[go: up one dir, main page]

EP0964052B1 - Utilisation de copolymères d'éthylène contenant de l'azote pour la production d'huiles combustibles à action lubrifiante améliorée - Google Patents

Utilisation de copolymères d'éthylène contenant de l'azote pour la production d'huiles combustibles à action lubrifiante améliorée Download PDF

Info

Publication number
EP0964052B1
EP0964052B1 EP99106980A EP99106980A EP0964052B1 EP 0964052 B1 EP0964052 B1 EP 0964052B1 EP 99106980 A EP99106980 A EP 99106980A EP 99106980 A EP99106980 A EP 99106980A EP 0964052 B1 EP0964052 B1 EP 0964052B1
Authority
EP
European Patent Office
Prior art keywords
nitrogen
vinyl
acrylate
copolymers
use according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP99106980A
Other languages
German (de)
English (en)
Other versions
EP0964052A1 (fr
Inventor
Matthias Dr. Krull
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.)
Clariant Produkte Deutschland GmbH
Original Assignee
Clariant GmbH
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 Clariant GmbH filed Critical Clariant GmbH
Publication of EP0964052A1 publication Critical patent/EP0964052A1/fr
Application granted granted Critical
Publication of EP0964052B1 publication Critical patent/EP0964052B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • C10L10/08—Use of additives to fuels or fires for particular purposes for improving lubricity; for reducing wear
    • 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
    • C10L1/22—Organic compounds containing nitrogen
    • C10L1/234—Macromolecular compounds
    • C10L1/236—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
    • C10L1/2364—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof homo- or copolymers derived from unsaturated compounds containing amide and/or imide groups
    • 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
    • C10L1/234—Macromolecular compounds
    • C10L1/236—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
    • C10L1/2366—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof homo- or copolymers derived from unsaturated compounds containing amine groups
    • 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
    • C10L1/234—Macromolecular compounds
    • C10L1/236—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
    • C10L1/2368—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof homo- or copolymers derived from unsaturated compounds containing heterocyclic compounds containing nitrogen in the ring
    • 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
    • C10L1/1608—Well defined compounds, e.g. hexane, benzene
    • 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
    • C10L1/1616—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, 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
    • C10L1/18—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, 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
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • 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
    • C10L1/188—Carboxylic acids; metal salts thereof
    • C10L1/1881—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom
    • C10L1/1883—Carboxylic acids; metal salts thereof carboxylic group attached to an aliphatic carbon atom polycarboxylic acid
    • 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
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid 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
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C10L1/1905—Esters ester radical containing compounds; ester ethers; carbonic acid esters of di- or polycarboxylic acids
    • 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
    • C10L1/19—Esters ester radical containing compounds; ester ethers; carbonic acid esters
    • C10L1/191—Esters ester radical containing compounds; ester ethers; carbonic acid esters of di- or polyhydroxyalcohols
    • 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
    • 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
    • C10L1/195—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
    • C10L1/18—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
    • C10L1/221—Organic compounds containing nitrogen compounds of uncertain formula; reaction products where mixtures of compounds are obtained
    • 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

