CN116589630B - Drag reducer for fracturing and preparation method thereof - Google Patents

Drag reducer for fracturing and preparation method thereof Download PDF

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CN116589630B
CN116589630B CN202310867907.7A CN202310867907A CN116589630B CN 116589630 B CN116589630 B CN 116589630B CN 202310867907 A CN202310867907 A CN 202310867907A CN 116589630 B CN116589630 B CN 116589630B
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fracturing
parts
solution
drag reducer
reaction
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CN116589630A (en
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陈敏
许洪云
陈志勇
张明军
牛庆富
宋朋
王鹏程
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Guangrao Liuhe Chemical Co ltd
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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
    • C08F2/12—Polymerisation in non-solvents
    • C08F2/16—Aqueous medium
    • C08F2/22—Emulsion polymerisation
    • C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
    • C08F2/28—Emulsion polymerisation with the aid of emulsifying agents cationic
    • 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
    • C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • 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
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/10—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of amides or imides
    • C—CHEMISTRY; METALLURGY
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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
    • C09K8/62—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
    • 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
    • C09K8/60—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
    • C09K8/882—Compositions based on water or polar solvents containing organic compounds macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • 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
    • C09K2208/28—Friction or drag reducing additives

Abstract

The application discloses a drag reducer for fracturing and a preparation method thereof, and relates to the technical field of drag reducers for fracturing, wherein the preparation method comprises the following steps: firstly, preparing sulfo betaine containing perfluorinated carbon chains; then adding acrylamide, acrylic acid and 2-acrylamide-2-methylpropanesulfonic acid into deionized water, adding an aqueous solution of sulfobetaine and alkali metal hydroxide containing perfluorinated carbon chains to adjust the pH to 6-8, adding an oily solvent, and heating and stirring to obtain a solution 1; after nitrogen is injected into the solution 1, an initiator and a molecular weight regulator are added for reaction to obtain a solution 2; and adding N-vinyl pyrrolidone and a shearing resistant agent into the solution 2 for reaction to obtain the drag reducer for fracturing. The drag reducer for fracturing provided by the application has excellent high temperature resistance, strong salt resistance and strong shearing resistance.

Description

Drag reducer for fracturing and preparation method thereof
Technical Field
The application relates to the technical field of drag reducers for fracturing, in particular to a drag reducer for fracturing and a preparation method thereof.
Background
With the increasing consumption of petroleum and natural gas in China, the autonomous supply capability of oil and gas is insufficient, the external dependence is continuously improved, and the energy safety in China is seriously affected. The unconventional oil gas resource is taken as an important component of clean energy, and is an important content for adjusting the energy structure in China. Currently, unconventional oil and gas exploitation core technologies mainly comprise a slickwater (drag reduction water) volume (fracture network) fracturing technology and a horizontal well technology, wherein a core component drag reducer in slickwater fracturing fluid is one of important material bases for realizing volume fracturing transformation.
The fracturing fluid is pumped into the stratum at a high speed through the pipe column after being pressurized by the high-pressure pumping, but under the high-speed pumping, serious turbulence friction increase phenomenon can occur in the pipe, and the addition of the drag reducer not only reduces the construction friction, improves the complexity of cracks, but also reduces the requirement of equipment on water horsepower, and avoids the abrasion of the equipment caused by high-speed impact in the operation process. In 1948 Toms was unexpectedly found that polymethyl methacrylate was effective in reducing turbulent flow friction. From this, the domestic and foreign scholars have conducted intensive research on the aspects of flow characteristics, drag reduction effects, drag reduction mechanisms and the like of high molecular polymers, and successfully applied the polymer drag reducer to shale reservoir fracturing, but the polymer is degraded under conditions of high temperature, strong mechanical shearing and the like, and the turbulent drag reduction capability of the polymer is obviously reduced, even permanently lost. Subsequently, it was found that certain small molecule surfactants also act as drag reducing agents and have shear recovery properties. Even so, the existing drag reducer still has a plurality of fatal weaknesses, for example, the molecular chains of the drag reducer are broken and degraded due to the shearing stress generated by the action of the local positions and pipelines such as bent pipes or pump stations. Whether increasing the rigidity groups or forming bulky side groups to increase the shear resistance of the drag reducer is employed, the degree of complete shear inhibition is not achieved. Because the main bond is always broken under the high shearing action, the broken small molecules can not show the original drag reduction effect, thereby affecting the petroleum operation at home and abroad.
