CN113684013A - Oil displacement cleanup additive and preparation method and application thereof - Google Patents

Oil displacement cleanup additive and preparation method and application thereof Download PDF

Info

Publication number
CN113684013A
CN113684013A CN202010426359.0A CN202010426359A CN113684013A CN 113684013 A CN113684013 A CN 113684013A CN 202010426359 A CN202010426359 A CN 202010426359A CN 113684013 A CN113684013 A CN 113684013A
Authority
CN
China
Prior art keywords
compound
ring
oil displacement
cleanup additive
preparation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN202010426359.0A
Other languages
Chinese (zh)
Other versions
CN113684013B (en
Inventor
郑爱萍
陈宏飞
宋栋
刘泠杉
蒙延冲
高军
敬思伟
董文波
于岐
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Petrochina Co Ltd
Original Assignee
Petrochina Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Petrochina Co Ltd filed Critical Petrochina Co Ltd
Priority to CN202010426359.0A priority Critical patent/CN113684013B/en
Publication of CN113684013A publication Critical patent/CN113684013A/en
Application granted granted Critical
Publication of CN113684013B publication Critical patent/CN113684013B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/04Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
    • C07C303/06Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/24Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfuric acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/02Preparation of ethers from oxiranes
    • C07C41/03Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/18Preparation of ethers by reactions not forming ether-oxygen bonds
    • C07C41/26Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of hydroxy or O-metal groups
    • EFIXED CONSTRUCTIONS
    • E21EARTH DRILLING; MINING
    • E21BEARTH DRILLING, e.g. DEEP DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
    • E21B43/00Methods or apparatus for obtaining oil, gas, water, soluble or meltable materials or a slurry of minerals from wells
    • E21B43/16Enhanced recovery methods for obtaining hydrocarbons
    • EFIXED CONSTRUCTIONS
    • E21EARTH DRILLING; MINING
    • E21BEARTH DRILLING, e.g. DEEP DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
    • E21B43/00Methods or apparatus for obtaining oil, gas, water, soluble or meltable materials or a slurry of minerals from wells
    • E21B43/16Enhanced recovery methods for obtaining hydrocarbons
    • E21B43/24Enhanced recovery methods for obtaining hydrocarbons using heat, e.g. steam injection

Abstract

The invention provides an oil displacement cleanup additiveAnd a preparation method and application thereof. The preparation method comprises the step S1 of carrying out ring opening reaction on coniferyl alcohol, ethylene oxide and a first solvent under alkaline conditions to obtain a product system containing a ring opening compound; step S2, adding a product system containing a ring-opening compound, SO3And a second solvent to carry out sulfonation reaction to obtain a sulfonate compound; and step S3, mixing the sulfonate compound and the surface active substance to obtain the oil displacement cleanup additive; wherein the surface active substance is a mixture of a fluorocarbon surfactant and ammonium bicarbonate, and the ring-opening compound and the sulfonate compound respectively have the following structural formulas:
Figure DDA0002498872530000011
M+is a monovalent cation. The method is simple and low in cost, and the effect of solving the problem that the multi-cycle steam huff and puff harvesting effect is poor is obvious.

