CN110791275B - Salt-resistant oil displacement agent based on double-anion surfactant and preparation method thereof - Google Patents

Salt-resistant oil displacement agent based on double-anion surfactant and preparation method thereof Download PDF

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CN110791275B
CN110791275B CN201911128331.2A CN201911128331A CN110791275B CN 110791275 B CN110791275 B CN 110791275B CN 201911128331 A CN201911128331 A CN 201911128331A CN 110791275 B CN110791275 B CN 110791275B
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黄海
屈乐
任大忠
马超
陈刚
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Shaanxi Daokang Energy Technology Co.,Ltd.
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Xian Shiyou University
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    • C09K8/00Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
    • C09K8/58Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
    • C09K8/584Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific surfactants
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    • C07C227/06Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
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    • E21BEARTH DRILLING, e.g. DEEP DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
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    • E21B43/16Enhanced recovery methods for obtaining hydrocarbons

Abstract

The invention relates to a salt-resistant oil displacement agent based on a dianion surfactant and a preparation method thereof. The surfactant is prepared by the following method: dissolving long-chain fatty amine, and adding an anionizing agent and alkali; adding a catalyst, and heating for reaction; filtering, washing, adding lignin salt, adding polyvinylpyrrolidone, and evaporating solvent. The surfactant has good static oil washing efficiency, and the oil displacement efficiency and the in-water corrosion inhibition rate of the oil field are improved by core displacement.

Description

Salt-resistant oil displacement agent based on double-anion surfactant and preparation method thereof
Technical Field
The invention relates to the technical field of preparation and application of a multifunctional surfactant with oil displacement and corrosion inhibition effects for oil and gas fields, in particular to a preparation method of an anti-salt oil displacement agent based on a dianion surfactant.
Background
In the face of the demand of further improving the recovery ratio, most oil fields adopt a chemical oil displacement mode. Chemical flooding is an oil recovery process that adds chemical agents to the injection water to change the physicochemical properties of the displacement fluid and the interfacial properties between the displacement fluid and the crude oil and rock minerals, thereby facilitating the production of crude oil. The chemical flooding mainly comprises polymer flooding, polymer/surfactant binary combination flooding, surfactant/polymer/alkali ternary combination flooding and the like, and the used medicaments are polymers, surfactants, alkali and other auxiliary chemical agents. Polymer flooding is a method of adding a water-soluble polymer to injection water to increase the viscosity of the injection water, improve the fluidity ratio, and enlarge the injection swept volume to increase the ultimate recovery. Surfactant flooding is the flow of residual oil by lowering the oil-water interfacial tension. The method that the oil layer containing more organic acid in the crude oil can be injected with alkaline aqueous solution and generates the surfactant in the oil layer with the organic acid is called alkaline water flooding; pure alkali water flooding oil extraction is to produce residual oil by mechanisms of reducing the tension of an oil-water interface, generating wettability inversion, emulsification trapping, emulsification entrainment, spontaneous emulsification and coalescence, dissolving hard films and the like. The compound flooding is to add high molecular polymer into alkali water solution or surfactant, to improve the viscosity of the alkali water solution, improve unfavorable fluidity ratio, to make the alkali solution and crude oil have more contact opportunities, to improve sweep efficiency and oil displacement efficiency.
The existing polymer flooding, binary flooding and other production increasing measures have many problems which are difficult to solve, the stability of oil-water emulsion is very high due to the polymer with higher mass fraction in produced liquid, oil-water separation is difficult, the dehydration of the produced liquid and the transportation of crude oil are seriously influenced, and the cost for treating sewage containing high-concentration polymer is also very high. The surfactant can reduce the oil-water interfacial tension, increase the water wettability of the rock surface, replace crude oil to be adsorbed on the rock surface, strengthen the capillary action, disperse oil drops and weaken the interaction among the crude oil components. Meanwhile, in a reasonable concentration range, higher oil washing efficiency and lower emulsification degree can be realized. Therefore, surfactant flooding becomes an important method for improving the oil displacement efficiency of low-permeability oil fields. However, the currently used surfactants such as carboxylate and sulfonate have poor salt resistance, and the interfacial tension is increased and precipitation is likely to occur at a high concentration of calcium and magnesium ions, so that the surfactants having high salt resistance are required to be used in water having a high degree of mineralization, particularly high hardness.
