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WO2006013596A1 - Inhibiteurs de schistes pour l’industrie de transformation du pétrole - Google Patents

Inhibiteurs de schistes pour l’industrie de transformation du pétrole Download PDF

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Publication number
WO2006013596A1
WO2006013596A1 PCT/IT2004/000453 IT2004000453W WO2006013596A1 WO 2006013596 A1 WO2006013596 A1 WO 2006013596A1 IT 2004000453 W IT2004000453 W IT 2004000453W WO 2006013596 A1 WO2006013596 A1 WO 2006013596A1
Authority
WO
WIPO (PCT)
Prior art keywords
oxyalkylated
clay
hydration
formula
clays
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.)
Ceased
Application number
PCT/IT2004/000453
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English (en)
Inventor
William Mcgregor
Andrea Balestrini
Andrea Trevisan
Giuseppe Li Bassi
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.)
Lamberti SpA
Original Assignee
Lamberti SpA
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 Lamberti SpA filed Critical Lamberti SpA
Priority to PCT/IT2004/000453 priority Critical patent/WO2006013596A1/fr
Publication of WO2006013596A1 publication Critical patent/WO2006013596A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/04—Aqueous well-drilling compositions
    • C09K8/06—Clay-free compositions
    • C09K8/12—Clay-free compositions containing synthetic organic macromolecular compounds or their precursors
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/02—Well-drilling compositions
    • C09K8/04—Aqueous well-drilling compositions
    • C09K8/14—Clay-containing compositions
    • C09K8/18—Clay-containing compositions characterised by the organic compounds
    • C09K8/22—Synthetic organic compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
    • C09K2208/12—Swell inhibition, i.e. using additives to drilling or well treatment fluids for inhibiting clay or shale swelling or disintegrating