Description

Oil displacement cleanup additive and preparation method and application thereof
Technical Field
The invention relates to the technical field of petroleum development, and relates to an oil displacement cleanup additive, and a preparation method and application thereof.
Background
The steam huff and puff technology is one of the important technologies for developing the heavy oil reservoir, and has the advantages of less investment, relatively simple process technology, fast yield increase and good economic benefit. However, after the heavy oil reservoir is subjected to multi-cycle steam huff-puff oil extraction, the formation pressure is greatly reduced, the underground water storage amount is large, the thermal efficiency of injected steam is deteriorated, the recovery period is long, the oil-steam ratio is reduced, and the extraction effect is increasingly poor, so that how to further improve the multi-cycle steam huff-puff development effect of the heavy oil reservoir and improve the recovery efficiency in the huff-puff stage is an urgent problem to be solved.
The addition of the oil displacement and drainage aid while the steam is huffed and puff is an effective method for solving the problems. The oil displacement and drainage assistant can reduce the viscosity of crude oil, reduce the pressure of steam injection and reduce the lifting resistance, thereby achieving the purpose of improving the recovery ratio in the later period of multiple rounds of steam huff and puff. At present, the main component of the oil displacement cleanup additive is a hydrocarbon surfactant, but the oil displacement cleanup additive has the problems of insufficient surface activity, difficult application in high temperature and acidic environment and the like, and has limited capability of solving the problem of poor development effect after multi-cycle steam huff and puff oil recovery.
Disclosure of Invention
The invention mainly aims to provide an oil displacement cleanup additive, and a preparation method and application thereof, so as to solve the problem that the oil displacement cleanup additive in the prior art has limited capability of deteriorating development effect after multi-cycle steam huff-puff oil recovery.
In order to achieve the above object, according to one aspect of the present invention, there is provided a method for preparing an oil displacement cleanup additive, the method comprising: step S1, carrying out ring-opening reaction on coniferyl alcohol, ethylene oxide and a first solvent under an alkaline condition to obtain a product system containing a ring-opening compound; step S2, adding a product system containing a ring-opening compound, SO3And a second solvent to carry out sulfonation reaction to obtain a sulfonate compound; and step S3, mixing the sulfonate compound and the surface active substance to obtain the oil displacement cleanup additive; wherein the surface active substance is a mixture of a fluorocarbon surfactant and ammonium bicarbonate, and the ring-opening compound and the sulfonate compound respectively have the following structural formulas:
Figure BDA0002498872520000011
M+is a monovalent cation.
Further, the mass ratio of the coniferyl alcohol to the ethylene oxide is 1: 2-1: 1.
Further, the coniferyl alcohol and SO3The mass ratio of (A) to (B) is 1: 0.5-1: 1.
Furthermore, the mass ratio of the fluorocarbon surfactant to the ammonium bicarbonate in the surface active substance is 0.1: 1.5-2.5.
Further, the mass ratio of the sulfonate compound to the surface active substance is 1:1 to 2: 1.
Further, the ring-opening reaction is carried out at 80-90 ℃.
Further, an alkaline substance is used to form the alkaline condition, the alkaline substance is preferably selected from one or more of sodium hydroxide, potassium hydroxide and lithium hydroxide, and the molar ratio of coniferyl alcohol to the alkaline substance is preferably 1: 3-2: 3.
Further, the first solvent and the second solvent are respectively and independently selected from one or more of dichloroethane, acetonitrile, toluene and dioxane.
According to another aspect of the invention, an oil displacement cleanup additive is provided, and is prepared by any one of the preparation methods.
According to another aspect of the invention, the application of the oil displacement cleanup additive is provided, the oil displacement cleanup additive is used in cooperation with steam huff and puff, and the oil displacement cleanup additive is any one of the oil displacement cleanup additives.