On the other hand, in the oil displacement process of the oil well, higher requirements are also put forward on water treatment, wherein the corrosivity of injected water is an important index, and the control is needed by adding a corrosion inhibitor. Based on the above, in order to reduce the dosage of the surfactant in the using process and reduce the production cost, the invention provides the multifunctional surfactant for the oil and gas field, which has the functions of oil displacement and corrosion inhibition.
At present, a great deal of research on oil displacement agents and corrosion inhibitors for oil fields is reported in documents, but the single function of the oil displacement agents and the corrosion inhibitors is strengthened, the corrosion inhibition requirement in the oil displacement process is difficult to be considered simultaneously, and no research report on oil displacement and corrosion inhibition dual-effect agents exists. The need for additional agents to be disposed of necessitates compatibility issues and increased cost of the additional agents with the previous agent. The basic solution is to search the requirements of oil displacement and corrosion inhibition on the molecular structure of the medicament from the structural design of an oil displacement agent and a corrosion inhibitor, and grasp the common points to carry out structural design and formula optimization so as to prepare an integrated medicament system which can meet multiple functional requirements. Based on the above, in order to reduce the dosage of the surfactant in the oil displacement process and reduce the production cost, the invention provides the oil displacement and corrosion inhibition dual-effect agent for the oil field, which has the functions of oil displacement and corrosion inhibition. The traditional surfactant containing amino has only one amino group, has poor adsorption capacity, is not easy to adsorb on the surface of metal to form a film, and has poor corrosion inhibition effect. The surfactant for oil displacement and the corrosion inhibitor for hydrophilic group and hydrophobic group are combined with the requirements of the surfactant for oil displacement and the corrosion inhibitor for the adsorption group with metal and the film forming group for forming protection, a long-chain fatty amine is designed to be used as a main structure, the adsorption capacity is enhanced, and the hydrophilicity and hydrophobicity are adjusted through anionization, so that the oil displacement capacity is improved (shown in the structural formula, wherein R is long-chain alkyl, amine groups are influenced by acid to form ammonium salt cations, and two carboxylic acid or sulfonate anions respectively form salts with ammonium ions and corresponding cations such as sodium, potassium, ammonium and the like in the raw materials). The double anion structure of the oil displacement agent enables the oil displacement agent to have strong calcium ion resistance, and finally, by adding polyvinylpyrrolidone as a thickening agent, the oil displacement agent can improve the viscosity of the solution, reduce the oil-water fluidity ratio, expand the sweep efficiency and further improve the recovery ratio. In addition, the oil displacement agent is used as a sacrificial agent for oil displacement of industrial lignin products and a synergistic enhancer for corrosion inhibition, so that the oil displacement efficiency and the corrosion inhibition efficiency are further improved; rich amide groups on the polyvinylpyrrolidone can also be adsorbed on the metal surface to form a protective film, so that the corrosion inhibition effect of the system is improved.
Figure BDA0002277552350000031
Disclosure of Invention
In order to provide a surfactant suitable for tertiary oil recovery and water corrosion inhibition of oil and gas fields, the invention provides a salt-resistant oil displacement agent based on a dianion surfactant.
