EP0120512A2 - Einen Stockpunkt-Erniedriger enthaltendes paraffinhaltiges Rohöl oder Heizöl - Google Patents

Einen Stockpunkt-Erniedriger enthaltendes paraffinhaltiges Rohöl oder Heizöl Download PDF

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Publication number
EP0120512A2
EP0120512A2 EP84200214A EP84200214A EP0120512A2 EP 0120512 A2 EP0120512 A2 EP 0120512A2 EP 84200214 A EP84200214 A EP 84200214A EP 84200214 A EP84200214 A EP 84200214A EP 0120512 A2 EP0120512 A2 EP 0120512A2
Authority
EP
European Patent Office
Prior art keywords
oil
polymer
monomer
wax
small amount
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.)
Withdrawn
Application number
EP84200214A
Other languages
English (en)
French (fr)
Other versions
EP0120512A3 (de
Inventor
Rudolf Josef Albrecht 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 Internationale Research Maatschappij BV
Original Assignee
Shell Internationale Research Maatschappij BV
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 Internationale Research Maatschappij BV filed Critical Shell Internationale Research Maatschappij BV
Publication of EP0120512A2 publication Critical patent/EP0120512A2/de
Publication of EP0120512A3 publication Critical patent/EP0120512A3/de
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/192Macromolecular compounds
    • C10L1/195Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/234Macromolecular compounds
    • C10L1/236Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/192Macromolecular compounds
    • C10L1/195Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196Macromolecular 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
    • C10L1/1963Macromolecular 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/192Macromolecular compounds
    • C10L1/195Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/196Macromolecular 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
    • C10L1/1966Macromolecular 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/18Organic compounds containing oxygen
    • C10L1/192Macromolecular compounds
    • C10L1/195Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C10L1/197Macromolecular 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
    • C10L1/1973Macromolecular 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/234Macromolecular compounds
    • C10L1/236Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
    • C10L1/2364Macromolecular 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS 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
    • C10L1/00Liquid carbonaceous fuels
    • C10L1/10Liquid carbonaceous fuels containing additives
    • C10L1/14Organic compounds
    • C10L1/22Organic compounds containing nitrogen
    • C10L1/234Macromolecular compounds
    • C10L1/236Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds derivatives thereof
    • C10L1/2368Macromolecular 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