  • the present invention relates to the use of nitrogenous Ethylene copolymers to improve the lubricating effect of fuel oils.
  • Mineral oils and mineral oil distillates used as fuel oils generally contain 0.5 wt .-% and more sulfur, when burning causes the formation of sulfur dioxide. To the resulting To reduce environmental pollution, the sulfur content of fuel oils lowered further and further.
  • the diesel fuel standard EN 590 writes in Germany currently has a maximum sulfur content of 500 ppm. In Scandinavia already comes in with fuel oils with less than 200 ppm Exceptional cases with less than 50 ppm sulfur.
  • This Fuel oils are usually made by making them from petroleum Fractions obtained by distillation hydrogenated refined. Desulfurization however, other substances are removed that give the fuel oils a impart a natural lubricating effect. These substances include, among others polyaromatic and polar compounds.
  • EP-A-0 680 506 discloses esters from carboxylic acids having 2 to 50 carbon atoms as additives to improve the lubricating effect of low sulfur Middle distillates with less than 0.5 wt% S.
  • DD-126 090 discloses lubricant-improving additives from copolymers of Ethylene and unsaturated carboxylic acid esters, preferably vinyl acetate, which the Fuels in amounts of 0.01 to 0.5 wt .-% are added.
  • DE-A-15 94 417 discloses additives for improving the lubricating effect of oleophilic Liquids containing esters of glycols and dicarboxylic acids with at least Contain 11 carbon atoms.
  • EP-A-0 635 558 discloses diesel oils with sulfur contents below 0.2% by weight and aromatic contents below 30% by weight containing 100 to 10,000 ppm C 1 -C 5 alkyl esters of unsaturated straight-chain C 12 -C 22 - Fatty acids derived from oilseeds are added, which improves their lubricating effect.
  • EP-A-0 764 198 discloses additives which improve the lubricating effect of fuel oils improve, and the polar nitrogen compounds based on alkylamines or Contain alkylammonium salts with alkyl radicals of 8 to 40 carbon atoms.
  • the object of the present invention was to find a method which Middle distillates largely freed from sulfur and aromatic compounds helps to improve the lubricating effect. At the same time, with this Process also affects the cold flow properties of these middle distillates favorably become.
  • the invention relates to the use of 0.001 to 2% by weight (based on the fuel oil) of an additive which contains at least one copolymer which in addition to structural units derived from ethylene, such structural units has, which are derived from an ethylenically unsaturated compound, the at least one aromatic or aliphatic nitrogen atom Exception of nitrogen atoms in imide bond has to improve the Lubricating effect of middle distillates with a maximum sulfur content of 200 ppm.
  • the process is particularly well suited for the additivation of oils that are less than Contain 0.05, in particular less than 0.035 wt .-% sulfur.
  • the monomers are commercially available or by known methods produced.
  • the various aminoalkylene (meth) acrylates are e.g. according to EP-A-0 188 639 by transesterification of (meth) acrylic esters with amino alcohols accessible in the presence of a titanium catalyst.
  • the production of Aminoalkyl vinyl ethers are e.g. in Liebigs Ann. Chem. 601 (1956), 81.
  • Those for use in the process according to the invention are preferably Copolymers suitable, the 0.1 to 15; in particular 1 to 10 mol% of one or contain several of the nitrogen-containing comonomers. Furthermore, in Processes according to the invention can also be used in mixtures of such copolymers.
  • the melt viscosities of the copolymers that can be used are 140 ° C. preferably below 10,000 mPas, in particular between 10 and 1000 mPas and especially between 20 and 500 mPas.
  • the copolymers which can be used in the process according to the invention contain in addition Ethylene at least one comonomer with nitrogen atoms. You can still more, for example one, two or three more olefinically unsaturated Comonomers included.
  • Such olefinically unsaturated comonomers are for example vinyl esters, acrylic acid, methacrylic acid, acrylic esters, methacrylic esters, Vinyl ethers or olefins.
  • Particularly preferred vinyl esters are vinyl acetate, Vinyl propionate and vinyl ester of neocarboxylic acids with 8, 9, 10, 11 or 12 Carbon atoms.
  • acrylic and methacrylic esters are those with Alcohols with 1 to 20 carbon atoms, especially of methanol, ethanol, Propanol, n-butanol, iso-butanol and tert-butanol.
  • Particularly preferred olefins are those with 3 to 10 carbon atoms, especially propene, isobutylene, diisobutylene, 4-methylpentene-1 and hexene. If the copolymers contain another comonomer, its molar fraction is preferably up to 15 mol%, in particular up to 12 mol%.
