CN115584268A - Disulfonic acid betaine viscoelastic surfactant, preparation method and application - Google Patents
Disulfonic acid betaine viscoelastic surfactant, preparation method and application Download PDFInfo
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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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- C09K2208/30—Viscoelastic surfactants [VES]
Abstract
The invention discloses a bi-sulfo betaine viscoelastic surfactant as well as a preparation method and application thereof, belonging to the technical field of viscoelastic surfactants, wherein the preparation method comprises the following steps: adding sodium allylsulfonate and long-chain primary amine into a solvent, adding an alkali catalyst, and uniformly mixing to perform a Michael addition reaction to obtain a product intermediate; uniformly mixing the product intermediate with a quaternizing agent for substitution reaction; cooling and adjusting the pH value after the substitution reaction is finished, and refluxing to obtain transparent liquid; and distilling the transparent liquid to obtain a dope, and drying, washing, filtering and recrystallizing the dope to obtain the disulfonic betaine type surfactant. The surfactant has good chemical stability, acid and alkali resistance, high temperature resistance and salt resistance, also maintains the advantage of biodegradability of the surfactant, and is a green surfactant for enhanced oil recovery.
Description
Technical Field
The invention belongs to the technical field of viscoelastic surfactants, and particularly relates to a disulfonic betaine viscoelastic surfactant as well as a preparation method and application thereof.
Background
The amphoteric surfactant is a surfactant which contains both anionic hydrophilic groups and cationic hydrophilic groups in molecules, has good emulsifying property, dispersibility, antistatic property, bactericidal property, biodegradability and other properties, and has good stability to acid, alkali and various metal ions. The betaine amphoteric surfactant is a surfactant with surface activity and a structure similar to that of betaine, is the most different from the traditional amphoteric surfactant in that quaternary ammonium nitrogen is contained in a molecular structure of the surfactant, has a wider isoelectric point range, has good surface activity, and has the advantages of good compounding property, low toxicity, small irritation, high biodegradation degree and the like. The sulfobetaine has the unique advantages of high-concentration acid, alkali, salt resistance and the like, and most of sulfobetaines can be suitable for severe oil reservoirs with high temperature and high mineralization. Has been applied to the fields of daily chemical industry, oil displacement and the like, and is developed and popularized to the fields of medicine, spinning, washing and protecting and the like.
In the synthesis of sulfobetaine surfactants, the reaction of long-chain alkyl tertiary amine and propane sultone is optimal, but the propane sultone is high in price and explosive, so that the industrial production is difficult to apply on a large scale. The sulfobetaine containing hydroxyl group has better water solubility than general betaine without hydroxyl group, but has more isomers, which is not favorable for separation and purification.
CN101549266A discloses a preparation method and application of a double-long-chain alkyl betaine surfactant, which is prepared by reacting double-long-chain alkyl methyl tertiary amine with chloroacetic acid, is an amphoteric surfactant, is used as an alkali-free oil displacement agent by being compounded with other surfactants, and is prepared by reacting the double-long-chain alkyl methyl tertiary amine with an amphoteric reagent such as sodium chloroacetate or chloro (bromo) ethyl sodium sulfonate or propane (butyl) alkyl sultone or 3-chloro-2-hydroxy propane sodium sulfonate, and is CN 102977873A. Can be used as an alkali-free oil displacement agent by compounding with other surfactants. In the preparation schemes of CN101549266A and CN102977873A, the price of the raw material tertiary amine is relatively expensive, the solubility, the calcium saponification dispersing power and the wettability of the double-long-chain alkyl and bisamide type betaine surfactant are not superior to those of the sulfonic acid type surfactant, and the stability of the amide type surfactant in strong acid and strong alkali solution is poor, so that the application of the surfactant is limited to a certain extent.
CN101618302A discloses a long-chain sulfoacid betaine surfactant and a preparation method thereof, wherein long-chain fatty acid is firstly subjected to halogenation to obtain long-chain fatty acyl chloride, then the long-chain fatty acyl chloride is subjected to amidation with diamine to generate a tertiary amine intermediate (AnBm), and finally the intermediate is reacted with a quaternizing agent 1, 3-propane sulfonated lactone to generate the long-chain sulfoacid betaine surfactant. The preparation scheme has the problems of complex synthesis process of a pure product, huge solvent consumption, difficult recovery, easy environmental pollution and the like.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention aims to provide a disulfonic betaine viscoelastic surfactant, a preparation method and an application thereof.
In order to achieve the purpose, the invention adopts the following technical scheme to realize the purpose:
the invention provides a disulfonic acid radical betaine viscoelastic surfactant, which has the following structural formula:
wherein R is C12-18 normal or isomeric alkyl, and X is CH 2 COONa、CH 2 CH 3 Or CHOHCH 2 COONa。
The invention provides a preparation method of a disulfonic acid radical betaine viscoelastic surfactant, which comprises the following steps:
s1: adding sodium allylsulfonate and long-chain primary amine into a solvent, adding an alkali catalyst, and uniformly mixing to perform a Michael addition reaction to obtain a product intermediate;
s2: uniformly mixing the product intermediate with a quaternizing agent for substitution reaction;
s3: cooling and adjusting the pH value after the substitution reaction is finished, and refluxing to obtain transparent liquid;
s4: and distilling the transparent liquid to obtain a dope, and drying, washing, filtering and recrystallizing the dope to obtain the disulfonic betaine type surfactant.
In the S1, the molar ratio of the sodium allylsulfonate to the long-chain primary amine is (2-2.5): 1.
in the invention, in the S1, the structural general formula of the long-chain primary amine is as follows:
R-NH 2
wherein R is C12-18 normal or isomeric alkyl.
Further, in the S1, the solvent is one of an isopropanol aqueous solution, tetrahydrofuran or 1, 4-dioxane; the alkali catalyst is one of sodium ethoxide, sodium hydroxide and potassium hydroxide.
In the step S1, the water bath temperature of the Michael addition reaction is 70-85 ℃, the reaction time of the Michael addition reaction is 3-5h, and the stirring speed of the Michael addition reaction is 100-300 rpm.
In the step S2, the quaternizing agent is one of sodium chloroacetate, sodium bromoacetate, ethyl chloride, ethyl bromide or sodium 3-chloro-2-hydroxypropanesulfonate.
Further, in the step S2, the molar ratio of the product intermediate to the quaternizing agent is 1: (1-1.5).
Further, in the step S3, the cooling temperature is below 50 ℃; the pH value is 8-9.
The application of the disulfonic acid radical betaine viscoelastic surfactant is that the disulfonic acid radical betaine viscoelastic surfactant is used as an oil displacement agent or a fracturing fluid in oil reservoir development.
Compared with the prior art, the invention has the following beneficial effects:
the invention provides a disulfonic acid group betaine viscoelastic surfactant, which is characterized in that primary amine, sodium allylsulfonate and the like with low price are used as main raw materials to synthesize a hydrophilic sulfonic acid group and a hydrophobic single long-chain alkyl group betaine, and a sulfonic acid group functional group (disulfonic acid group) is introduced, so that the temperature resistance, the salt resistance and the water solubility of the surfactant are improved, the surfactant has good chemical stability, acid and alkali resistance, high temperature resistance and salt resistance, the advantage of biodegradability of the surfactant is also kept, and the disulfonic acid group betaine viscoelastic surfactant is a green surfactant for enhanced oil recovery.
The invention provides a preparation method of a disulfonic acid betaine viscoelastic surfactant, which selects cheap raw materials, generates Michael addition reaction under mild conditions, synthesizes a novel temperature-resistant, acid-base-resistant and salt-resistant surfactant through a one-step synthesis method, and has the advantages of simple preparation process, low pollution and low cost. According to the invention, the raw materials and the synthesis process route are changed to synthesize the high-hydrophilicity surfactant, two hydrophilic sulfonic groups are added to the surfactant on the basis of alkyl betaine, so that the salt resistance and the chemical stability of the surfactant are improved, the reaction condition is mild, and the high-hydrophilicity surfactant can be used for industrial large-scale production.
The disulfonic betaine viscoelastic surfactant can be used for oil layers with high mineralization and high temperature in tertiary oil recovery.
Detailed Description
To make the features and effects of the present invention comprehensible to those skilled in the art, general description and definitions are made below with reference to terms and expressions mentioned in the specification and claims. 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 invention belongs.
The theory or mechanism described and disclosed herein, whether correct or incorrect, should not limit the scope of the present invention in any way, i.e., the present disclosure may be practiced without limitation to any particular theory or mechanism.
All features defined herein as numerical ranges or percentage ranges, such as values, amounts, levels and concentrations, are for brevity and convenience only. Accordingly, the description of numerical ranges or percentage ranges should be considered to cover and specifically disclose all possible subranges and individual numerical values (including integers and fractions) within the range.
In this document, unless otherwise specified, "comprising," "including," "having," or similar terms, shall mean "consisting of 8230; \8230, composition" and "consisting essentially of 8230; \8230, composition" such as "A comprises a" shall mean "A comprises a and the other" and "A comprises a only".
In the present context, for the sake of brevity, all possible combinations of various features in various embodiments or examples are not described. Therefore, the respective features in the respective embodiments or examples may be arbitrarily combined as long as there is no contradiction between the combinations of the features, and all the possible combinations should be considered as the scope of the present specification.
The invention provides a disulfonic acid betaine viscoelastic surfactant, a preparation method and application thereof.
The invention will be further illustrated with reference to the following specific examples. It should be understood that these examples are for illustrative purposes only and are not intended to limit the scope of the present invention. Further, it should be understood that various changes or modifications of the present invention can be made by those skilled in the art after reading the teaching of the present invention, and these equivalents also fall within the scope of the claims appended to the present application.
Instrumentation conventional in the art is used in the following examples. The experimental procedures, in which specific conditions are not noted in the following examples, are generally carried out under conventional conditions or conditions recommended by the manufacturers. The various starting materials used in the examples which follow, unless otherwise indicated, are conventional commercial products having specifications which are conventional in the art. In the description of the present invention and the following examples, "%" represents weight percent, "parts" represents parts by weight, and proportions represent weight ratios, unless otherwise specified.
The invention discloses a disulfonic acid radical betaine viscoelastic surfactant, wherein the structural formula of the viscoelastic surfactant is as follows:
wherein R is C12-18 normal or isomeric alkyl, and X is CH 2 COONa or CH 2 CH 3 Or CHOHCH 2 COONa. Preferably a C12-18 normal alkyl group.
The synthesis process of the disulfonic acid betaine viscoelastic surfactant is as follows:
the invention discloses a preparation method of a disulfonic acid radical betaine viscoelastic surfactant, which comprises the following steps:
s1: adding sodium allylsulfonate and long-chain primary amine into a solvent, adding an alkali catalyst, and uniformly mixing to perform a Michael addition reaction to obtain a product intermediate;
s2: uniformly mixing the product intermediate with a quaternizing agent for substitution reaction;
s3: cooling and adjusting the pH value after the substitution reaction is finished, and performing reflux reaction for a set time to obtain transparent liquid;
s4: and distilling the transparent liquid to obtain a sticky substance, drying, washing, filtering and recrystallizing the sticky substance to obtain the disulfonic betaine type surfactant.
Alternatively, the long-chain primary amine has the following structural formula:
R-NH 2
wherein R is C12-18 normal or isomeric alkyl, further R is C12-18 normal alkyl
Alternatively, the solvent is one of isopropanol aqueous solution, tetrahydrofuran and 1, 4-dioxane.
Alternatively, the alkali catalyst is one of sodium ethoxide, sodium hydroxide and potassium hydroxide.
Alternatively, the molar ratio of the long-chain primary amine to the sodium allylsulfonate is 1: (2 to 2.5), more preferably 1:2.
the water bath temperature of the Michael addition reaction is 70-85 ℃, the reaction time of the Michael addition reaction is 3-5h, the stirring speed of the Michael addition reaction is 100-300 rpm, and the temperature is more preferably 70-80 ℃, the reaction time is 3-4 h, and the stirring speed is 200-300 rpm.