By applying the technical scheme of the invention, coniferyl alcohol and ethylene oxide are utilized under alkaline condition (M)+Is a cation from alkaline conditions) to obtain a ring-opened compound, and then the ring-opened compound and SO are utilized3The sulfonate compound is used as a novel aralkyloxyalkyl sulfonate, and the structure of the sulfonate compound has a high-temperature-resistant phenol-like structure, so that the sulfonate compound has high-temperature-resistant performance as a novel anionic surfactant, and has the advantages of strong interfacial activity, high salt resistance, complex formulation, high temperature resistance, foamability and good compatibility with crude oil. Although the fluorocarbon surfactant has high surface activity, high thermodynamic and chemical stability (acid resistance, alkali resistance and oxidation resistance), the price is expensive, so that the sulfonate compound, the ammonium bicarbonate and the fluorocarbon surfactant are used in cooperation, and on one hand, the two can further strengthen the performances of each other under the synergistic action, so that the oil displacement cleanup additive comprising the two has strong surface activity, foamability, high salt resistance, high temperature resistance,High chemical stability, low cost and CO generated by decomposing ammonium bicarbonate2And NH3Gas of CO2Has the functions of increasing energy and reducing viscosity, NH3The alkaline buffer solution formed after dissolving in water has stronger oil washing capacity. Therefore, the oil displacement cleanup additive is matched with steam huff and puff to displace oil, so that the oil displacement cleanup additive can collect steam, surfactant, alkali and CO2、NH3The foam is integrated with the oil-water interface tension, the water lock is removed, flowback is facilitated, the viscosity of crude oil and the steam injection pressure are reduced, the lifting resistance is reduced, the low-permeability layer is started by utilizing the foam profile control effect, the steam swept volume is enlarged, the steam huff and puff effect is improved, the actual problem that the multi-cycle steam huff and puff recovery effect is poor is solved, and the recovery yield in the huff and puff stage is effectively improved. The method is simple and low in cost, and the effect of solving the problem that the multi-cycle steam huff and puff harvesting effect is poor is obvious.
Detailed Description
It should be noted that the embodiments and features of the embodiments in the present application may be combined with each other without conflict. The present invention will be described in detail with reference to examples.
As analyzed by the background technology, the oil displacement cleanup additive in the prior art has the problem of limited capability of solving the problem of poor development effect after multi-cycle steam huff and puff oil recovery, and in order to solve the problem, the invention provides the oil displacement cleanup additive and the preparation method and the application thereof.
In an exemplary embodiment of the present application, a method for preparing an oil displacement and drainage aid is provided, the method comprising: step S1, carrying out ring-opening reaction on coniferyl alcohol, ethylene oxide and a first solvent under an alkaline condition to obtain a ring-opening compound; step S2, adding ring-opening compound and SO3And a second solvent to carry out sulfonation reaction to obtain a sulfonate compound; step S3, mixing a sulfonate compound and a surface active substance to obtain an oil displacement cleanup additive; wherein the surface active substance is a mixture of fluorocarbon surfactant and ammonium bicarbonate, and the ring-opening compound and the sulfonate compound are respectively provided withHas the following structural formula:
Figure BDA0002498872520000031
M+is a monovalent cation.
The application utilizes coniferyl alcohol and ethylene oxide under alkaline conditions (M)+Is a cation from alkaline conditions) to obtain a ring-opened compound, and then the ring-opened compound and SO are utilized3The sulfonate compound is used as a novel aralkyloxyalkyl sulfonate, and the structure of the sulfonate compound has a high-temperature-resistant phenol-like structure, so that the sulfonate compound has high-temperature-resistant performance as a novel anionic surfactant, and has the advantages of strong interfacial activity, high salt resistance, complex formulation, high temperature resistance, foamability and good compatibility with crude oil. Although the fluorocarbon surfactant has high surface activity, high thermomechanics and high chemical stability (acid resistance, alkali resistance and oxidation resistance), the price is expensive, so that the sulfonate compound, the ammonium bicarbonate and the fluorocarbon surfactant are matched for use, on one hand, the two can further strengthen the performances of each other by synergistic action, so that the oil displacement cleanup additive comprising the two has the performances of strong surface activity, foamability, high salt resistance, high temperature resistance, high chemical stability and the like, on the other hand, the cost can be reduced, and simultaneously, the ammonium bicarbonate is decomposed to generate CO2And NH3Gas of CO2Has the functions of increasing energy and reducing viscosity, NH3The alkaline buffer solution formed after dissolving in water has stronger oil washing capacity. Therefore, the oil displacement cleanup additive is matched with steam huff and puff to displace oil, so that the oil displacement cleanup additive can collect steam, surfactant, alkali and CO2、NH3The foam is integrated with the oil-water interface tension, the water lock is removed, the flowback is facilitated, the crude oil viscosity and the steam injection pressure are reduced, the lifting resistance is reduced, and the foam profile control function is utilized to start the hypotonic reactionAnd the steam fluctuation volume is enlarged, so that the steam huff and puff effect is improved, the actual problem that the multi-cycle steam huff and puff recovery effect is poor is solved, and the recovery yield of the huff and puff stage is effectively improved. The method is simple and low in cost, and the effect of solving the problem that the multi-cycle steam huff and puff harvesting effect is poor is obvious.