The shale, compact sandstone and other unconventional reservoirs are large in fracturing water consumption, the fracturing flowback water is required to be recycled by 100% in principle in the face of development cost and environmental protection double pressure, but the conventional high-molecular polymer/surfactant drag reducer still has a large gap in the aspects of drag reduction stability, reservoir injury and the like under the influence of high shear, high mineralization degree, environmental impurities and the like. Accordingly, there is a need for a drag reducer for fracturing and a corresponding method of preparation.
Disclosure of Invention
In order to solve the technical problems, the application provides a drag reducer for fracturing and a preparation method thereof.
In order to achieve the above purpose, the application adopts the following technical scheme:
the application relates to a preparation method of a drag reducer for fracturing, which comprises the following steps:
s1: preparing a perfluorocarbon chain-containing sulfobetaine, wherein the perfluorocarbon chain-containing sulfobetaine is selected from any one or more of compounds shown in a formula I,
i is a kind of
Wherein R is 1 Selected from C4-C12 perfluoroalkyl groups, R 2 、R 3 、R 4 Alkylene groups each independently selected from C1-C4;
s2: firstly, adding acrylamide, acrylic acid and 2-acrylamide-2-methylpropanesulfonic acid into deionized water, then adding the perfluorocarbon chain-containing sulfobetaine, then adding an aqueous solution of alkali metal hydroxide to adjust the pH to 6-8, then adding an oily solvent, and heating and stirring to obtain a solution 1;
s3: introducing nitrogen into the solution 1 to remove dissolved oxygen, then adding an initiator and a molecular weight regulator for reaction, and obtaining a solution 2 after the reaction is finished;
s4: and adding N-vinyl pyrrolidone and a shearing resistant agent into the solution 2, and obtaining the drag reducer for fracturing after the reaction is finished.
Further, the R 2 、R 3 、R 4 May be the same or different;
alternatively, the C4-C12 perfluoroalkyl group may be perfluorobutyl, perfluoropentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, perfluorodecyl, perfluoroundecyl, perfluorododecyl;
alternatively, the C1-C3 alkylene group may be methylene, ethylene, propylene, butylene.
Further, the step S1 includes the steps of: dissolving N, N-dimethyl-1, 3-propane diamine ethyllactone sulfonate in triethylamine to obtain a triethylamine solution of the N, N-dimethyl-1, 3-propane diamine ethyllactone sulfonate, adding fluorine-substituted alkylsulfonyl chloride into the triethylamine solution, obtaining a crude product after the reaction is finished, completely dissolving the crude product with methanol, adding methyl tertiary butyl ether, and centrifuging to obtain a precipitate, namely the sulfo betaine containing a perfluorinated carbon chain;
further, the fluorine substituted alkylsulfonyl chloride is selected from any one or more of the compounds shown in the formula II: R1-R2-SO 2 Cl，R 1 Selected from C4-C12 perfluoroalkyl groups, R 2 An alkylene group selected from C1-C4;
further, the molar volume ratio of the N, N-dimethyl-1, 3-propanediamine ethane lactone sulfonate to the triethylamine is 1 mol:0.5-1L;
further, the molar ratio of the N, N-dimethyl-1, 3-propanediamine ethanelactone sulfonate to the fluorine substituted alkylsulfonyl chloride is 1-1.2:1;
further, the fluorine-substituted alkylsulfonyl chloride is added into the triethylamine solution in a dropwise adding mode, and the dropwise adding time is 0.5-1h;
further, the reaction time in the step S1 is 3-5h, and the reaction temperature is 20-30 ℃;
further, after the reaction in the step S1 is finished, triethylamine is removed through reduced pressure distillation to obtain a crude product;
further, in the step S2, the weight parts of the acrylamide are 5-7 parts, the weight parts of the acrylic acid are 1-3 parts, the weight parts of the 2-acrylamide-2-methylpropanesulfonic acid are 3-5 parts, the weight parts of the deionized water are 60-80 parts, and the weight parts of the perfluorocarbon chain-containing sulfobetaine are 3-7 parts;
further, the alkali metal hydroxide is selected from NaOH or KOH;
further, the oily solvent is selected from one or more of toluene, xylene, cyclohexane, cyclopentane, kerosene, diesel oil and white oil;
further, the oily solvent is 35-45 parts;
further, the conditions of heating and stirring are as follows: stirring at 20-30deg.C for 1.5-2.5 hr;
further, in the step S3, the conditions for introducing nitrogen gas into the solution 1 to remove dissolved oxygen are as follows: stirring at 20-30deg.C under nitrogen atmosphere for 30-50min;