Definitions

  • This invention relates to 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 predcmi- nantly 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 low concentrations, if these polymers have a branched backbone.
  • This invention therefore relates to the above-mentioned crude oils or fuel oils, characterized in that the polymer has a branched backbone.
  • Such a polymer is especially suitable for depressing the pour point of crude oils and fuel oils containing at least 3%w of waxes with a melting point above 35°C and a boiling point above 350°C; such as the crude oils described in British patent specification 1,161,188 and the fuel oils described in British patent specification 1,154,966.
  • Suitable proportions of polymer are 0.001 to 2%w, preferably 0.005 to 0.05%w, on total oil composition.
  • Suitable polymers are copolymers of (A) at least one monoolefinically 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%w on total monomers, of at least one other monoolefinically unsaturated monomer, preferably having a nitrogen-containing polar group, and (C) a controlled small amount, e.g. 0.01 to 1, preferably 0.01-0.5%w 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 alkyl (meth) acrylates, such as n-octadecyl- and n-eicosyl(C 20 )(meth)acrylate, and dialkyl esters of unsaturated dicarboxylic acids, such as di-n-behe- n y l (C 21 ) esters of maleic fumaric and itaconic acid.
  • alkyl (meth) acrylates such as n-octadecyl- and n-eicosyl(C 20 )(meth)acrylate
  • dialkyl esters of unsaturated dicarboxylic acids such as di-n-behe- n y l (C 21 ) esters of maleic fumaric and itaconic acid.
  • Suitable monomers (B) are styrene, methyl styrene, tert. butyl styrene, vinyltoluene and mono-olefins, such as ethylene, propylene and butylene, and preferably are monoolefinically, unsaturated compounds having nitrogen-containing groups, such as acrylonitrile, acrylamide, p-aminostyrene, in particular those having heterocyclic nitrogen-containing groups, such as vinylpyridine, in particular 4-vinylpyridine, and N-vinylpyrrolidone.
  • nitrogen-containing groups such as acrylonitrile, acrylamide, p-aminostyrene
  • heterocyclic nitrogen-containing groups such as vinylpyridine, in particular 4-vinylpyridine, and N-vinylpyrrolidone.
  • Suitable monomers (C) are polyesters of alkanepolyols, such as diols, triols and tetraols, and unsaturated monocarboxylic acids, such as alkanediol di(meth)acrylates, trimethylolpropane tri-(meth)acrylate and pentaerythritol tetra(meth) acrylate.
  • Suitable polyols have 1 to 12 carbon atoms, such as ethanediol, propanediol, butanediol, in particular 1,4-butanediol ; polyvinyl can- pounds, such as divinylesters of saturated or unsaturated dicarboxylic acids such as succinic, maleic, fumaric and itaconic acids and polyvinyl aromatic compounds, in particular divinyl benzene.
  • polyvinyl can- pounds, such as divinylesters of saturated or unsaturated dicarboxylic acids such as succinic, maleic, fumaric and itaconic acids and polyvinyl aromatic compounds, in particular divinyl benzene.
  • Suitable molecular weights of the present polymers are 10,000 to 1,000,000 preferably 20,000 - 250,000 (number average).
  • additives may additionally be used, such as other pour point depressants, anti-oxidants, anti-corrossion agents, metal deactivators, additives for preventing filter clogging and emulsion formation.
  • the present invention furthermore relates to the polymers per se, to their preparation and to their use as dewaxing agents.
  • the present polymers can be prepared by radical polymerization in a solvent such as benzene, toluene or the xylenes with the aid of an initiator, e.g. dibenzoyl peroxide or azo-bis-isobutyronitrile (AIBN) and optionally a chain-transfer agent, such as an alkyl mercaptan or other mercaptan.
  • a solvent such as benzene, toluene or the xylenes
  • an initiator e.g. dibenzoyl peroxide or azo-bis-isobutyronitrile (AIBN)
  • AIBN azo-bis-isobutyronitrile
  • Solution A containing 55%w of 4-vinylpyridine plus 0.673%w t-dodecyl mercaptan in toluene
  • Solution B Containing 4%w of AIBN in toluene
  • the oil was a bright stock waxy raffinate. This oil was dewaxed with a solvent mixture of methylethylketone and toluene (volume ratio 1:1), at a solvent/feed weight ratio of 3.85, a doping temperature of 70°C, a dewaxing temperature of -20°C, a cooling rate of 3.5°C/min and a filter vacuum of 0.2 bar. 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 dewaxing process.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Liquid Carbonaceous Fuels (AREA)
EP84200214A 1983-03-18 1984-02-17 Einen Stockpunkt-Erniedriger enthaltendes paraffinhaltiges Rohöl oder Heizöl Withdrawn EP0120512A3 (de)

Applications Claiming Priority (2)

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

Publications (2)

Publication Number Publication Date
EP0120512A2 true EP0120512A2 (de) 1984-10-03
EP0120512A3 EP0120512A3 (de) 1984-11-28

Family

ID=10539808

Family Applications (1)

Application Number Title Priority Date Filing Date
EP84200214A Withdrawn EP0120512A3 (de) 1983-03-18 1984-02-17 Einen Stockpunkt-Erniedriger enthaltendes paraffinhaltiges Rohöl oder Heizöl

Country Status (5)

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

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0376138A2 (de) * 1988-12-24 1990-07-04 Hoechst Aktiengesellschaft Neue Copolymere, deren Mischungen mit Poly(meth)acrylsäureestern und deren Verwendung zur Verbesserung der Fliessfähigkeit von Rohölen in der Kälte
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
US5814110A (en) * 1986-09-24 1998-09-29 Exxon Chemical Patents Inc. Chemical compositions and use as fuel additives
WO2017182574A1 (de) 2016-04-21 2017-10-26 Universität Hamburg Rohölzusammensetzung, umfassend ein additiv zur verbesserung der fliesseigenschaften von paraffinhaltigem rohöl
LU93040B1 (de) * 2016-04-21 2017-10-27 Univ Hamburg Additiv zur Verbesserung der Fliesseigenschaften von paraffinhaltigen Rohölen
WO2019121485A1 (fr) * 2017-12-21 2019-06-27 Total Marketing Services Utilisation de polymères réticulés pour abaisser la température limite de filtrabilité de carburants ou combustibles
WO2020043618A1 (fr) * 2018-08-28 2020-03-05 Total Marketing Services Utilisation de copolymères spécifiques pour améliorer les propriétés à froid de carburants ou combustibles
WO2020043619A1 (fr) * 2018-08-28 2020-03-05 Total Marketing Services Composition d'additifs comprenant au moins un copolymère, un additif fluidifiant à froid et un additif anti-sédimentation