In order to convert coniferyl alcohol and the ring-opened compound into a ring-opened compound as much as possible, it is preferable that the amount of ethylene oxide is excessive, and in order to keep costs down, it is more preferable that the mass ratio of coniferyl alcohol to ethylene oxide is 1:2 to 1:1.
In order to convert the ring-opened compound into a sulfonate compound as much as possible, SO is preferred3In order to achieve both an excess and cost reduction, coniferyl alcohol and SO are more preferably used3The mass ratio of (A) to (B) is 1: 0.5-1: 1.
In an embodiment of the present application, a mass ratio of the fluorocarbon surfactant to the ammonium bicarbonate in the surfactant is 0.1: 1.5-2.5.
The fluorocarbon surfactant and the ammonium bicarbonate in the proportion can effectively exert the high surface activity, high thermodynamic property and high chemical stability of the fluorocarbon surfactant, control the cost of the fluorocarbon surfactant and control CO2And NH3The amount of the gas further controls the recovery effect of the oil displacement by matching the oil displacement and displacement assistant with the steam throughput.
As stated above, the sulfonate compound and the surface active substance respectively have some excellent performances, and in order to improve the synergistic effect of the sulfonate compound and the surface active substance and obtain the oil displacement cleanup additive with excellent performances, the mass ratio of the sulfonate compound to the surface active substance is preferably 1: 1-2: 1.
In order to improve the ring-opening reaction efficiency of coniferyl alcohol and ethylene oxide, the ring-opening reaction is preferably carried out at 80-90 ℃.
In order to promote the ring-opening reaction of coniferyl alcohol and ethylene oxide and obtain the ring-opened compound with high efficiency, the alkaline condition is preferably formed by using an alkaline substance, the alkaline substance is preferably selected from one or more of sodium hydroxide, potassium hydroxide and lithium hydroxide, and the molar ratio of the coniferyl alcohol to the alkaline substance is preferably 1: 3-2: 3. M+From alkaline substancesCations, e.g. Na+,K+,Cs+,NH4 +M is preferred in this application+Is Na+、K+、Cs+One or more of (a).
In one embodiment of the present application, the first solvent and the second solvent are each independently selected from one or more of dichloroethane, acetonitrile, toluene, dioxane.
The ring-opening reaction and sulfonation reaction of the present application are carried out in the above organic solvent with higher efficiency.
In another exemplary embodiment of the application, an oil displacement cleanup additive is provided, and the oil displacement cleanup additive is prepared by the preparation method.
The application utilizes coniferyl alcohol and ethylene oxide under alkaline conditions (M)+Is a cation from alkaline conditions) to obtain a ring-opened compound, and then the ring-opened compound and SO are utilized3The sulfonate compound is used as a novel aralkyloxyalkyl sulfonate, and the structure of the sulfonate compound has a high-temperature-resistant phenol-like structure, so that the sulfonate compound has high-temperature-resistant performance as a novel anionic surfactant, and has the advantages of strong interfacial activity, high salt resistance, complex formulation, high temperature resistance, foamability and good compatibility with crude oil. When the sulfonate compound is matched with the fluorocarbon surfactant for use, the fluorocarbon surfactant has high surface activity, high thermomechanics and high chemical stability (acid resistance, alkali resistance and oxidation resistance), but the price is expensive, so the sulfonate compound and the fluorocarbon surfactant are matched for use, on one hand, the two are subjected to synergistic action to further strengthen the performances of each other, so that the oil displacement cleanup additive comprising the two has extremely strong surface activity, foamability, high salt resistance, high temperature resistance, high chemical stability and other performances, on the other hand, the cost can be reduced, and simultaneously, the ammonium bicarbonate is decomposed to generate CO2And NH3Gas of CO2Has the functions of increasing energy and decreasing blood pressureSticking effect, NH3The alkaline buffer solution formed after dissolving in water has stronger oil washing capacity. Therefore, the oil displacement cleanup additive is matched with steam huff and puff to displace oil, so that the oil displacement cleanup additive can collect steam, surfactant, alkali and CO2、NH3The foam is integrated with the oil-water interface tension, the water lock is removed, flowback is facilitated, the viscosity of crude oil and the steam injection pressure are reduced, the lifting resistance is reduced, the low-permeability layer is started by utilizing the foam profile control effect, the steam swept volume is enlarged, the steam huff and puff effect is improved, the actual problem that the multi-cycle steam huff and puff recovery effect is poor is solved, and the recovery yield in the huff and puff stage is effectively improved. Therefore, the oil displacement cleanup additive obtained by the method has the advantages of strong surface activity, high temperature resistance, acid resistance and alkali resistance, low cost and wider applicability.
