839A4 (en) * 2006-05-17 2013-07-31 Nippon Mitsubishi Oil Corp GAS OIL COMPOSITION
US8523959B2 (en) 2007-07-26 2013-09-03 Chevron U.S.A. Inc. Paraffinic biologically-derived distillate fuels with bio-oxygenates for improved lubricity and methods of making same
US8530715B2 (en) 2008-11-04 2013-09-10 Energy & Environmental Research Center Foundation Process for the conversion of renewable oils to liquid transportation fuels
US8551327B2 (en) 2007-12-27 2013-10-08 Exxonmobil Research And Engineering Company Staged co-processing of biofeeds for manufacture of diesel range hydrocarbons
US8623103B2 (en) 2006-03-31 2014-01-07 Jx Nippon Oil & Energy Corporation Method for producing gas oil composition
US8632675B2 (en) 2008-12-24 2014-01-21 Exxonmobil Research And Engineering Company Co-processing of diesel biofeed and heavy oil
US8715371B2 (en) 2007-05-11 2014-05-06 Shell Oil Company Fuel composition
US8795394B2 (en) 2006-05-31 2014-08-05 Nippon Oil Corporation Gas oil composition
US8853474B2 (en) 2009-12-29 2014-10-07 Exxonmobil Research And Engineering Company Hydroprocessing of biocomponent feedstocks with low purity hydrogen-containing streams
US8859832B2 (en) 2005-07-05 2014-10-14 Neste Oil Oyj Process for the manufacture of diesel range hydrocarbons
US8884086B2 (en) 2011-09-14 2014-11-11 Bp Corporation North America Inc. Renewable diesel refinery strategy
US8935994B2 (en) 2011-09-11 2015-01-20 Neste Oil Oyj Gasoline compositions and method of producing the same
US9382483B2 (en) 2010-05-25 2016-07-05 Upm-Kymmene Corporation Process and apparatus for producing hydrocarbons from feed-stocks comprising tall oil and terpene-compounds
US9492818B2 (en) 2009-06-12 2016-11-15 Albemarle Europe Sprl SAPO molecular sieve catalysts and their preparation and uses
ES2677609R1 (es) * 2017-01-27 2018-08-08 Neste Oyj Composiciones de combustible con propiedades frías potenciadas y métodos de preparación de las mismas
US11319500B2 (en) 2016-12-19 2022-05-03 Neste Oyj Multicomponent diesel composition
US11370985B2 (en) 2016-12-19 2022-06-28 Neste Oyj Multicomponent diesel composition
US11560525B2 (en) 2018-12-14 2023-01-24 Neste Oyj Diesel fuel composition
US12203035B2 (en) 2005-07-05 2025-01-21 Neste Oyj Process for the manufacture of diesel range hydrocarbons

