EP0007590B1 - Distillats moyens de pétrole, appropriés comme huile de diesel et huile de chauffe légère, ayant une filtrabilité améliorée - Google Patents

Distillats moyens de pétrole, appropriés comme huile de diesel et huile de chauffe légère, ayant une filtrabilité améliorée Download PDF

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Publication number
EP0007590B1
EP0007590B1 EP79102558A EP79102558A EP0007590B1 EP 0007590 B1 EP0007590 B1 EP 0007590B1 EP 79102558 A EP79102558 A EP 79102558A EP 79102558 A EP79102558 A EP 79102558A EP 0007590 B1 EP0007590 B1 EP 0007590B1
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EP
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Prior art keywords
ethylene
monomeric
middle distillates
copolymers
dispersion
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Expired
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EP79102558A
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German (de)
English (en)
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EP0007590A1 (fr
Inventor
Hans-Henning Dr. Chem. Vogel
Manfred Schramm
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BASF SE
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BASF SE
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Filing date
Publication date
Priority claimed from DE19782832738 external-priority patent/DE2832738A1/de
Priority claimed from DE19792908564 external-priority patent/DE2908564A1/de
Application filed by BASF SE filed Critical BASF SE
Priority to AT79102558T priority Critical patent/ATE17T1/de
Publication of EP0007590A1 publication Critical patent/EP0007590A1/fr
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    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1963—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof mono-carboxylic
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1966—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof poly-carboxylic
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00—Engines characterised by air compression and subsequent fuel addition
    • F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition

Definitions

  • the invention relates to middle distillates of petroleum, which are suitable as diesel fuels or light heating oil with improved filterability at temperatures above and below the cloud point and improved flow behavior.
  • monomers are added as solubilizers.
  • middle distillates such as gas oils, diesel oils or heating oils, such as those obtained from petroleum by distillation
  • paraffin wax is excreted in the form of platelet-shaped crystals, some of which also contain oil.
  • the flowability of the petroleum distillate - fuels is significantly impaired. This leads e.g. in the case of diesel fuel, for clogging of filters and thus for interrupting or not evenly supplying the fuel to the combustion units, such as engines or jet engines.
  • Malfunctions in heating oils can also occur in winter if such precipitations occur due to low temperatures.
  • the pumping of middle distillates through pipelines over long distances can also be affected in winter by the precipitation of wax crystals.
  • Such additives change the size and shape of the wax crystals so that the oil remains flowable even at low temperatures.
  • Such additives are bsw under the name "pour point improver". "Flow improver” or “pour point improver” known.
  • condensation products also use chlorinated paraffins and naphthalene. In order to be sufficiently successful, however, such condensation products must be used in relatively large amounts.
  • efforts have recently been made to switch off chlorinated hydrocarbons for this purpose as far as possible in order to avoid corrosive gases which are produced during combustion.
  • the polymers previously proposed as pour point and flow improvers now have the described properties as modifiers or growth inhibitors for paraffin crystals in practical use at low temperatures, ie temperatures below the cloud point, but in many cases they show up to temperatures above the cloud point considerable disadvantages at about plus 30 ° C.
  • diesel engines used in practice are equipped with filter materials of different pore sizes depending on the application. An unimpeded fuel supply must be guaranteed at all times, even under extreme conditions.
  • diesel engines have very narrow-pore fuel filters with pore sizes of 2 to 40 ⁇ . Multi-layer filters made of materials with very different pore sizes for coarse and fine filtration are also frequently used.
  • the object was therefore to change the known production processes for copolymers or to propose suitable measures in order to reduce or completely eliminate filter blockages due to small proportions of higher molecular weight polymerization products.
  • the invention consists in middle distillates of petroleum, which are suitable as diesel fuel or light heating oil, with improved fileability and improved flow behavior with a content of small amounts of modifiers in the form of copolymers, selected from the group of binary copolymers of ethylene and a vinyl ester of a C 2 or C 3 alkane carboxylic acid and binary copolymers of ethylene and a C 1 to C s alkyl ester of a C 3 or C 4 alkene monocarboxylic acid, the copolymers comprising 60 to 95% by weight of ethylene and 5 to 40% by weight of the olefinically unsaturated ester polymerized in and have a viscosity in the melt, measured according to DIN 51 562 (ASTM D 445) at 120 ° C of 100 to 5000 mm 2 / sec, which are characterized in that the middle distillates in addition to the copolymers 0.1 to 10 Vol.%, Based on the copolymer, the monomeric vinyl esters of a C z
  • the monomers are preferably present in amounts of 0.5 to 5% by volume, based on the copolymer.
  • binary copolymers which are obtained by polymerizing ethylene and vinyl acetate or alkyl acrylates without solvents at pressures from 500 to 2,000 bar and temperatures from 100 to 350 ° C., preferably 200 to 300 ° C., and the molecular weights from 500 to 10,000, preferably 1,000 to 5,000.
  • the radical copolymerization can be started easily with air, but also with suitable peroxidic initiators or controlled by adding suitable regulators (e.g. aliphatic aldehydes).
  • the unreacted ethylene and the vinyl acetate and low-boiling oligomers are preferably separated off by depressurizing the reactor and the solvent-free monomers are subsequently added to the ethylene-free copolymer.
  • the monomers are preferably subsequently added to the copolymer.
  • the monomers contained in the copolymers include, in particular, vinyl esters of carboxylic acids with 1 to 4 carbon atoms, preferably vinyl acetate with vinyl propionate, and acrylic and methacrylic acid esters of C 1 to C s alkanols, in particular butyl, isobutyl, 2-ethylhexyl and lauryl acrylate Consider.
  • esters of maleic acid are dimethyl maleate or dibutyl maleate.
  • the monomers serving as solubilizers are generally added alone or in combination with one another to the copolymers prepared by the known processes, which are generally of a very tough consistency and, for example, viscosities in the range from 100 to 5000 mm 2 / s at 120 ° C.
