EP1491614B1 - Compositions d'huile - Google Patents

Compositions d'huile Download PDF

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Publication number
EP1491614B1
EP1491614B1 EP04076690A EP04076690A EP1491614B1 EP 1491614 B1 EP1491614 B1 EP 1491614B1 EP 04076690 A EP04076690 A EP 04076690A EP 04076690 A EP04076690 A EP 04076690A EP 1491614 B1 EP1491614 B1 EP 1491614B1
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EP
European Patent Office
Prior art keywords
oil
ethylene
animal
derivatives
petroleum
Prior art date
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Revoked
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EP04076690A
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German (de)
English (en)
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EP1491614A1 (fr
Inventor
Jian Lin
Gerry Brown
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Infineum International Ltd
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Infineum International Ltd
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Priority to PL04076690T priority Critical patent/PL1491614T3/pl
Priority to EP04076690A priority patent/EP1491614B1/fr
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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
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/197—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid
    • C10L1/1973—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and an acyloxy group of a saturated carboxylic or carbonic acid mono-carboxylic
    • 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
    • C10L1/143—Organic compounds mixtures of organic macromolecular compounds with organic non-macromolecular 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, 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
    • C10L1/16—Hydrocarbons
    • C10L1/1625—Hydrocarbons macromolecular compounds
    • C10L1/1633—Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds
    • C10L1/1641—Hydrocarbons macromolecular compounds homo- or copolymers obtained by reactions only involving carbon-to carbon unsaturated bonds from compounds containing aliphatic monomers
    • 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
    • C10L1/16—Hydrocarbons
    • C10L1/1691—Hydrocarbons petroleum waxes, mineral waxes; paraffines; alkylation products; Friedel-Crafts condensation products; petroleum resins; modified waxes (oxidised)
    • 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
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1963—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof mono-carboxylic
    • 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
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1966—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof poly-carboxylic
    • 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
    • C10L1/192—Macromolecular compounds
    • C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
    • C10L1/1981—Condensation polymers of aldehydes or ketones
    • 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
    • C10L1/192—Macromolecular compounds
    • C10L1/198—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid
    • C10L1/1985—Macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds homo- or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon to carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid polyethers, e.g. di- polygylcols and derivatives; ethers - esters
    • 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
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • 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
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/222—Organic compounds containing nitrogen containing at least one carbon-to-nitrogen single bond
    • C10L1/224—Amides; Imides carboxylic acid amides, imides