  • the comonomers are copolymerized by known processes (cf. for this e.g. Ullmann's Encyclopedia of Technical Chemistry, 4th Edition, Vol. 19, Pages 169 to 178). Polymerization in solution, in suspension, in the gas phase and high pressure bulk polymerization. Preferably one turns high-pressure bulk polymerization, which is carried out at pressures of 50 to 400 MPa, preferably 100 to 300 MPa and temperatures of 50 to 350 ° C, preferably 100 to 300 ° C, is carried out.
  • the reaction of the comonomers is determined by Radical initiators (radical chain initiators) initiated. To this Substance classes belong e.g.
  • Oxygen, hydroperoxides, peroxides and Azo compounds such as cumene hydroperoxide, t-butyl hydroperoxide, dilauroyl peroxide, Dibenzoyl peroxide, bis (2-ethylhexyl) peroxidicarbonate, t-butyl permaleinate, t-butyl perbenzoate, dicumyl peroxide, t-butylcumyl peroxide, di- (t-butyl) peroxide, 2,2'-azobis (2-methylpropanonitrile), 2,2'-azobis (2-methylbutyronitrile).
  • the initiators are used individually or as a mixture of two or more substances in quantities of 0.01 to 20 wt .-%, preferably 0.05 to 10 wt .-%, based on the Comonomer mixture used.
  • the desired melt viscosity of the copolymers is given Composition of the comonomer mixture by varying the Reaction parameters pressure and temperature and optionally by adding Moderators hired.
  • Hydrogen, saturated or unsaturated hydrocarbons e.g. Propane, aldehydes, e.g. propionaldehyde, n-butyraldehyde or isobutyraldehyde, ketones, e.g. Acetone, methyl ethyl ketone, Methyl isobutyl ketone, cyclohexanone or alcohols, e.g. Butanol, proven.
  • the moderators in quantities up to to 20 wt .-%, preferably 0.05 to 10 wt .-%, based on the Comonomer mixture used.
  • High pressure bulk polymerization is carried out in known high pressure reactors, e.g. Autoclaves or tube reactors are carried out batchwise or continuously, Tube reactors have proven particularly useful. Solvents such as aliphatic Hydrocarbons or hydrocarbon mixtures, benzene or toluene can in Reaction mixture may be included, although the solvent-free Working method has proven particularly successful.
  • the Polymerization is the mixture of the comonomers, the initiator and, if used, the moderator, a tubular reactor via the reactor inlet and via one or more side branches fed.
  • the comonomer streams be composed differently (EP-B-0 271 738).
  • oils can be improved in the manner according to the invention by adding to them ethylene copolymers which contain acid groups reacted with compounds bearing amino groups.
  • ethylene copolymers and ethylene terpolymers are, for example, those which contain acrylic acid, methacrylic acid, itaconic acid, fumaric acid, maleic acid or maleic anhydride.
  • these copolymers containing acid groups are attached to the acid groups with primary or secondary amines such as methylamine, dimethylamine, ethylamine, propylamine, butylamine, or alkanolamines such as ethanolamine, propanolamine, which carry C 1 -C 10 -alkyl radicals.
  • primary or secondary amines such as methylamine, dimethylamine, ethylamine, propylamine, butylamine, or alkanolamines such as ethanolamine, propanolamine, which carry C 1 -C 10 -alkyl radicals.
  • Diethanolamine, N-ethylethanolamine, diglycolamine, 2-amino-2-methylpropanolamine and mixtures thereof. 0.1 to 1.2 mol, preferably equimolar amounts, of amine per mol of acid are used.
  • the reaction with hydroxyamines can take place either via the OH group to form esters or via an NH 2 group to form amides.
  • Copolymers mineral oils or mineral oil distillates in the form of solutions or Dispersions containing 10 to 90% by weight, preferably 20 to 80% by weight, of the polymers included, added.
  • Suitable solvents or dispersing agents are aliphatic and / or aromatic hydrocarbons or hydrocarbon mixtures, e.g. Gasoline fractions, kerosene, decane, pentadecane, toluene, xylene, ethylbenzene or commercial solvent mixtures such as Solvent Naphtha, ®Shellsol AB, ®Solvesso 150, ®Solvesso 200, ®Exxsol, ®ISOPAR and Shellsol D types.
  • Mineral oil distillates contain 0.001 to 2, preferably 0.005 to 0.5% by weight Copolymer based on the distillate.
  • Mixtures can also be used in the process according to the invention, those of copolymers of the claimed type, but of different quality and / or quantitative composition and / or different (at 140 ° C measured) viscosity exist.
  • the mixing ratio (in parts by weight) of the Copolymers can be varied over a wide range and e.g. 20: 1 to 1:20, preferably 10: 1 to 1:10. In this way, the additives specifically adapt to individual requirements.
  • the copolymers together with one or several oil-soluble co-additives can be used, which alone Cold flow properties and / or lubricating effect of crude oils, lubricating oils or Improve fuel oils.
  • oil-soluble co-additives are those containing vinyl acetate Copolymers or terpolymers of ethylene, polar compounds, the one Paraffin dispersion effects (paraffin dispersants), comb polymers and oil-soluble amphiphiles.
