CN115991846A - Clean residue-free acid liquor thickener and preparation method thereof - Google Patents
Clean residue-free acid liquor thickener and preparation method thereof Download PDFInfo
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Abstract
The invention discloses a clean residue-free acid thickener and a preparation method thereof, and the thickener has a structure shown in the following formula A. The preparation of the clean residue-free acid thickener comprises the following steps: (1) Reacting 4-amino-N, N-dimethylaniline with acryloyl chloride to generate acrylamide; (2) Acrylamidoaniline, 2-methylene-cyclopropylacetic acid and 2-And (3) copolymerizing methacrylic anhydride to obtain the clean residue-free acid liquid thickener. The clean residue-free acid thickener provided by the invention has the advantages of complete gel breaking, no residue, low damage to a reservoir, high temperature resistance and strong shearing resistance.
Description
Technical Field
The invention relates to the technical field of oilfield chemistry and engineering, in particular to a clean residue-free acid thickener and a preparation method thereof.
Background
Along with the continuous exploitation of petroleum resources in China, the yield of petroleum easy to be exploited is continuously decreased for years, the resource succession is seriously insufficient, the yield of thickened oil is increased year by year, and the economic benefit is reduced. Therefore, besides expanding the oil-bearing area and finding new oil-bearing blocks and oil-bearing layers to increase reserves through rolling exploration and development, the main production increasing mode also comprises the step of modifying the reservoir of the old oil field by utilizing measures such as hydraulic fracturing, oil well acidification and the like.
The oil well acidification is an oil and gas well yield increasing technology applied earlier, and the main principle is that acid liquor is utilized to erode acid-soluble pollutants and minerals in the stratum, and acid erosion reaction products are discharged out of the stratum along with residual acid or oil and gas. By means of chemical corrosion of the acid liquor, the acid liquor and carbonate rock, clay mineral and other components in the oil layer rock are made to react chemically to raise the permeability of the oil layer and improve the flow condition of oil, gas and water in the oil layer, so as to raise the oil well yield.
Oil well acidizing is also divided into surface plug removal acidizing, matrix acidizing and fracturing acidizing. The fracturing acidification is also called acid fracturing, is only generally applied to carbonate reservoirs, the bottom hole pressure during acid fracturing is higher than the fracture pressure of the stratum or the closing pressure of natural fractures, acid liquor opens the fractures to flow and react with the fracture walls to form flowing grooves which cannot be completely closed after construction is finished, and finally an oil gas channel with certain diversion capacity is formed in the reservoir, so that the seepage capacity of the reservoir is improved.
In the acidizing and fracturing transformation of a reservoir, the acid fluid loss and acid rock reaction speed can be effectively controlled by a thickening acid technology, and the thickening acid is a thickening agent. Acid thickener such as guanidine gum and its derivatives, cellulose and its derivatives, acrylamide polymer, etc. are commonly used at present. The thickening acid can overcome the defects of the conventional acid liquor, and is also resistant to salt, shearing, residue, high temperature and the like. Therefore, the selection of the high-quality and high-efficiency acid thickener is a key problem of the acidification measure of the thickening acid, and related institutions at home and abroad are always dedicated to the research and application of a thickening acid system. Currently, it mainly includes: natural polymer acid thickener, synthetic polymer acid thickener, etc.
Although the natural polymer thickener in the prior art can thicken acid liquor, the natural polymer thickener generally contains a large amount of residues after gel breaking is applied, so that reservoir damage is easily caused, and the synthetic polymer thickener has the problem of poor high temperature resistance and shearing resistance, so that the further development of the thickener is limited.
Thus, there is a need for an acid thickener that is clean, residue free, and has high temperature and shear resistance.
Disclosure of Invention
The invention aims to: aiming at the defects of the prior art, the invention aims to provide the clean residue-free acid thickener which is thoroughly broken into gel and has low damage to a reservoir and strong high temperature resistance and shearing resistance, and the preparation method thereof.