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2393201C2 (ru) * 2005-12-12 2010-06-27 Несте Ойл Ойй Способ получения насыщенного углеводородного компонента
FI20055665A7 (fi) * 2005-12-12 2007-06-13 Neste Oyj Prosessi haarautuneen hiilivetykomponentin valmistamiseksi
AU2006325184B2 (en) * 2005-12-12 2010-12-16 Neste Oil Oyj Process for producing a branched hydrocarbon component
JP4916219B2 (ja) * 2006-05-17 2012-04-11 Ｊｘ日鉱日石エネルギー株式会社 Ａ重油組成物の製造方法
FI121425B (fi) * 2006-06-14 2010-11-15 Neste Oil Oyj Prosessi perusöljyn valmistamiseksi
US8067653B2 (en) * 2006-07-14 2011-11-29 The Governors Of The University Of Alberta Methods for producing fuels and solvents
ITMI20062193A1 (it) * 2006-11-15 2008-05-16 Eni Spa Processo per produrre frazioni idrocarburiche da miscele di origine biologica
EP2130895A1 (en) 2007-03-28 2009-12-09 Nippon Oil Corporation Gas oil composition
JP5288742B2 (ja) * 2007-08-08 2013-09-11 Ｊｘ日鉱日石エネルギー株式会社 軽油組成物の製造方法
JP5288741B2 (ja) * 2007-08-08 2013-09-11 Ｊｘ日鉱日石エネルギー株式会社 軽油組成物の製造方法
WO2009020056A1 (ja) * 2007-08-08 2009-02-12 Nippon Oil Corporation 軽油組成物
JP2009126935A (ja) * 2007-11-22 2009-06-11 Showa Shell Sekiyu Kk 軽油燃料組成物
US8785701B2 (en) * 2008-12-24 2014-07-22 Exxonmobil Research And Engineering Company Co-processing of diesel biofeed and kerosene range hydrocarbons
RU2440405C1 (ru) * 2010-06-16 2012-01-20 Федеральное государственное унитарное предприятие "Всероссийский научно-исследовательский институт рыбного хозяйства и океанографии" (ФГУП "ВНИРО") Способ получения биотоплива
RU2429909C1 (ru) * 2010-06-23 2011-09-27 Учреждение Российской академии наук Институт катализа им. Г.К. Борескова Сибирского отделения РАН Катализатор, способ его приготовления и способ получения дизельного топлива из сырья природного происхождения
RU2440847C1 (ru) * 2010-08-30 2012-01-27 Учреждение Российской академии наук Институт катализа им. Г.К. Борескова Сибирского отделения РАН Катализатор и процесс гидродеоксигенации кислородорганических продуктов переработки растительной биомассы
RU2466180C1 (ru) * 2011-08-09 2012-11-10 Закрытое акционерное общество "Центральный ордена Трудового Красного Знамени научно-исследовательский и проектно-конструкторский институт морского флота" Присадка к мазуту
RU2544239C2 (ru) * 2012-11-19 2015-03-20 Общество с ограниченной ответственностью "РЕЦИКЛ" Биотопливная композиция
CN105255525A (zh) * 2015-09-21 2016-01-20 广州畅营环保科技有限公司 一种环保生物调和燃料
WO2018156289A1 (en) * 2017-02-21 2018-08-30 Exxonmobil Research And Engineering Company Diesel boiling-range fuel blend and methods of making the same
CN110499178A (zh) * 2019-08-27 2019-11-26 易高生物化工科技(张家港)有限公司 一种废弃动植物油脂加氢制备液体石蜡的方法
FR3119625B1 (fr) * 2021-07-02 2023-02-17 Totalenergies Marketing Services Composition de carburant riche en composés aromatiques, en paraffines et en éther, et son utilisation dans des véhicules automobiles
BR102021016123A2 (pt) * 2021-08-16 2023-02-23 Petróleo Brasileiro S.A. - Petrobras Processo para produção de biodiesel a partir de cargas ácidas
US12297395B2 (en) 2021-10-20 2025-05-13 Shell Usa, Inc. Biofuel blends
CN118103487A (zh) * 2021-10-20 2024-05-28 国际壳牌研究有限公司 具有改善的氧化稳定性和润滑性的生物燃料共混物

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4992605A (en) * 1988-02-16 1991-02-12 Craig Wayne K Production of hydrocarbons with a relatively high cetane rating
US5705722A (en) * 1994-06-30 1998-01-06 Natural Resources Canada Conversion of biomass feedstock to diesel fuel additive
SE520633C2 (sv) * 1996-02-05 2003-08-05 Neste Oy Förfarande för framställning av mellandestillat ur växtolja

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US430009A (en) * 1890-06-10 Ender
FR2746106B1 (fr) * 1996-03-15 1998-08-28 Combustible emulsionne et l'un de ses procedes d'obtention
US5814109A (en) * 1997-02-07 1998-09-29 Exxon Research And Engineering Company Diesel additive for improving cetane, lubricity, and stability
FI102767B1 (fi) * 1997-05-29 1999-02-15 Neste Oy Menetelmä korkealuokkaisen dieselpolttoaineen valmistamiseksi
US6458265B1 (en) * 1999-12-29 2002-10-01 Chevrontexaco Corporation Diesel fuel having a very high iso-paraffin to normal paraffin mole ratio
US6787022B1 (en) * 2000-05-02 2004-09-07 Exxonmobil Research And Engineering Company Winter diesel fuel production from a fischer-tropsch wax
AU5528001A (en) * 2000-05-02 2001-11-12 Exxonmobil Res & Eng Co Wide cut fischer-tropsch diesel fuels

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4992605A (en) * 1988-02-16 1991-02-12 Craig Wayne K Production of hydrocarbons with a relatively high cetane rating
US5705722A (en) * 1994-06-30 1998-01-06 Natural Resources Canada Conversion of biomass feedstock to diesel fuel additive
SE520633C2 (sv) * 1996-02-05 2003-08-05 Neste Oy Förfarande för framställning av mellandestillat ur växtolja

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Week 200357, Derwent World Patents Index; Class D23, AN 1997-488372, XP002986658 *
See also references of EP1546288A1 *

