CN114989348B - High-temperature-resistant salt-resistant organosilicon fluid loss additive and preparation method and application thereof - Google Patents
High-temperature-resistant salt-resistant organosilicon fluid loss additive and preparation method and application thereof Download PDFInfo
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- 150000003839 salts Chemical class 0.000 title claims abstract description 55
- 238000002360 preparation method Methods 0.000 title claims abstract description 27
- 239000000654 additive Substances 0.000 title claims description 35
- 230000000996 additive effect Effects 0.000 title claims description 30
- 239000000706 filtrate Substances 0.000 claims abstract description 60
- 239000003638 chemical reducing agent Substances 0.000 claims abstract description 47
- 239000000178 monomer Substances 0.000 claims abstract description 43
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 42
- 238000005553 drilling Methods 0.000 claims abstract description 40
- 239000012530 fluid Substances 0.000 claims abstract description 34
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 claims abstract description 32
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 16
- 238000003756 stirring Methods 0.000 claims abstract description 14
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- 238000006116 polymerization reaction Methods 0.000 claims abstract description 12
- 239000000047 product Substances 0.000 claims abstract description 12
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- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 claims abstract description 11
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 10
- 239000001301 oxygen Substances 0.000 claims abstract description 10
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 10
- 238000001035 drying Methods 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims abstract description 8
- DZSVIVLGBJKQAP-UHFFFAOYSA-N 1-(2-methyl-5-propan-2-ylcyclohex-2-en-1-yl)propan-1-one Chemical compound CCC(=O)C1CC(C(C)C)CC=C1C DZSVIVLGBJKQAP-UHFFFAOYSA-N 0.000 claims abstract description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 28
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 13
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 11
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 9
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical group CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 9
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical group N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 8
- FLCAEMBIQVZWIF-UHFFFAOYSA-N 6-(dimethylamino)-2-methylhex-2-enamide Chemical compound CN(C)CCCC=C(C)C(N)=O FLCAEMBIQVZWIF-UHFFFAOYSA-N 0.000 claims description 8
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical group CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 8
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 3
- ZWAPMFBHEQZLGK-UHFFFAOYSA-N 5-(dimethylamino)-2-methylidenepentanamide Chemical group CN(C)CCCC(=C)C(N)=O ZWAPMFBHEQZLGK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 claims description 2
- MBGQQKKTDDNCSG-UHFFFAOYSA-N ethenyl-diethoxy-methylsilane Chemical compound CCO[Si](C)(C=C)OCC MBGQQKKTDDNCSG-UHFFFAOYSA-N 0.000 claims description 2
- ZLNAFSPCNATQPQ-UHFFFAOYSA-N ethenyl-dimethoxy-methylsilane Chemical compound CO[Si](C)(OC)C=C ZLNAFSPCNATQPQ-UHFFFAOYSA-N 0.000 claims description 2
- WDQKICIMIPUDBL-UHFFFAOYSA-N n-[2-(dimethylamino)ethyl]prop-2-enamide Chemical compound CN(C)CCNC(=O)C=C WDQKICIMIPUDBL-UHFFFAOYSA-N 0.000 claims description 2
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims 1
- 230000009545 invasion Effects 0.000 abstract description 2
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- 230000000052 comparative effect Effects 0.000 description 19
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- 229910000077 silane Inorganic materials 0.000 description 8
- 230000032683 aging Effects 0.000 description 7
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 239000000440 bentonite Substances 0.000 description 5
- 229910000278 bentonite Inorganic materials 0.000 description 5
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- -1 alkenyl sulfonic acid Chemical compound 0.000 description 4
- 239000003431 cross linking reagent Substances 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 238000004132 cross linking Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 230000001603 reducing effect Effects 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 229920001059 synthetic polymer Polymers 0.000 description 3
- IUMRWGYGZHKZKF-UHFFFAOYSA-N 2-aminoprop-2-enamide Chemical compound NC(=C)C(N)=O IUMRWGYGZHKZKF-UHFFFAOYSA-N 0.000 description 2
- 229910002808 Si–O–Si Inorganic materials 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 229920001222 biopolymer Polymers 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
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- 238000011161 development Methods 0.000 description 2
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- 239000002245 particle Substances 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- QJZYHAIUNVAGQP-UHFFFAOYSA-N 3-nitrobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid Chemical compound C1C2C=CC1C(C(=O)O)C2(C(O)=O)[N+]([O-])=O QJZYHAIUNVAGQP-UHFFFAOYSA-N 0.000 description 1
