CN116751336B - Preparation method of temperature-resistant emulsion type fracturing fluid thickener - Google Patents
Preparation method of temperature-resistant emulsion type fracturing fluid thickener Download PDFInfo
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- 239000012530 fluid Substances 0.000 title claims abstract description 55
- 239000002562 thickening agent Substances 0.000 title claims abstract description 35
- 239000000839 emulsion Substances 0.000 title claims abstract description 27
- 238000002360 preparation method Methods 0.000 title claims abstract description 6
- 235000010290 biphenyl Nutrition 0.000 claims abstract description 18
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 13
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 11
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 10
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 36
- 238000006243 chemical reaction Methods 0.000 claims description 26
- 238000003756 stirring Methods 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 24
- -1 dihydroxybenzene imide Chemical class 0.000 claims description 17
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 16
- 239000000178 monomer Substances 0.000 claims description 16
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 16
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 11
- 238000001816 cooling Methods 0.000 claims description 10
- 239000004094 surface-active agent Substances 0.000 claims description 9
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 8
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 claims description 8
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 8
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 8
- PDCMTKJRBAZZHL-UHFFFAOYSA-N 5-aminobenzene-1,3-diol Chemical compound NC1=CC(O)=CC(O)=C1 PDCMTKJRBAZZHL-UHFFFAOYSA-N 0.000 claims description 7
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 claims description 7
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 claims description 7
- 239000004289 sodium hydrogen sulphite Substances 0.000 claims description 7
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 6
- 229920000053 polysorbate 80 Polymers 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- 239000000376 reactant Substances 0.000 claims description 4
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 claims description 3
- 238000010008 shearing Methods 0.000 abstract description 9
- 230000002209 hydrophobic effect Effects 0.000 abstract description 5
- 238000004132 cross linking Methods 0.000 abstract description 4
- 239000003431 cross linking reagent Substances 0.000 abstract description 4
- 125000005462 imide group Chemical group 0.000 abstract description 4
- 150000003839 salts Chemical class 0.000 abstract description 4
- 238000012688 inverse emulsion polymerization Methods 0.000 abstract description 3
- 150000001993 dienes Chemical class 0.000 abstract description 2
- 230000002349 favourable effect Effects 0.000 abstract description 2
- 238000006116 polymerization reaction Methods 0.000 abstract description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 description 13
- 229920002401 polyacrylamide Polymers 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- IYMZEPRSPLASMS-UHFFFAOYSA-N 3-phenylpyrrole-2,5-dione Chemical compound O=C1NC(=O)C(C=2C=CC=CC=2)=C1 IYMZEPRSPLASMS-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 230000015784 hyperosmotic salinity response Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 description 1
- XKJCHHZQLQNZHY-UHFFFAOYSA-N phthalimide Chemical compound C1=CC=C2C(=O)NC(=O)C2=C1 XKJCHHZQLQNZHY-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
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- 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
- C08F220/56—Acrylamide; Methacrylamide
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/32—Polymerisation in water-in-oil emulsions
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- 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
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/62—Compositions for forming crevices or fractures
- C09K8/66—Compositions based on water or polar solvents
- C09K8/68—Compositions based on water or polar solvents containing organic compounds
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- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/62—Compositions for forming crevices or fractures
- C09K8/66—Compositions based on water or polar solvents
- C09K8/68—Compositions based on water or polar solvents containing organic compounds
- C09K8/685—Compositions based on water or polar solvents containing organic compounds containing cross-linking agents
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- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/84—Compositions based on water or polar solvents
- C09K8/86—Compositions based on water or polar solvents containing organic compounds
- C09K8/88—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
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- 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
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/84—Compositions based on water or polar solvents
- C09K8/86—Compositions based on water or polar solvents containing organic compounds
- C09K8/88—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
- C09K8/887—Compositions based on water or polar solvents containing organic compounds macromolecular compounds containing cross-linking agents
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Abstract
The invention relates to the technical field of fracturing fluid, and discloses a preparation method of a temperature-resistant emulsion type fracturing fluid thickener, which uses 3, 5-dipropenyl ether phenyl benzene imide containing diene as a cross-linking agent, and uses the cross-linking agent, acrylamide and methyl methacrylate to carry out self-crosslinking polymerization by an inverse emulsion polymerization method to obtain the temperature-resistant emulsion type fracturing fluid thickener, and the imide group is grafted into the thickener, so that the formed fracturing fluid has hydrophobic association, and the viscosity of the fracturing fluid is improved; the imide group has high rigidity and high heat resistance, is favorable for improving the high temperature resistance and the shearing resistance of the fracturing fluid, and the formed thickener has a crosslinked network structure through self-crosslinking of 3, 5-dipropenyl ether phenyl benzene imide, and has good structural stability and excellent salt resistance.
