CN116478676A - Efficient liquid carbon dioxide thickener and preparation process thereof - Google Patents
Efficient liquid carbon dioxide thickener and preparation process thereof Download PDFInfo
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- CN116478676A CN116478676A CN202310214523.5A CN202310214523A CN116478676A CN 116478676 A CN116478676 A CN 116478676A CN 202310214523 A CN202310214523 A CN 202310214523A CN 116478676 A CN116478676 A CN 116478676A
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 80
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 40
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 40
- 239000007788 liquid Substances 0.000 title claims abstract description 36
- 239000002562 thickening agent Substances 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title abstract description 15
- -1 cyclic siloxane Chemical class 0.000 claims abstract description 39
- 239000002904 solvent Substances 0.000 claims abstract description 33
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 30
- 239000000178 monomer Substances 0.000 claims abstract description 24
- 239000002033 PVDF binder Substances 0.000 claims abstract description 20
- 229920002981 polyvinylidene fluoride Polymers 0.000 claims abstract description 20
- 239000003999 initiator Substances 0.000 claims abstract description 19
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 14
- 239000000843 powder Substances 0.000 claims abstract description 13
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 12
- 239000012986 chain transfer agent Substances 0.000 claims abstract description 12
- OTYYBJNSLLBAGE-UHFFFAOYSA-N CN1C(CCC1)=O.[N] Chemical compound CN1C(CCC1)=O.[N] OTYYBJNSLLBAGE-UHFFFAOYSA-N 0.000 claims abstract description 11
- PBWZKZYHONABLN-UHFFFAOYSA-N difluoroacetic acid Chemical compound OC(=O)C(F)F PBWZKZYHONABLN-UHFFFAOYSA-N 0.000 claims abstract description 10
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims abstract description 6
- 238000004090 dissolution Methods 0.000 claims abstract description 5
- 230000003381 solubilizing effect Effects 0.000 claims abstract description 5
- 125000005004 perfluoroethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims abstract description 3
- LFKDJXLFVYVEFG-UHFFFAOYSA-N tert-butyl carbamate Chemical compound CC(C)(C)OC(N)=O LFKDJXLFVYVEFG-UHFFFAOYSA-N 0.000 claims abstract description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 30
- 239000011259 mixed solution Substances 0.000 claims description 19
- 238000003756 stirring Methods 0.000 claims description 19
- 238000001914 filtration Methods 0.000 claims description 15
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 229920002521 macromolecule Polymers 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 9
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 7
- 239000012670 alkaline solution Substances 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- 238000006386 neutralization reaction Methods 0.000 claims description 7
- 229910001220 stainless steel Inorganic materials 0.000 claims description 7
- 239000010935 stainless steel Substances 0.000 claims description 7
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 claims description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 5
- 230000002194 synthesizing effect Effects 0.000 claims description 5
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 2
- FRQQKWGDKVGLFI-UHFFFAOYSA-N 2-methylundecane-2-thiol Chemical compound CCCCCCCCCC(C)(C)S FRQQKWGDKVGLFI-UHFFFAOYSA-N 0.000 claims description 2
- JFMGYULNQJPJCY-UHFFFAOYSA-N 4-(hydroxymethyl)-1,3-dioxolan-2-one Chemical compound OCC1COC(=O)O1 JFMGYULNQJPJCY-UHFFFAOYSA-N 0.000 claims description 2
- ZHUWXKIPGGZNJW-UHFFFAOYSA-N 6-methylheptyl 3-sulfanylpropanoate Chemical compound CC(C)CCCCCOC(=O)CCS ZHUWXKIPGGZNJW-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
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 2
- 125000005396 acrylic acid ester group Chemical group 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 2
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 claims description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 claims description 2
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims description 2
- BGSFCOHRQUBESL-UHFFFAOYSA-N ethyl prop-2-enyl carbonate Chemical compound CCOC(=O)OCC=C BGSFCOHRQUBESL-UHFFFAOYSA-N 0.000 claims description 2
- YHLVIDQQTOMBGN-UHFFFAOYSA-N methyl prop-2-enyl carbonate Chemical compound COC(=O)OCC=C YHLVIDQQTOMBGN-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 2
- 229920002545 silicone oil Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 6
- 238000000605 extraction Methods 0.000 claims 1
- 230000000694 effects Effects 0.000 abstract description 4
- 239000004576 sand Substances 0.000 abstract description 4
- 239000007789 gas Substances 0.000 description 13
- 238000000034 method Methods 0.000 description 7
- 239000012530 fluid Substances 0.000 description 6
- 238000001035 drying Methods 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000003245 coal Substances 0.000 description 4
- 239000006184 cosolvent Substances 0.000 description 4
- 238000011161 development Methods 0.000 description 4