Definitions

  • This invention relates to the use of wax crystal modifying additives in oils obtained from animal or vegetable material or both, or derivatives thereof, or their mixtures with petroleum-based oils.
  • Oils obtained from animal or vegetable material are mainly metabolites comprising triglycerides of monocarboxylic acids, e.g. acids containing 10 to 25 carbon atoms which may be saturated or unsaturated.
  • oils contain glycerides of a number of acids, the number and kind varying with the source of the oil, and may additionally contain phosphoglycerides.
  • Such oils may be obtained by methods know in the art.
  • esters such as methyl esters, of fatty acids of the vegetable or animal oils.
  • esters can be made by transesterification.
  • oils that are derived from animal or vegetable material therefore includes reference both to oils obtained from said animal or vegetable material or both, or to derivatives thereof.
  • FR-A-2,492,402 describes fuel compositions containing one or more fatty acid esters of animal and vegetable origin described by the general formula: R 1 -COO-R 2 where R 1 contains 5 to 23 carbon atoms, being a substantially linear saturated or unsaturated aliphatic radical and R 2 contains 1 to 12 carbon atoms, being a linear or branched, saturated or unsaturated, aliphatic radical.
  • R 1 contains 5 to 23 carbon atoms, being a substantially linear saturated or unsaturated aliphatic radical and R 2 contains 1 to 12 carbon atoms, being a linear or branched, saturated or unsaturated, aliphatic radical.
  • Such fuel compositions are described as particularly suitable for use in diesel engines, possessing a cetane-index range broadly equivalent to that of conventional diesel fuels derived from mineral oils.
  • DE-A-4,040,317 discloses that at temperatures below -5°C, such fuels may solidify in supply lines due to inadequate filterability, and describes a process for improving the low temperature filterability involving the addition of mixtures of short chain methyl esters of fatty acids and selected polymeric materials, namely polymeric esters or copolymers of esters of acrylic and/or methacrylic acids derived from alcohols possessing 1 to 22 carbon atoms.
  • oils according to the present invention being oils derived from animal or vegetable material
  • fatty acid esters are frequently derived from mixtures of saturated and unsaturated fatty acids.
  • the main components of rapeseed oil methyl ester are the methyl esters of oleic, linoleic, linolenic and erucic acids.
  • WO-A-93/18115 describes generally the use of cold flow additives typically used in petroleum fuels to improve the low temperature properties of oils derived from animal or vegetable oils.
  • additives described in WO-A-93/18115 are ethylene unsaturated ester copolymer flow improvers.
  • Polymer A of WO-A-93/18115 at page 20 has about 16 mole% vinyl acetate.
  • compositions comprising the combination of an oil-soluble ethylene backbone polymer and hydrocarbyl substituted carboxylic acylating agent derivatives, and hydrocarbon fuel compositions containing such combinations.
  • the present invention is based on the discovery that a certain limited category of ethylene-vinyl ester copolymers, i.e. those having a certain vinyl ester content and degree of branching, exhibit enhanced low temperature performance in fuel oils derived from animal or vegetable oils and mixtures of same with petroleum-based fuel oils.
  • the present invention provides a composition
  • a composition comprising a major proportion of an oil obtained from methyl esters of animal or vegetable material or both or derivatives thereof, or its mixtures with petroleum-based oils, wherein such mixtures comprise 95-5wt% of an oil obtained from methyl esters of animal or vegetable material or both or derivatives thereof and 5-95wt% of petroleum-based oils, in admixture with a minor proportion of an ethylene-vinyl ester copolymer cold flow additive having 17-25 mole% vinyl ester units and containing 5 - 8 alkyl branches per 100 backbone methylenes, and having an Mn molecular weight in the range of 3,000 to 5,000 as measured by GPC using polystyrene standards.
  • the polymer has a vinyl ester content of 17-19, mole%.
  • the esters are those of monocarboxylic acids having 2 to 30, preferably 2 to 10 carbon atoms.
  • the present invention provides the use of a copolymer as defined in relation to the first aspect to improve the low temperature properties of an oil obtained from methyl esters of animal or vegetable material or both or derivatives thereof, or its mixtures with petroleum-based oils.
  • the present invention provides a method of improving the low temperature properties of an oil obtained from methyl esters of animal or vegetable material or both or derivatives thereof, the method including the step of adding a copolymer as defined in relation to the first aspect to the oil.
  • copolymers are preferred: ethylene-vinyl acetate, ethylene-vinyl propionate, ethylene-vinyl hexanoate, ethylene-vinyl 2-ethylhexanoate, or ethylene-vinyl octanoate copolymer.
  • copolymers may also be in the form of mixture of two copolymers such as those described in US-A3,961,916 .
  • the copolymers may be derived from additional comonomers, e.g., they may be terpolymers or tetrapolymers or higher polymers, for example where the additional comonomer is propylene or isobutylene.
  • the copolymers may be made by direct polymerisation of comonomers. Such copolymers may also be made by transesterification, or by hydrolysis and reesterification, of an ethylene unsaturated ester copolymer to give a different unsaturated ester copolymer. For example, ethylene-vinyl hexanoate and ethylene-vinyl 2-ethylhexanoate copolymers may be made this way, e.g., from an ethylene-vinyl acetate copolymer.
  • the polymers of this invention may be used in combination with conventional cold flow additives which may comprise one or more of the following:
  • oils derived from animal or vegetable material are rapeseed oil, coriander oil, soyabean oil, cottonseed oil, sunflower oil, caster oil, olive oil, peanut oil, maize oil, almond oil, palm kernel oil, coconut oil, mustard seed oil, beef tallow and fish oils. Further examples include oils derived from corn, jute, sesame, shea nut, ground nut and linseed and may be derived therefrom by methods know in the art. Rapeseed oil, which is a mixture of fatty acids partially esterified with glycerol, is preferred as it is available in large quantities and can be obtained in a simple way by pressing from rapeseed.
  • lower alkyl esters of fatty acids consideration may be given to the following, for example as commercial mixtures: the ethyl, propyl, butyl and especially methyl esters of fatty acids with 12 to 22 carbon atoms, for example of lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, elaidic acid, petroselic acid, ricinoleic acid, elaeostearic acid, linoleic acid, linolenic acid, eicosanoic acid, gadoleic acid, docosanoic acid or erucic acid, which have an iodine number from 50 to 150, especially 90 to 125.
  • Mixtures with particularly advantageous properties are those which contain mainly, i.e. to at least 20 wt.% methyl esters of fatty acids with 16 to 22 carbon atoms and 1, 2 or 3 double bonds.
  • the preferred lower alkyl esters of fatty acids are the methyl esters of oleic acid, linoleic acid, linolenic acid and erucic acid.
  • oils according to this invention capable of being utilized as biofuels.
  • Biofuels i.e. fuels derived from animal or vegetable material
  • Certain derivatives of vegetable oil e.g. those obtained by saponification and re-esterification with a monohydric alkyl alcohol, may be used as a substitute for diesel fuel.
  • Rapeseed esters for example, rapeseed oil methyl ester (RME), have been used neat on their own or in mixtures with petroleum distillate fuels.
  • a biofuel is an oil obtained from vegetable or animal material, or both, or a derivative thereof, capable of being utilized as a fuel.
  • oils Whilst many of the above oils may be used as biofuels, preferred are vegetable oils or derivatives thereof, of which particularly preferred biofuels are rapeseed oil, cottonseed oil, soyabean oil, sunflower oil, olive oil, palm oil, or alkyl ester derivatives thereof, rapeseed oil methyl ester being especially preferred.
  • the invention is also applicable to mixtures comprising 95-5 wt.% of the aforesaid biofuels with 5-95 wt.% by weight of a petroleum based fuel.
  • the petroleum based fuel oil may comprise atmospheric distillate or vacuum distillate, cracked gas oil, or a blend in any proportion of straight run and thermally and/or catalytically cracked distillates.
  • the most common petroleum distillate fuels are kerosene, jet fuels, diesel fuels, heating oils and heavy fuel oils. Such distillate fuel oils generally boil in the range of 100-500 degrees Centigrade.
  • the heating oil may be a straight atmospheric distillate, or may also contain vacuum gas oil or cracked gas oil or both.
  • the fuels may also contain major or minor amounts of components derived from the Fischer-Tropsch process.
  • Fischer-Tropsch fuels also known as FT fuels, include those that are described as gas-to-liquid fuels and coal or biomass conversion fuels.
  • syngas CO + H 2
  • the normal paraffins may then be modified by processes such as catalytic cracking/reforming or isomerization, hydrocracking and hydroisomerisation to yield a variety of hydrocarbons such as iso-paraffins, cyclo-paraffins and aromatic compounds.
  • the resulting FT fuel can be used as such or in combination with other fuel components and fuel types such as those mentioned in this specification.
  • the concentration of the additive in the oil may for example be in the range of 1 to 10,000 ppm of additive (active ingredient) by weight per weight of fuel, for example 10 to 5,000 ppm such as 10 to 2000 ppm (active ingredient) by weight per weight of fuel.
  • the additive may be incorporated into bulk oil by methods such as those known in the art. Where more than one additive component or co-additive component is to be used, such components may be incorporated into the oil together or separately in any combination.
  • a concentrate comprising the additive dissolved or dispersed in carrier liquid is convenient as a means of incorporating the additive.
  • the concentrates of the present invention are convenient as a means for incorporating the additive into bulk oil such as distillate fuel, which incorporation may be done by methods known in the art.
  • the concentrates may also contain other additives as required and preferably contain from 3 to 75 wt.%, more preferably 3 to 60 wt.%, most preferably 10 to 50 wt.% of the additives preferably in solution in oil.
  • carrier liquid are organic solvents including hydrocarbon solvents, for example petroleum fractions such as naphtha, kerosene, diesel and heater oil; aromatic hydrocarbons such as aromatic fractions, e.g.
  • the carrier liquid must, of course, be selected having regard to its compatibility with the additive and with the fuel.
  • the additives of the invention may be incorporated into bulk oil by other methods such as those known in the art. If co-additives are required, they may be incorporated into the bulk oil at the same time as the additives of the invention or at a different time.
  • the conventional cold flow additives for use in combination with the polymers of the invention are defined in (A) - (H) below.
  • ppm Ai refers to the active ingredient of the cold flow additive in ppm by weight, i.e., without regard to any amount of carrier solvent.
  • Example A Example A, Example B and Example C, each of which include the polymer of this invention, Polymer 3, which exhibits superior performance in the CFPP test.

