CA1231659A - Wax-containing crude oil or fuel oil comprising a pour point depressant - Google Patents

Wax-containing crude oil or fuel oil comprising a pour point depressant

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Publication number
CA1231659A
CA1231659A CA000448115A CA448115A CA1231659A CA 1231659 A CA1231659 A CA 1231659A CA 000448115 A CA000448115 A CA 000448115A CA 448115 A CA448115 A CA 448115A CA 1231659 A CA1231659 A CA 1231659A
Authority
CA
Canada
Prior art keywords
oil
polymer
monomer
wax
fuel oil
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
Application number
CA000448115A
Other languages
French (fr)
Inventor
Rudolf J.A. Eckert
Bron Vos
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.)
Shell Canada Ltd
Original Assignee
Shell Canada Ltd
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 Shell Canada Ltd filed Critical Shell Canada Ltd
Application granted granted Critical
Publication of CA1231659A publication Critical patent/CA1231659A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • 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
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1963—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof mono-carboxylic
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof
    • C10L1/1966—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derived from monomers containing a carbon-to-carbon unsaturated bond and a carboxyl group or salts, anhydrides or esters thereof homo- or copolymers of compounds having one or more unsaturated aliphatic radicals each having one carbon bond to carbon double bond, and at least one being terminated by a carboxyl radical or of salts, anhydrides or esters thereof poly-carboxylic
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/18—Organic compounds containing oxygen
    • C10L1/192—Macromolecular compounds
    • C10L1/195—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
    • C10L1/234—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
    • C10L1/2368—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

Abstract

A B S T R A C T

A WAX-CONTAINING CRUDE OIL OR FUEL OIL COMPRISING
A POUR POINT DEPRESSANT

A wax-containing crude oil or a wax-containing fuel oil, in particular a wax-containing residual fuel oil, comprising a small amount of a polymer having predominantly aliphatic hydrocarbon side chains of at least 14 carbon atoms, characterized in that the polymer has a branched backbone. This polymer shows an excellent pour point depression at low concentrations.

Description

A ~X-C0NTAINING CRUDE OIL OR FUJI OIL COMPRISING
A POUR POINT DEPRESSANT

This invention relates to a wax-containing crude oil or a wax-conta~ning fuel oil, in particular a wax-containing residual fuel oil, comprising a small amount of a polymer having predami-neonatal aliphatic hydrocarbon side chains of at least 14 carbon atoms, as pour point depressant.
Such oils are known from British patent specifications 1,161,188 and 1,154,966. The polymers described in this literature are linear polymers and although they show an excellent pour point depressing and flow improving effect, it has now been found that a still better pour point depressing, and flow improving effect can be obtained, in particular at law concentrations, if these pox lymers Howe a branched backbone.
m is invention therefore relates to the above-mentioned crude oils or fuel oils, characterized in that the polymer has a branch-lo Ed backbone.
Such a polymer is especially suitable for depressing the pour point of crude oils and fuel oils containing at least wow of waxes with a welting point above 35C and a boiling point above 350C;
such as the crude oils described in British patent specification 1,161,188 and the fuel oils described in British patent specific cation 1,154,966.
Suitable proportions of polymer are 0.001 to wow, preferably 0.005 to wow, on total oil composition.
Suitable polymers are copolymers of (A) at least one monad olefinically unsaturated aliphatic monomer having a saturated, preferably unbranched, hydrocarbon chain of at least 14 carbon atoms, optionally (B) a small amount, preferably up to 10~ on total monkeries, of at least one other monoolefinically unsaturated monomer, preferably having a nitrogen-containing polar group, and JO (C) a controlled small amount, e.g. 0.01 to 1, preferably wow f~3~