- HMBNQNDUEFFFNZ-UHFFFAOYSA-N 4-ethenoxybutan-1-ol Chemical compound OCCCCOC=C HMBNQNDUEFFFNZ-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
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- 238000007385 chemical modification Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- QABCGOSYZHCPGN-UHFFFAOYSA-N chloro(dimethyl)silicon Chemical compound C[Si](C)Cl QABCGOSYZHCPGN-UHFFFAOYSA-N 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
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- 239000012153 distilled water Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000005670 ethenylalkyl group Chemical group 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000013505 freshwater Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000004021 humic acid Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
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- 238000000197 pyrolysis Methods 0.000 description 1
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- 238000012216 screening Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
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- 238000011105 stabilization Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
-
- 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
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention provides a high-temperature-resistant salt-resistant organosilicon filtrate reducer, and a preparation method and application thereof. The preparation method of the filtrate reducer comprises the following steps: adding acrylamide monomers into a solvent under the stirring condition, stirring and dissolving, and sequentially adding 2-acrylamide-2-methylpropanesulfonic acid, 4-acryloylmorpholine, amino-containing acrylamide monomers and vinyl silane monomers; then heating to the reaction temperature, introducing nitrogen to remove oxygen, and adding an initiator to initiate polymerization reaction; and after the reaction is finished, drying and crushing the obtained product to obtain the high-temperature-resistant and salt-resistant organosilicon filtrate reducer. The filtrate reducer has the temperature resistance and salt resistance, can reduce the invasion of drilling fluid filtrate into rocks, and can enhance the stability of a well wall.
Description
Technical Field
The invention relates to a high-temperature-resistant salt-resistant organosilicon fluid loss additive, and a preparation method and application thereof, belonging to the field of oilfield chemistry in petroleum industry.
Background
With the continuous increase of petroleum energy demands, the exploitation of shallow middle-layer oil and gas can not meet the demands, and the oil and gas exploration and development is gradually turned to deep and salt paste stratum. The performance of drilling fluids is an important factor limiting deep hydrocarbon development. As well depths increase, downhole temperatures, pressures increase, which presents challenges to the temperature resistance of the drilling fluid. When drilling into salt paste formations, the drilling fluid is required to have good performance under salt pollution.
High temperature and salt contamination impose stringent requirements on the control of fluid loss control of drilling fluids during drilling. The larger drilling fluid loss can lead to hydration of the well wall and instability. The stability of the well wall is one of the important factors affecting the safe and efficient drilling. The water-based drilling fluid has wide application because of lower cost and better environmental protection compared with the oil-based drilling fluid. Fluid loss additives are one of the most important core treatments for water-based drilling fluids by improving the mud cake quality to control drilling fluid loss.
Over the years, various types of fluid loss additives have been developed, including biopolymers, natural products, humic and resinous materials, synthetic polymers, and the like. The biopolymer fluid loss additive is mainly starch, cellulose, lignin and products of chemical modification and the like, and generally has good salt resistance when used as a water-based drilling fluid loss additive, but cannot always withstand high temperature (< 150 ℃) and can be subjected to oxidation and hydrolysis reaction at high temperature to fail. The unmodified natural product filtrate reducer has various types, is mostly plant rhizome extracts, can effectively control drilling fluid filtrate loss at low temperature, and fails due to pyrolysis at high temperature. Humic acid and resin filtrate reducer have poor biodegradability and environmental protection, which limits the application thereof. In order to improve the temperature resistance and salt resistance of the filtrate reducer, the synthesis of polymer filtrate reducer has been widely studied for 30 years, but the polymer filtrate reducer still has the problems of poor temperature resistance and salt resistance or poor compatibility with drilling fluid. Chinese patent document CN114106794a discloses a high temperature resistant fluid loss additive, which is prepared from the following raw materials in parts by weight: 40-60 parts of vinyl alkyl acid ester monomer, 3-8 parts of emulsifier, 7-15 parts of cross-linking agent, 0.5-1.5 parts of initiator, 8-15 parts of cellulose and 20-45 parts of