In another exemplary embodiment of the present application, an application of the displacement aid is provided, where the displacement aid is used in combination with steam stimulation, and the displacement aid is any one of the displacement aids.
The oil displacement cleanup additive is used for thick oil development by matching with steam huff and puff, can be used in various environments such as high temperature of 300 ℃, acidity, alkalinity and the like, and has excellent performance, so that the actual problem of poor multi-cycle steam huff and puff recovery effect can be effectively solved, and the recovery yield of the huff and puff stage is improved.
The advantageous effects of the present application will be described below with reference to specific examples and comparative examples.
Example 1
Taking 1g of coniferyl alcohol, 2g of ethylene oxide and 0.1g of sodium hydroxide in a 25mL three-neck flask, adding 10mL of dioxane solvent, carrying out ring-opening reaction at 80 ℃ for 5h, cooling the system to room temperature, adding water, and washing the system for 3 times to obtain a product system containing a ring-opening compound; the product system comprising the ring-opening compound is brought into contact with 0.5g of SO3Carrying out sulfonation reaction for 6h in 10mL of dioxane solvent at normal temperature, and then carrying out extraction treatment to obtain a sodium sulfonate compound; 0.1g of fluorineThe carbon surfactant and 2g ammonium bicarbonate are mixed evenly to obtain a surface active substance, and then 0.3g sodium sulfonate compound and 0.2g surface active substance are mixed evenly to obtain the oil displacement cleanup additive 1.
Example 2
Carrying out ring-opening reaction on 1g of coniferyl alcohol and 1g of ethylene oxide at 85 ℃ for 4h, cooling the system to room temperature, and adding water to wash the system for 3 times to obtain a product system containing a ring-opening compound; obtaining a product system containing a ring-opening compound; the resulting product system comprising the ring-opening compound is reacted with 1gSO3Carrying out sulfonation reaction for 4h in 10mL of dioxane solvent at normal temperature, and then carrying out extraction treatment to obtain a sodium sulfonate compound; 0.1g of fluorocarbon surfactant and 2g of ammonium bicarbonate are uniformly mixed to obtain a surface active substance, and then 0.3g of sodium sulfonate compound and 0.2g of the surface active substance are uniformly mixed to obtain an oil displacement cleanup additive 2.
Example 3
Taking 1g of coniferyl alcohol, 1.5g of ethylene oxide, and 0.07g of sodium hydroxide, carrying out ring-opening reaction at 90 ℃ for 5h, cooling the system to room temperature, adding water, and carrying out washing treatment for 3 times to obtain a product system containing a ring-opening compound; obtaining a product system containing a ring-opening compound; the resulting product system comprising the ring-opening compound was mixed with 0.75gSO3Carrying out sulfonation reaction for 5h in 10mL of dioxane solvent at normal temperature, and then carrying out extraction treatment to obtain a sodium sulfonate compound; 0.1g of fluorocarbon surfactant and 2g of ammonium bicarbonate are uniformly mixed to obtain a surface active substance, and then 0.3g of sodium sulfonate compound and 0.2g of the surface active substance are uniformly mixed to obtain an oil displacement cleanup additive 3.
Example 4
Example 4 differs from example 1 in that 0.1g of fluorocarbon surfactant was mixed well with 1.5g of ammonium bicarbonate to give the oil displacing cleanup additive 4.
Example 5
Example 5 differs from example 1 in that 0.1g of fluorocarbon surfactant was mixed well with 2.5g of ammonium bicarbonate to give the oil displacing cleanup additive 5.
Example 6
Example 6 differs from example 1 in that 0.075g of fluorocarbon surfactant was mixed well with 2g of ammonium bicarbonate to give the oil displacing cleanup additive 6.
Example 7
The difference between the embodiment 7 and the embodiment 1 is that 0.25g of sodium sulfonate compound and 0.25g of surface active substance are mixed evenly to obtain the oil displacement cleanup additive 7.
Example 8
The difference between the example 8 and the example 1 is that 0.33g of sodium sulfonate compound and 0.17g of surface active substance are mixed evenly to obtain the oil displacement and drainage aid 8.
Example 9
The difference between the example 9 and the example 1 is that 0.15g of sodium sulfonate compound and 0.35g of surface active substance are mixed evenly to obtain the oil displacement cleanup additive 9.