  • the copolymers are usually dispersed in suitable solvents which have little or no solubility-improving effect; higher-boiling, highly aromatic products, e.g. contain polyalkylated benzenes, toluenes, xylenes, ethylbenzenes and optionally also higher alkylated naphthalenes.
  • suitable solvents which have little or no solubility-improving effect; higher-boiling, highly aromatic products, e.g. contain polyalkylated benzenes, toluenes, xylenes, ethylbenzenes and optionally also higher alkylated naphthalenes.
  • Another frequently used method is the dispersion of the copolymeric waxes in suitable petroleum distillates. Heavy gasoline, petroleum, diesel oil or gas oil fractions are used here in particular.
  • the monomers serving as solubility improvers can therefore be added to the copolymer waxes themselves, but also to the dispersions of these waxes in suitable dispersants; elevated temperatures e.g. 30 to 90 ° C and thorough mixing by stirring or pumping are advisable.
  • polymerization-sensitive unsaturated esters such as vinyl acetate or acrylic acid esters or unsaturated oligomers
  • polymerization inhibitors are, for example, polyalkylated phenols, nitrogen-containing aromatic heterocycles or alkylated aromatic aminophenols or substituted or unsubstituted phenylenediamines.
  • the minimal discoloration of the petroleum distillates caused by the inhibitors is insignificant.
  • the polymer waxes may settle in the dispersions.
  • the dispersions obtained are not as stable as with higher proportions (for example over 50% by weight) on copolymeric wax. It has now been found, in addition, that the above-described additions of monomers to copolymeric waxes in the stated concentrations also have a thickening effect for the dispersions of the copolymeric waxes.
  • the stability of the dispersions is also increased considerably in many cases.
  • the copolymeric waxes do not settle or only to a very small extent.
  • a certain amount of the petroleum distillate to be examined (e.g. kerosene, gas oil, diesel fuel, heating oil EL according to DIN 51 601) is filtered in a water jet vacuum in portions of 100 ml each through a membrane filter. The flow times are measured per 100 ml.
  • the selected petroleum distillate is filtered through a paper pleated filter to remove coarse suspended matter and dirt.
  • the sample which has been pre-cleaned in this way, is filtered in a water jet vacuum through a blue band filter.
  • a certain amount of flow improver dispersion or cow axis is mixed into 3,000 ml of the petroleum distillate pretreated in this way at room temperature.
  • the petroleum distillate modified in this way is filtered through a membrane filter in portions of 100 ml each.
  • the throughput time for 100 ml of liquid is measured and graphically plotted against the filtered volume.
  • the time axis is divided logarithmically.
  • Method B Quantitative determination of the higher molecular proportions of copolymer wax insoluble in petroleum distillate.
  • the membrane filter Before filtration, the membrane filter is washed with 100 ml of n-pentane, dried and weighed. After filtration of the petroleum distillate to be examined, the membrane filter is washed again oil-free with 100 ml and n-pentane, dried and weighed out. The amount of higher molecular weight residue which is insoluble in petroleum distillate is given in% by weight based on copolymer wax.
  • method A ensures that the filtration curves of petroleum distillate fuels and fuels that do not contain copolymeric waxes do not show an increase in the filtration time with increasing filtration volume.
  • the filtration time per 100 ml of filtered product depends only on the viscosity or density of the petroleum distillate. According to method A, petroleum distillates not modified with copolymer waxes do not indicate filter clogging.
  • the above filtration test can be varied by filtering smaller volumes (e.g. 20 ml portions). In this way it is possible to distinguish more clearly between very similar cow axes, which all result in a very bad filtration curve according to method A.
  • the membrane filter In the case of copolymer waxes with extremely low proportions of high molecular weight compounds, the membrane filter only clogs at higher throughputs of modified petroleum distillate. (e.g. 10 to 1001). In this case, larger sample volumes of 500 or 1,000 ml are recommended for the filtration test.
  • the temperature is essential for the filtering behavior of petroleum distillates modified with flow improvers. It could be shown that the solubility of the small amounts of higher molecular weight compounds contained in the copolymer waxes is a function of the temperature.
  • the solubilizing effect of the monomers extends to temperatures from far above the natural cloud point of the petroleum distillates (e.g. 30 ° C) to far below the cloud point (e.g. -40 ° C). At or below the cloud point, the separation of paraffin crystals begins with petroleum distillates as the temperature continues to decrease. By adding ethylene / fatty acid vinyl esters or ethylene / acrylic acid esters as flow improvers, these paraffin crystals are modified and their growth is disturbed; the 61st is cloudy due to excreted paraffins, but remains flowable and pumpable.
