CN110790692B - Temperature-triggered oxygen release type oil film stripping surfactant and preparation method and application thereof - Google Patents
Temperature-triggered oxygen release type oil film stripping surfactant and preparation method and application thereof Download PDFInfo
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Abstract
The invention discloses a temperature-triggered oxygen release type oil film stripping surfactant and a preparation method and application thereof, wherein the preparation method comprises the following steps: dissolving chloroacetic acid and triethylene tetramine in a solvent to obtain a first mixed solution, heating to 60-80 ℃, reacting for 2-4 hours, neutralizing to be neutral by using a saturated sodium carbonate solution after the reaction is finished, and carrying out reduced pressure distillation on the solution to obtain a first intermediate; adding long-chain alkyl bromide and a solvent into the first intermediate to obtain a second mixed solution, reacting for 3-5 hours at the temperature of 60-80 ℃, and after the reaction is finished, carrying out reduced pressure distillation on the reaction solution to obtain a second intermediate; adding hydrogen peroxide, a solvent and a catalyst into the second intermediate, and reacting for 2-4 hours at the temperature of 40-60 ℃; and filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the oil film stripping surfactant. The temperature-triggered oxygen release type oil film stripping surfactant avoids secondary aggregation and condensation in the migration process and cannot pass through pore throats, so that the ultimate recovery rate is improved.
Description
Technical Field
The invention relates to an oil film stripping agent, in particular to a temperature-triggered oxygen release type oil film stripping surfactant and a preparation method and application thereof.
Background
Along with the oil gas well gets into water injection development middle and later stage, the oil field moisture content constantly rises, and reservoir heterogeneity is increasing serious, and reservoir geological properties is also complicated more various, mainly distributes in the both wings position of keeping away from the mainstream line on the remaining oil plane, and the well low permeable formation of well far away from the injection well is mainly distributed in vertical. At this time, it is difficult to effectively use the remaining oil by lowering the oil-water interfacial tension by the ordinary surfactant alone, and the efficiency of the surfactant for peeling off the oil film is drastically lowered in the high salinity and high temperature environment. Therefore, the development of the novel efficient oil film stripping agent has important significance for improving the economic benefit of oil field development, maintaining the stable yield of the oil field and increasing the yield.
Invention inner solution
In order to solve the problem that the efficiency of the surfactant for stripping the oil film is sharply reduced in the high salinity and high temperature environment in the prior art, the invention aims to provide the temperature-triggered oxygen release type oil film stripping surfactant and the preparation method thereof. The oil film stripping agent is added to the back part of an oil gas exploitation layer and is attached to the surface of a rock oil film, and gas and gemini surfactant are generated under the action of high temperature of a stratum. The oil film on the rock is promoted to be rapidly stripped under the prying action of gas and the wetting stripping action of the gemini surfactant, and the residual stripped oil film is changed into freely movable micro-droplets under the emulsification and solubilization actions of the gemini surfactant, so that the phenomenon that the oil film is aggregated and condensed again in the migration process and cannot pass through the pore throat is avoided.
The technical scheme adopted by the invention is as follows:
a temperature-triggered oxygen release type oil film stripping surfactant has a structural formula:
wherein R is alkyl, and the number of carbon atoms in the alkyl is more than or equal to 16 and less than or equal to 20.
A preparation method of a temperature-triggered oxygen release type oil film stripping surfactant comprises the following steps:
(1) dissolving chloroacetic acid and triethylene tetramine in a solvent to obtain a first mixed solution, heating to 60-80 ℃, reacting for 2-4 hours, neutralizing to be neutral by using a saturated sodium carbonate solution after the reaction is finished, and carrying out reduced pressure distillation on the solution to obtain a first intermediate;
(2) adding long-chain alkyl bromide and a solvent into the first intermediate to obtain a second mixed solution, reacting for 3-5 hours at the temperature of 60-80 ℃, and after the reaction is finished, carrying out reduced pressure distillation on the reaction solution to obtain a second intermediate;
(3) adding hydrogen peroxide, a solvent and a catalyst into the second intermediate, and reacting for 2-4 hours at the temperature of 40-60 ℃; and filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the temperature-triggered oxygen release type oil film stripping surfactant.
