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EP0359061A1 - Copolymères préparés en émulsion aqueuse, en particulier sous forme diluable par l'eau et l'huile, pour modifier la fluidité et l'abaissement du point d'écoulement d'huiles minérales et de leurs fractions, et leur utilisation - Google Patents

Copolymères préparés en émulsion aqueuse, en particulier sous forme diluable par l'eau et l'huile, pour modifier la fluidité et l'abaissement du point d'écoulement d'huiles minérales et de leurs fractions, et leur utilisation Download PDF

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Publication number
EP0359061A1
EP0359061A1 EP89116168A EP89116168A EP0359061A1 EP 0359061 A1 EP0359061 A1 EP 0359061A1 EP 89116168 A EP89116168 A EP 89116168A EP 89116168 A EP89116168 A EP 89116168A EP 0359061 A1 EP0359061 A1 EP 0359061A1
Authority
EP
European Patent Office
Prior art keywords
meth
weight
copolymers
alcohols
acrylic acid
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
EP89116168A
Other languages
German (de)
English (en)
Other versions
EP0359061B1 (fr
Inventor
Wolfgang Dr. Ritter
Claus-Peter Dr. Herold
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT89116168T priority Critical patent/ATE97438T1/de
Publication of EP0359061A1 publication Critical patent/EP0359061A1/fr
Application granted granted Critical
Publication of EP0359061B1 publication Critical patent/EP0359061B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Definitions