Description
Technical Field
The invention relates to the technical field of fracturing fluids, in particular to a preparation method of a temperature-resistant emulsion type fracturing fluid thickener.
Background
The fracturing fluid has wide application in the petrochemical industry, and can play roles in transmitting pressure, forming cracks and the like in the oil field exploitation and construction process of the fracturing fluid, so that the fracturing fluid needs to keep certain viscosity at the stratum temperature, wherein the thickening agent is an important component of the fracturing fluid, can play roles in improving the viscosity, providing a connecting group and the like, and has great influence on the performance of the fracturing fluid. The existing fracturing fluid mainly comprises guar gum fracturing fluid, polyacrylamide fracturing fluid, surfactant fracturing fluid and the like. The polyacrylamide fracturing fluid has the advantages of low cost, designable molecular structure and the like, and has wide practical application, but the polyacrylamide fracturing fluid has the problem of poor performances such as temperature resistance, salt resistance, shearing resistance and the like, and the development of the polyacrylamide fracturing fluid in the fields such as petrochemical industry, oilfield exploitation and the like is hindered. The literature (study on preparation and performance of hydrophobic association type amphoteric polyacrylamide thickener) uses N, N' -methylene bisacrylamide as a cross-linking agent, and octadecyl acrylate as a long carbon chain hydrophobic monomer and monomers such as acrylamide, methacryloyloxyethyl trimethyl ammonium chloride and the like are subjected to inverse emulsion polymerization to obtain the hydrophobic association type amphoteric thickener, so that the comprehensive thickening effect is optimal; however, the thickener is poor in high temperature resistance and shear resistance.
Disclosure of Invention
The invention solves the following technical problems: the temperature-resistant emulsion fracturing fluid thickener is prepared, and the problems of poor temperature resistance and poor salt resistance of the traditional emulsion fracturing fluid thickener are solved.
The technical scheme adopted by the invention is as follows:
the temperature-resistant emulsion type fracturing fluid thickener is prepared according to the following process:
s1, adding a surfactant into white oil, and stirring at a high speed to obtain an oil phase;
s2, adding a reaction monomer into water: acrylamide, methyl methacrylate and 3, 5-diallyl ether phenyl benzene imide are stirred at a high speed to obtain a water phase; the structural formula of the 3, 5-diallyl ether phenyl benzene imide is
；
And S3, dropwise adding the water phase into the oil phase, uniformly stirring, adding ammonium persulfate and sodium bisulphite into the nitrogen atmosphere, reacting, and cooling to obtain the temperature-resistant emulsion type fracturing fluid thickener.
Preferably, the surfactant is any one or combination of span 60, span 80 or tween 80.
Preferably, the ratio of each reaction monomer in the S2 is acrylamide, methyl methacrylate, 3, 5-diallyl ether phenyl benzene imide: =1 mol (0.15-0.4) mol (0.08-0.2).
Preferably, the molar amount of ammonium persulfate and sodium bisulfite in the S3 is 0.5-0.8% and 0.3-0.45% of the total molar amount of each reaction monomer respectively.
Preferably, the reaction in S3 is carried out at a temperature of 60-70 ℃ with stirring for 2-5h.
Preferably, the 3, 5-diallyl ether phenyl-imide is prepared as follows: (1) Adding phthalic anhydride and 5-aminoresorcinol into dimethyl sulfoxide, stirring in nitrogen atmosphere for reaction for 2-4h, stirring at 120-150 ℃ for reaction for 18-24h, cooling, adding water and ethyl acetate, extracting, concentrating ethyl acetate phase under reduced pressure, washing the product with acetone, and drying to obtain dihydroxybenzene imide intermediate; (2) Adding dihydroxybenzene imide intermediate, 3-bromopropene and potassium carbonate into tetrahydrofuran, cooling after reaction, decompressing and concentrating, washing the product with acetone, and drying to obtain 3, 5-diallyl ether phenyl benzene imide.
Preferably, the ratio of each reactant in the (1) is phthalic anhydride 5-aminoresorcinol=1 mol (1.1-1.3 mol).
Preferably, the proportion of each reactant in the (2) is 1 (9-12) of dihydroxybenzene imide intermediate, 3-bromopropene and potassium carbonate (10-15).
Preferably, the reaction in (2) is refluxed at a temperature of 65-75 ℃ for 72-96 hours.
The invention has the following technical effects: the invention uses 3, 5-diallyl ether phenyl benzene imide containing diene as cross-linking agent, and uses inverse emulsion polymerization method to carry out self-crosslinking polymerization with acrylamide and methyl methacrylate to obtain the product
The warm emulsion type fracturing fluid thickener grafts the imide group into the thickener, the formed fracturing fluid has hydrophobic association,
the viscosity of the fracturing fluid is improved; the imide group has high rigidity and high heat resistance, is favorable for improving the high temperature resistance and the shearing resistance of the fracturing fluid, and the thickener formed by self-crosslinking of the 3, 5-diallyl ether phenyl benzene imide has a crosslinked network structure, and has good structural stability and excellent salt resistance.
Detailed Description
Example 1
To 150mL of dimethyl sulfoxide, 10mmol of phthalic anhydride and 13mmol of 5-aminoresorcinol were added, and the mixture was stirred under nitrogen for 4 hours, then stirred at 120℃for 20 hours, cooled, water and ethyl acetate were added, and extraction was performed
Concentrating the ethyl acetate phase under reduced pressure, washing the product with acetone, and drying to obtain a dihydroxybenzene imide intermediate;
to 200mL of tetrahydrofuran were added 5mmol of dihydroxybenzene imide intermediate, 45mmol of 3-bromopropene and 62mmol of potassium carbonate, refluxed at 65℃for 72 hours, cooled, concentrated under reduced pressure, washed with acetone, and dried to obtain
3, 5-diallyl ether phenyl-phenylimide;
adding 0.15mL of surfactant span 60 and 0.1mL of Tween 80 into 8mL of white oil, and stirring at high speed to obtain an oil phase;
to 10mL of water was added the reaction monomer: 50mmol of acrylamide, 20mmol of methyl methacrylate and 4 mmoles of 3, 5-di-
Allyl ether phenyl benzene imide is stirred at a high speed to obtain a water phase;
dropwise adding the water phase into the oil phase, uniformly stirring, adding 0.37mmol of ammonium persulfate and 0.22mmol of sodium bisulphite in the total molar amount of each reaction monomer in a nitrogen atmosphere, stirring at 65 ℃ for reaction for 4 hours, and cooling to obtain the temperature-resistant emulsion type fracturing fluid thickener.
Example 2
10mmol of phthalic anhydride and 12mmol of 5-aminoresorcinol are added into 100mL of dimethyl sulfoxide, the mixture is stirred and reacted for 4 hours in nitrogen atmosphere, then the mixture is stirred and reacted for 24 hours at the temperature of 130 ℃, the mixture is cooled, water and ethyl acetate are added, the ethyl acetate phase is decompressed and concentrated after extraction, the product is washed by acetone, and the dihydroxybenzene imide intermediate is obtained after drying.
To 300mL of tetrahydrofuran were added 5mmol of the dihydroxybenzene imide intermediate, 60mmol of 3-bromopropene and 75mmol of potassium carbonate, and the mixture was refluxed at 65℃for 96 hours, cooled, concentrated under reduced pressure, washed with acetone, and dried to obtain 3, 5-diallyl ether phenyl benzene imide.
Adding 0.3mL of surfactant span 60 and 0.2mL of Tween 80 into 15mL of white oil, and stirring at high speed to obtain an oil phase;
to 20mL of water was added the reaction monomer: 50mmol of acrylamide, 15mmol of methyl methacrylate and 6 mmoles of 3, 5-diallyl ether phenyl phenylimide, and stirring at a high speed to obtain a water phase;
dropwise adding the water phase into the oil phase, uniformly stirring, adding 0.45mmol of ammonium persulfate and 0.28mmol of sodium bisulphite in the total molar amount of each reaction monomer in a nitrogen atmosphere, stirring at 60 ℃ for reaction for 4 hours, and cooling to obtain the temperature-resistant emulsion type fracturing fluid thickener.
