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
  • C10L1/22—Organic compounds containing nitrogen
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
  • C10L10/00—Use of additives to fuels or fires for particular purposes
  • C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
  • 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
  • C10L10/00—Use of additives to fuels or fires for particular purposes
  • C10L10/14—Use of additives to fuels or fires for particular purposes for improving low temperature properties
  • C10L10/16—Pour-point depressants

Definitions

• the present invention relates to a new composition of multifunctional additives improving cold operability of middle distillates. She aims in particular the improvement of dispersing properties, anti-sedimentation and lowering point temperatures flow point and cloud point but also a improvement of the cetane of these distillates for a use as fuel for diesel engines and in fuels such as fuel oil for boilers.
• Cold operability corresponds to a temperature limit at which middle distillates can be used without clogging problem. She is intermediate between cloud point temperature (ASTM D 2500-98) characteristic of the onset of crystallization of paraffins in the distillate and the pour point of the latter (ASTM D 97-96a).
• paraffins are crystallized at bottom of the tank, they can be dragged starting in the fuel system and clogging in particular filters and prefilters placed upstream of the systems injection (pump and injectors). Likewise for storage domestic fuel oils, paraffins precipitate in the bottom tank and can be dragged and obstruct the pipes upstream of the pump and the supply system of the boiler (nozzle and filter). It is obvious that the presence of solids, such as paraffin crystals, prevents normal circulation of the middle distillate.
• TLF additives Temporal Limit of Filterability
• EP-A-0688796 describes an additive obtained by the reaction of a polyetheramine with a polymer containing groups derivatives of dicarboxylic acid anhydride, at least 1% of anhydride groups which have reacted with polyetheramine.
• EP-A-02183293 describes an additive based on a copolymer octadecene and maleic anhydride reacted with diamine, however, no ration is indicated.
• the copolymer of formula (I) is preferably a copolymer containing 45 65 mole of at least one olefin unit and 55 to 35 mole% at least one dicarboxylic unit.
• dicarboxylics are preferably chosen from the group consisting of maleic anhydride, anhydride citraconic and fumaric acid, and olefin units chosen from linear or branched alkenyl units comprising from 1 to 30 carbon atoms.
• the copolymer is chosen from copolymers maleic anhydride-octadecene, maleic anhydride-dodecene and maleic anhydride-hexadecene.
• R 1 and R 2 are radicals preferably chosen from the group consisting of the dodecyl and octadecyl radicals and R 3 is chosen from alkyl groups comprising from 10 to 20 carbon atoms.
• the alkylamines and polyalkylene polyamines of formula (II) are preferably chosen from the group comprising dibutylamine, didodecylamine, dioctadecylamine, N-alkylethylenediamines, N-alkylpropylenediamines, N-alkylbutylenediamines, N-alkyldiethylenetriamines, N-alkyldipropylenetriamines, N-alkyldibutylenetriamines, N-alkyltriethylenetetramines, N-alkyltripropylenetetramines, N-alkyltributylenetetramines, N-alkyltetraethylene pentamines, N-alkyltetrapropylenepentamines and N-alkyltributylenepentamines having an alkyl radical comprising from 12 to 22 carbon atoms, preferably N-dodecyldipropylenetri
• a second object of the invention is a composition of additives comprising an additive of formula (I) and at least an additive chosen from filter additives and / or flow, procetane additives, promoters combustion and soot catalysts, detergents, lubricant additives, anti-wear and anti-foam additives, and other additives or additive compositions for improve cloud point, dispersion and paraffin sedimentation.
• a third object according to the invention is a fuel, fuel and / or fuel oil containing a portion major hydrocarbon base made up of gasolines, middle distillates, synthetic fuels, animal or vegetable oils, esterified or not, and their mixtures, and a corresponding minor part from 50 to 1000 ppm to at least one multifunctional additive of formula (I).
• This additive may be present in the fuel or fuel with at least one additive from the group consisting of procetane additives, catalytic promoters of combustion and soot, detergents, additives lubricity, anti-wear additives, anti-foam additives, anti-corrosion additives and other additives or additive compositions for improving the cloud point, dispersion and sedimentation of paraffins.
• This example aims to show the effectiveness in filterability and flow of additives according to the invention to illustrate the intrinsic properties of additives of formula (III), (IV) and (V) when used alone and when used in formulation with others additives.
• additive 1 consists of a copolymer comprising maleic anhydride units and octadecene units in a molar ratio 1/1, R 1 , R 2 , R ' 1 and R' 2 being identical and corresponding to dodecylamine radical.
• additive 2 consists of a copolymer comprising maleic anhydride units and octadecene units in a molar ratio 1/1, R 1 and R ′ 1 being a hydrogen atom, R 2 a butyl radical and R ′ 2 being a dodecyl radical.
• additive 3 consists of a copolymer comprising comprising maleic anhydride units and octadecene units in a molar ratio 1/1, R 1 is a hydrogen atom, R 2 being a ethylamine radical and R ′ 5 being a hexadecyl radical.
• the above copolymers are generally obtained by chemical modification of an alpha-olefin / anhydride type copolymer maleic, the alpha-olefin being here octadecene.
• the octadecene / maleic anhydride copolymer is synthesized in solution in a solvent preferably aromatic (for example toluene or xylene).
• a solvent preferably aromatic (for example toluene or xylene).
• the length of olefin chain ranges from 13 to 30 carbons, and this monomer is radically copolymerized (in a molar ratio varying from 0.4 to 0.6 with anhydride maleic, in bulk or in solution.
• Priming is done thermally and preferably at temperatures between 60 and 140 ° C, and more precisely between 80 and 120 ° C.
• two molar equivalents of amine are reacted on a molar equivalent of anhydride, without bringing the temperature to too high a value to not obtain a structure diamide.
• the reaction temperature can vary from 20 ° C to 90 ° C, and preferably from 40 to 80 ° C. To get the ester we later reacts alcohol in proportions comparable.
• the additives according to the invention provide a greater pour point gain than additives FI known. This gain is further increased when the additives 1,2 and 3 are combined with one of the FI additives.
• the example presents the anti-sedimentation properties of the additives of formula (III), (IV) and (V) described in example 1 when they are introduced alone into the three gas oils 1, 2 and 3 at a content 0.025% by weight or in combination with two additives FI 1 and FI 2 at a concentration of 0.0125% by weight each.
• A corresponds to very few sedimentation
• B at stability
• C at strong sedimentation visible to the eye.
• additives 1, 2 and 3 provide an anti-sedimentation effect resulting in a change of category (C in A, or C in B) whether used alone or in combination mixture in each of the gas oils in the presence of an FI additive.
• the present example illustrates the capacity of the additives 1, 2 and 3 of the invention to lower the cloud point of gas oils, this cloud point corresponding to the starting crystallization temperature (TCC) determined according to standard IP 389/90.
• TCC crystallization temperature

Priority Applications (1)

Applications Claiming Priority (3)

Publications (2)

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Family Applications (1)

Country Status (15)

Families Citing this family (16)

Family Cites Families (16)

• 1999
  • 1999-12-28 FR FR9916560A patent/FR2802940B1/fr not_active Expired - Fee Related
• 2000
  • 2000-12-27 EP EP00993628A patent/EP1252269B1/fr not_active Expired - Lifetime
  • 2000-12-27 PT PT00993628T patent/PT1252269E/pt unknown
  • 2000-12-27 ES ES00993628T patent/ES2234710T3/es not_active Expired - Lifetime
  • 2000-12-27 JP JP2001548641A patent/JP2003518549A/ja active Pending
  • 2000-12-27 PL PL356098A patent/PL191951B1/pl unknown
  • 2000-12-27 RU RU2002120507/04A patent/RU2257400C2/ru not_active IP Right Cessation
  • 2000-12-27 CZ CZ20022295A patent/CZ299447B6/cs not_active IP Right Cessation
  • 2000-12-27 HU HU0204536A patent/HU225070B1/hu not_active IP Right Cessation
  • 2000-12-27 US US10/149,844 patent/US7326262B2/en not_active Expired - Fee Related
  • 2000-12-27 WO PCT/FR2000/003697 patent/WO2001048122A1/fr active IP Right Grant
  • 2000-12-27 AU AU57878/01A patent/AU5787801A/en not_active Abandoned
  • 2000-12-27 AT AT00993628T patent/ATE284938T1/de active
  • 2000-12-27 DE DE60016804T patent/DE60016804T2/de not_active Expired - Lifetime
  • 2000-12-27 KR KR1020027008391A patent/KR100700416B1/ko not_active IP Right Cessation
• 2008
  • 2008-02-04 US US12/025,558 patent/US8100988B2/en not_active Expired - Fee Related

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