  • auxiliaries which are also referred to as crystallization inhibitors, and generally by polymerization of olefinically unsaturated compounds which have at least partially unbranched saturated hydrocarbon chains with at least 18 carbon atoms included, manufactured.
  • DE-PS 30 31 900 describes copolymers of n-alkyl acrylates with at least 16 carbon atoms in the alcohol residue and maleic anhydride with molar ratios of n-alkyl acrylate to maleic anhydride from 20: 1 to 1:10. Compounds of this type are said to be used as crystallization inhibitors for paraffin-containing crude oils. Examples shown numerically relate to the use of corresponding copolymers in the molar ratio of the acrylic acid ester to the maleic anhydride in the range from 1: 1 to 8: 1. Crude oils with intrinsic pour points below 20 ° C. are predominantly used.
  • a table of values deals with India crude oil, which is known to be a particularly paraffin-rich starting material (disruptive paraffin content 15%) and has an intrinsic pour point of 33 ° C.
  • the optimum effectiveness of the copolymers used in this publication with regard to the lowering of the pour point on this starting material is at the molar ratio of acrylic acid ester / maleic anhydride of 4: 1.
  • the lowest pour points set here are 12 o C.
  • the first application describes the use of copolymers of acrylic and / or methacrylic acid esters of higher alcohols or alcohol cuts with at least 16 carbon atoms in the alcohol residue and not more than 20% by weight, preferably about 0.5 to 15% by weight.
  • the flow improvers are preferred in paraffin-rich oils or oil fractions with their own pour points above 20 o C used, a lowering of the pour points to values below 15 o C and in particular below 10 o C is possible.
  • the second of the aforementioned applications describes the use of copolymers of acrylic and / or methacrylic acid esters of higher alcohols or alcohol cuts with at least 16 carbon atoms in the alcohol residue and not more than 5% by weight, preferably 0.5 to 2.5% .-% maleic anhydride as a flow improver in paraffin-rich crude oils and / or petroleum fractions with their own pour points above 25 o C to lower their pour points to values below 15 o C, preferably below 10 o C.
  • the teaching of the invention described below is based on a particular difficulty, the acrylate or methacrylate copolymers - hereinafter referred to as (meth) acrylate copolymers - when used over oil-soluble solvents prepare when the (meth) acrylate component of these copolymers has at least considerable proportions or even predominantly residues of longer-chain alcohols.
  • longer-chain alcohols here are understood in particular those in the range of about C16 ⁇ 3 thereby and in particular those in the range of at least C18, especially when considerable amounts - z.
  • B. at least about 35 wt .-% of alcohols with at least 20 carbon atoms.
  • pour point depressants of this type are particularly effective (meth) acrylate copolymers.
  • the proposed solution according to the invention for accomplishing the task described here goes a completely new way in practice.
  • the teaching of the invention is based on the surprising finding that the effective use of flow improvers described type does not require the prior dissolution of the polymeric (meth) acrylate copolymer compound in an organic solvent, but that it is possible - particularly under the measures described below in connection with the invention - to use a completely different form of supply of the copolymers.
  • the polymeric active ingredients are used in the form of aqueous emulsion copolymers.
  • the invention relates in a first embodiment to the use of pour point or pour point depressing copolymers of (meth) acrylic esters of long-chain alcohols and ethylenically unsaturated mono and / or dicarboxylic acids with up to 10 carbon atoms or their anhydrides and, if desired, limited amounts of (meth) acrylic acid esters of short-chain alcohols in the form of the disperse phase of aqueous emulsion copolymers as a highly concentrated, yet easily mobile form of supply for mixing into hydrocarbon mixtures, in particular in petroleum or petroleum fractions.
  • the invention relates to water and oil-dilutable, mobile aqueous emulsion copolymers of copolymers of (meth) acrylic esters of higher alcohols with up to about 30 C atoms and ethylenically unsaturated mono- and / or dicarboxylic acids or their anhydrides with up to 10 C.
  • (meth) acrylic acid esters containing short-chain alcohols as main components about 20 to 70 wt .-% - preferably about 30 to 50 wt .-% - disperse copolymer phase, about 0.1 to 7% by weight - preferably about 0.5 to 5% by weight - oil-in-water emulsifiers, up to about 35% by weight of water- and oil-soluble solubilizers and / or up to about 7% by weight of water-in-oil emulsifiers as well Water as a continuous phase.
  • the polymer compounds are present as a disperse, practically solvent-free, optionally at least partially solidified organic phase in the homogeneous aqueous phase.
  • aqueous emulsion polymers When such aqueous emulsion polymers are mixed into the hydrocarbon mixture to be treated, the polymer substance first has to undergo a phase inversion. It must pass from the disperse aqueous phase into the continuous closed organic phase, must dissolve in it and thus go through the activation step in order to then finally interact with the components who are responsible for the high stock and flow points.