In order to achieve the purpose, the invention adopts the technical scheme that:
a preparation method of a double-anion surfactant-based salt-resistant oil displacement agent comprises the following steps:
firstly, dissolving long-chain aliphatic amine in a solvent with the mass of 5-20 times that of the long-chain aliphatic amine in a reactor, uniformly stirring the solution until the long-chain aliphatic amine is completely dissolved, adding an anionizer with the mass of 2-4 times that of the long-chain aliphatic amine and an alkali with the mass of 2-10 times that of the anionizer into the solution, wherein the long-chain aliphatic amine is selected from lauryl amine, tetradecylamine, hexadecylamine, octadecylamine, eicosylamine, icosadiamine and compositions thereof with industrial grade and above purity, the solvent is selected from methanol, ethanol, propanol, NN-dimethylformamide and mixtures thereof with industrial grade and above purity, the anionizer is selected from chloroacetic acid, sodium chloroacetate, potassium chloroacetate, 3-chloro-2-hydroxypropanesulfonic acid and mixtures thereof with industrial grade and above purity, and the alkali is selected from sodium hydroxide, potassium hydroxide, sodium hydroxide, potassium hydroxide, N-dimethylformamide and mixtures thereof with industrial grade and above purity, Sodium carbonate, potassium carbonate, calcium oxide;
secondly, adding a catalyst which accounts for 1 to 10 percent of the amount of the anionization reagent substances into the reaction vessel, stirring until the anionization reagent substances are completely dissolved, heating for 1 to 10 hours at the temperature of between 40 and 97 ℃, and cooling to room temperature, wherein the catalyst is selected from sodium iodide, potassium iodide and a mixture thereof with industrial grade and higher purity;
and thirdly, filtering insoluble substances in the system, washing with 1-5 times of the solvent used in the first step, concentrating the filtrate, adding lignin salt with the mass of 10-100% of that of the long-chain fatty amine, adding polyvinylpyrrolidone with the mass of 10-100% of that of the long-chain fatty amine, uniformly stirring, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is selected from industrial alkali lignin, sodium lignosulfonate, calcium lignosulfonate and mixtures thereof with the purity of more than industrial alkali lignin, sodium lignosulfonate and mixtures thereof, and the polyvinylpyrrolidone is selected from industrial products with the purity of more than industrial alkali lignin.
When in application, the oil displacement agent is prepared into 0.1-1% aqueous solution, and the core displacement improves the oil displacement efficiency by more than 10%; the corrosion inhibition rate of the produced water in different layers of western oil fields is more than 80 percent. The calcium ion resistance can be not less than 7000 ppm. The oil displacement experiment adopts a performance test method of a SY/T6424-2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-2014 water treatment agent.
Examples
The invention is further illustrated by the following examples. It should be understood that the method described in the examples is only for illustrating the present invention and not for limiting the present invention, and that simple modifications of the preparation method of the present invention based on the concept of the present invention are within the scope of the claimed invention.
The invention is further described with reference to specific examples.
Example 1
A preparation method of a double-anion surfactant-based salt-resistant oil displacement agent comprises the following steps:
firstly, dissolving long-chain aliphatic amine in a solvent with the mass being 20 times that of the long-chain aliphatic amine in a reactor, uniformly stirring the solution until the long-chain aliphatic amine is completely dissolved, and adding an anionizing agent with the mass being 2 times that of the long-chain aliphatic amine and a base with the mass being 4 times that of the long-chain aliphatic amine, wherein the long-chain aliphatic amine is selected from industrial-grade hexadecylamine, the solvent is selected from industrial-grade methanol, the anionizing agent is selected from industrial-grade chloroacetic acid, and the base is selected from industrial-grade sodium hydroxide;
secondly, adding a catalyst which accounts for 10% of the amount of the anionizing agent substance into the reaction vessel, stirring until the anionizing agent substance is completely dissolved, heating for 10 hours at 40 ℃, and cooling to room temperature, wherein the catalyst is selected from industrial-grade sodium iodide;
and thirdly, filtering insoluble substances in the system, washing the insoluble substances by using 5 times of the solvent used in the first step, concentrating the filtrate, adding lignin salt with the mass of 100% of that of the long-chain fatty amine into the concentrated filtrate, adding polyvinylpyrrolidone with the mass of 100% of that of the long-chain fatty amine into the concentrated filtrate, uniformly stirring the mixture, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is selected from industrial-grade alkali lignin, and the polyvinylpyrrolidone is selected from industrial-grade products.