Comparative example 1
The difference between the comparative example 1 and the example 1 is that 0.4g of fluorocarbon surfactant is added into the comparative example 1, and sodium sulfonate compound is not added, so that the oil displacement cleanup additive 10 is obtained.
Comparative example 2
The difference between the comparative example 2 and the example 1 is that 0.4g of sodium sulfonate compound is added in the comparative example 2, and the fluorocarbon surfactant is not added, so that the oil displacement cleanup additive 11 is obtained.
The properties of the oil displacing and cleanup additives 1 to 11, such as surface tension, interfacial tension, active material content, foaming volume, salt resistance, etc., were tested and listed in table 1, specifically,
preparing the oil displacement cleanup additive 1 to 11 into aqueous solutions with the volume fraction of 0.3 percent respectively, and testing the surface tension and the interfacial tension of the aqueous solutions;
after the mixture is placed at 300 ℃ for 48 hours, the content of active substances after temperature resistance is measured;
preparing the oil displacement cleanup additive 1 to 11 into 200mL of aqueous solution with the volume fraction of 1 percent respectively, and testing the foaming volume of the aqueous solution respectively;
preparing 100mL of water solution with the volume fraction of 1% from 1 to 11 oil displacement cleanup additives respectively, mixing the water solution with 100mL of NaCl solution with the mass fraction of 0.5%, and testing the salt resistance of the mixture.
TABLE 1
Figure BDA0002498872520000071
Respectively evaluating the performances of the oil displacement cleanup additive 1 to 11:
in an oil well of an eosin oil production plant in a Liaohe oil field, 500L of preparation liquid is firstly injected for 6 hours, then 20L of oil displacement cleanup additive is respectively injected for 1 to 11 hours, after 1 hour, steam is injected for 1000L, after 3 hours, the oil is stewed and then blown out, a pump is put down for production, the production rate of the oil displacement cleanup additive after 6 cycles of steam huff-and-puff oil production is tested, and the results are listed in Table 2.
TABLE 2
Figure BDA0002498872520000072
Figure BDA0002498872520000081
From the above description, it can be seen that the above-described embodiments of the present invention achieve the following technical effects:
the application utilizes coniferyl alcohol and ethylene oxide under alkaline conditions (M)+Is a cation from alkaline conditions) to obtain a ring-opened compound, and then the ring-opened compound and SO are utilized3The sulfonate compound is used as a novel aralkyloxyalkyl sulfonate, and the structure of the sulfonate compound has a high-temperature-resistant phenol-like structure, so that the sulfonate compound has high-temperature-resistant performance as a novel anionic surfactant, and has the advantages of strong interfacial activity, high salt resistance, complex formulation, high temperature resistance, foamability and good compatibility with crude oil. When the sulfonate compound is used in combination with fluorocarbon surfactant, the fluorocarbon surfactant has high surface activity, high thermodynamic property and high chemical stabilityQualitative (acid resistance, alkali resistance and oxidation resistance), but the price is expensive, so the sulfonate compound and the fluorocarbon surfactant are used in a matching way, on one hand, the two are subjected to synergistic action to further strengthen the performances of each other, so that the oil displacement cleanup additive comprising the two has the performances of strong surface activity, foamability, high salt resistance, high temperature resistance, high chemical stability and the like, on the other hand, the cost can be reduced, and simultaneously, the ammonium bicarbonate is decomposed to generate CO2And NH3Gas of CO2Has the functions of increasing energy and reducing viscosity, NH3The alkaline buffer solution formed after dissolving in water has stronger oil washing capacity. Therefore, the oil displacement cleanup additive is matched with steam huff and puff to displace oil, so that the oil displacement cleanup additive can collect steam, surfactant, alkali and CO2、NH3The foam is integrated with the oil-water interface tension, the water lock is removed, flowback is facilitated, the viscosity of crude oil and the steam injection pressure are reduced, the lifting resistance is reduced, the low-permeability layer is started by utilizing the foam profile control effect, the steam swept volume is enlarged, the steam huff and puff effect is improved, the actual problem that the multi-cycle steam huff and puff recovery effect is poor is solved, and the recovery yield in the huff and puff stage is effectively improved. The method is simple and low in cost, and the effect of solving the problem that the multi-cycle steam huff and puff harvesting effect is poor is obvious.
The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention, and various modifications and changes may be made by those skilled in the art. Any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the protection scope of the present invention.