Alternatively, the quaternizing agent is one of sodium chloroacetate, sodium bromoacetate, ethyl chloride, ethyl bromide or sodium 3-chloro-2-hydroxypropanesulfonate.
Alternatively, the molar ratio of the product intermediate to quaternizing agent is 1: (1 to 1.5), more preferably 1.
Alternatively, the substitution reaction is carried out at a temperature of 50 to 80 ℃ for a reaction time of 2 to 5 hours and at a stirring speed of 300 to 500rpm, more preferably at a temperature of 50 to 70 ℃ for a reaction time of 3 to 4 hours and at a stirring speed of 350 to 400rpm.
Alternatively, the temperature of the cooling is below 50 ℃; the pH value is 8-9.
Alternatively, the distillation is vacuum distillation; the washing times are 2-3 times; the washing is carried out by adopting petroleum ether, and then the petroleum ether is dissolved in absolute ethyl alcohol; the recrystallization times are 3-5 times, and the recrystallization adopts one of acetone, ethanol and methanol for purification.
As an alternative scheme, the drying adopts a vacuum drying method, and the drying temperature is 90-100 ℃.
According to a more specific preferred embodiment, the process for the preparation of the viscoelastic surfactant comprises in particular the steps of:
(1) A250 mL three-neck flask provided with a reflux condensing device, a thermometer and a stirrer is added with sodium allylsulfonate in a mixed solution of a solvent and an alkali catalyst, and stirred until the sodium allylsulfonate is completely dissolved. After the reaction temperature is 70-85 ℃, slowly dripping primary alkyl amine by using a constant pressure funnel, reacting for 3-5 hours under reflux to obtain a product intermediate, and then carrying out substitution reaction with a quaternizing agent.
(2) Then cooling the reactant to below 50 ℃, adjusting the pH value to between 8 and 9, and continuously carrying out reflux reaction for a certain time to obtain transparent liquid. After completion, isopropanol, water and residual primary amine were distilled off under reduced pressure to give a viscous (or waxy) substance.
(3) Vacuum drying the product until the mass is not reduced, washing with appropriate amount of petroleum ether, dissolving in anhydrous ethanol, filtering to remove inorganic salt ions, and cooling the filtrate to obtain crude product.
(4) And recrystallizing to obtain the white powdery solid substance-disulfonic acid betaine type surfactant.
The viscoelastic surfactant disclosed by the invention is used as an oil displacement agent or a fracturing fluid in oil reservoir development. Furthermore, the surfactant prepared by the invention is applied to the field of tertiary oil recovery and used as an oil displacement agent.
Example 1
(1) A250 mL three-necked flask equipped with a reflux condenser, a thermometer and a stirrer was charged with 0.2mol of sodium allylsulfonate in 100mL of a mixed solution of an aqueous isopropanol solution and sodium ethoxide, and stirred until completely dissolved. Slowly dripping 0.1mol of dodecyl primary amine by using a constant pressure funnel after the reaction temperature is 80 ℃, reacting for 3 hours under reflux to obtain a product intermediate, and then carrying out quaternization reaction with bromoethane according to the molar ratio of 1.
(2) Then cooling the reactant to below 50 ℃, adjusting the pH value to 8, and continuously refluxing and reacting for a certain time to obtain transparent liquid. After completion, isopropanol, water and residual primary amine were distilled off under reduced pressure to give a viscous (or waxy) product.
(3) Vacuum drying the product at 90 deg.C until the mass is not reduced, washing with appropriate amount of petroleum ether, dissolving in anhydrous ethanol, washing for 2 times, filtering to remove inorganic salt ions, and cooling the filtrate to obtain crude product.
(4) Recrystallizing for 3 times to obtain white powdery solid substance-disulfonic acid betaine type surfactant.
Example 2
(1) A250 mL three-necked flask equipped with a reflux condenser, a thermometer and a stirrer was charged with 0.2moL of sodium allylsulfonate to a mixed solution of 100mL1, 4-dioxane and sodium hydroxide, and stirred to be completely dissolved. After the reaction temperature is 81 ℃, slowly dripping 0.1moL of tetradecyl primary amine by using a constant pressure funnel, reacting for 3.5 hours under reflux to obtain a product intermediate, and carrying out quaternization reaction on the product intermediate and chloroethane according to the molar ratio of 1.