water, wherein the filtrate reducer has good fluid loss control performance, but the temperature resistance is only 170 ℃, and the temperature resistance is not sufficient. Chinese patent document CN112679648A discloses a high temperature resistant filtrate reducer for drilling fluid, which is a cross-linked copolymer formed by polymerizing acrylic acid, 2-acrylamide-2-methylpropanesulfonic acid, N-vinyl pyrrolidone and hydroxybutyl vinyl ether under the initiation of an initiator and then reacting with dimethylchlorosilane, and has good filtrate control performance at high temperature, but insufficient salt resistance. Chinese patent document CN102174314a provides an organosilicon fluid loss additive, which is a copolymer produced by reacting alkenyl sulfonic acid, alkenyl amide, alkenyl alkanone and alkenyl silane as raw materials. The fluid loss agent has ideal high temperature resistance, has stronger adsorptivity on the surface of clay at high temperature, improves the potential of clay zeta, and forms thin, compact and tough mud cake. The water loss reducing agent has good water loss reducing effect in fresh water, 4.0wt% saline water and saturated saline water drilling fluid. However, the used alkenyl silane has a complex structure and high cost, and the filtrate reducer has serious viscosity increase and has great influence on the rheological property of drilling fluid. The Chinese patent document CN102876302A provides an acryloylmorpholine polymer treating agent for drilling fluid, which is prepared by polymerizing hydrolysis-resistant monomer N-acryloylmorpholine, 2-acrylamide-2-methylpropanesulfonate sodium, crosslinking monomer, initiator and water under the condition of pH value of 6.0-9.0, and has better fluid loss characteristics under the conditions of high-temperature (200 ℃) high-salt (saturated saline) and high-calcium (40% calcium chloride), but the preparation process is complicated, the crosslinking reaction is difficult to control, the crosslinking agent can damage the regularity of polymer molecular chains, the adding amount of the crosslinking agent in the drilling fluid is large, and the crosslinking agent is matched with other fluid loss agents to be used, so that the agent has better fluid loss effect.
Therefore, research on high temperature and salt resistant synthetic polymer fluid loss additives is still necessary.
Disclosure of Invention
Aiming at the defects of the prior art, in particular to the problem that the existing filtrate reducer for water-based drilling fluid still cannot meet the requirements of high temperature resistance and salt resistance of a deep well in the field, the invention provides a high temperature resistance and salt resistance organosilicon filtrate reducer, and a preparation method and application thereof. The filtrate reducer has the temperature resistance and salt resistance, can reduce the invasion of drilling fluid filtrate into rocks, and can enhance the stability of a well wall.
The technical scheme of the invention is as follows:
the preparation method of the high-temperature-resistant salt-resistant organosilicon fluid loss additive comprises the following steps:
adding acrylamide monomers into a solvent under the stirring condition, stirring and dissolving, and sequentially adding 2-acrylamido-2-methylpropanesulfonic Acid (AMPS), 4-Acryloylmorpholine (ACMO), amino-containing acrylamide monomers and vinyl silane monomers; then heating to the reaction temperature, introducing nitrogen to remove oxygen, and adding an initiator to initiate polymerization reaction; and after the reaction is finished, drying and crushing the obtained product to obtain the high-temperature-resistant and salt-resistant organosilicon filtrate reducer.
According to a preferred embodiment of the invention, the solvent is N, N-Dimethylformamide (DMF), dimethyl sulfoxide (DMSO) or Tetrahydrofuran (THF).
According to the invention, preferably, the acrylamide monomer is N, N-dimethylacrylamide, N-diethylacrylamide, N-ethylacrylamide or acrylamide; the ratio of the mass of the acrylamide monomer to the volume of the solvent is 3-15 g/100 mL, and more preferably 5-10 g/100 mL.
According to the invention, the mass ratio of the 2-acrylamido-2-methylpropanesulfonic acid to the acrylamide monomer is preferably 0.05-0.4:1, more preferably 0.1-0.2:1.
According to the invention, the mass ratio of the 4-acryloylmorpholine to the acrylamide monomer is preferably 0.05-0.3:1, more preferably 0.1-0.2:1.
Preferably, according to the present invention, the amino acrylamide-containing monomer is dimethylaminopropyl acrylamide, dimethylaminopropyl methacrylamide or N- [2- (dimethylamino) ethyl ] acrylamide; the mass ratio of the amino-containing acrylamide monomer to the acrylamide monomer is 0.05-0.4:1, and more preferably 0.1-0.2:1.
Preferably according to the present invention, the vinyl silane monomer is vinyl trimethoxy silane, vinyl triethoxy silane, dimethoxy methyl vinyl silane or methyl vinyl diethoxy silane; the vinyl silane monomer is 0.5-10% of the total mass of acrylamide monomer, 2-acrylamido-2-methylpropanesulfonic acid, 4-acryloylmorpholine and amino-containing acrylamide monomer, and more preferably 1-2%.
According to the invention, the reaction temperature is 55-85 ℃, and the time for introducing nitrogen to remove oxygen is 20-40min.
Preferably, according to the invention, the initiator is azobisisobutyronitrile, azobisisoheptonitrile or benzoyl peroxide; the initiator is added in an amount of 0.05 to 1.5% by mass, more preferably 0.1 to 0.3% by mass, based on the total mass of the acrylamide monomer, 2-acrylamido-2-methylpropanesulfonic Acid (AMPS), 4-Acryloylmorpholine (ACMO) and the amino-containing acrylamide monomer.
According to the invention, the polymerization time is preferably 2 to 8 hours.
According to the invention, the drying is preferably carried out at 45-75℃for 40-60h.
The high temperature resistant and salt resistant organosilicon fluid loss additive is prepared by the preparation method.
According to the invention, the high-temperature-resistant and salt-resistant organosilicon fluid loss additive is applied to water-based drilling fluid.
The invention has the technical characteristics and beneficial effects that:
through intensive study on high-temperature failure mechanism of synthetic polymer and screening experiments of a large number of synthetic monomers, the inventor selects five specific monomers including acrylamide monomers, 2-acrylamido-2-methylpropanesulfonic acid, 4-acryloylmorpholine, amino-containing acrylamide monomers and vinylsilane monomers as polymerization monomers, develops a novel five-membered copolymer as a water-based drilling fluid filtrate reducer, and has excellent temperature resistance and salt pollution resistance due to the fact that the molecular structure of the filtrate reducer contains rigid morpholine rings and salt-tolerant sulfonic acid groups, so that the filtrate reducer can effectively control the filtrate loss of the drilling fluid; meanwhile, vinyl silane is also introduced into the five-membered copolymer, so that stable Si-O-Si bonds can be formed with clay, and the thermal stability of the polymer is improved; the amino-containing acrylamide monomer further enhances the adsorption capacity of the polymer on the clay surface, so that the filtrate reducer has excellent filtrate reducing performance. The invention takes acrylamide monomer as main chain, and adds specific proportion functional monomer, and the polymerization reaction is carried out in the solvent selected by the invention, thus ensuring the smooth progress of the whole reaction, and successfully preparing the high temperature resistant salt resistant filtrate reducer.
The high-temperature-resistant salt-resistant organosilicon fluid loss additive has the following advantages:
1. the filtrate reducer can resist high temperature, can obviously reduce the filtrate loss of drilling fluid, and is beneficial to well wall stabilization.
2. The fluid loss additive has salt resistance, and can still effectively control the fluid loss of drilling fluid under the condition of salt.
3. The fluid loss additive has good compatibility, has small influence on rheological property of drilling fluid, and can have good fluid loss effect by adding a small amount.
Detailed Description
The invention is further illustrated, but not limited, by the following examples.
Meanwhile, the experimental methods described in the following examples are all conventional methods unless otherwise specified; the reagents, materials, and apparatus, unless otherwise specified, are all commercially available.
Example 1
The preparation method of the high-temperature-resistant salt-resistant organosilicon fluid loss additive comprises the following steps:
(1) Preparation of monomer solution
100mL of N, N-Dimethylformamide (DMF) was added to a beaker, 4g of N, N-dimethylacrylamide was added under stirring, after it was dissolved, 1g of 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) was added, after mixing well, 1g of 4-Acryloylmorpholine (ACMO) was added, then 1g of dimethylaminopropyl methacrylamide was added, and finally 0.2g of vinyltrimethoxysilane was added to give a monomer solution.
(2) Preparation of the copolymer
Transferring the solution into a three-neck flask with a condenser tube, and heating to 55 ℃ by using an oil bath; introducing nitrogen for 30 minutes to remove oxygen in the solution; then adding 0.011g of azodiisobutyronitrile into the solution to initiate polymerization reaction, and preserving the temperature at 55 ℃ for 2 hours; and after the reaction is finished, drying the obtained product at 45 ℃ for 48 hours, and crushing to obtain the high-temperature-resistant and salt-resistant organosilicon filtrate reducer.
Example 2
The preparation method of the high-temperature-resistant salt-resistant organosilicon fluid loss additive comprises the following steps:
(1 preparation of monomer solution)
60mL of N, N-Dimethylformamide (DMF) was added to a beaker, 8g of N, N-dimethylacrylamide was added under stirring, after dissolving it, 1g of 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) was added, after mixing well, 1g of 4-Acryloylmorpholine (ACMO) was added, then 1g of dimethylaminopropyl methacrylamide was added, and finally 0.2g of vinyltrimethoxysilane was added to obtain a monomer solution.