The technical scheme is as follows:
the clean residue-free acid thickener has a structure shown in the following formula A:
wherein x: y: n= (5-12): (10-15): (4-8) and the molecular weight is 800-1000 ten thousand.
The clean residue-free acid thickener provided by the invention has the advantages of thorough gel breaking, no residue, low damage to a reservoir, high temperature resistance and strong shearing resistance when demulsification is performed.
The preparation method of the clean residue-free acid thickener comprises the following steps:
(1) Reacting 4-amino-N, N-dimethylaniline with acryloyl chloride to generate acrylamide;
(2) And copolymerizing acrylamide aniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride to obtain the clean residue-free acid thickener.
Further, the specific method of the step (1) is as follows: dissolving 4-amino-N, N-dimethylaniline in a solvent in a reactor, cooling to 0-5 ℃, adding a catalyst, slowly dropwise adding acryloyl chloride, reacting for 4-6 hours, filtering, concentrating the filtrate, recrystallizing and drying to obtain the acrylamido aniline.
The reaction process is as follows:
the structure of the clean residue-free acid thickener provided by the invention contains a large number of carboxyl groups and ester groups, and can be rapidly dissolved in acid to form uniform and stable thickened acid.
Further, the solvent is selected from one of tetrahydrofuran, cyclopentyl methyl ether or methyl tertiary butyl ether; the catalyst is triethylamine.
Further, the molar ratio of the 4-amino-N, N-dimethylaniline to the acryloyl chloride is 2:2.5-3.
Further, the specific method of the step (2) is as follows: adding acrylamide aniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride into a reactor, dissolving in water, introducing nitrogen for 20-30 minutes, adding an initiator, sealing the reactor, performing heat insulation reaction, cooling to room temperature after the reaction is completed, washing a product, granulating and drying to obtain the clean residue-free acid liquor thickener.
The reaction process is as follows:
the clean residue-free acid thickener provided by the invention contains a large number of cyclic groups such as phenyl and cyclopropyl, is more stable in structure and can have stronger high temperature resistance and shearing resistance.
The structure of the clean residue-free acid thickener provided by the invention contains amino groups, so that the fluid resistance of a pipeline of acid can be reduced, the acid has stronger penetrating power, reaches a reservoir quickly, and reduces loss and residues.
Further, the initiator is selected from one of ammonium persulfate or sodium bisulphite.
Further, the temperature of the reaction is 30-40 ℃; the reaction time is 4-6 hours.
Further, the total mass concentration of the acrylamidoaniline, the 2-methylene-cyclopropylacetic acid and the 2-methacrylic anhydride is 15% -20%.
When the total mass concentration of the monomers is too low, the free radical monomers in the system are less, the reaction rate is slow, and the effective conversion rate of the system is low; when the total mass concentration of the monomer is too high, the viscosity of the system can be rapidly increased in a self-acceleration stage of the polymerization reaction, and at the moment, the heat dissipation difficulty leads to the local overhigh temperature of the system, and the polymer undergoes intermolecular or intramolecular crosslinking reaction to lead to insoluble products.
Further, the molar ratio of acrylamidoaniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride is (5-12): (15-20): (4-8).
The beneficial effects are that:
(1) The structure of the clean residue-free acid thickener provided by the invention contains a large number of carboxyl groups and ester groups, and can be rapidly dissolved in acid to form uniform and stable thickened acid.
(2) The clean residue-free acid thickener provided by the invention contains a large number of cyclic groups such as phenyl and cyclopropyl, is more stable in structure and can have stronger high temperature resistance and shearing resistance.
(3) The structure of the clean residue-free acid thickener provided by the invention contains amino groups, so that the fluid resistance of a pipeline of acid can be reduced, the acid has stronger penetrating power, reaches a reservoir quickly, and reduces loss and residues.