(2) Then cooling the reactant to below 50 ℃, adjusting the pH value to 8, and continuously refluxing and reacting for a certain time to obtain transparent liquid. After completion, isopropanol, water and residual primary amine were distilled off under reduced pressure to give a viscous (or waxy) substance.
(3) And (3) drying the product at 93 ℃ in vacuum until the mass is not reduced any more, washing the product by using a proper amount of petroleum ether, dissolving the product in absolute ethyl alcohol, washing the product for 3 times, filtering the product while the product is hot to remove inorganic salt ions, and cooling the filtrate to obtain a crude product.
(4) Recrystallizing for 4 times to obtain white powdery solid substance-bis-sulfobetaine surfactant.
Example 3
(1) 0.2moL of sodium allylsulfonate in 100mL of a mixed solution of tetrahydrofuran and potassium hydroxide was added to a 250mL three-necked flask equipped with a reflux condenser, a thermometer and a stirrer, and stirred until completely dissolved. After the reaction temperature is 83 ℃, 0.1moL of hexadecyl primary amine is slowly dripped into a constant pressure funnel, the mixture reacts for 4 hours under reflux to obtain a product intermediate, and the product intermediate and sodium bromoacetate are subjected to quaternization reaction according to the molar ratio of 1.
(2) Then the reactant is cooled to below 53 ℃, the pH value is adjusted to 9, and the reaction is continuously refluxed for a certain time to obtain transparent liquid. After completion, isopropanol, water and residual primary amine were distilled off under reduced pressure to give a viscous (or waxy) substance.
(3) Vacuum drying the product at 95 ℃ until the mass is not reduced any more, washing the product by using a proper amount of petroleum ether, dissolving the product in absolute ethyl alcohol, washing the product for 2 times, filtering the product while the product is hot to remove inorganic salt ions, and cooling the filtrate to obtain a crude product.
(4) Recrystallizing for 5 times to obtain white powdery solid substance-bis-sulfobetaine surfactant.
Example 4
(1) 0.2moL of sodium allylsulfonate is added into 100mL of a mixed solution of an aqueous isopropanol solution and sodium ethoxide in a 250mL three-necked flask equipped with a reflux condenser, a thermometer and a stirrer, and stirred until the sodium allylsulfonate is completely dissolved. After the reaction temperature is 85 ℃, 0.1moL of octadecyl primary amine is slowly dripped by a constant pressure funnel, the reaction is carried out for 5 hours under reflux, a product intermediate is obtained, and the product intermediate and sodium chloroacetate are subjected to quaternization reaction according to the molar ratio of 1.
(2) Then cooling the reactant to below 50 ℃, adjusting the pH value to 9, and continuously refluxing and reacting for a certain time to obtain transparent liquid. After completion, isopropanol, water and residual primary amine were distilled off under reduced pressure to give a viscous (or waxy) product.
(3) Drying the product at 100 ℃ in vacuum until the mass is not reduced any more, washing the product by using a proper amount of petroleum ether, dissolving the product in absolute ethyl alcohol, washing the product for 3 times, filtering the product while the product is hot to remove inorganic salt ions, and cooling the filtrate to obtain a crude product.
(4) Recrystallizing for 3 times to obtain white powdery solid substance-disulfonic acid betaine type surfactant.
Example 5
(1) A250 mL three-necked flask equipped with a reflux condenser, a thermometer and a stirrer was charged with 0.25mol of sodium allylsulfonate in 100mL of a mixed solution of tetrahydrofuran and sodium ethoxide, and stirred until completely dissolved. After the reaction temperature is 70 ℃, 0.1mol of dodecyl primary amine is slowly dripped into a constant pressure funnel, the reaction is carried out for 5 hours under reflux to obtain a product intermediate, and the product intermediate and bromoethane are subjected to quaternization reaction according to the molar ratio of 1.5.
(2) Then cooling the reactant to below 50 ℃, adjusting the pH value to 9, and continuously refluxing and reacting for a certain time to obtain transparent liquid. After completion, isopropanol, water and residual primary amine were distilled off under reduced pressure to give a viscous (or waxy) product.