(2) Preparation of the copolymer
Transferring the solution into a three-neck flask with a condenser tube, and heating to 55 ℃ by using an oil bath; introducing nitrogen for 30 minutes to remove oxygen in the solution; then adding 0.011g of azodiisobutyronitrile into the solution to initiate polymerization reaction, and preserving the temperature at 55 ℃ for 2 hours; and after the reaction is finished, drying the obtained product at 45 ℃ for 48 hours, and crushing to obtain the high-temperature-resistant and salt-resistant organosilicon filtrate reducer.
Example 3
The preparation method of the high-temperature-resistant salt-resistant organosilicon fluid loss additive comprises the following steps:
(1) Preparation of monomer solution
100mL of N, N-Dimethylformamide (DMF) was added to a beaker, 8g of N, N-dimethylacrylamide was added under stirring, after it was dissolved, 1g of 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) was added, after mixing well, 1g of 4-Acryloylmorpholine (ACMO) was added, then 1g of dimethylaminopropyl methacrylamide was added, and finally 0.8g of vinyltrimethoxysilane was added to give a monomer solution.
(2) Preparation of the copolymer
Transferring the solution into a three-neck flask with a condenser tube, and heating to 55 ℃ by using an oil bath; introducing nitrogen for 30 minutes to remove oxygen in the solution; then adding 0.011g of azodiisobutyronitrile into the solution to initiate polymerization reaction, and preserving the temperature at 55 ℃ for 2 hours; and after the reaction is finished, drying the obtained product at 45 ℃ for 48 hours, and crushing to obtain the high-temperature-resistant and salt-resistant organosilicon filtrate reducer.
Example 4
The preparation method of the high-temperature-resistant salt-resistant organosilicon fluid loss additive comprises the following steps:
(1) Preparation of monomer solution
100mL of N, N-Dimethylformamide (DMF) was added to a beaker, 8g of N, N-dimethylacrylamide was added under stirring, after it was dissolved, 1g of 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) was added, after mixing well, 1g of 4-Acryloylmorpholine (ACMO) was added, then 1g of dimethylaminopropyl methacrylamide was added, and finally 0.2g of vinyltrimethoxysilane was added to give a monomer solution.
(2) Preparation of the copolymer
Transferring the solution into a three-neck flask with a condenser tube, and heating to 55 ℃ by using an oil bath; introducing nitrogen for 30 minutes to remove oxygen in the solution; then adding 0.055g of azodiisobutyronitrile into the solution to initiate polymerization reaction, and preserving the temperature at 55 ℃ for 2 hours; and after the reaction is finished, drying the obtained product at 45 ℃ for 48 hours, and crushing to obtain the high-temperature-resistant and salt-resistant organosilicon filtrate reducer.
Example 5
The preparation method of the high-temperature-resistant salt-resistant organosilicon fluid loss additive comprises the following steps:
(1) Preparation of monomer solution
100mL of N, N-Dimethylformamide (DMF) was added to a beaker, 8g of N, N-dimethylacrylamide was added under stirring, after dissolving it, 1g of 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) was added, after mixing well, 1g of 4-Acryloylmorpholine (ACMO) was added, then 1g of dimethylaminopropyl methacrylamide was added, and finally 0.2g of vinyltrimethoxysilane was added to give a monomer solution
(2) Preparation of the copolymer
Transferring the solution into a three-neck flask with a condenser tube, and heating to 55 ℃ by using an oil bath; introducing nitrogen for 30 minutes to remove oxygen in the solution; then adding 0.011g of azodiisobutyronitrile into the solution to initiate polymerization reaction, and preserving the temperature at 55 ℃ for 2 hours; and after the reaction is finished, drying the obtained product at 45 ℃ for 48 hours, and crushing to obtain the high-temperature-resistant and salt-resistant organosilicon filtrate reducer.
Comparative example 1
A method for preparing a silicone fluid loss additive is described in example 5, except that: 2-acrylamido-2-methylpropanesulfonic Acid (AMPS) was not added in step (1).
Comparative example 2
A method for preparing a silicone fluid loss additive is described in example 5, except that: in the step (1), 4-Acryloylmorpholine (ACMO) was not added.
Comparative example 3
A method for preparing a silicone fluid loss additive is described in example 5, except that: in the step (1), the amino acrylamide monomer dimethylaminopropyl methacrylamide is not added.
Comparative example 4
A fluid loss additive was prepared as described in example 5, except that: the step (1) is not added with vinyl silane monomer vinyl trimethoxy silane.
Comparative example 5
A method for preparing a silicone fluid loss additive is described in example 5, except that: the solvent used in step (1) is an equal amount of water.
Comparative example 6
A method for preparing a silicone fluid loss additive is described in example 5, except that: in the step (1), the 4-acryloylmorpholine is replaced by styrene.
Test examples
The fluid loss additives prepared in examples and comparative examples were evaluated as follows: temperature resistance evaluation, temperature resistance and salt resistance comprehensive performance evaluation.
1. Evaluation of temperature resistance
The normal temperature and normal pressure filtration experiment is used for evaluating the capability of the inhibitor to block mud cakes and reduce filtrate.
Preparing base slurry: 16g of bentonite is slowly added into 400mL of distilled water under stirring, then 1.2g of sodium carbonate is added, and the mixture is sealed and maintained for 24 hours under room temperature to prepare bentonite slurry.
400mL of base slurry is respectively taken, 2 percent (8 g) of different filtrate reducer products are added, and the mixture is stirred at high speed for 20 minutes under the condition of 8000r/min, so as to obtain a drilling fluid sample. The samples were poured into an aging tank and thermally rolled at 180 ℃ for 16h to age the base slurry and drilling fluid samples.
Performance test: the drilling fluid samples obtained before and after aging and the rheological and filtration properties of the base slurry were tested according to the relevant methods in SY/T5621-1993 drilling fluid test procedure, and the experimental results are shown in Table 1.
TABLE 1 temperature resistance results for fluid loss additives
The results show that the filtrate reducer prepared by the embodiment can effectively control the filtrate loss, has good compatibility and has small influence on rheological property of base slurry. The bentonite is flocculated after high temperature, so that clay particles are coalesced, and a mud cake is formed to be loose, so that the filtration loss in the base slurry is large, and the slurry reaches 32.2mL after aging. The base slurry loss can be reduced to 4.6mL in example 5. The amide groups and the cationic amino groups exist in the molecular structure of the prepared filtrate reducer, so that adsorption can be carried out on the clay surface, mud cakes are more compact, and liquid filtering is reduced. The sulfonic group and the morpholine ring in the molecular structure enhance the temperature resistance of the polymer. In addition, silane in the molecule can be hydrolyzed to form Si-O-Si bond with clay, so that the adsorption of polymer on the clay surface is enhanced, and the thermal stability of polymer molecule at high temperature is enhanced. In the embodiment 1, the N, N-dimethylacrylamide occupies smaller polymer proportion, and the reaction proportion is not in the optimal range, so the filtration loss is larger than that in the embodiment 5; example 2 the resulting fluid loss additive had slightly poorer performance than example 5 due to less solvent DMF, slightly worse reaction; example 3 the filtration loss is slightly greater than example 5 due to the greater amount of silane monomer added; example 4 the filtration loss was slightly greater than in example 5 due to the higher initiator loading and lower polymer molecular weight. The absence of AMPS in comparative example 1 resulted in poor temperature resistance of the resulting fluid loss additive; in comparative example 2, ACMO containing a rigid cyclic group is not added, and the obtained filtrate reducer has poor temperature resistance, so that the filtrate loss is large; in comparative example 3, the amino-containing acrylamide monomer is not added, so that the polymer lacks cationic amino groups, and the adsorptivity is poor, so that the filtration loss is large; the comparative example 4, in which no silane monomer was added, resulted in poor polymer adsorption, and thus greater fluid loss; in comparative example 5, the solvent was replaced with water, ACMO was liable to intermolecular crosslinking with N, N-dimethylacrylamide, AMPS, etc., gelation of the product occurred, and hydrolysis of silane occurred in water, resulting in poor polymer properties; the filtration reducing effect is weaker after the styrene is replaced by the comparative example 6.
2. Evaluation of temperature resistance and salt resistance comprehensive properties
Taking 400mL of base slurry, adding 10% (40 g) of sodium chloride, stirring at a high speed for 20min at 8000r/min, then adding 2% (8 g) of different filtrate reducer products, and stirring at a high speed for 20min at 8000r/min to obtain a drilling fluid sample. The samples were poured into an aging tank and thermally rolled at 180 ℃ for 16h to age the base slurry and drilling fluid samples.
Performance test: the drilling fluid samples obtained before and after aging and the rheological and filtration properties of the base slurry were tested according to the relevant methods in SY/T5621-1993 drilling fluid test procedure, and the experimental results are shown in Table 2.