  • the teaching according to the invention is based on the unexpected finding that the desired effect also occurs in the hydrocarbon material in need of treatment when the flow improvers are used in the form of the emulsion copolymers described.
  • the copolymeric active ingredient is made available and used in the form of an aqueous emulsion copolymer, then the flowability of the active ingredient in practical use becomes independent of the particular constitution of the copolymer and very largely also of its concentration in the aqueous / organic active ingredient mixture.
  • the viscosity of aqueous emulsion polymers can be controlled in a manner known per se in such a way that high flowability is ensured at low viscosities and considerable solids concentrations.
  • a first embodiment of this provides that aqueous emulsion copolymers of the type described are used, to which additional components have been added, which are distinguished both by water solubility or water miscibility and by oil solubility or oil miscibility.
  • Preferred examples of such components are polyfunctional alcohols and / or ethers, which are characterized on the one hand by their compatibility with water and on the other hand with hydrocarbon phases.
  • Typical examples of compounds of this type are ethylene glycol, its partial ethers with, in particular, lower monofunctional alcohols and polyethylene glycols, which can also be at least partially etherified.
  • the propanediols are further examples, but glycerol is very particularly preferred.
  • Solubilizers of the type mentioned here are preferably used in amounts of up to about 35% by weight, based on the aqueous emulsion copolymer, although it may be preferred to use at least about 5% by weight and in particular at least about 10 to 20% by weight of these auxiliaries to use.
  • the aqueous one is provided according to the invention Add water-in-oil emulsifiers to emulsion copolymers. This addition takes place preferably after the production of the aqueous emulsion copolymers.
  • W / O emulsifiers can be used in addition to or instead of the water and oil-miscible compounds of the aforementioned type.
  • the amounts of the W / O emulsifiers used are usually in the range up to about 5% by weight, again based on the aqueous emulsion copolymer.
  • W / O emulsifiers are, for example, the representatives of these described in HOUBEN-WEYL, Methods of Organic Chemistry, 4th Edition 1959, Volume I, Part 2, 109/110 and 113 ff, in particular table pages 129 to 136 well-known substance class.
  • the aqueous emulsion copolymers used according to the invention can have viscosities in a wide range. Since the viscosity of such a copolymer can also be determined, inter alia, by the solids concentration, there is another possibility of variation in this respect. However, for the process of mixing in the aqueous emulsion copolymer with inversion of its disperse phase and solution in the hydrocarbon mixtures to be treated, it is advantageous to use materials which are distinguished by comparatively low viscosity values.
  • Viscosity values of the aqueous emulsion copolymers of a maximum of about 10,000 mpas are preferred for processing, in particular viscosity values not more than about 5000 mpas.
  • Particularly suitable for the teaching of the invention are (meth) acrylate copolymers of the type described, in which the alcohol residues are predominantly or exclusively long-chain alcohol residues with preferred chain lengths in the range of at least C18, preferably at least C20. At least 50 mol%, preferably at least 80 mol%, of residues of this type are present in long-chain alcohol mixtures which are usually used for the preparation of this monomer component. These alcohols or alcohol residues are preferably predominantly corresponding compounds with n-alkyl residues.
  • the alcohols themselves can be of natural and / or synthetic origin. Corresponding alcohol fractions of natural origin are, for example, predominantly fractions containing behenyl alcohol.
  • the concomitant use of acrylic acid and / or methacrylic acid or the other monocarboxylic acids of the C number range mentioned and / or the concomitant use of corresponding dicarboxylic acids or their anhydrides then leads to particularly effective copolymers if comparatively high contents of alcohol residues with at least 22 C atoms in the (Meth) acrylate copolymer are present.
  • the content of C22-alcohol is at least about 25 wt .-%, preferably at least about 35 wt .-% and in particular at least about 45 wt .-% .
  • Particularly good pour point improvers are obtained if these long-chain alcohol components in the alcohol cuts used to produce the (meth) acrylate component are above 50% by weight.
  • the weight percentages given here relate on the content of C22 alcohols - and optionally higher alcohols - in the alcohol mixture that has been used for the production of the (meth) acrylate components.
  • Particularly suitable comonomers for the emulsion copolymerization with the (meth) acrylates of the type described are mono- and / or dicarboxylic acids or their anhydrides with up to 6 carbon atoms. Particularly preferred examples are acrylic acid, methacrylic acid, crotonic acid, itaconic acid, maleic acid, maleic anhydride and / or fumaric acid.