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4900997B2 (ja) * 2000-09-21 2012-03-21 東邦化学工業株式会社 新規脱ロウ助剤

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3896074A (en) * 1972-11-24 1975-07-22 Texaco Inc Alkylacrylate-alkanediol methacrylate interpolymers and pour depressed compositions thereof
GB2103652A (en) * 1981-08-07 1983-02-23 Ici Plc Modified liquid hydrocarbons

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL148099B (nl) * 1966-03-17 1975-12-15 Shell Int Research Werkwijze voor het verlagen van het vloeipunt van een brandstofmengsel.
NL6709453A (de) * 1967-07-07 1969-01-09
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

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3896074A (en) * 1972-11-24 1975-07-22 Texaco Inc Alkylacrylate-alkanediol methacrylate interpolymers and pour depressed compositions thereof
GB2103652A (en) * 1981-08-07 1983-02-23 Ici Plc Modified liquid hydrocarbons

Cited By (13)

* 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
EP0376138A2 (de) * 1988-12-24 1990-07-04 Hoechst Aktiengesellschaft Neue Copolymere, deren Mischungen mit Poly(meth)acrylsäureestern und deren Verwendung zur Verbesserung der Fliessfähigkeit von Rohölen in der Kälte
EP0376138A3 (en) * 1988-12-24 1990-10-31 Hoechst Aktiengesellschaft Copolymers, their mixtures with polymers of esters of (meth)acrylic acid, and their use in improving the flowability of crude oil at a low temperature
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
WO2017182574A1 (de) 2016-04-21 2017-10-26 Universität Hamburg Rohölzusammensetzung, umfassend ein additiv zur verbesserung der fliesseigenschaften von paraffinhaltigem rohöl
LU93040B1 (de) * 2016-04-21 2017-10-27 Univ Hamburg Additiv zur Verbesserung der Fliesseigenschaften von paraffinhaltigen Rohölen
WO2019121485A1 (fr) * 2017-12-21 2019-06-27 Total Marketing Services Utilisation de polymères réticulés pour abaisser la température limite de filtrabilité de carburants ou combustibles
FR3075813A1 (fr) * 2017-12-21 2019-06-28 Total Marketing Services Utilisation de polymeres reticules pour ameliorer les proprietes a froid de carburants ou combustibles
WO2020043618A1 (fr) * 2018-08-28 2020-03-05 Total Marketing Services Utilisation de copolymères spécifiques pour améliorer les propriétés à froid de carburants ou combustibles
WO2020043619A1 (fr) * 2018-08-28 2020-03-05 Total Marketing Services Composition d'additifs comprenant au moins un copolymère, un additif fluidifiant à froid et un additif anti-sédimentation
FR3085384A1 (fr) * 2018-08-28 2020-03-06 Total Marketing Services Utilisation de copolymeres specifiques pour ameliorer les proprietes a froid de carburants ou combustibles
FR3085383A1 (fr) * 2018-08-28 2020-03-06 Total Marketing Services Composition d'additifs comprenant au moins un copolymere, un additif fluidifiant a froid et un additif anti-sedimentation
US20210340453A1 (en) * 2018-08-28 2021-11-04 Total Marketing Services Composition of additives, comprising at least one copolymer, one cold-flow improver and one anti-settling additive

Also Published As

Publication number Publication date
GB8307522D0 (en) 1983-04-27
EP0120512A3 (de) 1984-11-28
CA1231659A (en) 1988-01-19
IN166642B (de) 1990-06-30
JPS59179591A (ja) 1984-10-12

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