As a further improvement of the invention, in the step (1), the amount of the chloroacetic acid is 4-4.3 times of that of triethylene tetramine, and the mass ratio of the solute in the first mixed solution is 10-20 wt%.
As a further improvement of the invention, in the step (2), the mass ratio of the solute in the second mixed solution is 10-20%.
According to a further improvement of the invention, in the step (3), the molar ratio of the hydrogen peroxide to the second intermediate is (4-5): 1.
As a further improvement of the invention, in the step (3), the catalyst is benzenesulfonic acid.
As a further improvement of the invention, the mass of the added catalyst accounts for 2-4% of the reaction liquid.
As a further improvement of the present invention, the solvent is ethanol.
An application of a temperature-triggered oxygen release type oil film stripping surfactant as an oil film stripping agent in tertiary oil recovery.
The invention has the following advantages:
the invention fully utilizes the temperature difference between the underground and the ground to prepare the temperature-triggered oxygen release type oil film stripping surfactant. After the oil film stripping agent is added into an oil and gas exploitation layer, double long-chain hydrophobic groups carried in molecules have good invasion capacity and are easy to access the inside of an oil film; the peroxy acid group carried in the molecule releases oxygen under the action of high temperature underground and generates gemini surfactant. The oil film on the rock is promoted to be rapidly stripped under the prying action of gas and the wetting stripping action of the gemini surfactant, the residual stripped oil film is changed into freely movable micro-droplets under the emulsification and solubilization actions of the gemini surfactant, and the phenomenon that the oil film is aggregated and condensed again in the migration process and cannot pass through a pore throat is avoided, so that the final recovery ratio is improved.
The preparation method comprises the steps of firstly preparing an intermediate I through reaction of chloroacetic acid and triethylene tetramine, and taking the intermediate I and bromooctadecane to react to obtain an intermediate II. Taking the intermediate II, hydrogen peroxide and a catalyst to react to obtain waxy solid, namely the target product. The whole method adopts three steps of reaction, and gradually adds reactants for reaction, so that the raw materials are cheap and easy to obtain, the process is simple, the obtained product is simple to post-treat, and the method is suitable for industrial production. The prepared temperature-triggered oxygen release type oil film stripping surfactant can avoid secondary aggregation and condensation in the migration process and prevent the surfactant from failing to pass through pore throats, so that the ultimate recovery rate is improved.
The temperature-triggered oxygen-release oil film stripping surfactant has obvious oil displacement capacity. Meanwhile, the speed of capillary flooding shows a trend of first-speed oil displacement and second-speed oil displacement, wherein the flooding is faster within 0h-4h, and the flooding is slower within 4h-12 h.
Description of the drawings:
FIG. 1 nuclear magnetic hydrogen spectrum of the wetting reversal agent obtained in example 3;
FIG. 2 shows nuclear magnetic hydrogen spectra of the wetting reversal agent obtained in example 3 after high-temperature triggering;
FIG. 3 shows the oil displacement effect of the temperature triggered oxygen release type oil film stripping surfactant.
Detailed Description
The technical solution in the embodiments of the present invention will be clearly and completely described below. It is to be understood that the described embodiments are merely exemplary of the invention, and not restrictive of the full scope of the invention. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
The invention relates to a temperature-triggered oxygen release type oil film stripping surfactant which has the following structural formula:
wherein R is alkyl, and the number of carbon atoms in the alkyl is more than or equal to 16 and less than or equal to 20.
The principle is as follows: the oxygen release type oil film stripping surfactant fully utilizes the temperature difference between the bottom of a well and the ground to realize the release of gas. When the oil film enters the stratum, long-chain hydrophobic groups carried in molecules have good invasion capacity and are easy to access the inside of the oil film; the peroxy acid group carried in the molecule releases oxygen under the action of high temperature underground and generates gemini surfactant. The oil film on the rock is promoted to be rapidly stripped under the prying action of gas and the wetting stripping action of the gemini surfactant, and the residual stripped oil film is changed into freely movable micro-droplets under the emulsification and solubilization actions of the gemini surfactant, so that the phenomenon that the oil film is aggregated and condensed again in the migration process and cannot pass through the pore throat is avoided. The principle is realized by the following reaction:
the synthesis mechanism is as follows:
wherein R is alkyl, and the number of carbon atoms in the alkyl is more than or equal to 16 and less than or equal to 20.