Example 3
10mmol of phthalic anhydride and 13mmol of 5-aminoresorcinol are added into 200mL of dimethyl sulfoxide, the mixture is stirred and reacted for 2 hours in nitrogen atmosphere, then the mixture is stirred and reacted for 18 hours at the temperature of 150 ℃, the mixture is cooled, water and ethyl acetate are added, the ethyl acetate phase is decompressed and concentrated after extraction, the product is washed by acetone, and the dihydroxybenzene imide intermediate is obtained after drying.
To 200mL of tetrahydrofuran were added 5mmol of the dihydroxybenzene imide intermediate, 50mmol of 3-bromopropene and 50mmol of potassium carbonate, and the mixture was refluxed at 70℃for 96 hours, cooled, concentrated under reduced pressure, washed with acetone, and dried to obtain 3, 5-diallyl ether phenyl benzene imide.
Adding 0.2mL of surfactant span 80 and 0.15mL of Tween 80 into 10mL of white oil, and stirring at high speed to obtain an oil phase;
to 15mL of water was added the reaction monomer: 50mmol of acrylamide, 12mmol of methyl methacrylate and 8mmol of 3, 5-diallyl ether phenylmaleimide, and stirring at high speed to obtain a water phase;
dropwise adding the water phase into the oil phase, uniformly stirring, adding 0.56mmol of ammonium persulfate and 0.32mmol of sodium bisulphite in the total molar amount of each reaction monomer in a nitrogen atmosphere, stirring at 70 ℃ for reaction for 4 hours, and cooling to obtain the temperature-resistant emulsion type fracturing fluid thickener.
Example 4
10mmol of phthalic anhydride and 12mmol of 5-aminoresorcinol are added into 150mL of dimethyl sulfoxide, the mixture is stirred and reacted for 3 hours in nitrogen atmosphere, then the mixture is stirred and reacted for 18 hours at the temperature of 150 ℃, the mixture is cooled, water and ethyl acetate are added, the ethyl acetate phase is decompressed and concentrated after extraction, the product is washed by acetone, and the dihydroxybenzene imide intermediate is obtained after drying.
To 300mL of tetrahydrofuran were added 5mmol of the dihydroxybenzene imide intermediate, 60mmol of 3-bromopropene and 62mmol of potassium carbonate, and the mixture was refluxed at 75℃for 72 hours, cooled, concentrated under reduced pressure, washed with acetone, and dried to obtain 3, 5-diallyl ether phenyl benzene imide.
Adding 0.3mL of surfactant span 60 and 0.2mL of Tween 80 into 15mL of white oil, and stirring at high speed to obtain an oil phase;
to 15mL of water was added the reaction monomer: 50mmol of acrylamide, 7.5mmol of methyl methacrylate and 10mmol of 3, 5-diallyl ether phenylmaleimide, and stirring at high speed to obtain a water phase;
dropwise adding the water phase into the oil phase, uniformly stirring, adding 0.5mmol of ammonium persulfate and 0.28mmol of sodium bisulphite in the total molar amount of each reaction monomer in a nitrogen atmosphere, stirring at 70 ℃ for reaction for 2 hours, and cooling to obtain the temperature-resistant emulsion type fracturing fluid thickener.
Comparative example 1: the difference from example 3 is that the emulsion type fracturing fluid thickener is prepared without adding 3, 5-diallyl ether phenyl benzene imide.
The temperature-resistant emulsion type fracturing fluid thickening agent or the emulsion type fracturing fluid thickening agent prepared in the examples and the comparative examples are respectively added into water to prepare fracturing fluids with different solid contents.
The properties of the fracturing fluid were tested with reference to SY/T5107-2016.
Table 1 fracturing fluid viscosity test
And shearing the fracturing fluid at different temperatures, controlling the shearing rate to be 200s < -1 >, and measuring the viscosity after the shearing time is 30min. The test results are shown in the following table:
table 2 high temperature viscometric testing of fracturing fluids
Adding sodium chloride into the fracturing fluid, controlling the mass fraction of the sodium chloride in the fracturing fluid to be 0.2%, shearing at different temperatures, and controlling the shearing rate to be 200s < -1 >, wherein the shearing time is 30min. The test results are shown in the following table:
table 3 salt tolerance test of fracturing fluid
Finally, it should be noted that: the above embodiments are only for illustrating the technical solution of the present invention, and are not limiting; although the invention has been described in detail with reference to the foregoing embodiments, it will be understood by those of ordinary skill in the art that: the technical scheme described in the foregoing embodiments can be modified or some technical features thereof can be replaced by equivalents; such modifications and substitutions do not depart from the spirit and scope of the technical solutions of the embodiments of the present invention.