  • paraffin dispersants can also be used. These additives reduce the size of the paraffin crystals and cause the paraffin particles to separate not settle, but colloidally with significantly reduced sedimentation efforts, stay dispersed. Furthermore, they increase the lubricating effect of the nitrogen-containing copolymers. Oil-soluble polar dispersants have been found as paraffin dispersants Compounds with ionic or polar groups, e.g.
  • Amine salts and / or amides proven by the reaction of aliphatic or aromatic amines, preferably long-chain aliphatic amines, with aliphatic or aromatic mono-, di-, trioder Tetracarboxylic acids or their anhydrides are obtained (cf. US 4 211 534).
  • Other paraffin dispersants are copolymers of maleic anhydride and ⁇ , ⁇ -unsaturated compounds, optionally with primary monoalkylamines and / or aliphatic alcohols can be implemented (cf. EP 0 154 177) Reaction products of alkenylspirobislactones with amines (cf.
  • EP 0 413 279 B1 and according to EP 0 606 055 A2 reaction products of Terpolymers based on ⁇ , ⁇ -unsaturated dicarboxylic acid anhydrides, ⁇ , ⁇ -unsaturated compounds and polyoxyalkylene ethers of lower unsaturated Alcohols.
  • Alkylphenol-aldehyde resins are also suitable as paraffin dispersants.
  • the nitrogen-containing copolymers are used together with comb polymers.
  • This is understood to mean polymers in which hydrocarbon radicals having at least 8, in particular at least 10, carbon atoms are bonded to a polymer backbone. They are preferably homopolymers whose alkyl side chains contain at least 8 and in particular at least 10 carbon atoms.
  • at least 20%, preferably at least 30%, of the monomers have side chains (cf. Comb-like Polymers-Structure and Properties; NA Platé and VP Shibaev, J. Polym. Sci. Macromolecular Revs. 1974, 8, 117 ff).
  • Suitable comb polymers are, for example, fumarate / vinyl acetate copolymers (cf. EP 0 153 176 A1), copolymers of a C 6 to C 24 ⁇ -olefin and an NC 6 to C 22 alkyl maleimide (cf. EP 0 320 766), also esterified olefin / maleic anhydride copolymers, polymers and copolymers of ⁇ -olefins and esterified copolymers of styrene and maleic anhydride.
  • fumarate / vinyl acetate copolymers cf. EP 0 153 176 A1
  • copolymers of a C 6 to C 24 ⁇ -olefin and an NC 6 to C 22 alkyl maleimide cf. EP 0 320 766
  • esterified olefin / maleic anhydride copolymers polymers and copolymers of ⁇ -olefins and ester
  • the mixing ratio (in parts by weight) of nitrogen-containing copolymers with Paraffin dispersants or comb polymers are 1:10 to 20: 1, preferably 1: 1 to 10: 1.
  • lubricity additives have become preferably fatty alcohols, fatty acids and dimer fatty acids and their esters and Partial esters with glycols (according to DE-A-15 94 417), polyols such as glycerin (according to EP-A-0 680 506, EP-A-0 739 970) or hydroxyamines (according to EP-A-0 802 961) proven.
  • the method according to the invention is suitable for the lubricating properties of to improve animal, vegetable or mineral oils. It is for them Particularly well suited for use with middle distillates.
  • middle distillates One particularly refers to those mineral oils which are obtained by distilling crude oil be obtained and boil in the range from 120 to 450 ° C., for example kerosene, Jet fuel, diesel and heating oil.
  • the method according to the invention is preferably used for such middle distillates, which contain 0.5 wt .-% sulfur and less, in particular less than 200 ppm sulfur and in special cases less than Contain 50 ppm sulfur.
  • Middle distillates that have been subjected to hydrogenating refining and therefore contain only small amounts of polyaromatic and polar compounds that give them a natural lubricating effect.
  • the method according to the invention is still preferably used in such middle distillates, the 95% distillation points below 370 ° C, especially 350 ° C and in special cases below Have 330 ° C.
  • additives can also be used in the process according to the invention, e.g. Pour point depressants or dewaxing aids, corrosion inhibitors, Antioxidants, sludge inhibitors, dehazers and additives to lower the Cloud point.
  • the lubricating effect of the additives was carried out using an HFRR device from PCS Instruments on additive oils at 6 ° C.
  • the High Frequency Reciprocating Rig Test (HFRR) is described in D. Wei, H. Spikes, Wear, Vol. 111, No. 2, p. 217, 1986. The results are reported as the coefficient of friction and wear scar. A low coefficient of friction and a low wear scar show a good lubricating effect. All additives were used as a 50% dispersion in solvent naphtha.
  • a commercially available flow improver based on a copolymer of ethylene and 30% by weight of vinyl acetate and a melt viscosity V140 of 105 mPas is used.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Combustion & Propulsion (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Claims (6)