Definitions

  • the present invention relates to clay hydration inhibitors for the petroleum industry, that is to products which are effective for the inhibition of swelling of clay (also called shales) which comes into contact with the fluids used in the drilling and construction of oil and gas wells for the petroleum industry.
  • the clay hydration inhibitors of the invention are salts of oxyalkylated polyol phosphate acid ester.
  • a drilling fluid circulates throughout the underground well to carry cuttings from the bit and to transport these cuttings to the surface.
  • the drilling fluid cools and cleans the drill bit, as well as reduces friction between drill string and the drilled hole, and also stabilises uncased sections of the well.
  • Drilling fluids may be classified according to their fluid base: oil based fluids with solid particles suspended in an oil continuous phase and, possibly, water or brine emulsified with the oil.
  • water base fluids contain solid particles suspended in water or brine.
  • Various solids may be added, deliberately or otherwise, to water based drilling fluids: a) organic colloids or clays used to impart viscosity and filtration properties; b) insoluble inorganic minerals to increase the fluid density; c) formation solids that may be dispersed into the drilling fluid during the drilling operation.
  • Formation solids that become dispersed in a drilling fluid include cuttings from drilling and soil and solids from surrounding unstable formation.
  • Clays are typically composed of sheets that can have exposed surface hydroxy Is.
  • Multivalent atoms may create a negative potential at the clay surface and in this case, a cation can be adsorbed onto the surface.
  • These cations may be exchangeable.
  • Substitutions within the clay structure and the presence of exchangeable cations affect the tendency of the clay to swell in water.
  • surface hydration gives swelling with water molecules adsorbed on clay surfaces. All types of clays can swell in this manner.
  • osmotic swelling Another type of swelling is called osmotic swelling, when interlayer ion concentration leaches water between the clay unit layers, swelling the clay. Only some clays can undergo osmotic swelling. [0017] All types of clay swelling can cause a series of problems. [0018] This increases drag between the drill string and the sides of the borehole.
  • the clay inhibitors is a salt of oxyalkylated polyol phosphate acid ester having the formula wherein x is a number from 2 to 6 and R is the hydrocarbyl group of a polyol having from 2 to 8 carbon atoms and containing from 2 to 10, and preferably from 3 to 6 hydroxyl groups, and being oxyalkylated with 3 to 15 moles of an alkylene oxide, and preferably with from 4 to 10 moles of ethylene oxide, and M is hydrogen, sodium, potassium, ammonium or an organically substituted ammonium cation, with the proviso that at least one M is different from hydrogen.
  • the present invention is a method for inhibiting hydration of clays in drilling operations comprising the use of an aqueous based drilling fluid containing from 0.2 to 5 wt% of the clay hydration inhibitor of formula (I).
  • the present invention is an aqueous based drilling fluid comprising the clay hydration inhibitor of formula (I).
  • the salt of oxyalkylated polyol phosphate acid ester having the formula (I) are obtained by reacting an oxyalkylated polyol phosphate ester in acid form with the appropriate basic compound, preferably an organic amine, in water, optionally in the presence of a glycol or an alcohol or mixtures thereof.
  • the appropriate basic compound preferably an organic amine
  • the preferred alcohols or glycols are: linear or branched aliphatic C 2 -C 4 alcohols, for example isopropanol or n-butanol, monoethylene glycol, diethylene glycol, propylene glycol and mixture thereof.
  • the oxyalkylated polyol phosphate ester in acid form is prepared using standard techniques of organic synthesis, for example as described in US 4,311 ,662, through reaction of polyphosphoric acid with an ethoxylated polyol.
  • the oxyalkylated polyol phosphate ester in acid form is obtained from the reaction of an oxyalkylated polyol with 0.5 to 2 moles, more preferably 0.6 to 1.5 moles, of polyphosphoric acid per mole of hydroxyl groups.
  • the oxyalkylated polyol phosphate ester in acid form is obtained from commercially available ethoxylated pentaerythrite or ethoxylated glycerine.
  • the clay inhibitor is a salt of oxyalkylated polyol phosphate acid ester having the formula (I) in which M is an organically substituted ammonium cation.
  • the organic amines that can be used to obtain the clay hydration inhibitors of formula (I) in which M is an organically substituted ammonium cation are: diamines with a saturated C 2 -C 8 alkyl chain, such as 1 ,6- hexamethylenediamine, 1,2-ethylenediamine, 1 ,3-propylenediamine, 1,4- butanediamine, 1 ,5-pentanediamine; 2-(dimethylamino) ethanol; 1 ,2- diaminocyclohexane;diethylene triamine; triethylene tetramine; polyalkoxy diamines represented by the general formula NH 2 -R-[OR] X -OR-NH 2 (II) in which x has a value from about 1 to about 20 and R and R' are alkylene groups having 1 to 6 carbon atoms.
  • the organic amine that can be used is N-(2-aminoethyl)-2-aminoethyl amine
  • M is 2-hydroxyethyl- trimethylammonium or 1,6-di(trimethylammonium) hexane or an epichlorohydrin-dimethyalmine copolymer.