TABLE 2 results of fluid loss, salt resistance experiments
As is clear from Table 2, the base slurry without filtrate reducer had a larger filtrate loss after adding 10% sodium chloride, and could reach 190mL after aging. This is because the addition of salt causes severe flocculation of bentonite and increases the fluid loss. In contrast, the drilling fluid with the filtrate reducer of different embodiments added with 2% of the filtrate reducer has greatly reduced filtrate loss. The drilling fluid added with 2% of the filtrate reducer of the embodiment 5 has the lowest filtrate loss, and the filtrate loss after aging is only 7.2mL, which shows that the prepared filtrate reducer has excellent performance. This is due to the large amount of NH contained in the blocking inhibitor molecule 4 + The negative charge on the clay surface is neutralized, the electric repulsive force among clay particles is reduced, the clay lattice can be inlaid, a clay layer is tensioned, and the bentonite expansion is reduced. In comparative example 1, the effect of the fluid loss additive was poor because no salt-resistant AMPS was added; the morpholine ring is not introduced in the comparative example 2, so that the synthetic filtrate reducer does not have good temperature resistance and salt resistance; in comparative example 3, no cationic amino group is introduced, so that the filtration loss is large; in comparative example 4, no silane monomer with better stability is added, and the filtration loss is larger; comparative example 5 has a large fluid loss due to silane hydrolysis; after the monomer was replaced in comparative example 6, the salt resistance was insufficient.
Claims (10)
1. The preparation method of the high-temperature-resistant salt-resistant organosilicon fluid loss additive comprises the following steps:
adding acrylamide monomers into a solvent under the stirring condition, stirring and dissolving, and sequentially adding 2-acrylamide-2-methylpropanesulfonic acid, 4-acryloylmorpholine, amino-containing acrylamide monomers and vinyl silane monomers; then heating to the reaction temperature, introducing nitrogen to remove oxygen, and adding an initiator to initiate polymerization reaction; after the reaction is finished, the obtained product is dried and crushed, and the high-temperature-resistant and salt-resistant organosilicon filtrate reducer is obtained;
the solvent is N, N-dimethylformamide, dimethyl sulfoxide or tetrahydrofuran;
the acrylamide monomer is N, N-dimethylacrylamide, N-diethylacrylamide, N-ethylacrylamide or acrylamide;
the mass ratio of the 2-acrylamide-2-methylpropanesulfonic acid to the acrylamide monomer is 0.05-0.4:1; the mass ratio of the 4-acryloyl morpholine to the acrylamide monomer is 0.05-0.3:1;
the amino-containing acrylamide monomer is dimethylaminopropyl acrylamide, dimethylaminopropyl methacrylamide or N- [2- (dimethylamino) ethyl ] acrylamide; the mass ratio of the amino-containing acrylamide monomer to the acrylamide monomer is 0.05-0.4:1;
the vinyl silane monomer is vinyl trimethoxy silane, vinyl triethoxy silane, dimethoxy methyl vinyl silane or methyl vinyl diethoxy silane; the vinyl silane monomer is 0.5-10% of the total mass of the acrylamide monomer, the 2-acrylamido-2-methylpropanesulfonic acid, the 4-acryloylmorpholine and the amino-containing acrylamide monomer.
2. The method for preparing the high temperature resistant and salt resistant organosilicon filtrate reducer according to claim 1, wherein the ratio of the mass of the acrylamide monomer to the volume of the solvent is 3-15 g/100 mL.
3. The method for preparing the high-temperature-resistant and salt-resistant organosilicon filtrate reducer according to claim 1, wherein the mass ratio of the 2-acrylamido-2-methylpropanesulfonic acid to the acrylamide monomer is 0.1-0.2:1.
4. The method for preparing the high-temperature-resistant and salt-resistant organosilicon filtrate reducer, according to claim 1, wherein the mass ratio of the 4-acryloylmorpholine to the acrylamide monomer is 0.1-0.2:1.
5. The method for preparing the high temperature resistant and salt resistant organosilicon filtrate reducer according to claim 1, wherein the mass ratio of the amino-containing acrylamide monomer to the acrylamide monomer is 0.1-0.2:1.
6. The method for preparing the high-temperature-resistant and salt-resistant organosilicon filtrate reducer according to claim 1, wherein the vinyl silane monomer is 1-2% of the total mass of acrylamide monomer, 2-acrylamido-2-methylpropanesulfonic acid, 4-acryloylmorpholine and amino-containing acrylamide monomer.
7. The method for preparing the high temperature resistant and salt resistant organosilicon filtrate reducer according to claim 1, wherein the reaction temperature is 55-85 ℃, and the time for introducing nitrogen to remove oxygen is 20-40min;
the initiator is azodiisobutyronitrile, azodiisoheptonitrile or benzoyl peroxide; the initiator is added in an amount of 0.05-1.5% of the total mass of the acrylamide monomer, the 2-acrylamido-2-methylpropanesulfonic acid, the 4-acryloylmorpholine and the amino-containing acrylamide monomer;
the polymerization reaction time is 2-8h; the drying is carried out at 45-75 ℃ for 40-60h.