And (3) adding 4g of column chromatography silica gel into 2g of the surfactant solution obtained in the second step, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the surfactant derived from the long-chain aliphatic amine. Loading 50g of column chromatography silica gel into a glass chromatography column with a length of 1.2m and a diameter of 3cm, uniformly spreading the column chromatography silica gel loaded with the surfactant of the long-chain aliphatic amine on the upper part, spreading the column chromatography silica gel with a thickness of 2cm, and adding absorbent cotton with a height of 3cm on the upper part for buffering. Elution with 100ml acetone was followed by a 100ml acetone change: eluting with eluent with methanol at a ratio of 1:3 (volume ratio), collecting the eluate, and evaporating to remove solvent to obtain surfactant derived from long chain fatty amine for nuclear magnetic resonance analysis.1H NMR(D-DMSO,400MHz),δ:3.40(4H,s),2.33(2H,t,J=7.6Hz),1.29-1.33(28H,m),0.96(3H,t,J=7.6Hz).
When the oil displacement agent is applied, the oil displacement agent is prepared into a 1% aqueous solution, and the oil displacement efficiency is improved by 13.5% through core displacement; the corrosion inhibition rate in the long 2 layers of produced water in the Changqing oil field is 92 percent. The calcium ion resistance can reach 10000 ppm. The oil displacement experiment adopts a performance test method of a SY/T6424-2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-2014 water treatment agent.
Example 2
A preparation method of a double-anion surfactant-based salt-resistant oil displacement agent comprises the following steps:
firstly, dissolving long-chain fatty amine in a solvent 15 times the mass of the long-chain fatty amine in a reactor, uniformly stirring until the long-chain fatty amine is completely dissolved, adding an anionizing agent 2.5 times the mass of the long-chain fatty amine and alkali 10 times the mass of the anionizing agent into the long-chain fatty amine, wherein the long-chain fatty amine is chemically pure octadecylamine, the solvent is chemically pure ethanol, the anionizing agent is chemically pure sodium chloroacetate, and the alkali is chemically pure sodium carbonate;
secondly, adding a catalyst accounting for 8% of the amount of the anionization reagent substance into the reaction vessel, stirring until the catalyst is completely dissolved, heating for 7 hours at 70 ℃, and cooling to room temperature, wherein the catalyst is chemically pure sodium iodide;
and thirdly, filtering insoluble substances in the system, washing with 4 times of the solvent used in the first step, concentrating the filtrate, adding lignin salt accounting for 80% of the mass of the long-chain fatty amine, adding polyvinylpyrrolidone accounting for 90% of the mass of the long-chain fatty amine, uniformly stirring, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is chemically pure sodium lignosulfonate, and the polyvinylpyrrolidone is chemically pure product.
And (3) adding 4g of column chromatography silica gel into 2g of the surfactant solution obtained in the second step, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the surfactant derived from the long-chain aliphatic amine. Loading 50g of column chromatography silica gel into a glass chromatography column with a length of 1.2m and a diameter of 3cm, uniformly spreading the column chromatography silica gel loaded with the surfactant of the long-chain aliphatic amine on the upper part, spreading the column chromatography silica gel with a thickness of 2cm, and adding absorbent cotton with a height of 3cm on the upper part for buffering. Elution with 100ml acetone was followed by a 100ml acetone change: eluting with eluent with methanol at a ratio of 1:3 (volume ratio), collecting the eluate, and evaporating to remove solvent to obtain surfactant derived from long chain fatty amine for nuclear magnetic resonance analysis.1H NMR(D-DMSO,400MHz),δ:3.40(4H,s),2.32(2H,t,J=7.6Hz),1.29-1.34(32H,m),0.96(3H,t,J=7.6Hz).
When the oil displacement agent is applied, the oil displacement agent is prepared into a 0.9% aqueous solution, and the oil displacement efficiency is improved by 14% by core displacement; the corrosion inhibition rate in the produced water of 6 layers in the Changqing oil field is 84 percent. The calcium ion resistance can reach 8000 ppm. The oil displacement experiment adopts a performance test method of a SY/T6424-2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-2014 water treatment agent.