on total monomers, of at least one polyolefinically unsaturated monomer which during polymerization results in a polymer having a branched backbone and substantially having no cross-linking.
Suitable monomers (A) are described in the above-mentioned British patent specification 1,161,188, in particular those having a saturated unbranched hydrocarbon chain of 18-30 carbon atoms as described in British patent specification 1,154,966.
Particularly preferred monomers (A) are aIkyl(meth)acrylates, such as n~octadecyl- and n-eicosyl(C20)(meth)acrylate, and dialkyl esters of unsaturated dicarbcxylic acids, such as Danube-nil (C21) esters of malefic fumaric and itaconic acid.
Suitable monomers (B) are styrenes methyl styrenes left.
bottle styrenes vinyltoluene and mono-olefins, such as ethylene, propylene and battalion, and preferably are monoolefinically, unsaturated compounds having nitrogen-containing groups, such as acrylonitrile, acxylamide, p-aminostyrene, in particular those having heterocyclic nitrogen-containing groups, such as vinylpyri-dine, in particular 4-vinylpyridine, and N-vinylpyrrolidone.
Suitable monomers (C) are polyesters of alkanepolyols, such as dills, trios and tutorials, and unsaturated monocar~oxylic acids, such as alkanediol di(meth)acrylates, trimethylolpropane in-(meth)acrylate and pentaerythritol tetra(meth)acrylate. Suitable polyols have 1 to 12 carbon atoms, such as ethanediol, propane-dill, butanediol, in particular 1,4-butanediol; polyvinyl cam pounds, such as divinylesters of saturated or unsaturated dicer-boxlike acids such as Sioux N c, malefic, fumaric and itaconic acids and polyvinyl aromatic compounds, in particular divinely Bunsen.
These and other suitable monomers (C) are described in British patent specification 1,575,507.
Suitable molecular weights of the present polymers are 10,000 to 1,000,000 preferably 20,000 - 250,000 (number average).
Other additives may additionally be used, such as other pour point depressants, anti-oxidants, anti-corrossion agents, metal deactivators, additives for preventing filter clogging and Emil-soon formation.

I

The present invention furthermore relates to the polymers per so, to their preparation and to their use as dew axing agents.
The present polymers can be prepared by radical polymeric ration in a solvent such as Bunyan, Tulane or the zillions with the aid of an initiator, e.g. dibenzoyl peroxide or azo-bis-iso-butyronitrile ION and optionally a chain-transfer agent, such as an alkyd mercaptan or other mercaptan.
Examples 1, 2 and 3 A 300 ml 3-necked flask fitted with stirrer, thermometer and heating/cooling device was charged with: (in grams):

Bunnell acrylate 83.08 83.37 82.94 tert.-dodecy~mercaptan 0.182 0.182 0.197 divinylbenzene (tech. grade) 0.042 battalion 1,4-dicrylate - 0.101 0.233 Tulane 68.47 67.87 67.65 AIBN 0.061 0.061 0.060 After replacing the air by nitrogen (2 25 Pam) and heating to 69C the polymerization was initiated by adding the AIBN as a solution in part of the Tulane. The reaction temperature was controlled at 70 1C. Duration of the copolymeri~ation: 21 hours. Conversion: 95% (by 03-titration) Molecular weight distribution (by GPC (Gel Permeation Crimea-tography), applying the polyacrylate scale):

My 67800 71200 55200 My 412000 400000 1030000 I

Exile 4 In a 300 ml 3 necked flask fitted with stirrer thermometer and heating/cooling device were placed:
71.6 g Bunnell acrylate 0.206 g butylene-1,4-diacrylate 3.53 g 4-vinyl pardon 55.85 g Tulane (part of) After replacing the air by nitrogen (2 25 Pam) and heating to 70C copolymerization was initiated by adding a so-lotion of 0.328 g of AIBN in part of the Tulane. m e temperature was controlled at 71C + 1C. During the copolymerization the following solutions were added at programmed rates:

Solution A: containing wow of 4-vinylpyridine plus wow t-dodecyl mercaptan in Tulane Solution B: Containing wow of Amen in Tulane -Rates of addition:

Solution A:

Starting immediately after initiation this solution was added:
1) at rate of 11.8 mlthr for 1.5 hours
2) " " " 3.93 "/" " 4.5 "
3) " " " 2.21 "t" " 4.0 "

Solution B:
Starting after 3 hours of reaction this solution was added at a rate of 3.78 ml/hr for 8 hours.
Duration of copolymerization: 21 his.
Conversion (by 03-titration): 92.1~
Molecular weight distribution (by GO applying the polyacrylate scale):
My = 43700; My =212000 I

q EATS

I Pour point response A
1) Swedish trial futile (viscosity at 50C 79 mm2/s, wax content wow, melting pro m t of wax 63C) The PAM D97 maximum pour points are shown in the following table. Unhoped pour point 24C. additives added at 65C.