  • Particularly suitable (meth) acrylate copolymers contain the mono- and / or dicarboxylic acids or their anhydrides used as comonomers in amounts of up to about 50% by weight and preferably in amounts of up to about 40% by weight.
  • the most advantageous amounts in each case can be determined by considering the stability of the aqueous emulsion copolymers formed, although here the general knowledge of emulsion copolymerization must also be taken into account and is incorporated into the production process of the active ingredient mixtures used according to the invention.
  • the copolymer class selected according to the invention is already relieved by the fact that the mono- and / or dicarboxylic acids or their anhydrides described are also used as comonomers.
  • the use of precisely this class of comonomers leads to an additional stabilization of the disperse organic phase formed in the emulsion copolymerization.
  • the additional required stability of the dispersion is to be set through their use, it may be necessary to use comparatively large amounts - for example 20 to 40% by weight of monocarboxylic acid, based on the total weight of the organic components to be polymerized.
  • Dicarboxylic acids and / or their anhydrides as comonomers can be used in comparatively smaller amounts, for example in amounts of about 5 to 20% by weight - same reference basis - and even in these amounts show even when using high proportions of particularly long-chain alcohol residues in the copolymer Molecule remarkable stabilizing effects.
  • the invention provides an effective remedy as follows: It has been shown that the Problems of the lack of emulsion or dispersion stability of the organic copolymer phase can be substantially reduced if, in addition to the comonomer components previously discussed, a third class of substances is used in comparatively small amounts in the copolymerization. These are (meth) acrylic acid esters of short-chain alcohols.
  • the alcohol component of these comonomers preferably has a maximum of 8 carbon atoms and is particularly limited to 4 carbon atoms. Typical examples of compounds of this type are ethyl and / or butyl (meth) acrylate.
  • These (meth) acrylates of short-chain alcohols are used in amounts of at most 25% by weight, preferably in amounts of not more than 20 and in particular not more than 15% by weight, based in each case on the comonomer mixture. Effective stabilizing effects - even if the content of mono- and / or dicarboxylic acids or their anhydrides in the copolymer molecule are reduced sharply at the same time - are obtained when the amount of these lower (meth) acrylates is in the range from about 5 to 10% by weight ( based on copolymer weight).
  • the invention relates in a further embodiment to stabilized aqueous emulsion copolymers of (meth) acrylic esters of long-chain alcohols in the closed aqueous phase, the invention being characterized in that these emulsion copolymers as Storage-stable disperse phase copolymers of the following monomer components contain: at least 50 wt .-%, preferably at least 60 wt .-% (meth) acrylic acid ester of C16 ⁇ 30 alcohols up to 25 wt .-%, preferably 5 to 10 wt .-% (meth) acrylic acid ester of alcohols with no more than 8 carbon atoms as well 0.5 to 40% by weight and preferably about 1 to 25% by weight of olefinically unsaturated mono- and / or dicarboxylic acids or their anhydrides with preferably not more than 10 carbon atoms.
  • Corresponding aqueous emulsion copolymers which contain not more than about 10% by weight of (meth) acrylic acid esters of short-chain alcohols, 0.1 to 15% by weight and in particular about 1 to 10% by weight of the mono- and / or Contain dicarboxylic acids or their anhydrides and the remainder the (meth) acrylic esters of the long-chain alcohols as a disperse organic phase in the aqueous emulsion copolymer.
  • the general numerical values given above apply to the particularly preferred composition of the copolymers or their respective components.
  • the special composition of the respective copolymer types is determined in particular by their effectiveness in the hydrocarbon mixture to be improved in the flow behavior, represented in particular as petroleum or petroleum fraction.
  • the optimal mixing ratios must then be determined from case to case on the hydrocarbon mixture to be treated.
  • the basis for this should be that the respective composition of the crude oils or crude oil fractions of different origins is very different from one another and that there is still no reliable explanation of the mechanism of action for lowering the pour point or improving the flow properties.
  • amounts in the higher range for example amounts of about 15 to 40, in particular 20 to about 35,% by weight of the monocarboxylic acid (s) can be of particular importance.
  • dicarboxylic acids or dicarboxylic anhydrides of the maleic anhydride type are used, it may be expedient to restrict such comonomers to amounts of at most about 20% by weight and preferably not more than 10% by weight.