  • Table 1 shows the physical data of various copolymer waxes based on ethylene / vinyl acetate. The table also shows the proportions of monomeric vinyl acetate still present in the copolymer waxes.
  • the cowaxes listed in Table 1 were adjusted as 50% dispersions in various dispersing agents and the filtering behavior of various gas oils after addition of 500 ppm by volume of the dispersions which act as flow improvers was investigated using Method A.
  • the higher molecular weight components present in the 50% dispersions and determined by Method B are summarized in Table 2.
  • 1 and 2 show the filtration curves of the cow axis from Table 2 determined according to method A, where here and in the following t denotes the filtration time in seconds and v the filtration volume in ml.
  • the Cowachs No. 1 already mentioned in Table 1 and FIG. 1 was added as a 50% dispersion in C 4 -oxoalcohol residue as a dispersant with the solubilizers according to the invention.
  • the dispersions thus improved were added to a diesel fuel in an amount of 500 ppm by volume and investigated according to methods A and B.
  • Cowachs No. 3 mentioned in Table 1 was adjusted as a 50% dispersion in C 4 oxo alcohol residue.
  • the filtration test according to method B is one Amount of 3.6% higher molecular weight found.
  • Curve 5 in Fig. 1 and A in Fig. 4 shows correspondingly poor filtering behavior (according to method A).
  • EL becomes a heating oil (according to DI N 51601) and the filter test found only 0.34% higher molecular weight by method B.
  • Curve B in Fig. 4 shows the filtration curves according to method A.
  • the filtration test according to method A was carried out extra easily (according to DIN 51 601) after adding 500 ppm by volume of the 50% dispersion of the copolymer wax in C 4- oxo alcohol residue to a commercially available heating oil. Filtration curve No. 1 shown in FIG. 5 was obtained.
  • a filtration test is carried out according to methods A and B with the addition of 800 vol.ppm of the 40% dispersion to a commercially available heating oil extra light (according to DIN 51 601).
  • the filter test is carried out immediately, as well as after 8 days and 30 days of the additive heating oil.
  • the associated filtration curves 1, 2 and 3 in FIG. 6 and, according to method B a proportion of higher molecular weight compounds of 9.5 (curve 1), 9.7 (curve 2) and 10.1% by weight (based on cowachs) are obtained. .
  • Further filtration tests according to methods A and B are carried out after an amount of 0.5% by weight of monomeric vinyl acetate had previously been added to the dispersion. 800 vol.ppm of this improved flow improver dispersion were also added to the same heating oil.
  • the filter test of the heating oil additized in this way also takes place immediately or after 8 days and 30 days.
  • the copolymer wax No. 1 described in Table 1 is adjusted as a 50% dispersion in an oxo alcohol residue from the butanol synthesis.
  • the dispersion is heated to 80 ° C. with stirring, allowed to cool to room temperature and, after a standing time of 36 days at room temperature, used for filter tests A and B.
  • a commercial heating oil (extra light) from the cloud point -2 ° C is mixed with 500 ppm by weight of the dispersion and cooled to 0 ° C in the course of 35 minutes.
  • the oil thus obtained is filtered according to method B.
  • diesel oil is pumped through a commercially available fuel filter.
  • the apparatus consists of an insulated storage vessel (B 1) with a volume of 110 I for the diesel oil, in which there is a cooling coil operated with cooling brine (s), a Bosch fuel pump (P-1) for 0-1.5 bar , a fuel filter (F), Bosch no. 1457434052, with differential pressure gauge (PI-2) and a continuous fuel flow measurement (FI).
  • the pressure measuring points PI-1 and PI-3 as well as the temperature displays TI-1, TI-2 and TI-3 are also installed.
  • the quantity of diesel oil pumped through the filter F is collected in the collecting vessel B-2 (volume 110 l). Pump and filter are in one with Dry ice-powered cool box to avoid temperature increases due to heat conduction and pump work.
  • a criterion for covering the fuel filter with higher molecular weight components from the copolymeric flow improvers is the pressure increase of the differential pressure monometer PI-2.
  • the Cowachs No. 1 mentioned in Table 1 and FIG. 1 was added as a 50% dispersion in C 4 -oxoalcohol residue as a dispersant with the solubilizers according to the invention.
  • the dispersions thus improved were added to a diesel fuel in an amount of 500 ppm by volume and investigated according to methods A and B.
  • the following table shows the effect of the solubilizers on the amount of the higher molecular weight residue contained in Cowachs No. 1.
  • the residues were determined according to method B. 11 shows the filtration curves belonging to table 5.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Liquid Carbonaceous Fuels (AREA)
  • Lubrication Details And Ventilation Of Internal Combustion Engines (AREA)