  • the invention is an aqueous solution or dispersion containing from 20 to 80 wt% of water, from 0 to 20 wt% of an alcohol or glycol or mixture thereof and from 20 to 80 wt% of the clay hydration inhibitors of formula (I) wherein x is 3 or 4, M is an organically substituted ammonium cation from 1 ,6-hexamethylenediamine, or 2-(dimethylamino) ethanol, or 1 ,2-diaminocyclohexane or M is 2-hydroxyethyl- trimethylammonium or 1 ,6-di(trimethylammonium) hexane or an epichlorohydrin-dimethyalmine copolymer, and wherein, when x is 3, R is the hydrocarbyl group of glycerol oxyalkylated with 4 to 10 moles ethylene oxide; when x is 4, R is the hydrocarbyl group of pentaerythrite oxyal
  • the preferred alcohols or glycols of the aqueous solution or dispersion of the invention are: linear or branched aliphatic C 2 -C 4 alcohols, for example isopropanol or n-butanol, monoethylene glycol, diethylene glycol, propylene glycol and mixture thereof.
  • the aqueous solution or dispersion according to the present invention may be used by simple addition to the aqueous medium to be treated; they are sufficiently powerful that effective hydration and swelling inhibition can be achieved with a dosage of 0.2 to 5 % by weight (of active substance, i.e. of clay inhibitor), in relation to the fluid to be treated.
  • the invention is a method for inhibiting hydration of clays in drilling operations comprising the step of: a. preparing a 20 to 80 wt% aqueous solution or dispersion of the clay hydration inhibitor of formula (I); b. preparing an aqueous based drilling fluid by admixing the aqueous solution or dispersion of the clay hydration inhibitor to a hydrating liquid in an amount of from about 0.2 to about 5.0 wt% (percentage of active substance in the drilling fluid); c. introducing the aqueous based drilling fluid to the wellbore at a temperature ana 1 a pressure sufficient to treat the subterranean formation.
  • the aqueous solution or dispersion of step a. is prepared by reacting at ambient temperature, in water, optionally in the presence of a glycol or an alcohol or mixture thereof, a oxyalkylated polyol phosphate ester in acid form having the formula R-(OPO 3 H 2 ) X , wherein x is a number from 2 to 6 and R is the hydrocarbyl group of a polyol having from 2 to 8 carbon atoms and containing from 2 to 10, and preferably from 3 to 6 hydroxyl groups, and being oxyalkylated with 3 to 15 moles of an alkylene oxide, and preferably with from 4 to 10 moles of ethylene oxide, with from 0.2 to 10 equivalents of an organic amine, having molecular weight from 40 to 1000.
  • the clay inhibitors according to the present invention are particularly suitable for the clay inhibition, as described in the examples which follow. [0045] All chemicals cited in the examples are industrial grade products. [0046] The following abbreviations: [0046] The
  • PPK ethoxylated pentaerythrite, phosphate ester, potassium salt
  • HMDAA hexamethylene diamine, acetate salt
  • PPA / HMDA ethoxylated pentaerythrite, phosphate acid ester, salt with
  • PPA / DCH ethoxylated pentaerythrite, phosphate acid ester, salt with
  • API Spec. 13A, 16 th ed. Feb 2004, par 9) is a suitable material for this purpose.
  • Bentonite is a kind of clay rich in montmorillonite and extremely sensitive to water.
  • the presence of a clay inhibitor reduces this effect and stabilises the rheological profile of the fluid during drilling through clays.
  • This is measured in this test as a reduction of viscosity corresponding to a lower reading on a Fann viscometer.
  • the test procedure uses Hamilton Beach cups that are filled with one barrel equivalent of deionised water and an 8 ppb fixed dosage of the 50 wt% solution of clay inhibitor.
  • 8 ppb potassium chloride is used as standard reference control sample.
  • All samples are treated with 50 ppb of API bentonite and stirred at a medium shear rate with a Hamilton Beach mixer.
  • the rheology is measured at a fixed temperature of 25°C with a standard Fann 35 viscometer.
  • EXAMPLE 1 A 50 wt% aqueous solution of ethoxylated pentaerythrite phosphate acid ester, salt with 1 ,6 hexamethylenediamine (PPA / HMDA) was prepared as follows. [0064] 1 molar equivalent of ethoxylated pentaerythrite, phosphate ester, acid form (acid form of the commercial product, lnicor 404/K, produced by
  • EXAMPLE 2 A 50 wt% aqueous solution of ethoxylated pentaerythrite, phosphate ester, salt with 1 ,2-diaminocyclohexane (PPA / DCH) was prepared as follows. [0067] 1 molar equivalent of ethoxylated pentaerythrite, phosphate ester, acid form (acid form of the commercial product, lnicor 404/K, produced by
  • Lamberti SpA was reacted with 2 molar equivalents of commercially available, technical grade, 1 ,2-diaminocyclohexane without heating, in the presence of 50% in weight of water.
  • EXAMPLE 3 [0069] A 50 wt% aqueous solution of ethoxylated pentaerythrite, phosphate ester, potassium salt (PPK) , was obtained from Lamberti SpA, Italy, under the trade name lnicor 404/K.
  • EXAMPLE 4 (comparative) [0071] Commercial potassium chloride was used in powder form.
  • EXAMPLE 5 (comparative) [0073] A 50 wt% aqueous solution of 1 ,2-diaminocyclohexane acetate (DCHA) was prepared by neutralising to pH 7 with acetic acid the commercially available, technical-grade 1 ,2-diaminocyclohexane without heating in the presence of 50% in weight of water.
  • DCHA diaminocyclohexane acetate
  • EXAMPLE 6 (comparative) [0075] A 50 wt% aqueous solution of 1 ,6-hexamethylenediamine acetate (HMDAA) was prepared by reacting 1 molar equivalent of commercially available 1 ,6-hexamethylenediamine with 2 molar equivalents of acetic acid without heating in the presence of 50% in weight of water.
  • HMDAA 1 ,6-hexamethylenediamine acetate