(3) Vacuum drying the product at 95 ℃ until the mass is not reduced any more, washing the product by using a proper amount of petroleum ether, dissolving the product in absolute ethyl alcohol, washing the product for 2 times, filtering the product while the product is hot to remove inorganic salt ions, and cooling the filtrate to obtain a crude product.
(4) Recrystallizing for 2 times to obtain white powdery solid substance-disulfonic acid betaine type surfactant.
Example 6
(1) A250 mL three-necked flask equipped with a reflux condenser, a thermometer and a stirrer was charged with 0.25moL of sodium allylsulfonate in 100mL of a mixed solution of an aqueous isopropanol solution and sodium ethoxide, and stirred to be completely dissolved. After the reaction temperature is 85 ℃, 0.1moL of octadecyl primary amine is slowly dripped by a constant pressure funnel, the reaction is carried out for 5 hours under reflux, a product intermediate is obtained, and the product intermediate and sodium chloroacetate are subjected to quaternization reaction according to the molar ratio of 1.5.
(2) Then cooling the reactant to below 50 ℃, adjusting the pH value to 9, and continuously refluxing and reacting for a certain time to obtain transparent liquid. After completion, isopropanol, water and residual primary amine were distilled off under reduced pressure to give a viscous (or waxy) substance.
(3) Vacuum drying the product at 100 deg.C until the mass is not reduced, washing with appropriate amount of petroleum ether, dissolving in anhydrous ethanol, washing for 3 times, filtering to remove inorganic salt ions, and cooling the filtrate to obtain crude product.
(4) Recrystallizing for 3 times to obtain white powdery solid substance-bis-sulfobetaine surfactant.
Test example
The nuclear magnetic hydrogen spectrum data of the disulfonic acid betaine viscoelastic surfactant obtained in example 1 are shown in the following
1H NMR(300MHz，DMSO)：δ4.18(s，2H)，3.41(t，4H)，3.24(t，6H)，2.29(m，4H)，1.73(m，2H)，1.25～1.37(m，18H)，0.96(t，3H)ppm。
In order to characterize the influence of the synthesis products of different lengths of amine values of the disulfonic acid-based betaine viscoelastic surfactant on the surface, the interface, the cmc and the oil displacement efficiency, the surface, the interface, the cmc and the oil displacement efficiency tests were performed on the amine-value disulfonic acid-based betaine viscoelastic surfactants of different lengths synthesized in examples 1 to 4, and the results are shown in table 1.
Table 1 surfactant Properties testing
As shown in Table 1, in examples 1-4, the molar ratio of the reactants is unchanged, the reactants are changed into primary amines with different lengths of alkyl chains, and the experimental results show that the prepared surfactant gradually reduces the cmc value and the surface tension along with the increase of the length of the alkyl chain, because the hydrophobic effect of the surfactant is enhanced along with the increase of the carbon chain, the surfactant is more easily aggregated into micelles, and the cmc is reduced.
For the surface tension corresponding to cmc, the surfactant molecules are more closely arranged on the interface due to the enhancement of hydrophobic interaction, and thus the ability to reduce the surface tension is also enhanced.
The surface tension of the surfactant is measured by adopting a drop volume method to obtain the critical micelle concentration and the critical surface tension of the surfactant, and the result shows that the critical micelle concentration of the disulfonic betaine type surfactant is 10-20 times lower than that of the sulfonicacid betaine type surfactant, and the surface tension of the surfactant is less than 30mN/m. The result shows that the prepared surfactant has higher activity.
Meanwhile, with the increase of the length of the carbon chain, the hydrophobic property of the disulfonic betaine surfactant molecules is enhanced, the action of the hydrophobic group and the oil phase is increased, the action of the disulfonic betaine surfactant molecules on the oil-water interface and the oil phase and the water phase is not balanced any more, the hydrophobic action force is increased, and therefore the interfacial tension is increased along with the increase of the length of the carbon chain.