Example 3
A preparation method of a double-anion surfactant-based salt-resistant oil displacement agent comprises the following steps:
firstly, dissolving long-chain fatty amine in a solvent with the mass being 12 times that of the long-chain fatty amine in a reactor, uniformly stirring until the long-chain fatty amine is completely dissolved, adding an anionizing agent with the mass being 3 times that of the long-chain fatty amine and alkali with the mass being 3.1 times that of the anionizing agent into the long-chain fatty amine, wherein the long-chain fatty amine is analytically pure eicosylamine, the solvent is analytically pure propanol, the anionizing agent is analytically pure potassium chloroacetate, and the alkali is analytically pure potassium hydroxide;
secondly, adding a catalyst which accounts for 5 percent of the amount of the anionization reagent substance into the reaction vessel, stirring until the anionization reagent substance is completely dissolved, heating for 1 hour at the temperature of 97 ℃, and cooling to room temperature, wherein the catalyst is analytically pure potassium iodide;
and thirdly, filtering insoluble substances in the system, washing the insoluble substances by using 3 times of the solvent used in the first step, concentrating the filtrate, adding lignin salt accounting for 50% of the mass of the long-chain fatty amine into the concentrated filtrate, adding polyvinylpyrrolidone accounting for 50% of the mass of the long-chain fatty amine into the concentrated filtrate, uniformly stirring the mixture, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is analytically pure alkali lignin, and the polyvinylpyrrolidone is analytically pure product.
And (3) adding 4g of column chromatography silica gel into 2g of the surfactant solution obtained in the second step, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the surfactant derived from the long-chain aliphatic amine. Loading 50g of column chromatography silica gel into a glass chromatography column with a length of 1.2m and a diameter of 3cm, uniformly spreading the column chromatography silica gel loaded with the surfactant of the long-chain aliphatic amine on the upper part, spreading the column chromatography silica gel with a thickness of 2cm, and adding absorbent cotton with a height of 3cm on the upper part for buffering. Elution with 100ml acetone was followed by a 100ml acetone change: methanol as 1:3 (volume ratio)Eluting with eluent, collecting the eluate, and evaporating to remove solvent to obtain surfactant derived from long chain fatty amine for nuclear magnetic resonance analysis.1H NMR(D-DMSO,400MHz),δ:3.41(4H,s),2.32(2H,t,J=7.6Hz),1.29-1.36(36H,m),0.96(3H,t,J=7.6Hz).
When the oil displacement agent is applied, the oil displacement agent is prepared into a 0.7% aqueous solution, and the oil displacement efficiency is improved by 17% by core displacement; the corrosion inhibition rate of the produced water of 8 layers of the Jing river oil field is 87%. The calcium ion resistance can reach 12000 ppm. The oil displacement experiment adopts a performance test method of a SY/T6424-2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-2014 water treatment agent.
Example 4
A preparation method of a double-anion surfactant-based salt-resistant oil displacement agent comprises the following steps:
dissolving long-chain fatty amine in a solvent with the mass being 10 times that of the long-chain fatty amine in a reactor, uniformly stirring until the long-chain fatty amine is completely dissolved, and adding an anionizing agent with the mass being 4 times that of the long-chain fatty amine and an alkali with the mass being 8 times that of the long-chain fatty amine, wherein the long-chain fatty amine is selected from technical grade octadecylamine, the solvent is selected from technical grade n-propanol, the anionizing agent is selected from technical grade 3-chloro-2-hydroxypropanesulfonic acid sodium, and the alkali is selected from technical grade calcium oxide;
secondly, adding a catalyst which is 1 percent of the amount of the anionization reagent substance into the reaction vessel, stirring until the anionization reagent substance is completely dissolved, heating for 2 hours at 90 ℃, and cooling to room temperature, wherein the catalyst is selected from a mixture of sodium iodide and potassium iodide with an industrial-grade mass ratio of 1: 1;
and thirdly, filtering insoluble substances in the system, washing the insoluble substances by using 1 time of the solvent used in the first step, adding lignin salt accounting for 30% of the mass of the long-chain fatty amine after collecting the filtrate, adding polyvinylpyrrolidone accounting for 40% of the mass of the long-chain fatty amine, uniformly stirring, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is selected from industrial-grade calcium lignosulfonate, and the polyvinylpyrrolidone is selected from industrial-grade products.