Claims (8)
1. The preparation method of the temperature-resistant emulsion type fracturing fluid thickener is characterized in that the temperature-resistant emulsion type fracturing fluid thickener is prepared according to the following process:
s1, adding a surfactant into white oil, and stirring at a high speed to obtain an oil phase;
s2, adding a reaction monomer into water: acrylamide, methyl methacrylate and 3, 5-diallyl ether phenyl benzene imide, high
Stirring at a high speed to obtain a water phase; the structural formula of the 3, 5-diallyl ether phenyl benzene imide is
；
S3, dropwise adding the water phase into the oil phase, uniformly stirring, adding ammonium persulfate and sodium bisulphite into the nitrogen atmosphere, reacting, and cooling to obtain the temperature-resistant emulsion type fracturing fluid thickener;
wherein the proportion of each reaction monomer in the S2 is acrylamide, methyl methacrylate, 3, 5-diallyl ether phenyl benzene imide, wherein the proportion is (0.15-0.4) mol and (0.08-0.2) mol.
2. The method for preparing a temperature-resistant emulsion type fracturing fluid thickener according to claim 1, wherein the surfactant is any one or combination of span 60, span 80 or tween 80.
3. The method for preparing the temperature-resistant emulsion type fracturing fluid thickener according to claim 1, wherein the molar amounts of ammonium persulfate and sodium bisulphite in the S3 are respectively 0.5% -0.8% and 0.3% -0.45% of the total molar amount of each reaction monomer.
4. The method for preparing the temperature-resistant emulsion type fracturing fluid thickener according to claim 1, wherein the reaction in the step S3 is carried out for 2-5 hours at the temperature of 60-70 ℃ by stirring.
5. The method for preparing the temperature-resistant emulsion type fracturing fluid thickener according to claim 1, wherein the 3, 5-diallyl ether phenyl benzene imide is prepared according to the following process:
(1) Adding phthalic anhydride and 5-amino resorcinol into dimethyl sulfoxide, stirring in nitrogen atmosphere for 2-4 hr, stirring at 120-150deg.C for 18-24 hr, cooling, adding water and ethyl acetate, extracting, and collecting ethyl acetate
Concentrating the phase under reduced pressure, washing the product with acetone, and drying to obtain a dihydroxybenzene imide intermediate;
(2) Adding dihydroxybenzene imide intermediate, 3-bromopropene and potassium carbonate into tetrahydrofuran, cooling after reaction, decompressing and concentrating, washing the product with acetone, and drying to obtain 3, 5-diallyl ether phenyl benzene imide.
6. The method for preparing the temperature-resistant emulsion type fracturing fluid thickener according to claim 5, wherein the proportion of each reactant in the step (1) is phthalic anhydride, 5-aminoresorcinol=1 mol (1.1-1.3 mol).
7. The method for preparing the temperature-resistant emulsion type fracturing fluid thickener according to claim 5, wherein the proportion of each reactant in the step (2) is (9-12) of dihydroxybenzene imide intermediate, 3-bromopropene and 1 (10-15) of potassium carbonate.
8. The method for preparing a temperature-resistant emulsion type fracturing fluid thickener according to claim 5, wherein the reaction in (2) is performed at a temperature of 65-75 ℃ for 72-96 hours.
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| CN103146372A (en) * | 2013-02-28 | 2013-06-12 | 中国石油化工股份有限公司 | Inverse emulsion polymer thickener for fracturing fluid and preparation method thereof |
| CN113321766A (en) * | 2021-08-03 | 2021-08-31 | 山东诺尔生物科技有限公司 | Multi-element association type fracturing fluid thickening agent and preparation method thereof |
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| CN104178102B (en) * | 2014-05-16 | 2020-05-22 | 成都佰椿石油科技有限公司 | Cross-linkable high-temperature-resistant residue-free multi-component copolymerization type fracturing fluid and preparation method thereof |
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| CN113321766A (en) * | 2021-08-03 | 2021-08-31 | 山东诺尔生物科技有限公司 | Multi-element association type fracturing fluid thickening agent and preparation method thereof |
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