The invention synthesizes the betaine type surfactant with the disulfonic acid group by a one-step method, and increases the hydrophilicity of the amphoteric surfactant. The invention has simple preparation process and low cost of raw materials, and can simultaneously keep the interfacial tension at the ultra-low level of 10 -3 mN/m order of magnitude, and can fully play the viscoelasticity function of the polymer so as to achieve the ideal chemical oil displacement effect.
The above-mentioned contents are only for illustrating the technical idea of the present invention, and the protection scope of the present invention is not limited thereby, and any modification made on the basis of the technical idea of the present invention falls within the protection scope of the claims of the present invention.
Claims (10)
1. The disulfonic acid radical betaine viscoelastic surfactant is characterized in that the disulfonic acid radical betaine viscoelastic surfactant has the following structural formula:
wherein R is C12-18 normal or isomeric alkyl, and X is CH 2 COONa、CH 2 CH 3 Or CHOHCH 2 COONa。
2. A method for preparing the disulfonate betaine viscoelastic surfactant of claim 1, comprising the steps of:
s1: adding sodium allylsulfonate and long-chain primary amine into a solvent, adding an alkali catalyst, and uniformly mixing to perform a Michael addition reaction to obtain a product intermediate;
s2: uniformly mixing the product intermediate with a quaternizing agent for substitution reaction;
s3: cooling and adjusting the pH value after the substitution reaction is finished, and refluxing to obtain transparent liquid;
s4: and distilling the transparent liquid to obtain a sticky substance, drying, washing, filtering and recrystallizing the sticky substance to obtain the disulfonic betaine type surfactant.
3. The method according to claim 2, wherein in S1, the molar ratio of sodium allylsulfonate to long-chain primary amine is (2 to 2.5): 1.
4. the method according to claim 2, wherein the long-chain primary amine in S1 has the following general structural formula:
R-NH 2
wherein R is C12-18 normal or isomeric alkyl.
5. The method according to claim 2, wherein in S1, the solvent is one of an aqueous isopropanol solution, tetrahydrofuran, and 1, 4-dioxane; the alkali catalyst is one of sodium ethoxide, sodium hydroxide and potassium hydroxide.
6. The process according to claim 2, wherein the temperature of the water bath for the Michael addition reaction in S1 is 70 to 85 ℃, the reaction time for the Michael addition reaction is 3 to 5 hours, and the stirring speed for the Michael addition reaction is 100 to 300rpm.
7. The method according to claim 2, wherein in S2, the quaternizing agent is one of sodium chloroacetate, sodium bromoacetate, ethyl chloride, ethyl bromide or sodium 3-chloro-2-hydroxypropanesulfonate.
8. The method according to claim 2, wherein in S2, the molar ratio of the product intermediate to the quaternizing agent is 1: (1-1.5).
9. The method according to claim 2, wherein in S3, the temperature of cooling is 50 ℃ or lower; the pH value is 8-9.
10. The application of the disulfonic acid radical betaine viscoelastic surfactant as claimed in claim 1, wherein the disulfonic acid radical betaine viscoelastic surfactant is used as an oil displacement agent or a fracturing fluid in oil reservoir development.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116283674A (en) * | 2023-03-06 | 2023-06-23 | 江苏海洋大学 | Isocyanate crosslinking agent containing disulfo betaine and preparation method thereof |
| CN116970378A (en) * | 2023-09-25 | 2023-10-31 | 四川蜀宏悦能源科技有限公司 | Microbubble workover fluid and preparation method thereof |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN116283674A (en) * | 2023-03-06 | 2023-06-23 | 江苏海洋大学 | Isocyanate crosslinking agent containing disulfo betaine and preparation method thereof |
| CN116283674B (en) * | 2023-03-06 | 2023-11-24 | 江苏海洋大学 | Isocyanate crosslinking agent containing disulfo betaine and preparation method thereof |
| CN116970378A (en) * | 2023-09-25 | 2023-10-31 | 四川蜀宏悦能源科技有限公司 | Microbubble workover fluid and preparation method thereof |
| CN116970378B (en) * | 2023-09-25 | 2023-12-01 | 四川蜀宏悦能源科技有限公司 | Microbubble workover fluid and preparation method thereof |
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