Taking 2g of the surface obtained in the second stepAnd adding 4g of column chromatography silica gel into the active agent solution, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the surfactant derived from the long-chain aliphatic amine. Loading 50g of column chromatography silica gel into a glass chromatography column with a length of 1.2m and a diameter of 3cm, uniformly spreading the column chromatography silica gel loaded with the surfactant of the long-chain aliphatic amine on the upper part, spreading the column chromatography silica gel with a thickness of 2cm, and adding absorbent cotton with a height of 3cm on the upper part for buffering. Elution with 100ml acetone was followed by a 100ml acetone change: eluting with eluent (volume ratio of methanol to methanol: 1: 5), collecting the eluate, and evaporating to remove solvent to obtain surfactant derived from long chain fatty amine for nuclear magnetic resonance analysis.1H NMR(D-DMSO,400MHz),δ:3.41-3.52(6H,m),2.34-2.38(6H,m),1.28-1.35(32H,m),0.96(3H,t,J=7.6Hz).
When the oil displacement agent is applied, a 0.5% aqueous solution is prepared, and the oil displacement efficiency is improved by 13.4% through core displacement; the corrosion inhibition rate in the produced water of 10 layers of the prolonged oil field is 87 percent. The calcium ion resistance can reach 11000 ppm. The oil displacement experiment adopts a performance test method of a SY/T6424-2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-2014 water treatment agent.
Example 5
A preparation method of a double-anion surfactant-based salt-resistant oil displacement agent comprises the following steps:
firstly, dissolving long-chain fatty amine in a solvent with the mass 5 times that of the long-chain fatty amine in a reactor, uniformly stirring until the long-chain fatty amine is completely dissolved, adding an anionizing agent with the mass 3 times that of the long-chain fatty amine and alkali with the mass 9 times that of the anionizing agent into the long-chain fatty amine, wherein the long-chain fatty amine is analytically pure behenamide, the solvent is chemically pure propanol, the anionizing agent is a chemically pure 3-chloro-2-sodium hydroxypropanesulfonate mixture, and the alkali is chemically pure sodium carbonate;
secondly, adding a catalyst which accounts for 3 percent of the amount of the anionization reagent substance into the reaction vessel, stirring until the anionization reagent substance is completely dissolved, heating for 4 hours at 65 ℃, and cooling to room temperature, wherein the catalyst is chemically pure sodium iodide;
and thirdly, filtering insoluble substances in the system, washing the insoluble substances by using 2 times of the solvent used in the first step, concentrating the filtrate, adding lignin salt accounting for 15% of the mass of the long-chain fatty amine into the concentrated filtrate, adding polyvinylpyrrolidone accounting for 30% of the mass of the long-chain fatty amine into the concentrated filtrate, uniformly stirring the mixture, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is chemical soda lignin, and the polyvinylpyrrolidone is a chemically pure product.
And (3) adding 4g of column chromatography silica gel into 2g of the surfactant solution obtained in the second step, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the surfactant derived from the long-chain aliphatic amine. Loading 50g of column chromatography silica gel into a glass chromatography column with a length of 1.2m and a diameter of 3cm, uniformly spreading the column chromatography silica gel loaded with the surfactant of the long-chain aliphatic amine on the upper part, spreading the column chromatography silica gel with a thickness of 2cm, and adding absorbent cotton with a height of 3cm on the upper part for buffering. Elution with 100ml acetone was followed by a 100ml acetone change: eluting with eluent (volume ratio of methanol to methanol: 1: 5), collecting the eluate, and evaporating to remove solvent to obtain surfactant derived from long chain fatty amine for nuclear magnetic resonance analysis.1H NMR(D-DMSO,400MHz),δ:3.41-3.53(6H,m),2.33-2.38(6H,m),1.28-1.36(40H,m),0.96(3H,t,J=7.6Hz).