  • Maleic anhydride can be processed, for example, in amounts of about 5 to 10% by weight, based on the copolymer weight, to give very stable emulsion copolymers which at the same time bring about an optimal reduction in the pour and pour points.
  • Particularly suitable copolymers contain, together with the acrylic and / or methacrylic acid esters of higher alcohols or alcohol cuts, about 0.5 to 15% by weight of the free monocarboxylic acids mentioned, copolymers of the type mentioned having free acid contents in the range from about 1 to 10 % By weight may be particularly suitable.
  • the most important copolymers of the type used according to the invention contain acrylic acid and / or methacrylic acid as comonomers in the copolymers shown above in amounts of about 1.5 to 5.0% by weight. All these percentages by weight relate in each case to the copolymer weight.
  • a preferred embodiment is also the use of copolymers of acrylic and / or methacrylic acid esters of higher alcohols or alcohol cuts with at least 16 carbon atoms in the alcohol residue and not more than 5% by weight of maleic anhydride.
  • % By weight based on copolymer weight. Copolymers of the type mentioned whose content of maleic anhydride is in the range from about 0.5 to 2.5% by weight and in particular in the range from about 1 to 2% by weight are particularly suitable for the inventive action.
  • the percentages by weight relate to the copolymer weight.
  • the pour points of crude oils used and / or petroleum fractions with their output or self-pour points above 25 o C and especially above 30 o C by the addition of the flow improver according to the invention defined to values below 15 o C and preferably below 10 o C.
  • the flow improver according to the invention defined to values below 15 o C and preferably below 10 o C.
  • the application concentration of the pour point improvers according to the invention is in the conventional range and is, for example, 20 to 1000 ppm, with amounts in the range from 100 to 500 ppm being preferred.
  • the emulsion copolymerization is carried out in a manner known per se. Reference is made, for example, to Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, volume 19, 132 to 145.
  • oil-in-water emulsifiers are usually used to prepare and stabilize the disperse polymer phase in the closed aqueous phase.
  • Anionic or nonionic emulsifiers or their emulsifiers are particularly suitable Mixtures.
  • sulfates or sulfonates of long-chain alcohols or alkylphenols can be used, furthermore alkylbenzenesulfonates or sulfosuccinates.
  • the sulfates of the reaction products of ethylene oxide and (fatty) alcohols or alkylphenols are also suitable, the base bodies being preferred nonionic emulsifiers.
  • nonionic emulsifiers are sorbitan esters of long chain fatty acids, ethoxylated sorbitan esters of long chain fatty acids and alkyl glycerides.
  • the emulsifiers can usually be used in amounts of about 0.01 to 5% by weight, preferably in amounts of about 0.1 to 3% by weight, in each case based on the weight of the monomers.
  • auxiliaries for emulsion polymerization can be used, such as buffering agents, inorganic salts and pH regulators.
  • the copolymerization is usually carried out at temperatures in the range between about 60 and 90 ° C., although higher or lower temperatures can also be used.
  • an initiator solution consisting of 0.4 g ammonium peroxodisulfate in 160 g water and b. the monomer melt from 567 g of behenyl acrylate added at 50 o C within 30 minutes at a constant dosing rate from two separate dosing funnels.
  • the post-reaction time is 90 minutes.
  • the dispersion is filtered through a filter bag (80 ⁇ m) and filled.
  • the filter bag is washed out, and the coagulate present after drying is stated as a% residue, based on the total monomer.
  • the stirring speed during the reaction is 140 rpm.
  • Example 1 The properties of the dispersion are summarized in Table 1 (Example 1). Examples 2 to 11 were prepared by analogous processes.
  • the post-reaction time is 90 minutes. Then it is cooled.
  • the stirrer speed during the reaction is 140 rpm.
  • Example 18 The properties of the dispersion are summarized in Table 2 (Example 18). Examples 12 to 21 were prepared by analogous processes.
  • Table 3 Inversion of dispersed poly (behenyl acrylate-co-maleic acid) particles from the aqueous dispersion into the organic solution attempt Emulsification of the dispersion in xylene Time required for phase separation / h Recovery rate polymer in the xylene solution /% by weight 1 a bad 1 20th 1 b moderate 2nd 38 1 c Good 4th 71 1 d Good 4th 29
  • the pour point was determined in accordance with ASTM D 97-66 and DIN 51597 as follows: 25.0 Bombay crude oil together with 800 ppm of the 50% by weight dispersion of the flow improver were kept in a closed vessel at 50 ° C. for 15 minutes and vigorously shaken 5 times at regular intervals. The crude oil doped in this way was quickly poured into a cylindrical glass vessel with an inner diameter of 27 mm and this immediately sealed vessel is hung sufficiently deep in a water bath of + 36 o C.
  • the pour point of the untreated Bombay crude oil is 30 o C according to this determination method .
  • Table 4 Pourpoints in Bombay crude oil (OC) Example *) Pourpoint / o C 1 9 3rd 12th 4th 12th 5 12th *) Original dispersions each mixed with 10% by weight glycerin as described under 3.