further, the initiator comprises one or more of sodium persulfate, potassium persulfate and ammonium persulfate;
further, the molecular weight regulator comprises one or more of alpha-methyl styrene dimer and aliphatic mercaptan;
optionally, the aliphatic thiol is selected from the group consisting of octanethiol, decanethiol, dodecanethiol, tetradecanethiol, hexadecanethiol, octadecylthiol;
further, the initiator is 0.002-0.004 parts by weight, and the molecular weight regulator is 0.006-0.01 parts by weight;
further, the reaction conditions are: heating to 45-50 ℃, and reacting at constant temperature for 20-28h;
further, in the step S4, the weight part of the N-vinyl pyrrolidone is 12-18 parts, and the weight part of the 3, 4-vinyl dioxypyrrole is 0.008-0.012 part;
further, the reaction conditions of the reaction are: heating to 55-60 ℃, and reacting at constant temperature for 5-7h;
the application also provides a novel drag reducer for fracturing, which is prepared by the preparation method.
Compared with the prior art, the application has the following beneficial effects:
according to the application, the sulfo betaine containing the perfluorinated carbon chain is prepared firstly, then is added into a monomer as a surfactant, and is polymerized to obtain a polymer, so that the polymer and a polymer molecular chain can be compounded together, the polymer molecular chain can be protected from shearing, and meanwhile, the super molecular effect between the polymer molecular chain and the polymer molecular chain promotes the polymer molecular chain to further extend, and the perfluorinated carbon chain has excellent heat resistance and chemical stability, high surface activity, and can obviously improve the wetting, permeation, emulsification and leveling properties of a medium, so that the finally obtained product can show more excellent chemical stability and drag reduction performance. In addition, the preparation method of the application also adds the molecular weight regulator alpha-methyl styrene dimer which is free of sulfur, smell and safety and environment protection, is an environment-friendly, safe and smell-free molecular weight regulator and chain transfer agent, and can effectively regulate the molecular weight of the drag reducer by adding the alpha-methyl styrene dimer, so that the molecular weight is reduced, the molecular weight distribution is uniform and narrow, the leveling property is good, the viscosity is uniform, the appearance is bright, the transparency is good, and the weather resistance is good.
Most importantly, the components of the application have synergistic interaction, the components are in coaction, any component is removed, or the proportion is changed, so that the better effects of temperature resistance, shearing resistance and drag reduction cannot be achieved. In conclusion, the drag reducer for fracturing provided by the application has excellent high temperature resistance, strong salt resistance and strong shearing resistance, and even at a higher temperature, the drag reducer still maintains a higher drag reduction rate after long-distance transportation or repeated high-strength shearing, and has high organic matter content, low impurity content and excellent quality.
Detailed Description
The technical solutions of the embodiments of the present application will be clearly and completely described below in conjunction with the embodiments of the present application, and it is apparent that the described embodiments are only some embodiments of the present application, but not all embodiments, and all other embodiments obtained by those skilled in the art without making any inventive effort based on the embodiments of the present application are within the scope of protection of the present application.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this application belongs, and the terms used herein in this description of the application are for the purpose of describing particular embodiments only and are not intended to be limiting of the application. In the description of the present application, it should be understood that "and/or" describing the association relationship of the association object means that there may be three relationships, for example, a and/or B may mean: a alone, a and B together, and B alone. Wherein A, B may be singular or plural. In the present application, "at least one" means one or more, and "a plurality" means two or more. "at least one", "at least one" or the like refer to any combination of these items, including any combination of single item(s) or plural items(s). For example, "at least one (individual) of a, b, or c," or "at least one (individual) of a, b, and c," may each represent: a, b, c, a-b (i.e., a and b), a-c, b-c, or a-b-c, wherein a, b, c may be single or multiple, respectively.