(4) The clean residue-free acid thickener provided by the invention has the advantages of thorough gel breaking, no residue, low damage to a reservoir, high temperature resistance and strong shearing resistance when demulsification is performed.
Detailed Description
The invention will be described below in connection with specific embodiments. The following examples are illustrative of the present invention and are not intended to limit the present invention. Other combinations and various modifications within the spirit of the invention may be made without departing from the spirit or scope of the invention.
The commercially available acid thickener is FAT510 purchased from Jiangsu Fu vast technologies Co., ltd; the rest reagents and equipment are conventional reagents and equipment in the technical field.
Example 1
The clean residue-free acid thickener is prepared according to the following steps:
(1) In a reactor, 0.2mol of 4-amino-N, N-dimethylaniline is dissolved in 100ml of tetrahydrofuran, cooled to 0 ℃, 0.3g of triethylamine is added, 0.25mol of acryloyl chloride is slowly added dropwise for reaction for 4 hours, the mixed solution is filtered, filtrate is taken, the filtrate is concentrated and then precipitated in normal hexane, and the obtained precipitate is recrystallized in water and dried to prepare the acrylamidoaniline.
(2) In a flask equipped with a nitrogen protection device, 0.05mol of acrylamidoaniline, 0.15mol of 2-methylene-cyclopropylacetic acid and 0.04mol of 2-methacrylic anhydride are added, dissolved in 150ml of deionized water, nitrogen is introduced for 30 minutes, 0.3g of ammonium persulfate is added, the reactor is closed, the temperature is raised to 30 ℃, the reaction is carried out for 4 hours in an adiabatic mode, after the reaction is finished, the temperature is cooled to room temperature, and the product is washed, granulated and dried to obtain the clean residue-free acid thickener.
The structure of the catalyst is x: y: n=5: 10:4, molecular weight 800 ten thousand.
Example 2
Substantially the same as in example 1, except that the molar amounts of acrylamidoaniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride in step (2) were 0.12mol, 0.15mol, 0.08mol, respectively; ammonium persulfate was changed to an equivalent amount of sodium bisulfite.
The structure of the catalyst is x: y: n=12: 10:8, the molecular weight is 900 ten thousand.
Example 3
Substantially the same as in example 1, except that the molar amounts of acrylamidoaniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride in step (2) were 0.1mol, 0.2mol, 0.06mol, respectively.
The structure of the catalyst is x: y: n=10: 15:6, the molecular weight is 1000 ten thousand.
Comparative example 1
Commercial acid thickeners.
Comparative example 2
Substantially the same as in example 1, except that the operation of step (1) was not conducted, acrylamide was changed to an equimolar amount of acrylamide in step (2).
Comparative example 3
Substantially the same as in example 1, except that 2-methylene-cyclopropylacetic acid in step (2) was changed to an equivalent amount of acrylamide.
Comparative example 4
Substantially the same as in example 1, except that the molar amounts of acrylamidoaniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride in step (2) were 0.15mol, 5mol, respectively.
The structure of the catalyst is x: y: n=15: 10:5, molecular weight 600 ten thousand.
Performance testing
1. Apparent viscosity, shear resistance, high temperature resistance detection:
the products of examples 1 to 3 and comparative examples 1 to 4 were dissolved in 20% by mass of dilute hydrochloric acid to prepare 1.5% by mass of an acid solution, and the solution was heated at 150℃for 170 seconds -1 The viscosity was measured after shearing for 60min under the conditions of the formula SY/T6214-2016-thickener used as a thickener in the petroleum industry.
2. Drag reduction rate detection:
the products of examples 1-3 and comparative examples 1-4 were dissolved in 20% by mass of dilute hydrochloric acid to prepare 1.5% by mass of an acid solution, and the displacement-dependent differential pressure of clear water and the above solutions was detected by a JHIF-2 drag reducer at a pipe diameter of 10mm and a temperature of 25℃to calculate the maximum drag reduction rate as a function of displacement.