Claims (10)

1. A preparation method of an oil displacement cleanup additive is characterized by comprising the following steps:
step S1, carrying out ring-opening reaction on coniferyl alcohol, ethylene oxide and a first solvent under an alkaline condition to obtain a product system containing a ring-opening compound;
step S2, adding the product system containing the ring-opening compound and SO3And the second solventCarrying out sulfonation reaction on the agent to obtain a sulfonate compound; and
step S3, mixing the sulfonate compound and the surface active substance to obtain an oil displacement cleanup additive;
wherein the surface active substance is a mixture of a fluorocarbon surfactant and ammonium bicarbonate, and the ring-opening compound and the sulfonate compound respectively have the following structural formulas:
Figure FDA0002498872510000011
M+is a monovalent cation.
2. The preparation method according to claim 1, wherein the mass ratio of coniferyl alcohol to ethylene oxide is 1:2 to 1:1.
3. The method according to claim 1, wherein said coniferyl alcohol and said SO are reacted with each other3The mass ratio of (A) to (B) is 1: 0.5-1: 1.
4. The preparation method according to claim 1, wherein the mass ratio of the fluorocarbon surfactant to the ammonium bicarbonate in the surfactant is 0.1: 1.5-2.5.
5. The method according to claim 1, wherein the mass ratio of the sulfonate compound to the surface active material is 1:1 to 2: 1.
6. The method according to claim 1, wherein the ring-opening reaction is carried out at 80 to 90 ℃.
7. The preparation method according to claim 1, wherein the alkaline condition is formed by using an alkaline substance, preferably the alkaline substance is selected from one or more of sodium hydroxide, potassium hydroxide and lithium hydroxide, and the molar ratio of the coniferyl alcohol to the alkaline substance is preferably 1: 3-2: 3.
8. The method of claim 1, wherein the first solvent and the second solvent are each independently selected from one or more of dichloroethane, acetonitrile, toluene, dioxane.
9. An oil displacement cleanup additive, which is prepared by the preparation method of any one of claims 1 to 8.
10. An application of a displacement aid, wherein the displacement aid is used in combination with steam huff and puff, and is characterized in that the displacement aid is any one of the displacement aids according to claim 9.
CN202010426359.0A 2020-05-19 2020-05-19 Oil displacement cleanup additive and preparation method and application thereof Active CN113684013B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202010426359.0A CN113684013B (en) 2020-05-19 2020-05-19 Oil displacement cleanup additive and preparation method and application thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202010426359.0A CN113684013B (en) 2020-05-19 2020-05-19 Oil displacement cleanup additive and preparation method and application thereof