The present application will be specifically described with reference to the following examples, which are only some examples of the present application and are not intended to limit the present application.
Example 1
The embodiment provides a drag reducer for fracturing, which is prepared by the following steps:
s1: preparing a betaine type surfactant A, dissolving 1.1mol of N, N-dimethyl-1, 3-propanediamine ethanelactone sulfonate in triethylamine, taking 1mol of perfluorohexyl ethyl sulfonyl chloride, dropwise adding the perfluorohexyl ethyl sulfonyl chloride into the triethylamine solution at room temperature for 30min, continuously stirring for reaction for 4h after the dropwise adding is finished, distilling and recycling most of triethylamine, cooling the material to room temperature, and then discharging to obtain a crude product, completely dissolving the crude product with methanol, adding methyl tertiary butyl ether, centrifuging, repeating the operation for 3-4 times to obtain a precipitate, namely the betaine type surfactant A;
betaine type meterThe nuclear magnetic resonance hydrogen spectrum data of the surfactant A are as follows: 1 H NMR(400MHz, DMSO, δ/ppm)：6.88(s,1H), 5.34(s,2H)，3.31-3.50(m,8H)，3.08-3.12(m,4H)，2.15(m,2H)；
s2: adding 6 parts of acrylamide, 2 parts of acrylic acid and 4 parts of 2-acrylamide-2-methylpropanesulfonic acid into 70 parts of deionized water, uniformly stirring, then adding 5 parts of betaine type surfactant A obtained in the step S1, continuously stirring, then adding an aqueous solution of NaOH to adjust the pH value to 7, then adding 40 parts of white oil, and stirring for 2 hours at 25 ℃ to obtain a solution 1;
s3: injecting nitrogen into the solution 1 obtained in the step S2 to remove dissolved oxygen, stirring for 40min at 25 ℃ under nitrogen atmosphere, adding 0.003 part of sodium persulfate and 0.008 part of alpha-methylstyrene dimer to react, heating to 45-50 ℃, keeping the temperature for 24h, and obtaining a solution 2 after the polymerization reaction is finished;
s4: 15 parts of N-vinyl pyrrolidone and 0.01 part of 3, 4-vinyl dioxypyrrole are added into the solution 2, stirring is started, the revolution is 500r/min, the temperature is raised to 55-60 ℃, and the temperature is kept for 6 hours, so that the drag reducer for fracturing is prepared.
Example 2
The embodiment provides a drag reducer for fracturing, which is prepared by the following steps:
s1: preparing a betaine type surfactant B, dissolving 1.1mol of N, N-dimethyl-1, 3-propanediamine ethanelactone sulfonate in triethylamine, taking 1mol of perfluorooctyl ethylsulfonyl chloride, dropwise adding the perfluorooctyl ethylsulfonyl chloride into the triethylamine solution at room temperature for 30min, continuously stirring for reaction for 4h after the dropwise adding is finished, distilling and recycling most of triethylamine, cooling the material to room temperature, and then discharging to obtain a crude product, completely dissolving the crude product with methanol, adding methyl tertiary butyl ether, centrifuging, repeating the operation for 3-4 times to obtain a precipitate, namely the betaine type surfactant B;
the betaine type surfactant B nuclear magnetic resonance hydrogen spectrum data are as follows: 1 H NMR(400MHz, DMSO, δ/ppm)：6.92(s,1H), 5.35(s,2H)，3.34-3.53(m,8H)，3.10-3.16(m,4H)，2.17(m,2H)；
s2: adding 6 parts of acrylamide, 2 parts of acrylic acid and 4 parts of 2-acrylamide-2-methylpropanesulfonic acid into 70 parts of deionized water, uniformly stirring, then adding 5 parts of betaine type surfactant B obtained in the step S1, continuously stirring, then adding an aqueous solution of NaOH to adjust the pH to 7, then adding 40 parts of white oil, and stirring for 2 hours at 25 ℃ to obtain a solution 1;
s3: injecting nitrogen into the solution 1 obtained in the step S2 to remove dissolved oxygen, stirring for 40min at 25 ℃ under nitrogen atmosphere, adding 0.003 part of sodium persulfate and 0.008 part of alpha-methylstyrene dimer to react, heating to 45-50 ℃, keeping the temperature for 24h, and obtaining a solution 2 after the polymerization reaction is finished;
s4: 15 parts of N-vinyl pyrrolidone and 0.01 part of 3, 4-vinyl dioxypyrrole are added into the solution 2, stirring is started, the revolution is 500r/min, the temperature is raised to 55-60 ℃, and the temperature is kept for 6 hours, so that the drag reducer for fracturing is prepared.