  1. Utilisation de 0,001 à 2 % en masse (par rapport à l'huile combustible) d'un additif, qui renferme au moins un copolymère qui présente, au côté d'unités de structure dérivant de l'éthylène, également des unités de structure qui dérivent d'un composé à insaturation éthylénique, qui présente au moins un atome d'azote aromatique ou aliphatique à l'exception des atomes d'azote dans la liaison imidique, pour l'amélioration de l'effet lubrifiant de distillats moyens présentant une teneur en soufre au maximum de 200 ppm.
  2. Utilisation selon la revendication 1, caractérisée en ce que le comonomère azoté est un dérivé de l'acide acrylique ou d'un composé organique azoté qui porte un reste vinyle.
  3. Utilisation selon la revendication 1 et/ou 2, caractérisée en qu'il s'agit pour les comonomères azotés des
    a) acrylate d'aminoéthyle, acrylate d'aminopropyle, acrylate d'amino-n-butyle, acrylate de N-méthylaminoéthyle, acrylate de N,N-diméthylaminoéthyle, acrylate de N,N-diéthylaminoéthyle, acrylate de N,N-diméthylaminopropyle, acrylate de N,N-diéthylaminopropyle, ainsi que les méthacrylates correspondants,
    b) acrylamide d'éthyle, acrylamide de butyle, acrylamide de N-octyle, acrylamide de N-propyl-N-méthoxyéthyle, N-méthylolacrylamide, ainsi que les méthacrylamides correspondants,
    c) N-vinyl-N-méthylacétamide,
    d) éther aminopropylvinylique, éther diéthylaminoéthylvinylique, éther diméthylaminopropylvinylique,
    e) allylamine, N-allyl-N-méthylamine, N-allyl-N-éthylamine,
    f) N-vinylpyrrolidone, méthylvinylimidazole, 2-vinylpyridine, 4-vinylpyridine, 2-méthyl-5-vinylpyridine, vinylcarbazole, vinylimidazole, N-vinyl-2-pipéridone ou N-vinylcaprolactame.
  4. Utilisation selon une ou plusieurs des revendications 1 à 3, caractérisée en ce que le taux molaire du comonomère azoté sur le copolymère est de 0,1 à 15%, en particulier de 1 à 10 %.
  5. Utilisation selon une ou plusieurs des revendications 1 à 4, caractérisée en ce que les viscosités de fusion des copolymères sont inférieures à 10.000 mPas et de préférence de 10 à 1.000 mPas.
  6. Utilisation selon une ou plusieurs des revendications 1 à 5, caractérisée en ce que les copolymères comprennent, au côté de l'éthylène et de comonomères azotés, un, deux ou trois d'autres comonomères, qui sont pris dans le groupe comprenant des esters vinyliques, l'acide acrylique, des esters acryliques, des éthers vinyliques et/ou alcènes.
EP99106980A 1998-04-16 1999-04-09 Utilisation de copolymères d'éthylène contenant de l'azote pour la production d'huiles combustibles à action lubrifiante améliorée Expired - Lifetime EP0964052B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19816797A DE19816797C2 (de) 1998-04-16 1998-04-16 Verwendung von stickstoffhaltigen Ethylencopolymeren zur Herstellung von Brennstoffölen mit verbesserter Schmierwirkung
DE19816797 1998-04-16