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1686165A1 (en) * 2005-02-01 2006-08-02 Gibson Chemical Corporation Method for manufacturing bio-diesel oil containing alkane compounds
US8142527B2 (en) 2005-03-21 2012-03-27 Ben-Gurion University Of The Negev Research And Development Authority Production of diesel fuel from vegetable and animal oils
US10059887B2 (en) 2005-07-05 2018-08-28 Neste Oyj Process for the manufacture of diesel range hydrocarbons
US10800976B2 (en) 2005-07-05 2020-10-13 Neste Oyj Process for the manufacture of diesel range hydrocarbons
US10550332B2 (en) 2005-07-05 2020-02-04 Neste Oyj Process for the manufacture of diesel range hydrocarbons
US9598327B2 (en) 2005-07-05 2017-03-21 Neste Oil Oyj Process for the manufacture of diesel range hydrocarbons
US11473018B2 (en) 2005-07-05 2022-10-18 Neste Oyj Process for the manufacture of diesel range hydrocarbons
US8859832B2 (en) 2005-07-05 2014-10-14 Neste Oil Oyj Process for the manufacture of diesel range hydrocarbons
US12203035B2 (en) 2005-07-05 2025-01-21 Neste Oyj Process for the manufacture of diesel range hydrocarbons
US7914593B2 (en) 2006-03-31 2011-03-29 Nippon Oil Corporation Fuel composition
US8623103B2 (en) 2006-03-31 2014-01-07 Jx Nippon Oil & Energy Corporation Method for producing gas oil composition
US8628592B2 (en) 2006-03-31 2014-01-14 Jx Nippon Oil & Energy Corporation Method for producing gas oil composition
US8623104B2 (en) 2006-03-31 2014-01-07 Jx Nippon Oil & Energy Corporation Gas oil composition production method
EP2022839A4 (en) * 2006-05-17 2013-07-31 Nippon Mitsubishi Oil Corp GAS OIL COMPOSITION
US8795394B2 (en) 2006-05-31 2014-08-05 Nippon Oil Corporation Gas oil composition
US8304591B2 (en) 2006-08-16 2012-11-06 Energy & Environmental Research Center Foundation Optimal energy pathway to renewable domestic and other fuels
US7897824B2 (en) 2006-08-16 2011-03-01 Energy & Environmental Research Center Foundation Optimal energy pathway to renewable domestic and other fuels
US8715371B2 (en) 2007-05-11 2014-05-06 Shell Oil Company Fuel composition
US8523959B2 (en) 2007-07-26 2013-09-03 Chevron U.S.A. Inc. Paraffinic biologically-derived distillate fuels with bio-oxygenates for improved lubricity and methods of making same
US8551327B2 (en) 2007-12-27 2013-10-08 Exxonmobil Research And Engineering Company Staged co-processing of biofeeds for manufacture of diesel range hydrocarbons
US8530715B2 (en) 2008-11-04 2013-09-10 Energy & Environmental Research Center Foundation Process for the conversion of renewable oils to liquid transportation fuels
US8247632B2 (en) 2008-11-04 2012-08-21 Energy & Environmental Research Center Foundation Process for the conversion of renewable oils to liquid transportation fuels
WO2010073233A2 (fr) 2008-12-23 2010-07-01 Total Raffinage Marketing Carburant de type gazole pour moteur diesel a fortes teneurs en carbone d'origine renouvelable et en oxygene
WO2010073233A3 (fr) * 2008-12-23 2010-09-30 Total Raffinage Marketing Carburant de type gazole pour moteur diesel a fortes teneurs en carbone d'origine renouvelable et en oxygene
FR2940314A1 (fr) * 2008-12-23 2010-06-25 Total Raffinage Marketing Carburant de type gazole pour moteur diesel a fortes teneurs en carbone d'origine renouvelable et en oxygene
US8632675B2 (en) 2008-12-24 2014-01-21 Exxonmobil Research And Engineering Company Co-processing of diesel biofeed and heavy oil
US9492818B2 (en) 2009-06-12 2016-11-15 Albemarle Europe Sprl SAPO molecular sieve catalysts and their preparation and uses
EP2305778A2 (en) 2009-09-30 2011-04-06 MOL Magyar Olaj- és Gázipari Nyrt. Fuel and fuel additives capable for use for internal combustion engines and process for the production thereof
EP2333032A1 (en) 2009-12-09 2011-06-15 ENI S.p.A. Hydrocarbon compostion useful as fuel or combustilbe
US8853474B2 (en) 2009-12-29 2014-10-07 Exxonmobil Research And Engineering Company Hydroprocessing of biocomponent feedstocks with low purity hydrogen-containing streams
US9382483B2 (en) 2010-05-25 2016-07-05 Upm-Kymmene Corporation Process and apparatus for producing hydrocarbons from feed-stocks comprising tall oil and terpene-compounds
EP2514803A1 (en) 2011-04-21 2012-10-24 Infineum International Limited Improvements in fuel oils
US9822321B2 (en) 2011-09-11 2017-11-21 Neste Oyj Gasoline compositions and method of producing the same
US8935994B2 (en) 2011-09-11 2015-01-20 Neste Oil Oyj Gasoline compositions and method of producing the same
US8884086B2 (en) 2011-09-14 2014-11-11 Bp Corporation North America Inc. Renewable diesel refinery strategy
US11370985B2 (en) 2016-12-19 2022-06-28 Neste Oyj Multicomponent diesel composition
US11319500B2 (en) 2016-12-19 2022-05-03 Neste Oyj Multicomponent diesel composition
US11306265B2 (en) 2017-01-27 2022-04-19 Neste Oyj Fuel compositions with enhanced cold properties and methods of making the same
US10954459B2 (en) 2017-01-27 2021-03-23 Neste Oyj Fuel compositions with enhanced cold properties and methods of making the same
US11795408B2 (en) 2017-01-27 2023-10-24 Neste Oyj Fuel compositions with enhanced cold properties and methods of making the same
US12110462B2 (en) 2017-01-27 2024-10-08 Neste Oyj Fuel compositions with enhanced cold properties and methods of making the same
ES2677609R1 (es) * 2017-01-27 2018-08-08 Neste Oyj Composiciones de combustible con propiedades frías potenciadas y métodos de preparación de las mismas
SE547305C2 (en) * 2017-01-27 2025-06-24 Neste Oyj Fuel compositions with enhanced cold properties and methods of making the same
US11560525B2 (en) 2018-12-14 2023-01-24 Neste Oyj Diesel fuel composition