Example 3
The embodiment provides a drag reducer for fracturing, which is prepared by the following steps:
s1: preparing a betaine type surfactant C, dissolving 1.1mol of N, N-dimethyl-1, 3-propylene diamine ethanelactone sulfonate in triethylamine, taking 1mol of perfluoro decyl ethanesulfonyl chloride, dropwise adding the perfluoro decyl ethanesulfonyl chloride into the triethylamine solution at room temperature for 30min, continuously stirring for reaction for 4h after the dropwise adding is finished, distilling and recycling most of triethylamine, cooling the material to room temperature, discharging to obtain a crude product, completely dissolving the crude product with methanol, adding methyl tertiary butyl ether, centrifuging, repeating the operation for 3-4 times to obtain a precipitate, namely the betaine type surfactant C;
the betaine type surfactant C nuclear magnetic resonance hydrogen spectrum data are as follows: 1 H NMR(400MHz, DMSO, δ/ppm)：6.94(s,1H), 5.35(s,2H)，3.34-3.56(m,8H)，3.11-3.18(m,4H)，2.20(m,2H)；
s2: adding 6 parts of acrylamide, 2 parts of acrylic acid and 4 parts of 2-acrylamide-2-methylpropanesulfonic acid into 70 parts of deionized water, uniformly stirring, then adding 5 parts of betaine type surfactant C obtained in the step S1, continuously stirring, then adding an aqueous solution of NaOH to adjust the pH to 7, then adding 40 parts of white oil, and stirring for 2 hours at 25 ℃ to obtain a solution 1;
s3: injecting nitrogen into the solution 1 obtained in the step S2 to remove dissolved oxygen, stirring for 40min at 25 ℃ under nitrogen atmosphere, adding 0.003 part of sodium persulfate and 0.008 part of alpha-methylstyrene dimer to react, heating to 45-50 ℃, keeping the temperature for 24h, and obtaining a solution 2 after the polymerization reaction is finished;
s4: 15 parts of N-vinyl pyrrolidone and 0.01 part of 3, 4-vinyl dioxypyrrole are added into the solution 2, stirring is started, the revolution is 500r/min, the temperature is raised to 55-60 ℃, and the temperature is kept for 6 hours, so that the drag reducer for fracturing is prepared.