Claims (7)

  1. Composition comprenant une proportion dominante d'une huile obtenue à partir d'esters méthyliques d'une substance animale ou végétale ou de ces deux substances ou de leurs dérivés, ou de ses mélanges avec des huiles dérivées du pétrole, dans laquelle ces mélanges comprennent 95 à 5 % en poids d'une huile obtenue à partir d'esters méthyliques d'une substance animale ou végétale ou de ces deux substances ou de leurs dérivés et 5 à 95 % en poids d'huiles dérivées du pétrole, en mélange avec une petite proportion d'un copolymère éthylène-ester vinylique servant d'additif d'écoulement à froid comprenant 17 à 25 % en moles de motifs ester vinylique et contenant 5 à 8 ramifications alkyle pour 100 groupes méthylène de squelette, et ayant un poids moléculaire Mn dans l'intervalle de 3000 à 5000 de la manière mesurée par CPG en utilisant des échantillons de polystyrène de référence.
  2. Composition suivant la revendication 1, ladite composition comprenant en outre un ou plusieurs des agents suivants :
    (a) un autre copolymère éthylène-ester insaturé ;
    (b) un polymère en peigne ;
    (c) des composés azotés polaires ;
    (d) un composé contenant un système de noyau cyclique ;
    (e) un polymère hydrocarboné ;
    (f) un composé de polyoxyalkylène ;
    (g) un composé aromatique hydrocarbylé servant d'agent abaissant le point d'écoulement ; ou
    (h) des produits de condensation alkylphénol-formaldéhyde.
  3. Composition suivant l'une quelconque des revendications précédentes, dans laquelle l'ester vinylique est l'acétate de vinyle comprenant 17 à 19 % en moles d'acétate de vinyle.
  4. Composition suivant l'une quelconque des revendications précédentes, dans laquelle ladite proportion dominante d'une huile est un biocarburant choisi dans le groupe comprenant des esters méthyliques d'huile de colza, d'huile de graines de cotonnier, d'huile de soja, d'huile de tournesol, d'huile d'olive ou d'huile de palme.
  5. Composition suivant l'une quelconque des revendications précédentes, ladite composition comprenant 1 à 10 000 ppm, de préférence 10 à 5000 ppm, d'additif d'écoulement à froid (ingrédient actif) en poids par poids d'huile.
  6. Utilisation d'un copolymère éthylène-ester vinylique servant d'additif d'écoulement à froid comprenant 17 à 25 % en moles de motifs ester vinylique et contenant 5 à 8 ramifications alkyle pour 100 groupes méthylène de squelette, et ayant un poids moléculaire Mn dans l'intervalle de 3000 à 5000, de la manière mesurée par CPG en utilisant des échantillons de polystyrène de référence, pour améliorer les propriétés à basses températures d'une huile obtenue à partir d'esters méthyliques d'une substance animale ou végétale ou de ces deux substances, ou de leurs dérivés, ou de ses mélanges avec des huiles dérivées du pétrole, dans laquelle ces mélanges comprennent 95 à 5 % en poids d'une huile obtenue à partir d'esters méthyliques d'une substance animale ou végétale ou de ces deux substances, ou de leurs dérivés, et 5 à 95 % en poids d'huiles dérivées du pétrole.
  7. Procédé pour améliorer les propriétés à basse température d'une huile obtenue à partir d'esters méthyliques d'une substance animale ou végétale ou de ces deux substances, ou de leurs dérivés, ou de ses mélanges avec des huiles dérivées du pétrole, dans lequel ces mélanges comprennent 95 à 5 % en poids d'une huile obtenue à partir d'esters méthyliques d'une substance animale ou végétale ou de ces deux substances, ou de leurs dérivés, et 5 à 95 % en poids d'huiles dérivées du pétrole, le procédé comprenant l'étape d'addition d'un copolymère éthylène-ester vinylique servant d'additif d'écoulement à froid comprenant 17 à 25 % en moles de motifs ester vinylique et contenant 5 à 8 ramifications alkyle pour 100 groupes méthylène de squelette, et ayant un poids moléculaire Mn dans l'intervalle de 3000 à 5000, de la manière mesurée par CPG en utilisant des échantillons de polystyrène de référence, à l'huile.
EP04076690A 2003-06-23 2004-06-09 Compositions d'huile Revoked EP1491614B1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PL04076690T PL1491614T3 (pl) 2003-06-23 2004-06-09 Kompozycje olejów
EP04076690A EP1491614B1 (fr) 2003-06-23 2004-06-09 Compositions d'huile