When the oil displacement agent is applied, a 0.3% aqueous solution is prepared, and the oil displacement efficiency is improved by 13.6% by core displacement; the corrosion inhibition rate in the produced water of 8 layers of the extended oil field is 88 percent. The calcium ion resistance can reach 8000 ppm. The oil displacement experiment adopts a performance test method of a SY/T6424-2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-2014 water treatment agent.
Example 6
A preparation method of a double-anion surfactant-based salt-resistant oil displacement agent comprises the following steps:
firstly, dissolving long-chain aliphatic amine in 9 times of solvent by mass in a reactor, uniformly stirring until the long-chain aliphatic amine is completely dissolved, adding an anionizer and a base by 10 times of the substance by mass of the anionizer into the reactor, wherein the long-chain aliphatic amine is selected from a hexadecylamine and octadecylamine composition with the industrial-grade substance in a ratio of 1:2, the solvent is selected from a mixture of n-propanol and isopropanol with the industrial-grade volume ratio of 1:1, the anionizer is selected from industrial-grade potassium chloroacetate, and the base is selected from industrial-grade potassium carbonate;
secondly, adding a catalyst which accounts for 6 percent of the amount of the anionization reagent substances into the reaction vessel, stirring until the anionization reagent substances are completely dissolved, heating for 3 hours at the temperature of 80 ℃, and cooling to room temperature, wherein the catalyst is selected from industrial-grade potassium iodide;
and thirdly, filtering insoluble substances in the system, washing with 2 times of the solvent used in the first step, concentrating the filtrate, adding lignin salt accounting for 10% of the mass of the long-chain fatty amine, adding polyvinylpyrrolidone accounting for 10% of the mass of the long-chain fatty amine, uniformly stirring, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is a mixture of alkali lignin and sodium lignosulfonate in an industrial mass ratio of 5:1, and the polyvinylpyrrolidone is an industrial product.
When the oil displacement agent is applied, a 0.1% aqueous solution is prepared, and the oil displacement efficiency is improved by 11.6% by core displacement; the corrosion inhibition rate of the produced water in 10 layers of the Changqing oil field is 89%. The calcium ion resistance can reach 9000 ppm. The oil displacement experiment adopts a performance test method of a SY/T6424-2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-2014 water treatment agent.

Claims (1)

1. A preparation method of a double-anion surfactant-based salt-resistant oil displacement agent is characterized by comprising the following steps:
firstly, dissolving long-chain aliphatic amine in a solvent with the mass being 20 times that of the long-chain aliphatic amine in a reactor, uniformly stirring the solution until the long-chain aliphatic amine is completely dissolved, and adding an anionizing agent with the mass being 2 times that of the long-chain aliphatic amine and a base with the mass being 4 times that of the long-chain aliphatic amine, wherein the long-chain aliphatic amine is selected from industrial-grade hexadecylamine, the solvent is selected from industrial-grade methanol, the anionizing agent is selected from industrial-grade chloroacetic acid, and the base is selected from industrial-grade sodium hydroxide;
secondly, adding a catalyst which accounts for 10% of the amount of the anionizing agent substance into the reaction vessel, stirring until the anionizing agent substance is completely dissolved, heating for 10 hours at 40 ℃, and cooling to room temperature, wherein the catalyst is selected from industrial-grade sodium iodide;
thirdly, filtering insoluble substances in the system, washing the insoluble substances by using 5 times of the solvent used in the first step, concentrating the filtrate, adding lignin salt with the mass of 100% of that of the long-chain fatty amine into the concentrated filtrate, adding polyvinylpyrrolidone with the mass of 100% of that of the long-chain fatty amine into the concentrated filtrate, uniformly stirring the mixture, and evaporating the solvent to obtain the multifunctional surfactant for the oil and gas fields, wherein the lignin salt is selected from industrial-grade alkali lignin, and the polyvinylpyrrolidone is selected from industrial-grade products;
and (3) adding 4g of column chromatography silica gel into 2g of the surfactant solution obtained in the second step, and uniformly stirring until the solvent is volatilized completely to obtain the column chromatography silica gel loaded with the surfactant derived from the long-chain aliphatic amine. Loading 50g of column chromatography silica gel into a glass chromatography column with the length of 1.2m and the delicacy of 3cm, evenly paving column chromatography silica gel loaded with an active long-chain fatty amine surfactant on the upper part after even loading, paving column chromatography silica gel with the thickness of 2cm, adding absorbent cotton with the height of 3cm on the upper part for buffering, eluting with 100ml of acetone, and then changing into 100ml of acetone: eluting with eluent at the volume ratio of 1:3, collecting the eluent, and evaporating the solvent to obtain the surfactant derived from long-chain aliphatic amine;
when the oil displacement agent is applied, the oil displacement agent is prepared into a 1% aqueous solution, and the oil displacement efficiency is improved by 13.5% through core displacement; the corrosion inhibition rate of the produced water of the long 2-layer of the Changqing oilfield is 92%, the calcium ion resistance can reach 10000ppm, the oil displacement experiment adopts a performance test method of a SY/T6424-one 2014 composite oil displacement system, and the corrosion inhibition experiment adopts a rotating hanging sheet method for measuring the corrosion inhibition performance of a GB/T18175-one 2014 water treatment agent.