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EP89116168A 1988-09-10 1989-09-01 Copolymères préparés en émulsion aqueuse, en particulier sous forme diluable par l'eau et l'huile, pour modifier la fluidité et l'abaissement du point d'écoulement d'huiles minérales et de leurs fractions, et leur utilisation Expired - Lifetime EP0359061B1 (fr)

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AT89116168T ATE97438T1 (de) 1988-09-10 1989-09-01 Neue waessrige emulsionscopolymerisate, insbesondere in wasser- und oel-verduennbarer form zur verbesserung der fliesseigenschaften und stockpunktserniedrigung von erdoelen und erdoelfraktionen sowie ihre verwendung.

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DE3830913 1988-09-10
DE3830913A DE3830913A1 (de) 1988-09-10 1988-09-10 Neue waessrige emulsionscopolymerisate, insbesondere in wasser- und oel-verduennbarer form zur verbesserung der fliesseigenschaften und stockpunktserniedrigung von erdoelen und erdoelfraktionen sowie ihre verwendung

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EP89116168A Expired - Lifetime EP0359061B1 (fr) 1988-09-10 1989-09-01 Copolymères préparés en émulsion aqueuse, en particulier sous forme diluable par l'eau et l'huile, pour modifier la fluidité et l'abaissement du point d'écoulement d'huiles minérales et de leurs fractions, et leur utilisation

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DE (2) DE3830913A1 (fr)
ES (1) ES2059660T3 (fr)
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Cited By (10)

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EP0673990A1 (fr) * 1994-03-22 1995-09-27 Shell Internationale Researchmaatschappij B.V. Compositions d'huile d'hydrocarbure à proprietés améliorées d'écoulement à froid
WO1998033846A1 (fr) * 1997-02-04 1998-08-06 Bp Chemicals Limited Dispersion de polymere ester
GB2336368A (en) * 1997-02-04 1999-10-20 Bp Chem Int Ltd Ester polymer dispersion
WO2008083724A1 (fr) 2006-12-22 2008-07-17 Clariant Finance (Bvi) Limited Dispersions d'additifs polymères d'huiles
WO2018177619A1 (fr) 2017-03-30 2018-10-04 Clariant International Ltd Fluides pour la fracturation de formations pétrolifères paraffiniques
EP3412691A1 (fr) 2017-06-07 2018-12-12 Rhodia Operations Dispersions de polymères pour l'inhibition de cire
WO2019048663A1 (fr) 2017-09-11 2019-03-14 Basf Corporation Dispersions aqueuses de polymères, leur procédé de préparation et leur utilisation en tant qu'améliorants de point d'écoulement pour pétrole brut, pétrole et produits pétroliers
WO2019057396A1 (fr) 2017-09-20 2019-03-28 Clariant International Ltd Dispersions d'additifs polymères pour huiles
WO2020088858A1 (fr) 2018-11-02 2020-05-07 Rhodia Operations Dispersions polymères pour l'inhibition de la cire pendant un traitement de stimulation
US10851323B2 (en) 2016-03-10 2020-12-01 Basf Se Aqueous polymer dispersions, a method for their preparation and the use thereof as pour-point depressants for crude oil, petroleum, and petroleum products

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CA2336447C (fr) * 1998-07-10 2007-08-21 S.C. Johnson Commercial Markets, Inc. Procede continu de polymerisation en masse et d'esterification, et compositions renfermant le produit polymere
FR2828494B1 (fr) * 2001-08-08 2005-06-03 Ceca Sa Dispersions de latex de polymeres acryliques comme additifs pour l'inhibition du depot de paraffines dans les huiles brutes et compositions les contenant
FR2859211B1 (fr) * 2003-08-28 2006-01-21 Ceca Sa Compositions sous forme d'emulsions stables, leurs preparations et leurs utilisation pour l'abaissement du point d'ecoulement des huiles brutes et l'inhibition du depot de paraffines
FR2880821B1 (fr) * 2005-01-14 2007-03-23 Ceca Sa Sa Emulsions aqueuses de polyacrylates, leur procede de preparation et leur utilisation dans le domaine petrolier
US20230108326A1 (en) 2020-03-26 2023-04-06 Evonik Operations Gmbh Polymer dispersion made from (meth)acrylates having long side chains
US20230103215A1 (en) 2020-03-26 2023-03-30 Evonik Operations Gmbh Polymer dispersion made from (meth)acrylates having long side chains