Claims (6)

1. Distillats moyens de pétrole, convenant à l'utilisation en tant que carburants Diesel ou huile de chauffage légère, possédant une aptitude améliorée à la filtration et un comportement d'écoulement amélioré, contenant des petites quantités d'agents modifiants sous la forme de copolymères choisis dans le groupe formé par les copolymères binaires de l'éthylène et d'un ester vinylique d'acide alconoïque en C1 ou C3 et les copolymères binaires de l'éthylène et d'un ester alkylique en Cl-C8 d'un acide alcène-monocarboxylique en C3 ou C4, les copolymères contenant à l'état polymérisé de 60 à 95% en poids d'éthylène et de 5 à 40% en poids de l'ester à insaturation oléfinique et présentant une viscosité à l'état fondu, mesurée selon norme allemande DIN 51.562 (norme américaine ASTM D 445), à 120°C, de 100 à 5000 mm2/s, caractérisés en ce que, en plus des copolymères, ils contiennent de 0,1 à 10% en volume, par rapport au copolymère, des esters vinyliques monomères d'un acide alconoïque en C2 ou C3 ou des esters alkyliques en C1-C8 d'un acide alcène-carboxylique en C3 ou C4.
2. Distillats moyens selon la revendication 1, caractérisés en ce que les copolymères binaires ont été préparés par polymérisation radicalaire sans solvant, à des pressions de 500 à 2000 bars et des températures de 100 à 350°C, de préférence de 200 à 300°C, et présentent des poids moléculaires de 500 à 10.000, de préférence de 1.000 à 5.000.
3. Distillats moyens selon la revendication 2, caractérisés en ce que, vers la fin de la réaction de polymérisation des polymères à ajouter, on a d'abord séparé par détente du réateur l'éthylène non converti conjointement avec l'ester vinylique monomère ou l'ester alkylique monomère en Cl-C8 d'acide alcène-monocarboxylique en C3 ou C4 non converti et on a réajouté ensuite, au copolymère maintenant exempt d'éthylène, ces esters vinyliques monomères ou esters alkyliques monomères en C1-C8 d'acides alcène-monocarboxyliques en C3 ou C4, en quantités de 0,1 à 10% en volume, par rapport au copolymère.
4. Distillats moyens selon la revendication 1, caractérisés en ce qu'ils contiennent de l'acétate de vinyle monomère.
5. Distillats moyens selon la revendication 1, caractérisés en ce qu'ils contiennent des esters acryliques monomères d'alcanols en Cl-C8.
6. Distillats moyens selon la revendication 1, caractérisés en ce qu'ils contiennent des esters alkyliques monomères en Cl-C8 de l'acide maléique.
EP79102558A 1978-07-26 1979-07-20 Distillats moyens de pétrole, appropriés comme huile de diesel et huile de chauffe légère, ayant une filtrabilité améliorée Expired EP0007590B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT79102558T ATE17T1 (de) 1978-07-26 1979-07-20 Mitteldestillate des erdoels, die als dieseltreibstoffe oder leichtes heizoel geeignet sind, mit verbesserter filtrierbarkeit

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE19782832738 DE2832738A1 (de) 1978-07-26 1978-07-26 Mitteldestillate des erdoels, die als dieseltreibstoffe oder leichtes heizoel geeignet sind, mit verbesserter filtrierbarkeit
DE2832738 1978-07-26
DE19792908564 DE2908564A1 (de) 1979-03-05 1979-03-05 Mitteldestillate des erdoels, die als dieseltreibstoffe oder leichtes heizoel geeignet sind, mit verbesserter filtrierbarkeit
DE2908564 1979-03-05

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EP0007590A1 EP0007590A1 (fr) 1980-02-06
EP0007590B1 true EP0007590B1 (fr) 1981-02-18

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DE (1) DE2960183D1 (fr)
NO (1) NO145725C (fr)

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DE10356595A1 (de) 2003-12-04 2005-06-30 Basf Ag Brennstoffölzusammensetzungen mit verbesserten Kaltfließeigenschaften
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FR2947558B1 (fr) 2009-07-03 2011-08-19 Total Raffinage Marketing Terpolymere et ethylene/acetate de vinyle/esters insatures comme additif ameliorant la tenue a froid des hydrocarbures liquides comme les distillats moyens et les carburants ou combustibles
CN102858811B (zh) 2010-04-27 2015-01-28 巴斯夫欧洲公司 季铵化三元共聚物
US8790426B2 (en) 2010-04-27 2014-07-29 Basf Se Quaternized terpolymer
KR20130062285A (ko) 2010-05-07 2013-06-12 바스프 에스이 삼원중합체 및 중간 증류물 연료의 저온 유동 특성을 개선하기 위한 그의 용도
EP3218419A1 (fr) 2014-11-10 2017-09-20 Basf Se Copolymères d'éthylène-propylheptyl(méth)acrylate
KR20230022399A (ko) 2020-06-10 2023-02-15 토탈에너지스 원테크 개선된 저온 성질을 갖는 탄화수소 유체

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GB1525804A (en) * 1976-03-17 1978-09-20 Shell Int Research Middle distillate fuel compositions

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NO792453L (no) 1980-01-29
EP0007590A1 (fr) 1980-02-06
NO145725B (no) 1982-02-08
NO145725C (no) 1982-05-19
DE2960183D1 (en) 1981-04-02

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