- 230000001965 increasing effect Effects 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000010779 crude oil Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 230000004075 alteration Effects 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 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
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
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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
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
-
- 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
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
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- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
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- C09K8/62—Compositions for forming crevices or fractures
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- C09K8/84—Compositions based on water or polar solvents
- C09K8/86—Compositions based on water or polar solvents containing organic compounds
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Abstract
The invention discloses a liquid carbon dioxide efficient thickener which comprises the following raw materials in parts by mass: 1-5 parts of micromolecular cyclic siloxane, 2-5 parts of perfluoro ethyl octoate carbamic acid tert-butyl ester, 1-3 parts of difluoroacetic acid, 15-20 parts of nitrogen methyl pyrrolidone, 1-2 parts of polyvinylidene fluoride (PVDF), 0.5-1 part of alumina powder, 0.5-1 part of glycerol, 10-18 parts of carbon dioxide-philic solvent, 5-10 parts of oil-soluble solvent, 2-5 parts of carbonate-type solubilizing monomer, 15-20 parts of acrylic ester tackifying monomer, 0.5-1 part of oil-soluble chain transfer agent and 0.5-1 part of oil-soluble initiator. Through the preparation process, the small-molecule cyclic siloxane is utilized to synthesize the polycyclic siloxane through polymerization reaction, so that the polycyclic siloxane has the characteristics of high viscosity, strong sand carrying capacity, good dissolution effect, crack resistance and the like.
Description
Technical Field
The invention relates to the technical field of oil and gas field development, in particular to a liquid carbon dioxide efficient thickener and a preparation process thereof.
Background
Along with gradual reduction and exhaustion of conventional oil gas resources, efficient development of unconventional oil gas is particularly important for guaranteeing the safety of energy strategy in China. In recent years, shale gas exploration and development are well-developed in China, shale gas and coal bed gas are important components of unconventional natural gas, and fracturing technology is a main yield increasing means for exploiting shale gas and coal bed gas at present. In the fracturing design, the selection of the fracturing fluid has an important influence on the yield increasing effect. At present, in the exploitation process of shale gas and coal bed gas, the hydraulic fracturing fluid is commonly used in the fracturing process, but the hydraulic fracturing technology has the advantages of larger water consumption, insignificant transformation effect and environmental pollution in the exploitation process. In addition, the clay content of the shale gas reservoir in China is generally high, clay minerals are easy to expand when meeting water, and finally the gas seepage channel is blocked to damage the reservoir. Therefore, there is an urgent need to explore new technologies for developing unconventional resources. In recent years, supercritical carbon dioxide has become a hot spot for research as a new fracturing medium. The supercritical carbon dioxide fluid replaces water, and the shale gas reservoir and the coal seam are subjected to fracturing transformation, so that the anhydrous fracturing technology is realized, and the purposes of increasing yield and permeability are achieved. In the reservoir fracturing operation process, liquid carbon dioxide is used as sand-carrying fluid to perform yield increasing operation, so that cracks can be generated, and the viscosity of crude oil can be greatly reduced by the carbon dioxide. In the fracturing operation, liquid carbon dioxide is injected into a reservoir, and after the fracturing operation is finished, the carbon dioxide is quickly vaporized under the formation temperature condition and is mixed and dissolved in the formation crude oil, so that the crude oil viscosity can be greatly reduced. However, liquid carbon dioxide has low viscosity and conductivityPoor sand carrying capacity, large filtration loss of the carbon dioxide fracturing fluid and the like, and seriously influences the development of the carbon dioxide fracturing fluid in the direction of improving the recovery ratio. Thus, against existing liquid CO 2 The liquid carbon dioxide thickener and the preparation method thereof are particularly important. The invention combines the freeze-drying technology and utilizes the solvent method to successfully graft the sulfhydryl group on the long molecular chain by taking toluene as the solvent, thereby successfully preparing the liquid CO with smaller friction coefficient and stronger sand carrying capacity 2 A thickener.
Disclosure of Invention
(one) solving the technical problems
Aiming at the defects of the prior art, the invention provides a liquid carbon dioxide efficient thickener and a preparation process thereof.
(II) technical scheme
In order to achieve the above purpose, the present invention provides the following technical solutions: the liquid carbon dioxide efficient thickener comprises the following raw materials in parts by mass: 1-5 parts of micromolecular cyclic siloxane, 2-5 parts of perfluoro ethyl octoate carbamic acid tert-butyl ester, 1-3 parts of difluoroacetic acid, 15-20 parts of nitrogen methyl pyrrolidone, 1-2 parts of polyvinylidene fluoride (PVDF), 0.5-1 part of alumina powder, 0.5-1 part of glycerol, 10-18 parts of carbon dioxide-philic solvent, 5-10 parts of oil-soluble solvent, 2-5 parts of carbonate-type solubilizing monomer, 15-20 parts of acrylic ester tackifying monomer, 0.5-1 part of oil-soluble chain transfer agent and 0.5-1 part of oil-soluble initiator.
Preferably, the oil-soluble solvent comprises at least one or more of white oil, silicone oil and petroleum ether;
the carbon dioxide-philic solvent comprises at least one or more of propylene carbonate, dimethyl carbonate and glycerol carbonate;
the carbonate-based solubilizing monomer comprises at least one or more of allyl methyl carbonate and allyl ethyl carbonate;
the acrylic acid ester tackifying monomer comprises at least one or more of methyl acrylate, ethyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate and butyl methacrylate;
the oil-soluble chain transfer agent comprises any one of n-dodecyl mercaptan, tertiary dodecyl mercaptan and isooctyl 3-mercaptopropionate;
the oil-soluble initiator comprises any one of azodiisobutyronitrile, azodiisoheptonitrile and benzoyl peroxide.
A preparation process of a liquid carbon dioxide efficient thickener comprises the following steps:
s1: synthesizing the small molecular cyclic siloxane into the polycyclic siloxane through polymerization reaction;
s2: adding tert-butyl perfluoro ethyl octoate carbamate into a mixed solution of the polycyclic siloxane and the difluoroacetic acid, and reacting for 3-6 hours at normal temperature to obtain a product A;
s3: dissolving macromolecules into nitrogen methyl pyrrolidone, stirring by ultrasonic waves, adding a small amount of aluminum oxide powder, and ensuring the smoothness of the aluminum oxide powder;
s4: dissolving proper amount of sulfur powder into toluene, and adding glycerol into the toluene to ensure that enough hydroxyl groups can grow on a macromolecular chain to obtain a product B;
s5: the carbonic ester auxiliary soluble monomer, the acrylic ester tackifying monomer, the oil-soluble chain transfer agent and the oil-soluble initiator in the raw materials are placed together for dissolution;
s6: adding an initiator to initiate polymerization reaction to obtain a product C;
s7: and (3) placing the product A, the product B and the product C together, and carrying out mixing treatment to obtain the liquid carbon dioxide efficient thickener.
Preferably, in the step S5, the components are placed in a reaction kettle to react, heated to 35-45 ℃, and then sequentially added with a carbon dioxide-philic solvent and an oil-soluble solvent to be stirred, and the stirring state is maintained all the time.
Preferably, the reaction kettle is a pressure-resistant and high-temperature-resistant 100ml stainless steel reaction kettle.
Preferably, in the step S3, the ultrasonic stirring time is 15-20 minutes.
Preferably, in S3, the macromolecule is polyvinylidene fluoride (PVDF).
Preferably, in the step S2, the product a is further subjected to filtration treatment during use, specifically, neutralization is performed by adding an alkaline solution to the solution, and the mixed solution is extracted with chloroform for 4-6 times and dried, and then the filtration solvent is removed.
(III) beneficial effects
Compared with the prior art, the invention provides the liquid carbon dioxide efficient thickener and the preparation process thereof, and has the following beneficial effects:
1. according to the preparation process, the small-molecule cyclic siloxane is utilized to synthesize the polycyclic siloxane through polymerization reaction, so that the liquid carbon dioxide efficient thickener has the characteristics of high viscosity, strong sand carrying capacity, good dissolution effect, crack resistance and the like.
2. According to the liquid carbon dioxide efficient thickener and the preparation process, macromolecules are dissolved into the nitrogen methyl pyrrolidone, and alumina powder is added into an obtained product to ensure the smoothness of the product, so that the use effect of the product is better.
Detailed Description
The technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention, and it is apparent that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Embodiment one:
a preparation process of a liquid carbon dioxide efficient thickener comprises the following steps:
s1: synthesizing the small molecular cyclic siloxane with the mass part of 1 part into the polycyclic siloxane through polymerization reaction;
s2: adding 2 parts by mass of tert-butyl perfluoro ethyl octoate carbamate into a mixed solution of polycyclic siloxane and 1 part by mass of difluoroacetic acid, reacting for 3-6 hours at normal temperature to obtain a product A, and filtering the product A when the product A is used, specifically, adding an alkaline solution into the solution for neutralization, extracting the mixed solution with chloroform for 4-6 times, and drying the mixed solution to remove a filtering solvent;
s3: dissolving polyvinylidene fluoride (PVDF) macromolecules into 15 parts by mass of nitrogen methyl pyrrolidone, ultrasonically stirring for 15-20 minutes, and adding 0.5 part by mass of alumina powder to ensure the smoothness of the mixture;
s4: dissolving proper amount of sulfur powder into toluene, and adding 0.5 part of glycerol into the sulfur powder to ensure that enough hydroxyl groups can grow on a macromolecular chain to obtain a product B;
s5: 2 parts by mass of carbonate type cosolvent monomers, 15 parts by mass of acrylic ester type tackifying monomers, 0.5 part of oil-soluble chain transfer agent and 0.5 part of oil-soluble initiator are placed together to be dissolved, and the components are placed in a pressure-resistant and high-temperature-resistant 100ml stainless steel reaction kettle to be reacted, heated to 35-45 ℃, and then 10 parts by mass of carbon dioxide-philic solvent and 5 parts by mass of oil-soluble solvent are sequentially added to be stirred, and the stirring state is maintained all the time;
s6: adding an initiator to initiate polymerization reaction to obtain a product C;
s7: and (3) placing the product A, the product B and the product C together, and carrying out mixing treatment to obtain the liquid carbon dioxide efficient thickener.
Embodiment two:
a preparation process of a liquid carbon dioxide efficient thickener comprises the following steps:
s1: synthesizing 1.5 parts by mass of small molecular cyclic siloxane into polycyclic siloxane through polymerization reaction;
s2: adding 2.5 parts by mass of tert-butyl perfluoro ethyl octoate carbamate into a mixed solution of polycyclic siloxane and 1.5 parts by mass of difluoroacetic acid, reacting for 3-6 hours at normal temperature to obtain a product A, and filtering the product A when the product A is used, specifically, adding an alkaline solution into the solution for neutralization, extracting the mixed solution with chloroform for 4-6 times, and drying the mixed solution to remove a filtering solvent;
s3: dissolving polyvinylidene fluoride (PVDF) macromolecules into 16 parts by mass of nitrogen methyl pyrrolidone, ultrasonically stirring for 15-20 minutes, and adding 0.6 part by mass of aluminum oxide powder to ensure the smoothness of the mixture;
s4: dissolving proper amount of sulfur powder into toluene, and adding 0.6 part of glycerol into the sulfur powder to ensure that enough hydroxyl groups can grow on a macromolecular chain to obtain a product B;
s5: 2.5 parts by mass of carbonate auxiliary-soluble monomer, 16 parts by mass of acrylic ester tackifying monomer, 0.6 part by mass of oil-soluble chain transfer agent and 0.6 part by mass of oil-soluble initiator are placed together to be dissolved, and the components are placed in a pressure-resistant and high-temperature-resistant 100ml stainless steel reaction kettle to be reacted, heated to 35-45 ℃, and then 12 parts by mass of carbon dioxide-philic solvent and 6 parts by mass of oil-soluble solvent are sequentially added to be stirred, and the stirring state is maintained all the time;
s6: adding an initiator to initiate polymerization reaction to obtain a product C;
s7: and (3) placing the product A, the product B and the product C together, and carrying out mixing treatment to obtain the liquid carbon dioxide efficient thickener.
Embodiment III:
a preparation process of a liquid carbon dioxide efficient thickener comprises the following steps:
s1: 2.5 parts by mass of small molecular cyclic siloxane is polymerized to synthesize the polycyclic siloxane;
s2: adding 3.5 parts by mass of tert-butyl perfluoro ethyl octoate carbamate into a mixed solution of polycyclic siloxane and 2 parts by mass of difluoroacetic acid, reacting for 3-6 hours at normal temperature to obtain a product A, and filtering the product A when the product A is used, specifically, adding an alkaline solution into the solution for neutralization, extracting the mixed solution with chloroform for 4-6 times, and drying the mixed solution to remove a filtering solvent;
s3: dissolving polyvinylidene fluoride (PVDF) macromolecules into 17 parts by mass of nitrogen methyl pyrrolidone, ultrasonically stirring for 15-20 minutes, and adding 0.7 part by mass of aluminum oxide powder to ensure the smoothness of the mixture;
s4: dissolving proper amount of sulfur powder into toluene, and adding 0.7 part of glycerol into the sulfur powder to ensure that enough hydroxyl groups can grow on a macromolecular chain to obtain a product B;
s5: 3 parts by mass of carbonate type cosolvent monomers, 17 parts by mass of acrylic ester type tackifying monomers, 0.7 part by mass of oil-soluble chain transfer agent and 0.7 part by mass of oil-soluble initiator are placed together to be dissolved, and the components are placed in a pressure-resistant and high-temperature-resistant 100ml stainless steel reaction kettle to be reacted, heated to 35-45 ℃, and then 15 parts by mass of carbon dioxide-philic solvent and 7 parts by mass of oil-soluble solvent are sequentially added to be stirred, and the stirring state is maintained all the time;
s6: adding an initiator to initiate polymerization reaction to obtain a product C;
s7: and (3) placing the product A, the product B and the product C together, and carrying out mixing treatment to obtain the liquid carbon dioxide efficient thickener.
Embodiment four:
a preparation process of a liquid carbon dioxide efficient thickener comprises the following steps:
s1: 4 parts by mass of small molecular cyclic siloxane is polymerized to synthesize the polycyclic siloxane;
s2: adding 4 parts by mass of tert-butyl perfluoro ethyl octoate carbamate into a mixed solution of polycyclic siloxane and 2.5 parts by mass of difluoroacetic acid, reacting for 3-6 hours at normal temperature to obtain a product A, and filtering the product A when the product A is used, specifically, adding an alkaline solution into the solution for neutralization, extracting the mixed solution with chloroform for 4-6 times, and drying the mixed solution to remove a filtering solvent;
s3: dissolving polyvinylidene fluoride (PVDF) macromolecules into 18.5 parts by mass of nitrogen methyl pyrrolidone, ultrasonically stirring for 15-20 minutes, and adding 0.85 part by mass of alumina powder to ensure the smoothness of the mixture;
s4: dissolving proper amount of sulfur powder into toluene, and adding 0.85 part of glycerol into the sulfur powder to ensure that enough hydroxyl groups can grow on a macromolecular chain to obtain a product B;
s5: the method comprises the steps of placing 4.5 parts by mass of carbonate-type cosolvent monomers, 19 parts by mass of acrylic ester tackifying monomers, 0.85 part by mass of oil-soluble chain transfer agent and 0.85 part by mass of oil-soluble initiator in a 100ml stainless steel reaction kettle with pressure resistance and high temperature resistance for reaction, heating to 35-45 ℃, sequentially adding 17 parts by mass of carbon dioxide-philic solvent and 8.5 parts by mass of oil-soluble solvent for stirring, and keeping a stirring state all the time;
s6: adding an initiator to initiate polymerization reaction to obtain a product C;
s7: and (3) placing the product A, the product B and the product C together, and carrying out mixing treatment to obtain the liquid carbon dioxide efficient thickener.
Fifth embodiment:
a preparation process of a liquid carbon dioxide efficient thickener comprises the following steps:
s1: synthesizing small molecular cyclic siloxane with the mass part of 5 parts into polycyclic siloxane through polymerization reaction;
s2: adding 5 parts by mass of tert-butyl perfluoro ethyl octoate carbamate into a mixed solution of polycyclic siloxane and 3 parts by mass of difluoroacetic acid, reacting for 3-6 hours at normal temperature to obtain a product A, and filtering the product A when the product A is used, specifically, adding an alkaline solution into the solution for neutralization, extracting the mixed solution with chloroform for 4-6 times, and drying the mixed solution to remove a filtering solvent;
s3: dissolving polyvinylidene fluoride (PVDF) macromolecules into 20 parts by mass of nitrogen methyl pyrrolidone, ultrasonically stirring for 15-20 minutes, and adding 1 part by mass of alumina powder to ensure the smoothness of the mixture;
s4: dissolving proper amount of sulfur powder into toluene, and adding 1 part of glycerol into the sulfur powder to ensure that enough hydroxyl groups can grow on a macromolecular chain to obtain a product B;
s5: the method comprises the steps of placing 5 parts by mass of carbonate-type cosolvent monomers, 20 parts by mass of acrylic ester tackifying monomers, 1 part of oil-soluble chain transfer agent and 1 part of oil-soluble initiator in a 100ml stainless steel reaction kettle for pressure resistance and high temperature resistance in the raw materials for dissolution, reacting, heating to 35-45 ℃, sequentially adding 18 parts by mass of carbon dioxide-philic solvent and 10 parts by mass of oil-soluble solvent for stirring, and keeping a stirring state all the time;
s6: adding an initiator to initiate polymerization reaction to obtain a product C;
s7: and (3) placing the product A, the product B and the product C together, and carrying out mixing treatment to obtain the liquid carbon dioxide efficient thickener.
Although embodiments of the present invention have been shown and described, it will be understood by those skilled in the art that various changes, modifications, substitutions and alterations can be made therein without departing from the principles and spirit of the invention, the scope of which is defined in the appended claims and their equivalents.
Claims (8)
1. The liquid carbon dioxide efficient thickener is characterized by comprising the following raw materials in parts by mass: 1-5 parts of micromolecular cyclic siloxane, 2-5 parts of perfluoro ethyl octoate carbamic acid tert-butyl ester, 1-3 parts of difluoroacetic acid, 15-20 parts of nitrogen methyl pyrrolidone, 1-2 parts of polyvinylidene fluoride (PVDF), 0.5-1 part of alumina powder, 0.5-1 part of glycerol, 10-18 parts of carbon dioxide-philic solvent, 5-10 parts of oil-soluble solvent, 2-5 parts of carbonate-type solubilizing monomer, 15-20 parts of acrylic ester tackifying monomer, 0.5-1 part of oil-soluble chain transfer agent and 0.5-1 part of oil-soluble initiator.
2. A liquid carbon dioxide high efficiency thickener according to claim 1, wherein,
the oil-soluble solvent comprises at least one or more of white oil, silicone oil and petroleum ether;
the carbon dioxide-philic solvent comprises at least one or more of propylene carbonate, dimethyl carbonate and glycerol carbonate;
the carbonate-based solubilizing monomer comprises at least one or more of allyl methyl carbonate and allyl ethyl carbonate;
the acrylic acid ester tackifying monomer comprises at least one or more of methyl acrylate, ethyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate and butyl methacrylate;
the oil-soluble chain transfer agent comprises any one of n-dodecyl mercaptan, tertiary dodecyl mercaptan and isooctyl 3-mercaptopropionate;
the oil-soluble initiator comprises any one of azodiisobutyronitrile, azodiisoheptonitrile and benzoyl peroxide.
3. The process for preparing a liquid carbon dioxide efficient thickener according to claim 2, comprising the steps of:
s1: synthesizing the small molecular cyclic siloxane into the polycyclic siloxane through polymerization reaction;
s2: adding tert-butyl perfluoro ethyl octoate carbamate into a mixed solution of the polycyclic siloxane and the difluoroacetic acid, and reacting for 3-6 hours at normal temperature to obtain a product A;
s3: dissolving macromolecules into nitrogen methyl pyrrolidone, stirring by ultrasonic waves, adding a small amount of aluminum oxide powder, and ensuring the smoothness of the aluminum oxide powder;
s4: dissolving proper amount of sulfur powder into toluene, and adding glycerol into the toluene to ensure that enough hydroxyl groups can grow on a macromolecular chain to obtain a product B;
s5: the carbonic ester auxiliary soluble monomer, the acrylic ester tackifying monomer, the oil-soluble chain transfer agent and the oil-soluble initiator in the raw materials are placed together for dissolution;
s6: adding an initiator to initiate polymerization reaction to obtain a product C;
s7: and (3) placing the product A, the product B and the product C together, and carrying out mixing treatment to obtain the liquid carbon dioxide efficient thickener.
4. The process for preparing a high-efficiency thickener for liquid carbon dioxide according to claim 3, wherein in the step S5, each component is placed in a reaction kettle to react, and heated to 35-45 ℃, and then a carbon dioxide-philic solvent and an oil-soluble solvent are sequentially added to stir, and the stirring state is maintained all the time.
5. The process for preparing the efficient thickener for liquid carbon dioxide according to claim 4, wherein the reaction kettle is a pressure-resistant and high-temperature-resistant 100ml stainless steel reaction kettle.
6. A process for preparing a liquid carbon dioxide efficient thickener according to claim 3, wherein in S3, the ultrasonic stirring time is 15-20 minutes.
7. A process for preparing a liquid carbon dioxide high efficiency thickener according to claim 3, wherein in S3, the macromolecule is polyvinylidene fluoride (PVDF).
8. The process for preparing a liquid carbon dioxide efficient thickener according to claim 3, wherein in said S2, the product a is further subjected to filtration treatment during use, specifically neutralization is performed by adding an alkaline solution to the solution, and the mixed solution is dried after extraction with chloroform for 4-6 times, and the filtration solvent is removed.
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