8. The preparation method of the high-temperature-resistant and salt-resistant organosilicon filtrate reducer according to claim 1, wherein the addition mass of the initiator is 0.1-0.3% of the total mass of acrylamide monomers, 2-acrylamido-2-methylpropanesulfonic acid, 4-acryloylmorpholine and amino-containing acrylamide monomers.
9. A high temperature and salt resistant organosilicon fluid loss additive, characterized in that the agent is prepared by the preparation method of any one of claims 1-8.
10. The use of the high temperature and salt resistant organosilicon fluid loss additive of claim 9 in water-based drilling fluids.
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Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0342500A2 (en) * | 1988-05-19 | 1989-11-23 | BASF Corporation | Fluid loss control additives for oil well cementing compositions |
| US5789349A (en) * | 1996-03-13 | 1998-08-04 | M-I Drilling Fluids, L.L.C. | Water-based drilling fluids with high temperature fluid loss control additive |
| CN101928556A (en) * | 2010-08-02 | 2010-12-29 | 西南石油大学 | Five-membered copolymer fluid loss agent and preparation method thereof |
| CN102177217A (en) * | 2008-08-08 | 2011-09-07 | 哈利伯顿能源服务公司 | Improved fluid loss compositions and methods of use for subterranean operations |
| CN102174314A (en) * | 2011-03-09 | 2011-09-07 | 西南石油大学 | Organic silicon fluid loss additive and preparation method thereof |
| CN102876302A (en) * | 2012-09-20 | 2013-01-16 | 中国石油化工股份有限公司 | Acryloyl morpholine polymer treatment agent for drilling fluid and method for preparing same |
| CN104388063A (en) * | 2014-10-31 | 2015-03-04 | 中国石油化工集团公司 | Micro-crosslinking polymer fluid loss additive for drilling fluid and preparation method of micro-crosslinking polymer fluid loss additive |
| CN108753267A (en) * | 2018-05-25 | 2018-11-06 | 成都理工大学 | Drilling fluid and completion fluid anti-superhigh temperature anionic polymer fluid loss additive and preparation method thereof |
| CN113234191A (en) * | 2021-06-08 | 2021-08-10 | 中石化南京化工研究院有限公司 | Temperature-resistant salt-resistant cationic polyacrylamide and preparation method thereof |
| CN113372517A (en) * | 2021-08-13 | 2021-09-10 | 山东诺尔生物科技有限公司 | Star-shaped polymer for drilling fluid and preparation method thereof |
-
2022
- 2022-07-21 CN CN202210869250.3A patent/CN114989348B/en active Active
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0342500A2 (en) * | 1988-05-19 | 1989-11-23 | BASF Corporation | Fluid loss control additives for oil well cementing compositions |
| US5789349A (en) * | 1996-03-13 | 1998-08-04 | M-I Drilling Fluids, L.L.C. | Water-based drilling fluids with high temperature fluid loss control additive |
| CN102177217A (en) * | 2008-08-08 | 2011-09-07 | 哈利伯顿能源服务公司 | Improved fluid loss compositions and methods of use for subterranean operations |
| CN101928556A (en) * | 2010-08-02 | 2010-12-29 | 西南石油大学 | Five-membered copolymer fluid loss agent and preparation method thereof |
| CN102174314A (en) * | 2011-03-09 | 2011-09-07 | 西南石油大学 | Organic silicon fluid loss additive and preparation method thereof |
| CN102876302A (en) * | 2012-09-20 | 2013-01-16 | 中国石油化工股份有限公司 | Acryloyl morpholine polymer treatment agent for drilling fluid and method for preparing same |
| CN104388063A (en) * | 2014-10-31 | 2015-03-04 | 中国石油化工集团公司 | Micro-crosslinking polymer fluid loss additive for drilling fluid and preparation method of micro-crosslinking polymer fluid loss additive |
| CN108753267A (en) * | 2018-05-25 | 2018-11-06 | 成都理工大学 | Drilling fluid and completion fluid anti-superhigh temperature anionic polymer fluid loss additive and preparation method thereof |
| CN113234191A (en) * | 2021-06-08 | 2021-08-10 | 中石化南京化工研究院有限公司 | Temperature-resistant salt-resistant cationic polyacrylamide and preparation method thereof |
| CN113372517A (en) * | 2021-08-13 | 2021-09-10 | 山东诺尔生物科技有限公司 | Star-shaped polymer for drilling fluid and preparation method thereof |
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