Specifically, the temperature triggered oxygen release type oil film stripping surfactant comprises the following specific preparation steps:
(1) dissolving chloroacetic acid and triethylene tetramine in a solvent to obtain a first mixed solution, heating to 60-80 ℃, reacting for 2-4 hours, neutralizing to be neutral by using a saturated sodium carbonate solution after the reaction is finished, and carrying out reduced pressure distillation on the solution to obtain a first intermediate;
(2) adding long-chain alkyl bromide and a solvent into the first intermediate to obtain a second mixed solution, reacting for 3-5 hours at the temperature of 60-80 ℃, and after the reaction is finished, carrying out reduced pressure distillation on the reaction solution to obtain a second intermediate;
(3) adding hydrogen peroxide, a solvent and a catalyst into the second intermediate, and reacting for 2-4 hours at the temperature of 40-60 ℃; and filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the temperature-triggered oxygen release type oil film stripping surfactant.
The temperature-triggered oxygen release type oil film stripping surfactant prepared by the preparation method can be used as an oil film stripping agent to be applied to tertiary oil recovery.
The invention is further illustrated by the following specific examples and figures:
example 1
Dissolving 14.4g of chloroacetic acid and 5.6g of triethylene tetramine in 80g of ethanol, heating to 60 ℃, reacting for 4 hours, neutralizing to be neutral by using a saturated sodium carbonate solution, and carrying out reduced pressure distillation on the solution to obtain an intermediate I. Taking 6.6g of the intermediate I, 13.4g of bromooctadecane and 90g of ethanol, preparing a solution, heating to 70 ℃, and reacting for 3 hours. After the reaction, the reaction solution was distilled under reduced pressure to obtain intermediate II. Taking 6.6g of intermediate IIs, 10.4g of hydrogen peroxide (30 percent) and 0.3g of benzenesulfonic acid, wherein the solvent is ethanol, the reaction temperature is 40 ℃, and the reaction time is 4 hours. And after the reaction is finished, filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the target product.
Example 2
Dissolving 14.4g of chloroacetic acid and 5.6g of triethylene tetramine in 80g of ethanol, heating to 80 ℃, reacting for 2h, neutralizing to be neutral by using a saturated sodium carbonate solution, and carrying out reduced pressure distillation on the solution to obtain an intermediate I. Taking 3.3g of the intermediate I, 6.7g of bromoeicosane and 90g of ethanol, preparing a solution, heating to 70 ℃, and reacting for 5 hours. After the reaction, the reaction solution was distilled under reduced pressure to obtain intermediate II. Taking 13.3g of the intermediate II, 22.7g of hydrogen peroxide (30 percent) and 0.8g of benzenesulfonic acid, wherein the solvent is ethanol, the reaction temperature is 40 ℃, and the reaction time is 2 hours. And after the reaction is finished, filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the target product.
Example 3
Dissolving 7.3g of chloroacetic acid and 3.7g of triethylene tetramine in 90g of ethanol, heating to 70 ℃, reacting for 3h, neutralizing to be neutral by using a saturated sodium carbonate solution, and carrying out reduced pressure distillation on the solution to obtain an intermediate I. Preparing a solution from 3.5g of intermediate I3, 6.5g of bromohexadecane and 90g of ethanol, heating to 70 ℃, and reacting for 4 h. After the reaction, the reaction solution was distilled under reduced pressure to obtain intermediate II. Taking 6.6g of the intermediate II, 22.7g of hydrogen peroxide (with the mass concentration of 30 percent), 0.6g of benzenesulfonic acid, taking ethanol as a solvent, reacting at 50 ℃ for 3 hours. And after the reaction is finished, filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the target product.