Pour point C
Cone. *
ppmw. X 1 2 3 . _._ 150 Jo my -12 I

similar pour paint depressant With l m ear backbone ~3~1L659 2) Bombay High crude oil density at 15C, 0.833 kg/l, viscosity at 40C 3.2 mm2/s and at 60C 2.2 mm2/s, wax content wow, melting point of wax 54C).
The ASTM D97 pseudo-actual pour points are shown m the hollowing table.
Unhoped pour paint 27C. Additives added at 50C.
. _ .
Cone. Pour point, C
pFmw. X 3 _ .......
I I

500 0 Jo , Similar pour point depressant with linear backbone.
B

1) Swedish trial fuel (see IP1) Cone. _ * Pox point, C
Pam Y 4 .. . , _ _ lo 12 125 3 Jo _ _ . .

* similar pour point depressant with linear backbone.

~23~

2) Assay crude oil (Density at 15C 0.878 kg/l, viscosity at 50C 4.1 mm us, wax content wow, melting point of wax 57C).
The ASTM D97 pseudo actual pour points are shown in the following table. Unhoped pour point 33C. Additives added at 50 and 60C.

Pour point, C
Cone. Doping at 50C Doping at 60C
ppmw. Y 4 Y 4 100 33 33 _ _ 300 30 _ 27 27 15 600 _ _ 18 9 ** comparative pour point depressant with linear backbone.

II Dew axing performance The oil was a bright stock waxy raffinate. This oil was dockside with a solvent mixture of methylethylketone and Tulane (volume ratio 1:1), at a solvent/feed weight ratio of 3.85, a doping temperature of 70C, a dew axing temperature of -20C, a cooling rate of 3.5C/min and a filter vacuum of 0.2 bar.

~;23~3L6~;9 _ Additive Cone. Filth. rate oil content wax oil yield ppmwg/s my ow ow . _.

none _ 80 28.4 4.9 X 200 141 16.8 8.4 400 184 14.1 9.0 3 200 157 18.7 7.9 400 195 11.1 9.8 Y 2Q0 102 15.h 8.7 400 137 11.5 9.7
4 200 115 12.9 9.3 400 143 11.2 9.7 From the above data there appears to be a better performance with the branched polymers than with the corresponding linear polymers.

The beneficial effect of branching is observed for pour point depression with both residual fuels and crude oils and for the improvement in the bright stock dew axing process.

Claims (13)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. A wax-containing crude oil, a wax-containing fuel oil, or a wax containing residual fuel oil, including a small amount of a polymer having predominantly aliphatic hydrocarbon side chains of at least 14 carbon atoms, wherein the polymer has a branched backbone.
2. An oil as claimed in claim 1, wherein the proportion of polymer is 0.001 to 2%w, based on the total oil composition.
3. An oil as claimed in claim 1, wherein the proportion of polymer is 0.005 to 0.05%w, based on the total oil composition.
4. An oil as claimed in claim 1 wherein the polymer is a copolymer of (A) at least one monoolefinically unsaturated ali-phatic monomer having a saturated, preferably unbranched, hydro-carbon chain of at least 14 carbon atoms, optionally (B) a small amount of at least one other monoolefinically un-saturated monomer, and (C) a controlled small amount of at least one diolefinically unsaturated monomer which during polymerization results in a polymer having a branched backbone.
5. An oil as claimed in claim 4, wherein monomer (A) is an alkyl(meth)acrylate.
6. An oil as claimed in claim 4, wherein the amount of monomer (B) in the copolymer is 0-10%w on total monomers.
7. An oil as claimed in claim 4, wherein monomer (B) has a nitrogen-containing polar group.
8. An oil as claimed in claim 7, wherein monomer (B) has a heterocyclic nitrogen-containing group.
9. An oil as claimed in claim 4, wherein the amount of monomer (C) in the copolymer is 0.01 to 1%w on total monomers.
10. An oil as claimed in claim 4, wherein monomer (C) is an alkanepolyol poly(meth)acrylate or a polyvinyl aromatic compound.
11. A polymer as defined in claim 1.
12. A process for the preparation of the polymer of claim 11, wherein the polymer is prepared by radical polymerization in a solvent with the aid of an initiator.
13. A method of dewaxing a crude oil, a fuel oil, or a residual fuel oil which comprises in corporative therein an effective amount of a polymer having predominantly aliphatic hydrocarbon side chains of at least 14 carbon atoms, the polymer also having a branched backbone.
CA000448115A 1983-03-18 1984-02-23 Wax-containing crude oil or fuel oil comprising a pour point depressant Expired CA1231659A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB838307522A GB8307522D0 (en) 1983-03-18 1983-03-18 Wax-containing crude oil
GB8307522 1983-03-18