Publications (2)

Publication Number Publication Date
EP0964052A1 EP0964052A1 (fr) 1999-12-15
EP0964052B1 true EP0964052B1 (fr) 2004-02-04

Family

ID=7864670

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99106980A Expired - Lifetime EP0964052B1 (fr) 1998-04-16 1999-04-09 Utilisation de copolymères d'éthylène contenant de l'azote pour la production d'huiles combustibles à action lubrifiante améliorée

Country Status (2)

Country Link
EP (1) EP0964052B1 (fr)
DE (2) DE19816797C2 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19927560C2 (de) * 1999-06-17 2002-03-14 Clariant Gmbh Brennstoffölzusammensetzung
DE102005035275B4 (de) 2005-07-28 2007-10-11 Clariant Produkte (Deutschland) Gmbh Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit
DE102005035276B4 (de) 2005-07-28 2007-10-11 Clariant Produkte (Deutschland) Gmbh Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3112456A1 (de) * 1981-03-28 1982-10-07 Hoechst Ag, 6000 Frankfurt "verfahren zur verbesserung der fliessfaehigkeit von mineraloelen"
JPS6245692A (ja) * 1985-08-22 1987-02-27 Mitsubishi Petrochem Co Ltd 燃料油添加剤および流動性の改善された燃料油
GB8706369D0 (en) * 1987-03-18 1987-04-23 Exxon Chemical Patents Inc Crude oil
ATE74620T1 (de) * 1987-09-15 1992-04-15 Basf Ag Kraftstoffe fuer ottomotoren.
DE3921279A1 (de) * 1989-06-29 1991-01-03 Hoechst Ag Verfahren zur verbesserung der fliessfaehigkeit von mineraloelen und mineraloeldestillaten
DE3941561A1 (de) * 1989-12-16 1991-06-20 Basf Ag Kaeltestabile erdoelmitteldestillate, enthaltend polymere als paraffindispergatoren
DE4333680A1 (de) * 1993-10-02 1995-04-06 Basf Ag Copolymerisate auf Ethylenbasis und ihre Verwendung als Fließverbesserer in Erdölmitteldestillaten
DE59402557D1 (de) * 1993-10-02 1997-05-28 Basf Ag Copolymerisate auf ethylenbasis und ihre verwendung als fliessverbesserer in erdölmitteldestillaten
GB9411614D0 (en) * 1994-06-09 1994-08-03 Exxon Chemical Patents Inc Fuel oil compositions
EP1050573A3 (fr) * 1994-12-13 2001-01-03 Infineum USA L.P. Compositions d'huile combustible
JPH09208973A (ja) * 1996-02-01 1997-08-12 Nof Corp 燃料油組成物