Also Published As

Publication number Publication date
AU2003258753B2 (en) 2008-12-04
BR0314100A (pt) 2005-07-19
AU2003258753C1 (en) 2012-06-14
RU2348677C2 (ru) 2009-03-10
PL375038A1 (en) 2005-11-14
AU2010200726A1 (en) 2010-03-18
CA2499489A1 (en) 2004-03-18
FI20021596L (fi) 2004-03-07
EP1546288A1 (en) 2005-06-29
RU2005109935A (ru) 2005-08-27
AU2003258753A1 (en) 2004-03-29
FI20021596A7 (fi) 2004-03-07
CA2499489C (en) 2013-04-30
MY139714A (en) 2009-10-30
AU2020203806A1 (en) 2020-07-02
AU2020203806B2 (en) 2022-05-26
CN1688673A (zh) 2005-10-26
FI20021596A0 (fi) 2002-09-06
JP2005538204A (ja) 2005-12-15

Similar Documents

Publication Publication Date Title
US11384290B2 (en) Fuel composition for a diesel engine
AU2020203806B2 (en) Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposing fatty acids
EP1398364A1 (en) Fuel composition for a diesel engine
Chauhan et al. Practice of diesel fuel blends using alternative fuels: A review
US20090145392A1 (en) Fuel formulations
KR101016643B1 (ko) 탄화수소의 제조방법
JP3844871B2 (ja) 環境に優しいディーゼル燃料
AU2017279689B2 (en) Diesel fuel composition, comprising components based on biological raw material, obtained by hydrogenating and decomposing fatty acids
JP2005538204A5 (https=)
Banga et al. Effect of impurities on performance of biodiesel: A review
CN101772563A (zh) 瓦斯油组合物
Sbihi et al. Study of oxidative stability and cold flow properties of Citrillus colocynthis oil and Camelus dromedaries fat biodiesel blends
JP2009096855A (ja) 高発熱量燃料油組成物
JP2005220227A (ja) バイオディーゼル燃料およびその製造方法
More et al. Biodiesel production with the help of different additives on the basis of standards–A review
PL203610B1 (pl) Mieszanka paliwowa do silników Diesla zawieraj aca komponenty na bazie surowca biologicznego otrzymywane w procesie uwodorniania i rozk ladu kwasów t luszczowych
Rahman et al. Production of Biodiesel Fuels from Castor Oil Using H2SO4 as Catalyst
Humphrey et al. Acid-Catalysed Esterification Enhanced Biodiesel Yield from Used Cooking Oil
Nazarov The current state of additives for diesel and biodiesel blended fuels: A Review
Mohandas COMPARISION STUDY OF PROPERTIES OF VARIOUS BIODIESEL
Campus VIABILITY OF BIOFUEL AS ALTERNATIVE FUEL IN NIGERIA TRANSPORT SYSTEM
CZ282360B6 (cs) Ekologické palivo pro vznětové motory

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
WWE Wipo information: entry into national phase

Ref document number: 2003793834

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 2499489

Country of ref document: CA

Ref document number: 375038

Country of ref document: PL

Ref document number: 2004533535

Country of ref document: JP

WWE Wipo information: entry into national phase

Ref document number: 401/KOLNP/2005

Country of ref document: IN

WWE Wipo information: entry into national phase

Ref document number: 2003258753

Country of ref document: AU

ENP Entry into the national phase

Ref document number: 2005109935

Country of ref document: RU

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 20038238381

Country of ref document: CN

WWP Wipo information: published in national office

Ref document number: 2003793834

Country of ref document: EP