Example 4
Chloroacetic acid and triethylene tetramine are dissolved in ethanol, the content of chloroacetic acid is 4 times that of triethylene tetramine, and the solute content is controlled to be 10 wt%. Heating to 60 ℃, reacting for 2h, neutralizing to be neutral by using a saturated sodium carbonate solution, and carrying out reduced pressure distillation on the solution to obtain an intermediate I. Preparing the intermediate I, bromoeicosane and ethanol into a solution with solute content of 10%, heating to 60 ℃, and reacting for 3 hours. After the reaction, the reaction solution was distilled under reduced pressure to obtain intermediate II. Taking the intermediate II, hydrogen peroxide (30 percent) and benzenesulfonic acid, adding 1:4.5 molar weight of the intermediate II and the hydrogen peroxide, adding 2 percent by mass of benzenesulfonic acid, taking ethanol as a solvent, reacting at 40 ℃ for 2 hours. And after the reaction is finished, filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the target product.
Example 5
Chloroacetic acid and triethylene tetramine are dissolved in ethanol, the content of chloroacetic acid is 4.3 times that of triethylene tetramine, and the content of solute is controlled to be 20 wt%. Heating to 80 ℃, reacting for 4h, neutralizing to be neutral by using a saturated sodium carbonate solution, and carrying out reduced pressure distillation on the solution to obtain an intermediate I. Preparing the intermediate I, bromoeicosane and ethanol with solute content of 20% into a solution, heating to 80 ℃, and reacting for 5 hours. After the reaction, the reaction solution was distilled under reduced pressure to obtain intermediate II. Taking the intermediate II, hydrogen peroxide (30 percent) and benzenesulfonic acid, adding 1:5 molar weight of the intermediate II and the hydrogen peroxide into 4 percent of benzenesulfonic acid by mass, taking ethanol as a solvent, reacting at 60 ℃ for 4 hours. And after the reaction is finished, filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the target product.
Example 6
Chloroacetic acid and triethylene tetramine are dissolved in ethanol, the content of chloroacetic acid is 4.2 times that of triethylene tetramine, and the content of solute is controlled to be 15 wt%. Heating to 70 ℃, reacting for 3h, neutralizing to be neutral by using a saturated sodium carbonate solution, and carrying out reduced pressure distillation on the solution to obtain an intermediate I. Taking the intermediate I, bromoeicosane and ethanol, preparing a solution with the solute content of 15%, heating to 70 ℃, and reacting for 4 hours. After the reaction, the reaction solution was distilled under reduced pressure to obtain intermediate II. Taking the intermediate II, hydrogen peroxide (30 percent) and benzenesulfonic acid, adding 1:4 molar weight of the intermediate II and the hydrogen peroxide, adding 3 percent by mass of benzenesulfonic acid, taking ethanol as a solvent, reacting at 50 ℃ for 3 hours. And after the reaction is finished, filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the target product.
In order to characterize the structural characteristics of the temperature-triggered oxygen release type oil film stripping surfactant, a nuclear magnetic hydrogen spectrum test was performed on the sample in example 3, and the result is shown in fig. 1. FIG. 1 nuclear magnetic hydrogen spectrum of the wetting reversal agent obtained in example 3.
1H NMR(300MHz，DMSO)：δ4.22(s，4H)，3.31(s，8H)，3.01(t，4H)，2.38(t，12H)，1.37～1.25(m，58H)，0.89(t，6H)ppm。
In order to verify that the temperature-triggered oxygen-release type oil film stripping surfactant generates carboxyl groups through reduction of peroxy acids under the action of high temperature, a nuclear magnetic hydrogen spectrum test is carried out on the sample in example 3 after the sample is heated at 80 ℃ for 20min, and the result is shown in figure 2. FIG. 2 shows nuclear magnetic hydrogen spectra of the wetting reversal agent obtained in example 3 after high-temperature triggering;
1H NMR(300MHz，DMSO)：δ13.43(s，4H)3.32(s，8H)，3.00(t，4H)，2.36(t，12H)，1.36～1.25(m，58H)，0.91(t，6H)ppm。
as can be seen from FIG. 1, the present invention successfully prepares a temperature-triggered oxygen-release type oil film stripping surfactant with a target structure. By comparing fig. 1 and fig. 2, the temperature-triggered oxygen-release type oil film stripping surfactant can reduce peroxy acid groups to generate carboxylic acid groups through the action of temperature rise.