Publications (2)

Publication Number Publication Date
CN113684013A true CN113684013A (en) 2021-11-23
CN113684013B CN113684013B (en) 2022-08-05

Family

ID=78575942

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202010426359.0A Active CN113684013B (en) 2020-05-19 2020-05-19 Oil displacement cleanup additive and preparation method and application thereof

Country Status (1)

Country Link
CN (1) CN113684013B (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080217013A1 (en) * 2006-09-12 2008-09-11 Stokes Kristoffer K Tunable surfactants for oil recovery applications
CN102191030A (en) * 2010-03-19 2011-09-21 中国石油天然气股份有限公司 Surfactant for displacing oil and preparation method
CN109810027A (en) * 2019-03-26 2019-05-28 黑龙江信维源化工有限公司 A kind of anacardol and saturation anacardol based surfactants and preparation method and application
CN111087347A (en) * 2018-10-23 2020-05-01 中国石油化工股份有限公司 Alkyl imidazoline sulfonate zwitterionic surfactant, composition, preparation method and application thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080217013A1 (en) * 2006-09-12 2008-09-11 Stokes Kristoffer K Tunable surfactants for oil recovery applications
CN102191030A (en) * 2010-03-19 2011-09-21 中国石油天然气股份有限公司 Surfactant for displacing oil and preparation method
CN111087347A (en) * 2018-10-23 2020-05-01 中国石油化工股份有限公司 Alkyl imidazoline sulfonate zwitterionic surfactant, composition, preparation method and application thereof
CN109810027A (en) * 2019-03-26 2019-05-28 黑龙江信维源化工有限公司 A kind of anacardol and saturation anacardol based surfactants and preparation method and application

Also Published As

Publication number Publication date
CN113684013B (en) 2022-08-05

Similar Documents

Publication Publication Date Title
CN102464974B (en) Composition capable of greatly improving crude oil recovery ratio and preparation method thereof
CN102277146B (en) Composition for improving recovery ratio substantially and preparation method thereof
CN103421480B (en) Surfactant oil displacement composition and method of making the same
JPH0331874B2 (en)
CN111826150B (en) High-temperature-resistant viscosity-reduction oil displacement agent for thick oil steam chemical flooding and preparation method and application thereof
CN110386883B (en) Preparation method of supercritical carbon dioxide thickening agent for exploitation of compact oil and gas reservoir
CN102703048B (en) Efficient salt-tolerant high-temperature-resistant oil displacement agent for heavy oil reservoirs and preparation method thereof
CN106318358A (en) Green and environmentally friendly foam oil displacement system based on alkyl glycoside and preparation method and application thereof
CN111961457A (en) Oil displacement complexing agent for heavy oil reservoir and preparation method and application thereof
CN107501135B (en) Preparation and application of sulfonate anionic surfactant containing double long-chain alkyl
CN102277148B (en) Composition for improving recovery ratio of crude oil and preparation method thereof
CN104109524B (en) Reinforced foam flooding composition for high salinity reservoirs, and preparation method thereof
CN113684013B (en) Oil displacement cleanup additive and preparation method and application thereof
CN102277147A (en) Oil displacement method for high-temperature high-salt oil reservoir
CN112939821A (en) Phase permeation regulating penetrant for developing compact oil and preparation method thereof
CN103540306B (en) Three adopt surfactant composition and preparation method thereof
CN106590578A (en) Composite surfactant composition for medium-mineralization-degree reservoir oil displacement
CN111087347B (en) Alkyl imidazoline sulfonate zwitterionic surfactant, composition, preparation method and application thereof
CN85101104A (en) The preparation and the application thereof of tributyl phenol glycidyl ether sulfonate
CN113896881A (en) Alkyl naphthylamine polyether naphthalene sulfonate surfactant and preparation method and application thereof
CN111073622A (en) Surfactant composition for improving recovery ratio and preparation method and application thereof
CN112707865A (en) Zwitterionic surfactant and preparation method thereof
CN114085171B (en) Surfactant for natural gas hydrate clean fracturing fluid and preparation method thereof
CN112694443B (en) Alkyl imidazoline polyether sulfonate surfactant and preparation method thereof
CN111346571B (en) Sulfate-based anionic gemini surfactant and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant