EP1124916A1 - Emulsionnants de paraffine a effet lubrifiant pour distillats de produits petroliers - Google Patents

Emulsionnants de paraffine a effet lubrifiant pour distillats de produits petroliers

Info

Publication number
EP1124916A1
EP1124916A1 EP99953878A EP99953878A EP1124916A1 EP 1124916 A1 EP1124916 A1 EP 1124916A1 EP 99953878 A EP99953878 A EP 99953878A EP 99953878 A EP99953878 A EP 99953878A EP 1124916 A1 EP1124916 A1 EP 1124916A1
Authority
EP
European Patent Office
Prior art keywords
mixture according
middle distillates
cooh
distillates
petroleum
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.)
Granted
Application number
EP99953878A
Other languages
German (de)
English (en)
Other versions
EP1124916B1 (fr
Inventor
Bernd Wenderoth
Dieter Hermeling
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of EP1124916A1 publication Critical patent/EP1124916A1/fr
Application granted granted Critical
Publication of EP1124916B1 publication Critical patent/EP1124916B1/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
    • 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
    • C10L10/08—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
    • C10L1/221—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
    • 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
    • C10L1/18—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
    • C10L1/192—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
    • C10L1/22—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
    • C10L1/2222—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates
    • C10L1/2225—(cyclo)aliphatic amines; polyamines (no macromolecular substituent 30C); quaternair ammonium compounds; carbamates hydroxy containing

Definitions

  • the invention relates to mixtures which are suitable as paraffin dispersants with a lubricity effect, their use in petroleum middle distillates, such petroleum middle distillates and concentrates therefor.
  • Petroleum distillates especially middle distillates such as gas oils, diesel oils or light heating oils, which are obtained from petroleum by distillation, have different paraffin contents depending on the origin of the crude oil.
  • solid paraffins are excreted (cloud point or cloud point, CP).
  • cloud point cloud point
  • the platelet-shaped n-paraffin crystals form a kind of "house of cards” structure and the middle distillate stops, although the majority of the middle distillate is still liquid. Due to the unusual n-paraffms in the temperature range between the cloud point and pour point The fluidity of the middle distillate fuels is considerably impaired, the paraffins clog filters and cause an uneven or completely interrupted fuel supply to the combustion units. Similar disturbances occur with light heating oils.
  • Ethylene-vinyl carboxylate copolymers have long been used as flow improvers.
  • a disadvantage of these additives is that the precipitated wax crystals, because of their higher density than the liquid part, tend to settle more and more on the bottom of the container during storage. This creates a homogeneous low-paraffin phase in the upper part of the container and a two-phase paraffin-rich layer on the bottom. Since both in the vehicle tanks and in the storage or delivery tanks of the mineral oil dealers, the middle distillate is mostly removed a little above the bottom of the container, there is a risk that the high concentration of solid paraffins will lead to blockages of filters and metering devices. This danger increases the further the storage temperature falls below the paraffin separation temperature, since the amount of paraffin excreted increases with falling temperature.
  • EP-A-0 398 101 describes reaction products of aminoalkylene polycarboxylic acids with long-chain, secondary amines as paraffin dispersants for petroleum middle distillates.
  • DE-A-11 49 843 describes the use of malemamic acids and their amine salts from primary amines and maleic anhydride as corrosion inhibitors and stability improvers for petroleum distillates and for preventing sedimentation.
  • EP-A-0 106 234 describes the use of amine salts of maleic acid from primary amines and maleic anhydride as corrosion inhibitors for the storage and transportation of crude oils.
  • the lubricity of low-sulfur diesel fuels can be improved by adding lubricity additives.
  • the effectiveness is determined according to the standard CEC F-06-A-96 with the HFRR test (High Frequency Reciprocating Rig Test) by determining the wear size WS 1.4 in ⁇ m at 60 ° C; the smaller the WS 1.4, the less wear and the better the lubricity.
  • the invention also relates to the use of these mixtures as an additive for petroleum middle distillates, in particular as a paraffin dispersant and lubricity additive.
  • the invention also relates to concentrates and petroleum middle distillates containing these mixtures.
  • Component (a) is a reaction product of a poly (C 2 20 carboxylic acid) having at least one tertiary amino group with secondary amines.
  • the polycarboxylic acid preferably contains at least 3 carboxyl groups, particularly preferably 3 to 12, in particular 3 to 5 carboxyl groups.
  • the carbon Acid groups in the polycarboxylic acid preferably have 2 to 10 carbon atoms, preferably acetic acid groups.
  • the carboxylic acid groups are linked in a suitable manner to form the polycarboxylic acid, for example via one or more C and / or N atoms. They are preferably attached to tertiary nitrogen atoms which, in the case of several nitrogen atoms, are linked via hydrocarbon chains.
  • Component (a) is preferably an amide, amidammonium salt, ammonium salt or a mixture thereof of aminoalkylcarboxylic acids of the formulas I and II
  • A is a straight-chain or branched alkylene radical having 2 to 6, preferably 2 to 4, in particular 2 or 3, carbon atoms or the radical of the formula (III)
  • B is a radical having 1 to 19 carbon atoms, preferably a -CC alkylene radical, particularly preferably C MO - alkylene radical, in particular a methylene radical.
  • A is preferably an ethylene radical.
  • the secondary amine can be selected from a large number of amines which carry hydrocarbon radicals, optionally linked to one another.
  • the secondary amine preferably has the formula HNR, where the radicals R are independently straight-chain aliphatic radicals, in particular alkyl radicals having 10 to 30, preferably 14 to 24, carbon atoms. They preferably have no heteroatoms or double or triple bonds.
  • the radicals R are preferably the same.
  • the secondary amines can be bound to the polycarboxylic acid by means of amide structures or in the form of the ammonium salts, also partly by means of amide structures and partly in the form of the ammonium salts. There are preferably little or no free acid groups.
  • the amines are preferably bound completely in the form of the amide structures.
  • amides, or amide ammonium salts or ammonium salts for example of nitrilotriacetic acid, ethylenediaminetetraacetic acid or propylene-1,2-diamine tetraacetic acid, are reacted with 0.5 to 1.5 mol of amine, preferably 0.8 to 1.2 mol, by reacting the acids Amine obtained per carboxyl group.
  • reaction temperatures are about 80 to 200 ° C, with the amides being continuously removed from the water of reaction formed. However, the reaction does not have to be carried out completely to give the amide; rather, 0 to 100 mol% of the amine used can be in the form of the ammonium salt.
  • Particularly preferred amines are dioleylamine, dipalmitinamine, dicoconut fatty amine and dibehenylamine, especially ditallow fatty amine.
  • the mixture components (a) according to the invention and their preparation are described in EP-A-0 398 101.
  • the reaction product of one mole of ethylenediaminetetraacetic acid and four moles of hydrogenated ditallow fatty amine is particularly preferred.
  • the preparation of the mixture components of the invention (b) is effected in a manner known per se by reacting maleic anhydride with C 8- o-, preferably primary C 8 - to C-alkylamines in a molar ratio 1: 1 at 70 to 100 ° C after the in DE- Methods described in A-11 49 843 and EP-A-0 106 234; primary amines are all amines defined within these limits, for example straight-chain or branched octyl, nonyl, decyl, undecyl, dodecyl, tricecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecylamine and mixtures these amines.
  • the reaction product of one mole of maleic anhydride and one mole of tridecylamine is particularly preferred.
  • the mixtures according to the invention can be prepared by simply mixing components (a) and (b); these mixtures are added to the petroleum distillates in amounts of 10-1000 ppm, preferably 50 to 500 ppm.
  • the proportion of component (a) is 5 to 95, preferably 30 to 95, in particular 50 to 90% by weight, the proportion of component (b) 5 to 95, preferably 5 to 70, in particular 10 to 50% by weight.
  • the polymer mixtures according to the invention are used as an additive for petroleum middle distillates, which are understood to mean petroleum, light heating oils and diesel fuels with a boiling temperature of about 150 to 400 ° C.
  • the polymer mixtures can be added to the middle distillates directly, but preferably as a 20 to 70% by weight solution (concentrate).
  • Suitable solvents are aliphatic or aromatic solvents such as xylene or mixtures thereof, further high-boiling aromatic mixtures such as solvent naphtha, and middle distillates.
  • the amount of the mixture in the petroleum middle distillates is generally 10 to 10,000, preferably 20 to 5000 and particularly preferably 50 to 1000 ppm.
  • middle distillates also contain flow improvers, e.g. based on ethylene / vinyl carboxylate copolymers.
  • middle distillates can also contain other additives such as conductivity improvers, corrosion protection additives, lubricity additives, antioxidants, metal deactivators, anti-foaming agents, demulsifiers, detergents, cetane number improvers and / or colorants and fragrances.
  • the mixtures according to the invention bring about a significant improvement in the flow properties in the cold, regardless of their origin, by effectively keeping the separated wax crystals in suspension, so that there is no blockage of filters and lines by sedimented wax. They have a good broad effect and thus have the effect that the paraffin crystals which have separated out are very well dispersed in different middle distillates; at the same time they contribute to an improved lubricity of the middle distillates.
  • the effect of the combination of components (a) and (b) is much better than the effect of the individual components at the same dosage.
  • PD 1 (consisting of 83% by weight component (a) from example 1 and 17% by weight component (b) from example 2)
  • PD 2 (consisting of 50% by weight component (a) from Example 1 and 50% by weight of component (b) from Example 2)
  • PD 3 (consisting of 67% by weight of component (a) from Example 1 and 33% by weight Component (b) from Example 2)
  • PD 4 (consisting of 90% by weight component (a) from Example 1 and 10% by weight component (b) from Example 2) or, as comparative examples, the respective individual components from Example 1 and example 2 or none of the components (comparative examples V2, V3, VI). VI therefore contains only MDFI as an additive
  • the middle distillates were added with the amounts of the mixtures PD 1 to PD 4 according to the invention or of Examples 1 and 2 and the flow improver MDFI given in the table at 40 ° C. with stirring and then cooled to room temperature.
  • the cold filter plugging point was determined from the additized middle distillate samples according to EN 116 and in some cases also the WS 1.4 according to CEC-F-06-A-96.
  • the additive middle distillates were in 500 ml glass cylinders in a cooling bath at room temperature with a cooling rate of about 14 ° C per hour cooled to -13 ° C and stored at this temperature for 20 hours. The amount and appearance of the paraffin phase were then determined and assessed visually.
  • the "Cold Filter Plugging Point” (CFPP) according to EN 116 and the Cloud Point (CP) according to ISO 3015 were determined from the 20% by volume of the soil phase separated at -13 ° C. The smaller the deviation of the cloud Point of the 20 vol .-% - soil phase from the original CP of the respective middle distillate, the better the paraffins are dispersed.
  • test results show that the mixtures according to the invention in petroleum middle distillates bring about a lower cloud point of the 20% soil phase than the mixtures of the comparative examples.
  • test results show that the mixtures according to the invention, with the same total dosage, lead to a lower WS 1.4 and thus to an improved lubricity of low-sulfur diesel fuels than the respective individual components.

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)
  • Lubricants (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Degasification And Air Bubble Elimination (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
EP99953878A 1998-10-21 1999-10-19 Emulsionnants de paraffine a effet lubrifiant pour distillats de produits petroliers Expired - Lifetime EP1124916B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19848621A DE19848621A1 (de) 1998-10-21 1998-10-21 Paraffindispergatoren mit Lubricity-Wirkung für Erdölmitteldestillate
DE19848621 1998-10-21
PCT/EP1999/007899 WO2000023541A1 (fr) 1998-10-21 1999-10-19 Emulsionnants de paraffine a effet lubrifiant pour distillats de produits petroliers

Publications (2)

Publication Number Publication Date
EP1124916A1 true EP1124916A1 (fr) 2001-08-22
EP1124916B1 EP1124916B1 (fr) 2006-10-11

Family

ID=7885235

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99953878A Expired - Lifetime EP1124916B1 (fr) 1998-10-21 1999-10-19 Emulsionnants de paraffine a effet lubrifiant pour distillats de produits petroliers

Country Status (11)

Country Link
US (1) US6786940B1 (fr)
EP (1) EP1124916B1 (fr)
JP (1) JP4603692B2 (fr)
KR (1) KR100693848B1 (fr)
AT (1) ATE342324T1 (fr)
CA (1) CA2347039C (fr)
DE (2) DE19848621A1 (fr)
DK (1) DK1124916T3 (fr)
ES (1) ES2275357T3 (fr)
NO (1) NO329079B1 (fr)
WO (1) WO2000023541A1 (fr)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7132180B2 (en) * 2002-01-25 2006-11-07 Exxonmobil Research And Engineering Company Alkyl sorbitan emulsion compositions for fuel cell reformer start-up
US20030165722A1 (en) * 2002-01-25 2003-09-04 Ramesh Varadaraj Microemulsion compositions for fuel cell reformer start-up
DE10356595A1 (de) 2003-12-04 2005-06-30 Basf Ag Brennstoffölzusammensetzungen mit verbesserten Kaltfließeigenschaften
DE102004035157B3 (de) * 2004-07-20 2005-11-17 Clariant Gmbh Mineralöle mit verbesserter Leitfähigkeit und Kältefließfähigkeit
BRPI0514160A (pt) * 2004-08-06 2008-06-03 Basf Ag usos de um composto e de um produto de reação, composições de combustìvel e lubrificante, concentrado de aditivos, e, processo para preparar uma composição
US20060130394A1 (en) * 2004-12-22 2006-06-22 Flint Hills Resources, L.P. Performance diesel fuels and additives
EP1746147B1 (fr) 2005-07-22 2016-02-24 Basf Se Copolymères à base d'oléfines et d'esters d'acides carboxyliques éthylèniquement insaturés pour abaiser le point de trouble des combustibles et des lubrifiants
EP1746146A1 (fr) 2005-07-22 2007-01-24 Basf Aktiengesellschaft Copolymères à base d'oléfines et d'esters d'acides carboxyliques éthylèniquement insaturés pour abaiser le point de trouble des combustibles et des lubrifiants
WO2007131894A2 (fr) * 2006-05-12 2007-11-22 Basf Se Compositions d'huiles combustibles résistantes au froid
ATE451441T1 (de) * 2006-06-22 2009-12-15 Basf Se Mischung aus polaren öllöslichen stickstoffverbindungen und säureamiden als paraffindispergator für kraftstoffe
GB0902009D0 (en) * 2009-02-09 2009-03-11 Innospec Ltd Improvements in fuels
EP2230226B1 (fr) * 2009-03-18 2017-01-18 Infineum International Limited Additifs pour huiles de carburant
CN102369262B (zh) * 2009-04-07 2014-10-15 巴斯夫欧洲公司 用于在中间馏分燃料中降低浊点的极性油溶性氮化合物和油溶性脂族化合物的混合物
WO2016025749A1 (fr) * 2014-08-13 2016-02-18 Lubrizol Oilfield Chemistry, Llc Dispersant de paraffine acceptable pour l'environnement, et leurs procédés de fabrication et d'utilisation
US11952538B2 (en) 2018-12-04 2024-04-09 Total Marketing Services Hydrogen sulphide and mercaptans scavenging compositions
WO2020115135A1 (fr) 2018-12-04 2020-06-11 Total Marketing Services Compositions de piégeage de sulfure d'hydrogène et de mercaptans
EP3891260B1 (fr) 2018-12-04 2024-09-11 TotalEnergies OneTech Compositions pour le piégeage de sulfure d'hydrogène et de mercaptans
EP4074810B1 (fr) 2021-04-15 2023-11-15 Basf Se Nouvelles compositions de réduction de la cristallisation de cristaux de paraffine dans des carburants
CA3233684A1 (fr) 2021-10-04 2023-04-13 Innospec Fuel Specialties Llc Ameliorations de carburants
WO2024033645A1 (fr) * 2022-08-09 2024-02-15 Innospec Fuel Specialties Llc Améliorations apportées à des carburants
WO2024056479A1 (fr) 2022-09-12 2024-03-21 Basf Se Nouvelles compositions pour réduire la cristallisation de cristaux de paraffine dans des combustibles

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE568954A (fr) 1958-01-07
DE3237109A1 (de) 1982-10-07 1984-04-12 Basf Ag, 6700 Ludwigshafen Verwendung von aminsalzen von maleinamidsaeuren als inhibitoren gegen die korrosion von co(pfeil abwaerts)2(pfeil abwaerts) und h(pfeil abwaerts)2(pfeil abwaerts)s in wasser-in-oel-emulsionen
EP0203812A1 (fr) * 1985-05-28 1986-12-03 Exxon Research And Engineering Company Composition pour l'écoulement des combustibles à base de distillats moyens
DE3916366A1 (de) 1989-05-19 1990-11-22 Basf Ag Neue umsetzungsprodukte von aminoalkylenpolycarbonsaeuren mit sekundaeren aminen und erdoelmitteldestillatzusammensetzungen, die diese enthalten
DE4237662A1 (de) * 1992-11-07 1994-05-11 Basf Ag Erdölmitteldestillatzusammensetzungen
DE4324394A1 (de) * 1993-07-21 1995-01-26 Basf Ag Umsetzungsprodukte von Aminoalkylencarbonsäuren sowie Erdölmitteldestillate, die diese enthalten
GB9411614D0 (en) 1994-06-09 1994-08-03 Exxon Chemical Patents Inc Fuel oil compositions
DE19622052A1 (de) * 1996-05-31 1997-12-04 Basf Ag Paraffindispergatoren für Erdölmitteldestillate

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0023541A1 *

Also Published As

Publication number Publication date
ATE342324T1 (de) 2006-11-15
CA2347039C (fr) 2008-05-06
CA2347039A1 (fr) 2000-04-27
US6786940B1 (en) 2004-09-07
DE19848621A1 (de) 2000-04-27
JP2002527601A (ja) 2002-08-27
EP1124916B1 (fr) 2006-10-11
DK1124916T3 (da) 2006-12-27
NO20011927D0 (no) 2001-04-19
ES2275357T3 (es) 2007-06-01
WO2000023541A1 (fr) 2000-04-27
JP4603692B2 (ja) 2010-12-22
DE59913914D1 (de) 2006-11-23
NO329079B1 (no) 2010-08-16
NO20011927L (no) 2001-06-20
KR20010099703A (ko) 2001-11-09
KR100693848B1 (ko) 2007-03-13

Similar Documents

Publication Publication Date Title
EP1124916B1 (fr) Emulsionnants de paraffine a effet lubrifiant pour distillats de produits petroliers
EP0398101B1 (fr) Produits de réaction d'acides aminoalkylène-polycarboxyliques avec des amines secondaires ainsi que distillats moyens de pétrole brut les contenant
EP2038380B1 (fr) Mélange constitué de composés d'azote polaires oléosolubles et d'amides d'acides en tant que dispersant de paraffine pour des carburants
DE69610501T2 (de) Bifunktioneller zusatz für motorbrennstoffkaltbeständigkeit, und motorbrennstoffzusammensetzung
DE69310766T2 (de) Eines die senkungsgeschwindigkeit von paraffinen beschränkende mittel enthaltende erdölmitteldestillatezusammensetzung
DE69902747T2 (de) Zusammensetzung und verfahren um die brennstoffschmiereigenshaft zu verbessern
EP1116780B1 (fr) Additif polyfonctionnel pour huiles combustibles
EP1209217B1 (fr) Huiles combustibles à pouvoir lubrifiant amélioré, contenant des produits de réaction d'acides gras avec des amines solubles dans l'huile à chaînes courtes
DD208170A5 (de) Paraffinhaltiger mitteldestillatbrennstoff
DE19754555A1 (de) Verfahren zur Herstellung von Ethylen-Mischpolymerisaten und deren Verwendung als Zusatz zu Mineralöl und Mineralöldestillaten
EP0909307B1 (fr) Dispersants paraffiniques pour distillats moyens de petrole
EP0931825B1 (fr) Procédé et une composition d'amélioration des propriétés d'écoulement à froid d'huiles combustibles
EP1803791B1 (fr) Carburants ayant un pouvoir lubrifiant amélioré, comprenant des mélanges d'acides gras avec dispersants de paraffine, tout comme un additif améliorant le pouvoir lubrifiant
DE69309928T3 (de) Ölzusätze und zusammensetzungen
EP0597278B1 (fr) Compositions de distillats moyens de pétrole
EP0931824A2 (fr) Procédés d'amélioration des propriétés d'écoulement à froid d'huiles combustibles
EP0892012B2 (fr) Agent améliorant l'ecoulement d'huiles minerales
EP2417229B1 (fr) Mélange de composés azotés polaires solubles dans l'huile et de composés aliphatiques solubles dans l'huile servant à abaisser le cloud point dans les carburants diesel
EP0710271B1 (fr) Produits de reaction d'acides carboxyliques d'aminoalkylene et distillats moyens de petrole les contenant
DE10000650C2 (de) Mehrfunktionelles Additiv für Brennstofföle
DE19856270A1 (de) Polymermischung zur Verbesserung der Schmierwirkung von Mitteldestillaten
DE10048682A1 (de) Mehrfunktionelles Additiv für Brennstofföle

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

17P Request for examination filed

Effective date: 20010510

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

REG Reference to a national code

Ref country code: SE

Ref legal event code: TRGR

17Q First examination report despatched

Effective date: 20040816

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

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

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 FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 20061011

Ref country code: IE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20061011

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

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

Ref country code: MC

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

Effective date: 20061031

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

Free format text: LANGUAGE OF EP DOCUMENT: GERMAN

REF Corresponds to:

Ref document number: 59913914

Country of ref document: DE

Date of ref document: 20061123

Kind code of ref document: P

REG Reference to a national code

Ref country code: DK

Ref legal event code: T3

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

Effective date: 20070116

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

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070319

ET Fr: translation filed
REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2275357

Country of ref document: ES

Kind code of ref document: T3

REG Reference to a national code

Ref country code: IE

Ref legal event code: FD4D

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

REG Reference to a national code

Ref country code: DK

Ref legal event code: EBP

26N No opposition filed

Effective date: 20070712

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

Ref country code: DK

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

Effective date: 20070131

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

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070112

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

Ref country code: LU

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

Effective date: 20061019

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

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20061011

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

Ref country code: AT

Payment date: 20101028

Year of fee payment: 12

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

Ref country code: CH

Payment date: 20111026

Year of fee payment: 13

Ref country code: FI

Payment date: 20111024

Year of fee payment: 13

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: AT

Ref legal event code: MM01

Ref document number: 342324

Country of ref document: AT

Kind code of ref document: T

Effective date: 20121019

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

Ref country code: LI

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

Effective date: 20121031

Ref country code: AT

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

Effective date: 20121019

Ref country code: CH

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

Effective date: 20121031

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

Ref country code: FI

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

Effective date: 20121019

REG Reference to a national code

Ref country code: FR

Ref legal event code: PLFP

Year of fee payment: 17

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

Ref country code: GB

Payment date: 20151030

Year of fee payment: 17

Ref country code: IT

Payment date: 20151022

Year of fee payment: 17

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

Ref country code: NL

Payment date: 20151023

Year of fee payment: 17

Ref country code: ES

Payment date: 20151126

Year of fee payment: 17

Ref country code: BE

Payment date: 20151028

Year of fee payment: 17

Ref country code: FR

Payment date: 20151029

Year of fee payment: 17

Ref country code: SE

Payment date: 20151029

Year of fee payment: 17

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: 20161031

REG Reference to a national code

Ref country code: NL

Ref legal event code: MM

Effective date: 20161101

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

Effective date: 20161019

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20170630

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: 20161019

Ref country code: FR

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

Effective date: 20161102

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: 20161101

Ref country code: SE

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

Effective date: 20161020

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: 20161019

REG Reference to a national code

Ref country code: BE

Ref legal event code: MM

Effective date: 20161031

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

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20061011

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20181119

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

Ref country code: ES

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20161020

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

Ref country code: DE

Payment date: 20181228

Year of fee payment: 20

REG Reference to a national code

Ref country code: DE

Ref legal event code: R071

Ref document number: 59913914

Country of ref document: DE