Also Published As

Publication number Publication date
DE59908446D1 (de) 2004-03-11
DE19816797A1 (de) 1999-10-21
EP0964052A1 (fr) 1999-12-15
DE19816797C2 (de) 2001-08-02

Similar Documents

Publication Publication Date Title
DE19757830C2 (de) Brennstofföle mit verbesserter Schmierwirkung
EP0922716B1 (fr) Procédé de préparation de terpolymères d'éthylène et leur utilisation comme additifs à l'huile minérale et aux distillats d'huile minérale
EP0807642B1 (fr) Terpolymères de l'éthylène, leur préparation et leur utilisation pour les distillats d'huile minérale
DE19620119C1 (de) Terpolymerisate des Ethylens, ihre Herstellung und ihre Verwendung als Additive für Mineralöldestillate
EP1116781A1 (fr) Additif polyfonctionnel pour huiles combustibles
DE10012946B4 (de) Verwendung von öllöslichen Amphiphilen als Lösemittel für hydroxyfunktionelle Copolymere
EP0931825B1 (fr) Procédé et une composition d'amélioration des propriétés d'écoulement à froid d'huiles combustibles
EP0997517B1 (fr) Mélanges polymères pour l'amélioration de l'action lubrifiante de distillats moyens
EP1200539B1 (fr) Utilisation de copolymeres comportant des groupes hydroxyl pour la preparation d'huiles combustibles a pouvoir lubrifiant ameliore
EP0890589B1 (fr) Solutions ou dispersions à base de copolymres d'oléfines et d'esters d'acides carboxyliques non saturés et leur utilisation comme additifs pour des huiles minérales
EP1134274B1 (fr) Utilisation d'acides carboxyliques et leurs dérivés pour dissoudre des polymères portant des groupes hydroxyles
DE19823565A1 (de) Mischungen von Copolymeren mit verbesserter Schmierwirkung
DE19927560C2 (de) Brennstoffölzusammensetzung
EP0892012B1 (fr) Agent améliorant l'ecoulement d'huiles minerales
EP0890633B1 (fr) Utilisation de copolymères d'éthylène et d'esters carboxyliques insaturés dans des distillats moyens pour l'amélioration des propriétés d'écoulement à froid
EP0964052B1 (fr) Utilisation de copolymères d'éthylène contenant de l'azote pour la production d'huiles combustibles à action lubrifiante améliorée
DE19856270C2 (de) Polymermischung zur Verbesserung der Schmierwirkung von Mitteldestillaten
EP0925274B1 (fr) Ameliorateur d'ecoulement pour distillats moyens de petrole brut

Legal Events

Date Code Title Description
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

AK Designated contracting states

Kind code of ref document: A1

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

AX Request for extension of the european patent

Free format text: AL;LT;LV;MK;RO;SI

17P Request for examination filed

Effective date: 20000615

AKX Designation fees paid

Free format text: BE DE FI FR GB IT NL SE

17Q First examination report despatched

Effective date: 20020905

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

RBV Designated contracting states (corrected)

Designated state(s): BE DE FR GB IT NL

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): BE DE FR GB IT NL

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REF Corresponds to:

Ref document number: 59908446

Country of ref document: DE

Date of ref document: 20040311

Kind code of ref document: P

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)

Effective date: 20040416

ET Fr: translation filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

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

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed

Effective date: 20041105

REG Reference to a national code

Ref country code: FR

Ref legal event code: CD

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20090224

Year of fee payment: 11

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20100409

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 20110218

Year of fee payment: 13

BERE Be: lapsed

Owner name: *CLARIANT PRODUKTE DEUTSCHLAND G.M.B.H.

Effective date: 20120430

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20120430

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 20140220

Year of fee payment: 16

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20140312

Year of fee payment: 16

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20140224

Year of fee payment: 16

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20140227

Year of fee payment: 16

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 59908446

Country of ref document: DE

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20150409

REG Reference to a national code

Ref country code: NL

Ref legal event code: MM

Effective date: 20150501

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150409

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20151103

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20151231

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150430

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20150501