The test results are shown in Table 1 below:
as can be seen from comparison of the test results of examples 1-3 and comparative example 1 in Table 1, the clean residue-free acid thickener provided by the invention has stronger thickening ability and shearing and high temperature resistance than the commercial acid thickener; the acid thickener provided by the invention has a certain resistance reducing capability, can reduce the pipeline fluid resistance of acid, so that the acid has stronger penetrating power, can quickly reach a reservoir, and reduces loss and residues.
As can be seen from comparison of the detection results of examples 1-3 and comparative example 2 in Table 1, the phenyl group contained in the clean residue-free acid thickener structure provided by the invention makes the thickener more stable and has stronger high temperature resistance and shearing resistance; and the amine group contained in the structure can reduce the fluid resistance of the acid liquid pipeline, so that the thickener has resistance reducing capability.
As can be seen from comparison of the test results of examples 1-3 and comparative example 3 in Table 1, the clean residue-free acid thickener structure provided by the invention has a large number of cyclic groups, so that the thickener has stronger high temperature resistance and shearing resistance.
As can be seen from comparison of the test results of examples 1-3 and comparative example 4 in Table 1, the degree of polymerization between the monomers in the clean residue-free acid thickener provided by the present invention has excellent properties within the range of the ratio provided by the present invention, and too low or too high affects the properties.
3. Slow rate, dissolution time detection:
the slow rate of the thickener was measured according to the oil sector release standard SY/T5886-1993 and the dissolution time in hydrochloric acid was measured according to the oil sector release standard SY/T6214-1996.
4. Gel breaking rate and residue detection:
adding composite capsule coating material polyimide and ethyl acetate (oil phase) into a reaction kettle, stirring and dissolving, adding potassium persulfate, introducing nitrogen, stirring, controlling the temperature of the solution to 80 ℃, reacting for 30min, adding an emulsifying agent (span 85 and tween 60), a thickening agent polyethylene glycol 600, adding water, keeping the reaction temperature to 80 ℃, continuing to react for 60min, stopping the reaction, spraying and granulating the reactant through a spray drying device, and drying at 70 ℃ until the weight is constant, thus obtaining the gel breaker for the fracturing fluid.
Weighing 4.0g of the samples of examples 1-3 and comparative examples 1-4 at 160 ℃ under the condition that the content of the gel breaker is 0.03%, and recording gel breaking time; the post-breaker residue content was then determined according to SY/T5107-2005.
The test results are shown in Table 2 below:
as can be seen from comparison of the test results of examples 1-3 and comparative example 1 in Table 1, the clean residue-free acid thickener provided by the invention has better retarding ability than the commercial acid thickener, has faster dissolution rate in acid, has short gel breaking time and has no residue basically during gel breaking.
As can be seen from comparison of the detection results of examples 1-3 and comparative examples 2-4 in Table 1, the amino group contained in the clean residue-free acid thickener structure provided by the invention can enable the thickener to have stronger penetrability, thereby having stronger retarding rate, reaching a reservoir quickly, and reducing loss and residues; the structure of the catalyst contains a large number of cyclic groups, can make it have stronger high temperature resistance and shearing resistance.
The above embodiments are only for illustrating the technical concept and features of the present invention, and are intended to enable those skilled in the art to understand the present invention and to implement it, but not limit the scope of the present invention, and all equivalent changes or modifications made according to the spirit of the present invention should be included in the scope of the present invention.
Claims (10)
1. The clean residue-free acid thickener is characterized by having a structure shown in the following formula A:
wherein x: y: n= (5-12): (10-15): (4-8) and the molecular weight is 800-1000 ten thousand.
2. The method for preparing the clean residue-free acid thickener according to claim 1, which is characterized by comprising the following steps:
(1) Reacting 4-amino-N, N-dimethylaniline with acryloyl chloride to generate acrylamide;
(2) And copolymerizing acrylamide aniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride to obtain the clean residue-free acid thickener.