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

La présente invention concerne le procédé d’inhibition d’hydratation des argiles dans des opérations de forage comprenant l’utilisation d’un fluide de forage aqueux contenant un pourcentage de 0,2 à 5 % en poids d'inhibiteur d’hydratation de l’argile dont la formule (I) est R-(OPO3M2), (I) où x est un numéro entre 2 et 6 et R est le groupe hydrocarbyle d’un polyol comportant entre 2 et 8 atomes de carbone et contenant de 2 à 10 groupes hydroxyle et étant oxyalkylé avec 3 à 15 moles d’oxyde d’alkylène et M est l’hydrogène, le sodium, le potassium, l’ammonium ou un cation d’ammonium organiquement substitué, avec une prévision qu'au moins le seul M est différent de l’hydrogène.
PCT/IT2004/000453 2004-08-06 2004-08-06 Inhibiteurs de schistes pour l’industrie de transformation du pétrole Ceased WO2006013596A1 (fr)

Priority Applications (1)

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PCT/IT2004/000453 WO2006013596A1 (fr) 2004-08-06 2004-08-06 Inhibiteurs de schistes pour l’industrie de transformation du pétrole

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Application Number Priority Date Filing Date Title
PCT/IT2004/000453 WO2006013596A1 (fr) 2004-08-06 2004-08-06 Inhibiteurs de schistes pour l’industrie de transformation du pétrole

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Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008031806A1 (fr) * 2006-09-14 2008-03-20 Lamberti Spa Inhibiteurs de gonflement pour argiles et schistes
EP2062957A1 (fr) 2007-11-21 2009-05-27 Lamberti Spa Inhibiteurs de gonflements pour argiles et schistes
EP2067835A1 (fr) * 2007-12-07 2009-06-10 Bp Exploration Operating Company Limited Fluides de puits de forage à base aqueuse améliorée
WO2014014888A1 (fr) 2012-07-20 2014-01-23 Dow Global Technologies Llc Agents d'inhibition d'argile et de schiste améliorés et procédé d'utilisation
WO2014123709A1 (fr) 2013-02-07 2014-08-14 Dow Global Technologies Llc Résines polyaminopolyamide-épichlorohydrines destinées à être utilisées comme agents d'inhibition d'argile et de schiste pour l'industrie de forage
CN104277817A (zh) * 2014-09-19 2015-01-14 中国石油集团渤海钻探工程有限公司 压裂用抗高温防膨剂及其制备方法
WO2016057746A1 (fr) * 2014-10-08 2016-04-14 M-I L.L.C. Inhibiteur de l'hydratation du schiste argileux et procédé d'utilisation
US9328279B2 (en) 2012-07-18 2016-05-03 Dow Global Technologies Llc Mono-quaternary amine alcohols for use of clay and shale inhibition agents for the drilling industry
WO2016145020A1 (fr) 2015-03-12 2016-09-15 Hercules Incorporated Composition de traitement de pétrole et de gaz comprenant de l'hydroxyéthyl cellulose et de la polyvinylpyrrolidone réticulée
CN106279661A (zh) * 2015-05-28 2017-01-04 中国石油化工股份有限公司 一种季铵盐型阳离子聚合物
US9574126B2 (en) 2012-06-25 2017-02-21 Dow Global Technologies Llc Glycol ether amines for use as clay and shale inhibition agents for the drilling industry
CN106608949A (zh) * 2015-10-26 2017-05-03 中国石油化工股份有限公司 一种粘土稳定剂及其制备方法
CN110835522A (zh) * 2018-08-17 2020-02-25 中国石油化工股份有限公司 一种耐温耐盐型超稠油乳化降粘剂及其制备方法
US11186780B1 (en) 2020-05-05 2021-11-30 Syncrude Canada Ltd. In Trust For The Owners Of The Synerude Project As Such Owners Exist Now And In Methods for processing oil sands containing swelling clays
CN116445146A (zh) * 2023-04-18 2023-07-18 庆阳东祥石油科技有限公司 一种酸化解堵剂及其制备方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4311662A (en) * 1978-02-13 1982-01-19 Petrolite Corporation Corrosion inhibitor for highly oxygenated systems
US4630679A (en) * 1985-03-27 1986-12-23 Dowell Schlumberger Incorporated Method for treatment and/or workover of injection wells
US5181567A (en) * 1990-05-23 1993-01-26 Chevron Research And Technology Company Method for prolonging the useful life of polymeric or blended scale inhibitors injected within a formation
GB2283036A (en) * 1993-10-22 1995-04-26 Bp Chem Int Ltd Drilling fluid

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4311662A (en) * 1978-02-13 1982-01-19 Petrolite Corporation Corrosion inhibitor for highly oxygenated systems
US4630679A (en) * 1985-03-27 1986-12-23 Dowell Schlumberger Incorporated Method for treatment and/or workover of injection wells
US5181567A (en) * 1990-05-23 1993-01-26 Chevron Research And Technology Company Method for prolonging the useful life of polymeric or blended scale inhibitors injected within a formation
GB2283036A (en) * 1993-10-22 1995-04-26 Bp Chem Int Ltd Drilling fluid