Publications (1)

Publication Number Publication Date
CA1231659A true CA1231659A (en) 1988-01-19

Family

ID=10539808

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000448115A Expired CA1231659A (en) 1983-03-18 1984-02-23 Wax-containing crude oil or fuel oil comprising a pour point depressant

Country Status (5)

Country Link
EP (1) EP0120512A3 (en)
JP (1) JPS59179591A (en)
CA (1) CA1231659A (en)
GB (1) GB8307522D0 (en)
IN (1) IN166642B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5349019A (en) * 1988-12-24 1994-09-20 Hoechst New copolymers, mixtures thereof with poly(meth)acrylate esters and the use thereof for improving the cold fluidity of crude oils

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5814110A (en) * 1986-09-24 1998-09-29 Exxon Chemical Patents Inc. Chemical compositions and use as fuel additives
DE3843922A1 (en) * 1988-12-24 1990-06-28 Hoechst Ag NEW COPOLYMERS, THEIR MIXTURES WITH POLY (METH) ACRYLIC ACID ESTERS AND THEIR USE FOR IMPROVING THE FLOWABILITY OF RAW OILS IN THE COLD
JP4900997B2 (en) * 2000-09-21 2012-03-21 東邦化学工業株式会社 New dewaxing aid
RU2740208C2 (en) * 2016-04-21 2021-01-12 Университет Гамбург Crude oil composition containing an additive for improving rheological properties of paraffinic crude oil
LU93040B1 (en) * 2016-04-21 2017-10-27 Univ Hamburg Additive for improving the flow properties of paraffinic crude oils
FR3075813B1 (en) * 2017-12-21 2021-06-18 Total Marketing Services USE OF CROSS-LINKED POLYMERS TO IMPROVE THE COLD PROPERTIES OF FUELS OR FUELS
FR3085384B1 (en) * 2018-08-28 2021-05-28 Total Marketing Services USE OF SPECIFIC COPOLYMERS TO IMPROVE THE COLD PROPERTIES OF FUELS OR FUELS
FR3085383B1 (en) * 2018-08-28 2020-07-31 Total Marketing Services COMPOSITION OF ADDITIVES INCLUDING AT LEAST ONE COPOLYMER, A COLD FLUIDIFYING ADDITIVE AND AN ANTI-SEDIMENTATION ADDITIVE

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL148099B (en) * 1966-03-17 1975-12-15 Shell Int Research PROCEDURE FOR REDUCING THE FLOOD POINT OF A FUEL MIXTURE.
NL6709453A (en) * 1967-07-07 1969-01-09
US3896074A (en) * 1972-11-24 1975-07-22 Texaco Inc Alkylacrylate-alkanediol methacrylate interpolymers and pour depressed compositions thereof
US3846092A (en) * 1973-03-21 1974-11-05 Standard Oil Co Crude oils and fuel oils of improved pour point depressant and flowability properties
GB1575507A (en) * 1976-02-10 1980-09-24 Shell Int Research Hydrogenated star-shaped polymers and oil compositions thereof
GB2103652B (en) * 1981-08-07 1984-08-30 Ici Plc Modified liquid hydrocarbons

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5349019A (en) * 1988-12-24 1994-09-20 Hoechst New copolymers, mixtures thereof with poly(meth)acrylate esters and the use thereof for improving the cold fluidity of crude oils

Also Published As

Publication number Publication date
EP0120512A3 (en) 1984-11-28
GB8307522D0 (en) 1983-04-27
IN166642B (en) 1990-06-30
EP0120512A2 (en) 1984-10-03
JPS59179591A (en) 1984-10-12

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