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP03253948 2003-06-23
EP03253948 2003-06-23
EP04076690A EP1491614B1 (fr) 2003-06-23 2004-06-09 Compositions d'huile

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EP1491614A1 EP1491614A1 (fr) 2004-12-29
EP1491614B1 true EP1491614B1 (fr) 2012-04-04

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EP04076690A Revoked EP1491614B1 (fr) 2003-06-23 2004-06-09 Compositions d'huile

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PL (1) PL1491614T3 (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9051527B2 (en) 2005-02-11 2015-06-09 Infineum International Limited Fuel oil compositions
EP1690919B1 (fr) * 2005-02-11 2016-03-02 Infineum International Limited Compositions d'huile combustible
DE102006022718B4 (de) * 2006-05-16 2008-10-02 Clariant International Limited Zusammensetzung von Brennstoffölen
DE102006022698B4 (de) * 2006-05-16 2008-10-02 Clariant International Limited Zusammensetzung von Brennstoffölen
DE102006022720B4 (de) * 2006-05-16 2008-10-02 Clariant International Limited Kaltfließverbesserer für pflanzliche oder tierische Brennstofföle
DE102006022719B4 (de) * 2006-05-16 2008-10-02 Clariant International Limited Kaltfließverbesserer für pflanzliche oder tierische Brennstofföle
GB0902009D0 (en) 2009-02-09 2009-03-11 Innospec Ltd Improvements in fuels
US20130212931A1 (en) * 2012-02-16 2013-08-22 Baker Hughes Incorporated Biofuel having improved cold flow properties

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1380635A2 (fr) * 2002-07-09 2004-01-14 Clariant GmbH Agent d'amélioration de l'écoulement à froid pour huiles combustibles d'origine animale ou végétale.

Family Cites Families (4)

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Publication number Priority date Publication date Assignee Title
US4354011A (en) * 1978-10-02 1982-10-12 Exxon Research & Engineering Co. Copolymers of ethylene and ethylenically unsaturated monomers, process for their preparation and distillate oil containing said copolymers
JPS58129096A (ja) * 1982-01-27 1983-08-01 Mitsubishi Petrochem Co Ltd 燃料油の添加剤
US4623684A (en) * 1982-08-09 1986-11-18 The Lubrizol Corporation Hydrocarbyl substituted carboxylic acylating agent derivative containing combinations, and fuels containing same
GB9204709D0 (en) * 1992-03-03 1992-04-15 Exxon Chemical Patents Inc Additives for oils

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1380635A2 (fr) * 2002-07-09 2004-01-14 Clariant GmbH Agent d'amélioration de l'écoulement à froid pour huiles combustibles d'origine animale ou végétale.

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EP1491614A1 (fr) 2004-12-29
PL1491614T3 (pl) 2012-09-28

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