Cited By (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008031806A1 (fr) * 2006-09-14 2008-03-20 Lamberti Spa Inhibiteurs de gonflement pour argiles et schistes
EP2062957A1 (fr) 2007-11-21 2009-05-27 Lamberti Spa Inhibiteurs de gonflements pour argiles et schistes
EA020066B1 (ru) * 2007-12-07 2014-08-29 Дзе Куин'С Юнивёсити Оф Белфаст Жидкость для бурения скважин и ее применение
US11603486B2 (en) 2007-12-07 2023-03-14 The Queen's University Belfast Aqueous-based wellbore fluids
WO2009071875A1 (fr) * 2007-12-07 2009-06-11 Bp Exploration Operating Company Limited Fluides de forage à base aqueuse améliorés
EP2067835A1 (fr) * 2007-12-07 2009-06-10 Bp Exploration Operating Company Limited Fluides de puits de forage à base aqueuse améliorée
AU2008332955B2 (en) * 2007-12-07 2014-05-22 The Queen's University Of Belfast Improved aqueous-based wellbore fluids
US10844263B2 (en) 2007-12-07 2020-11-24 The Queen's University Belfast Aqueous-based wellbore fluids
EA037141B1 (ru) * 2007-12-07 2021-02-10 Дзе Куин'С Юнивёсити Оф Белфаст Жидкость для бурения скважин и её применение
WO2009071873A1 (fr) * 2007-12-07 2009-06-11 Bp Exploration Operating Company Limited Fluides de forage à base aqueuse améliorés
US9574126B2 (en) 2012-06-25 2017-02-21 Dow Global Technologies Llc Glycol ether amines for use as clay and shale inhibition agents for the drilling industry
US9328279B2 (en) 2012-07-18 2016-05-03 Dow Global Technologies Llc Mono-quaternary amine alcohols for use of clay and shale inhibition agents for the drilling industry
US9598626B2 (en) 2012-07-20 2017-03-21 Dow Global Technologies Llc Clay and shale inhibition agents and method of use
WO2014014888A1 (fr) 2012-07-20 2014-01-23 Dow Global Technologies Llc Agents d'inhibition d'argile et de schiste améliorés et procédé d'utilisation
WO2014123709A1 (fr) 2013-02-07 2014-08-14 Dow Global Technologies Llc Résines polyaminopolyamide-épichlorohydrines destinées à être utilisées comme agents d'inhibition d'argile et de schiste pour l'industrie de forage
US9631131B2 (en) 2013-02-07 2017-04-25 Dow Global Technologies Llc Polyaminopolyamide-epichlorohydrin resins for use as clay and shale inhibition agents for the drilling industry
CN104277817B (zh) * 2014-09-19 2017-02-01 中国石油集团渤海钻探工程有限公司 压裂用抗高温防膨剂及其制备方法
CN104277817A (zh) * 2014-09-19 2015-01-14 中国石油集团渤海钻探工程有限公司 压裂用抗高温防膨剂及其制备方法
GB2545604B (en) * 2014-10-08 2021-10-20 Mi Llc Shale hydration inhibitor and method of use
GB2545604A (en) * 2014-10-08 2017-06-21 M-I L L C Shale hydration inhibitor and method of use
US11155740B2 (en) 2014-10-08 2021-10-26 Schlumberger Technology Corporation Shale hydration inhibitor and method of use
WO2016057746A1 (fr) * 2014-10-08 2016-04-14 M-I L.L.C. Inhibiteur de l'hydratation du schiste argileux et procédé d'utilisation
WO2016145020A1 (fr) 2015-03-12 2016-09-15 Hercules Incorporated Composition de traitement de pétrole et de gaz comprenant de l'hydroxyéthyl cellulose et de la polyvinylpyrrolidone réticulée
CN106279661A (zh) * 2015-05-28 2017-01-04 中国石油化工股份有限公司 一种季铵盐型阳离子聚合物
CN106608949B (zh) * 2015-10-26 2019-02-22 中国石油化工股份有限公司 一种粘土稳定剂及其制备方法
CN106608949A (zh) * 2015-10-26 2017-05-03 中国石油化工股份有限公司 一种粘土稳定剂及其制备方法
CN110835522A (zh) * 2018-08-17 2020-02-25 中国石油化工股份有限公司 一种耐温耐盐型超稠油乳化降粘剂及其制备方法
CN110835522B (zh) * 2018-08-17 2022-02-15 中国石油化工股份有限公司 一种耐温耐盐型超稠油乳化降粘剂及其制备方法
US11186780B1 (en) 2020-05-05 2021-11-30 Syncrude Canada Ltd. In Trust For The Owners Of The Synerude Project As Such Owners Exist Now And In Methods for processing oil sands containing swelling clays
CN116445146A (zh) * 2023-04-18 2023-07-18 庆阳东祥石油科技有限公司 一种酸化解堵剂及其制备方法
CN116445146B (zh) * 2023-04-18 2023-10-03 庆阳东祥石油科技有限公司 一种酸化解堵剂及其制备方法

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