And (3) performance testing:
the oil displacement performance of the temperature-triggered oxygen-release oil film stripping surfactant is tested through a static capillary oil displacement experiment. The specific process of the experiment is as follows: immersing a capillary (with the diameter of 0.3mm) into the crude oil, taking out after the crude oil is fully absorbed, wiping the capillary clean, and putting the capillary into a sample bottle filled with a surfactant solution. Then placing the sample bottle into an oven, heating to 80 ℃, regularly observing and recording the condition of crude oil driven out of the capillary tube, as shown in figure 3; FIG. 3 shows the oil displacement effect of the temperature-triggered oxygen-release oil film stripping surfactant.
As can be seen from the figure 3, the temperature-triggered oxygen-release oil film stripping surfactant has obvious oil displacement capacity within 0-12 h. Meanwhile, the speed of capillary flooding shows a trend of first-speed oil displacement and second-speed oil displacement, wherein the flooding is faster within 0h-4h, and the flooding is slower within 4h-12 h.
The foregoing is a more detailed description of the invention and it is not intended that the invention be limited to the specific embodiments described herein, but that various modifications, alterations, and substitutions may be made by those skilled in the art without departing from the spirit of the invention, which should be construed to fall within the scope of the invention as defined by the appended claims.
Claims (9)
1. A temperature-triggered oxygen release type oil film stripping surfactant is characterized by comprising the following structural formula:
wherein R is alkyl, and the number of carbon atoms in the alkyl is more than or equal to 16 and less than or equal to 20.
2. The preparation method of the temperature-triggered oxygen release type oil film stripping surfactant as claimed in claim 1, characterized by comprising the following steps:
(1) dissolving chloroacetic acid and triethylene tetramine in a solvent to obtain a first mixed solution, heating to 60-80 ℃, reacting for 2-4 hours, neutralizing to be neutral by using a saturated sodium carbonate solution after the reaction is finished, and carrying out reduced pressure distillation on the solution to obtain a first intermediate;
(2) adding long-chain alkyl bromide and a solvent into the first intermediate to obtain a second mixed solution, reacting for 3-5 hours at the temperature of 60-80 ℃, and after the reaction is finished, carrying out reduced pressure distillation on the reaction solution to obtain a second intermediate;
(3) adding hydrogen peroxide, a solvent and a catalyst into the second intermediate, and reacting for 2-4 hours at the temperature of 40-60 ℃; and filtering the obtained mixture, taking liquid of the mixture, and drying the liquid in vacuum to obtain waxy solid, namely the temperature-triggered oxygen release type oil film stripping surfactant.
3. The temperature-triggered oxygen release type oil film stripping surfactant according to claim 2, wherein in the step (1), the amount of chloroacetic acid is 4-4.3 times that of triethylene tetramine, and the mass ratio of solute in the first mixed solution is 10-20 wt%.
4. The temperature-triggered oxygen release type oil film stripping surfactant according to claim 2, wherein in the step (2), the solute accounts for 10-20% of the second mixed solution by mass.
5. The temperature-triggered oxygen release type oil film stripping surfactant as claimed in claim 2, wherein in the step (3), the molar ratio of hydrogen peroxide to the second intermediate is (4-5): 1.
6. The temperature-triggered oxygen release type oil film stripping surfactant according to claim 2, wherein in the step (3), the catalyst is benzenesulfonic acid.
7. The temperature-triggered oxygen release type oil film stripping surfactant according to claim 6, wherein the mass of the added catalyst is 2-4% of the mass of the reaction solution.
8. The temperature-triggered oxygen release type oil film stripping surfactant according to claim 2, wherein the solvent is ethanol.
9. Use of the temperature triggered oxygen release type oil film stripping surfactant according to claim 1 as an oil film stripper in tertiary oil recovery.
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