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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0647768A2 (en) * 1993-10-06 1995-04-12 The Lubrizol Corporation Methods of using acidizing fluids in wells, and compositions used therein
CN102220860A (en) * 2010-04-15 2011-10-19 中国石油化工股份有限公司 Polymer-surfactant binary compound oil displacement method
CN103374341A (en) * 2012-04-13 2013-10-30 中国石油天然气股份有限公司 Preparation method and application of gemini amphiphilic surfactant
WO2014085272A1 (en) * 2012-11-28 2014-06-05 Ecolab Usa Inc. Viscoelastic surfactant based cleaning compositions
CN104927823A (en) * 2015-05-19 2015-09-23 唐山冀油瑞丰化工有限公司 Dianionic surfactant oil displacement agent and preparation method therefor and application thereof
CN108440322A (en) * 2018-03-29 2018-08-24 陕西科技大学 A kind of star-like carboxylic acid group's zwitterionic surfactant and its preparation method and application
CN109371746A (en) * 2018-11-01 2019-02-22 咸阳职业技术学院 A kind of inorfil softness dispersing agent, preparation method and its application for enhancing inorfil pliability and dispersion performance

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9828543B2 (en) * 2014-11-19 2017-11-28 Saudi Arabian Oil Company Compositions of and methods for using hydraulic fracturing fluid for petroleum production

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0647768A2 (en) * 1993-10-06 1995-04-12 The Lubrizol Corporation Methods of using acidizing fluids in wells, and compositions used therein
CN102220860A (en) * 2010-04-15 2011-10-19 中国石油化工股份有限公司 Polymer-surfactant binary compound oil displacement method
CN103374341A (en) * 2012-04-13 2013-10-30 中国石油天然气股份有限公司 Preparation method and application of gemini amphiphilic surfactant
WO2014085272A1 (en) * 2012-11-28 2014-06-05 Ecolab Usa Inc. Viscoelastic surfactant based cleaning compositions
CN104927823A (en) * 2015-05-19 2015-09-23 唐山冀油瑞丰化工有限公司 Dianionic surfactant oil displacement agent and preparation method therefor and application thereof
CN108440322A (en) * 2018-03-29 2018-08-24 陕西科技大学 A kind of star-like carboxylic acid group's zwitterionic surfactant and its preparation method and application
CN109371746A (en) * 2018-11-01 2019-02-22 咸阳职业技术学院 A kind of inorfil softness dispersing agent, preparation method and its application for enhancing inorfil pliability and dispersion performance

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Ferrocene-Based Cationic Surfactants: Surface and Antimicrobial Properties;Hafiz, Amal A.; Badawi, A. M.; El-Deeb, F. I.; 等.;《JOURNAL OF SURFACTANTS AND DETERGENTS 》;20100430;第13卷(第2期);第165-172页 *
阴离子型双子表面活性剂的制备及其驱油性能;李小洋;刘平;王友启;杜辉;刘召英;刘馨;《石油化工》;20181215;第47卷(第12期);第1403-1408页 *

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