3. The method for preparing the clean residue-free acid thickener according to claim 2, wherein the specific method in the step (1) is as follows: dissolving 4-amino-N, N-dimethylaniline in a solvent in a reactor, cooling to 0-5 ℃, adding a catalyst, slowly dropwise adding acryloyl chloride, reacting for 4-6 hours, filtering, concentrating the filtrate, recrystallizing and drying to obtain the acrylamido aniline.
4. The method for preparing a clean residue-free acid thickener according to claim 3, wherein the solvent is one selected from tetrahydrofuran, cyclopentyl methyl ether and methyl tert-butyl ether; the catalyst is triethylamine.
5. The method for preparing a clean residue-free acid thickener according to claim 3, wherein the molar ratio of 4-amino-N, N-dimethylaniline to acrylic chloride is 2:2.5-3.
6. The method for preparing the clean residue-free acid thickener according to claim 2, wherein the specific method in the step (2) is as follows: adding acrylamide aniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride into a reactor, dissolving in water, introducing nitrogen for 20-30 minutes, adding an initiator, sealing the reactor, performing heat insulation reaction, cooling to room temperature after the reaction is completed, washing a product, granulating and drying to obtain the clean residue-free acid liquor thickener.
7. The method for preparing a clean residue-free acid thickener according to claim 6, wherein said initiator is selected from one of ammonium persulfate and sodium bisulphite.
8. The method for preparing a clean residue-free acid thickener according to claim 6, wherein the reaction temperature is 30-40 ℃; the reaction time is 4-6 hours.
9. The method for preparing a clean residue-free acid thickener according to claim 6, wherein the total mass concentration of the acrylamidoaniline, the 2-methylene-cyclopropylacetic acid and the 2-methacrylic anhydride is 15% to 20%.
10. The method for preparing a clean residue-free acid thickener according to claim 6, wherein the molar ratio of acrylamidoaniline, 2-methylene-cyclopropylacetic acid and 2-methacrylic anhydride is (5-12): (15-20): (4-8).
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| CN101412906A (en) * | 2008-12-05 | 2009-04-22 | 河南省科学院高新技术研究中心 | Acid fracturing thickening agent and preparation thereof |
| US20110015361A1 (en) * | 2009-07-15 | 2011-01-20 | Basf Se | Copolymers, their use as thickeners, and methods for their preparation |
| CN102093507A (en) * | 2009-12-14 | 2011-06-15 | 武侯区巅峰机电科技研发中心 | Process for preparing acid thickener |
| CN113185630A (en) * | 2021-04-22 | 2021-07-30 | 四川川庆井下科技有限公司 | Biodegradable salt-tolerant thickening system and preparation method and application thereof |
| CN115636908A (en) * | 2022-12-22 | 2023-01-24 | 广饶六合化工有限公司 | Salt-resistant thickening agent for fracturing and preparation method and application thereof |
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Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101412906A (en) * | 2008-12-05 | 2009-04-22 | 河南省科学院高新技术研究中心 | Acid fracturing thickening agent and preparation thereof |
| US20110015361A1 (en) * | 2009-07-15 | 2011-01-20 | Basf Se | Copolymers, their use as thickeners, and methods for their preparation |
| CN102471417A (en) * | 2009-07-15 | 2012-05-23 | 巴斯夫欧洲公司 | Copolymers, their use as thickeners and method for producing the same |
| CN102093507A (en) * | 2009-12-14 | 2011-06-15 | 武侯区巅峰机电科技研发中心 | Process for preparing acid thickener |
| CN113185630A (en) * | 2021-04-22 | 2021-07-30 | 四川川庆井下科技有限公司 | Biodegradable salt-tolerant thickening system and preparation method and application thereof |
| CN115636908A (en) * | 2022-12-22 | 2023-01-24 | 广饶六合化工有限公司 | Salt-resistant thickening agent for fracturing and preparation method and application thereof |
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