Example 4
The embodiment provides a drag reducer for fracturing, which is prepared by the following steps:
s1: preparing a betaine type surfactant A, dissolving 1.1mol of N, N-dimethyl-1, 3-propanediamine ethanelactone sulfonate in triethylamine, taking 1mol of perfluorohexyl ethyl sulfonyl chloride, dropwise adding the perfluorohexyl ethyl sulfonyl chloride into the triethylamine solution at room temperature for 30min, continuously stirring for reaction for 4h after the dropwise adding is finished, distilling and recycling most of triethylamine, cooling the material to room temperature, and then discharging to obtain a crude product, completely dissolving the crude product with methanol, adding methyl tertiary butyl ether, centrifuging, repeating the operation for 3-4 times to obtain a precipitate, namely the betaine type surfactant A;
s2: adding 6 parts of acrylamide, 2 parts of acrylic acid and 4 parts of 2-acrylamide-2-methylpropanesulfonic acid into 70 parts of deionized water, uniformly stirring, then adding 3 parts of betaine type surfactant A obtained in the step S1, continuously stirring, then adding an aqueous solution of NaOH to adjust the pH value to 7, then adding 40 parts of white oil, and stirring for 2 hours at 25 ℃ to obtain a solution 1;
s3: injecting nitrogen into the solution 1 obtained in the step S2 to remove dissolved oxygen, stirring for 40min at 25 ℃ under nitrogen atmosphere, adding 0.003 part of sodium persulfate and 0.008 part of alpha-methylstyrene dimer to react, heating to 45-50 ℃, keeping the temperature for 24h, and obtaining a solution 2 after the polymerization reaction is finished;
s4: 15 parts of N-vinyl pyrrolidone and 0.01 part of 3, 4-vinyl dioxypyrrole are added into the solution 2, stirring is started, the revolution is 500r/min, the temperature is raised to 55-60 ℃, and the temperature is kept for 6 hours, so that the drag reducer for fracturing is prepared.
Example 5
The embodiment provides a drag reducer for fracturing, which is prepared by the following steps:
s1: preparing a betaine type surfactant A, dissolving 1.1mol of N, N-dimethyl-1, 3-propanediamine ethanelactone sulfonate in triethylamine, taking 1mol of perfluorohexyl ethyl sulfonyl chloride, dropwise adding the perfluorohexyl ethyl sulfonyl chloride into the triethylamine solution at room temperature for 30min, continuously stirring for reaction for 4h after the dropwise adding is finished, distilling and recycling most of triethylamine, cooling the material to room temperature, and then discharging to obtain a crude product, completely dissolving the crude product with methanol, adding methyl tertiary butyl ether, centrifuging, repeating the operation for 3-4 times to obtain a precipitate, namely the betaine type surfactant A;
s2: adding 6 parts of acrylamide, 2 parts of acrylic acid and 4 parts of 2-acrylamide-2-methylpropanesulfonic acid into 70 parts of deionized water, uniformly stirring, then adding 7 parts of betaine type surfactant A obtained in the step S1, continuously stirring, then adding an aqueous solution of NaOH to adjust the pH value to 7, then adding 40 parts of white oil, and stirring for 2 hours at 25 ℃ to obtain a solution 1;
s3: injecting nitrogen into the solution 1 obtained in the step S2 to remove dissolved oxygen, stirring for 40min at 25 ℃ under nitrogen atmosphere, adding 0.003 part of sodium persulfate and 0.008 part of alpha-methylstyrene dimer to react, heating to 45-50 ℃, keeping the temperature for 24h, and obtaining a solution 2 after the polymerization reaction is finished;
s4: 15 parts of N-vinyl pyrrolidone and 0.01 part of 3, 4-vinyl dioxypyrrole are added into the solution 2, stirring is started, the revolution is 500r/min, the temperature is raised to 55-60 ℃, and the temperature is kept for 6 hours, so that the drag reducer for fracturing is prepared.
Comparative example 1
Compared with example 1, the only difference is that: step S1 is omitted and betaine type surfactant a in step S2 is replaced with hexadecyl dimethyl betaine.
Comparative example 2
Compared with example 1, the only difference is that: in step S3, no alpha-methylstyrene dimer is added.
Comparative example 3
Compared with example 1, the only difference is that: in step S4, 3, 4-vinyldioxypyrrole is not added.
Performance testing
(1) High temperature and shear stability test
The specific method comprises the following steps: the viscosity/mPa.s after shearing at 90 ℃, 120 ℃ and 150 ℃ for 2 hours is measured according to the general technical condition of SY/T6376-2008 fracturing fluid and the evaluation method of water-based fracturing fluid of oil and gas industry standard SY/T5107-2005, and the results are shown in Table 1.
TABLE 1
Shearing at 90 ℃ for 2h/mPa.s Shearing at 120 ℃ for 2h/mPa.s Shearing for 2h/mPa.s at 150 DEG C
Example 1 71.3 70.6 70.2
Example 2 76.5 75.2 74.4
Example 3 72.2 71.5 70.3
Example 4 68.6 67.8 67.1
Example 5 69.5 69.0 68.5
Comparative example 1 62.5 64.5 61.8
Comparative example 2 63.8 62.9 62.4
Comparative example 3 61.1 60.2 59.5
As can be seen from Table 1, the drag reducer prepared in the examples of the present application has significantly higher shear resistance at different temperatures than the drag reducer prepared in the comparative examples.
(2) Drag reduction efficiency of friction reducer for fracturing in clear water and saline water is measured
Determining drag reducing effects in clear water and in a 2wt% aqueous KCl solution;
the specific method for testing the drag reduction rate comprises the following steps: the clear water drag reduction rate and the brine drag reduction rate were tested according to chapter 7.13.1.1 of SY/T6376-2008, and the results are shown in tables 2 and 3.
TABLE 2
As can be seen from Table 2, the drag reducing agent prepared in the examples of the present application has significantly higher drag reducing efficiency in clear water than the drag reducing agent prepared in the comparative examples.
TABLE 3 Table 3
As can be seen from Table 3, the drag reducing agent prepared in the examples of the present application has significantly higher drag reducing efficiency in a 2wt% aqueous KCl solution than the drag reducing agent prepared in the comparative examples.
The principles and embodiments of the present application have been described herein with reference to specific examples, the description of which is intended only to assist in understanding the methods of the present application and the core ideas thereof; meanwhile, as for the person skilled in the art, according to the idea of the present application, there are various changes in the specific embodiments and application scope, and in summary, the present disclosure should not be construed as limiting the present application, and the scope of the present application should be defined by the claims. It will be apparent to those skilled in the art that various modifications and adaptations can be made without departing from the spirit and scope of the application, and such modifications and adaptations are intended to be comprehended within the scope of the application. Those of ordinary skill in the art will appreciate 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 of the application.

Claims (10)

1. The preparation method of the drag reducer for fracturing is characterized by comprising the following steps of:
s1: preparing a perfluorocarbon chain-containing sulfobetaine, wherein the perfluorocarbon chain-containing sulfobetaine is selected from any one or more of compounds shown in a formula I,
i is a kind of
R 1 Selected from C4-C12 perfluoroalkyl groups, R 2 、R 3 、R 4 Alkylene groups each independently selected from C1-C4;
s2: firstly, adding acrylamide, acrylic acid and 2-acrylamide-2-methylpropanesulfonic acid into deionized water, then adding the perfluorocarbon chain-containing sulfobetaine, then adding an aqueous solution of alkali metal hydroxide to adjust the pH to 6-8, then adding an oily solvent, and heating and stirring to obtain a solution 1;
s3: introducing nitrogen into the solution 1 to remove dissolved oxygen, then adding an initiator and a molecular weight regulator for reaction, and obtaining a solution 2 after the reaction is finished;
s4: adding N-vinyl pyrrolidone and a shearing resistant agent into the solution 2, and obtaining a drag reducer for fracturing after the reaction is finished;
wherein the molecular weight regulator is alpha-methyl styrene dimer; the shearing resistant agent is 3, 4-vinyl dioxypyrrole.
2. The method for preparing drag reducer for fracturing according to claim 1, wherein the step S1 comprises the steps of: dissolving N, N-dimethyl-1, 3-propane diamine ethyllactone sulfonate in triethylamine to obtain a triethylamine solution of the N, N-dimethyl-1, 3-propane diamine ethyllactone sulfonate, adding fluorine-substituted alkylsulfonyl chloride into the triethylamine solution, obtaining a crude product after the reaction is finished, completely dissolving the crude product with methanol, adding methyl tertiary butyl ether, and centrifuging to obtain a precipitate, namely the sulfo betaine containing a perfluorinated carbon chain;
wherein the fluorine substituted alkylsulfonyl chloride is selected from any one or more of compounds shown in a formula II: R1-R2-SO 2 Cl，R 1 Selected from C4-C12 perfluoroalkyl groups, R 2 Selected from C1-C4 alkylene groups.
3. The method of producing a drag reducer for fracturing according to claim 2, wherein the molar ratio of N, N-dimethyl-1, 3-propanediamine ethanelactone sulfonate to fluorine-substituted alkylsulfonyl chloride is 1-1.2:1;
and/or, the reaction time in the step S1 is 3-5h, and the reaction temperature is 20-30 ℃;
and/or, after the reaction in the step S1 is finished, removing triethylamine through reduced pressure distillation to obtain a crude product.
4. The method for producing drag reducer for fracturing according to claim 1, wherein in the step S2, the amount of acrylamide is 5-7 parts by weight, the amount of acrylic acid is 1-3 parts by weight, the amount of 2-acrylamido-2-methylpropanesulfonic acid is 3-5 parts by weight, the amount of deionized water is 60-80 parts by weight, and the amount of perfluorocarbon chain-containing sulfobetaine is 3-7 parts by weight.
5. The method of producing a drag reducer for fracturing according to claim 1 or 4, wherein the alkali metal hydroxide is selected from NaOH or KOH;
and/or the oily solvent is selected from one or more of toluene, xylene, cyclohexane, cyclopentane, kerosene, diesel oil and white oil;
and/or 35-45 parts of oily solvent;
and/or, the heating and stirring conditions are as follows: stirring at 20-30deg.C for 1.5-2.5 hr.
6. The method for producing drag reducer for fracturing according to claim 1, wherein in the step S3, the conditions for introducing nitrogen gas into the solution 1 to remove dissolved oxygen are as follows: stirring at 20-30deg.C under nitrogen atmosphere for 30-50min;
and/or the initiator comprises one or more of sodium persulfate, potassium persulfate and ammonium persulfate.
7. The method for producing drag reducer for fracturing according to claim 6, wherein the initiator is 0.002-0.004 parts by weight and the molecular weight regulator is 0.006-0.01 parts by weight;
and/or, the reaction conditions are: heating to 45-50 ℃, and reacting for 20-28h at constant temperature.
8. The method for producing drag reducer for fracturing according to claim 1, wherein in the step S4, the N-vinylpyrrolidone is 12 to 18 parts by weight and the 3, 4-vinyldioxypyrrole is 0.008 to 0.012 parts by weight.
9. The method for producing drag reducer for fracturing according to claim 8, wherein the reaction conditions of the reaction are: heating to 55-60 ℃, and reacting for 5-7h at constant temperature.
10. A drag reducer for fracturing prepared by the preparation method according to any one of claims 1 to 9.
CN202310867907.7A 2023-07-17 2023-07-17 Drag reducer for fracturing and preparation method thereof Active CN116589630B (en)

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US4383929A (en) * 1979-04-06 1983-05-17 Produits Chimiques Ugine Kuhlmann Fluorinated sulphobetaines and compositions containing the same
CN102140338A (en) * 2011-01-04 2011-08-03 中国石油大学(华东) Fluorocarbon surfactant binary composite foam flooding system
CN103589416A (en) * 2013-11-19 2014-02-19 中国石油天然气股份有限公司 Low-friction recyclable slickwater fracturing fluid suitable for compact oil and gas reservoirs and preparation method thereof
CN115260418A (en) * 2022-09-30 2022-11-01 山东诺尔生物科技有限公司 Drag reducer for fracturing fluid and preparation method thereof

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4383929A (en) * 1979-04-06 1983-05-17 Produits Chimiques Ugine Kuhlmann Fluorinated sulphobetaines and compositions containing the same
CN102140338A (en) * 2011-01-04 2011-08-03 中国石油大学(华东) Fluorocarbon surfactant binary composite foam flooding system
CN103589416A (en) * 2013-11-19 2014-02-19 中国石油天然气股份有限公司 Low-friction recyclable slickwater fracturing fluid suitable for compact oil and gas reservoirs and preparation method thereof
CN115260418A (en) * 2022-09-30 2022-11-01 山东诺尔生物科技有限公司 Drag reducer for fracturing fluid and preparation method thereof

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