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DE3807394A1 (de) * 1988-03-07 1989-09-21 Henkel Kgaa Verwendung ausgewaehlter copolymertypen der acryl- und/oder methacrylsaeureester als fliessverbesserer in paraffinreichen erdoelen und erdoelfraktionen (i)

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US4002436A (en) * 1969-10-10 1977-01-11 Imperial Chemical Industries Limited Polymer solution
US4535098A (en) * 1984-03-12 1985-08-13 The Dow Chemical Company Material for absorbing aqueous fluids

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0673990A1 (fr) * 1994-03-22 1995-09-27 Shell Internationale Researchmaatschappij B.V. Compositions d'huile d'hydrocarbure à proprietés améliorées d'écoulement à froid
US5585337A (en) * 1994-03-22 1996-12-17 Shell Oil Company Hydrocarbon oil compositions having improved cold flow properties
WO1998033846A1 (fr) * 1997-02-04 1998-08-06 Bp Chemicals Limited Dispersion de polymere ester
GB2336368A (en) * 1997-02-04 1999-10-20 Bp Chem Int Ltd Ester polymer dispersion
GB2336368B (en) * 1997-02-04 2001-06-27 Bp Chem Int Ltd Compositions
US6342553B1 (en) 1997-02-04 2002-01-29 Bp Chemicals Limited Ester Polymer Dispersion
US8293690B2 (en) 2006-12-22 2012-10-23 Clariant Finance (Bvi) Limited Dispersions of polymer oil additives
DE102006061103B4 (de) * 2006-12-22 2008-11-06 Clariant International Ltd. Dispersionen polymerer Öladditive
WO2008083724A1 (fr) 2006-12-22 2008-07-17 Clariant Finance (Bvi) Limited Dispersions d'additifs polymères d'huiles
US8598101B2 (en) 2006-12-22 2013-12-03 Clariant Finance (Bvi) Limited Dispersions of polymer oil additives
US10851323B2 (en) 2016-03-10 2020-12-01 Basf Se Aqueous polymer dispersions, a method for their preparation and the use thereof as pour-point depressants for crude oil, petroleum, and petroleum products
WO2018177619A1 (fr) 2017-03-30 2018-10-04 Clariant International Ltd Fluides pour la fracturation de formations pétrolifères paraffiniques
EP3412691A1 (fr) 2017-06-07 2018-12-12 Rhodia Operations Dispersions de polymères pour l'inhibition de cire
WO2018224599A1 (fr) 2017-06-07 2018-12-13 Rhodia Operations Dispersions polymères pour l'inhibition de cire
WO2019048663A1 (fr) 2017-09-11 2019-03-14 Basf Corporation Dispersions aqueuses de polymères, leur procédé de préparation et leur utilisation en tant qu'améliorants de point d'écoulement pour pétrole brut, pétrole et produits pétroliers
WO2019057396A1 (fr) 2017-09-20 2019-03-28 Clariant International Ltd Dispersions d'additifs polymères pour huiles
WO2020088858A1 (fr) 2018-11-02 2020-05-07 Rhodia Operations Dispersions polymères pour l'inhibition de la cire pendant un traitement de stimulation
US11618845B2 (en) 2018-11-02 2023-04-04 Rhodia Operations Polymer dispersions for wax inhibition during stimulation treatment

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Publication number Publication date
DE3830913A1 (de) 1990-03-15
CA1334883C (fr) 1995-03-21
EP0359061B1 (fr) 1993-11-18
ATE97438T1 (de) 1993-12-15
JP2823619B2 (ja) 1998-11-11
WO1990002766A1 (fr) 1990-03-22
MX170440B (es) 1993-08-23
ES2059660T3 (es) 1994-11-16
JPH04500692A (ja) 1992-02-06
EP0433319A1 (fr) 1991-06-26
DE58906199D1 (de) 1993-12-23
US5418278A (en) 1995-05-23

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