Temperature-resistant oil displacement agent, preparation method and application thereof

Abstract

The application relates to the technical field of oil field chemical industry, and discloses a temperature-resistant oil displacement agent, a preparation method and application. In the application, dimethylaminoethyl-4-phenyl-2-pyrrolidone and 3-chloro-2-hydroxypropyl glycoside are reacted, and the product is added into deionized water to prepare the temperature-resistant oil displacement agent. The hydrophilic quaternary ammonium salt cation group and the hydrophobic benzene ring amphiphilic structure are introduced into the alkyl glycoside, the surface activity is very high, the surface tension of the prepared water-soluble displacement agent solution is low, the surface tension of the flowback liquid can be reduced, the liquid flowback can be promoted, and the displacement performance is excellent. After high-temperature heat treatment, the displacement agent solution still has very low surface tension, and the displacement and flowback performance is not affected.

Description

TECHNICAL FIELD

[0001] The application relates to the technical field of oil field chemicals, in particular to a temperature-resistant oil displacement and cleanup agent, a preparation method and application. BACKGROUND

[0002] The oil displacement and cleanup agent is a common oil exploitation aid. The cleanup agent can reduce the oil-water interfacial tension, so that the liquid such as fracturing fluid residue is more easily returned to the ground, thereby reducing the damage to the formation. Moreover, the cleanup agent can destroy the oil film and emulsion structure, enhance the flowability of crude oil, and improve the recovery rate. Developing a new type of efficient oil displacement and cleanup agent is a research focus. For example, cationic, anionic and zwitterionic surfactants have important applications in cleanup agents.

[0003] Alkyl glycoside is a green and environmentally friendly surfactant, which can be used as a cleanup agent, oil displacement agent, anti-sloughing inhibitor, drilling fluid aid and the like, and is widely applied in oil and gas well exploitation and oil field chemical industry. The traditional alkyl glycoside has low surface activity, large solution surface tension, poor cleanup and return performance, and poor high-temperature resistance, and is difficult to meet the needs of high-temperature oil and gas reservoir exploitation. The patent with the publication number CN114426838B discloses that dodecyltrimethylammonium chloride, alkyl glycoside and the like are compounded to obtain a synergistic cleanup agent to reduce the oil-gas field fracturing fluid interfacial tension, but the patent does not solve the problem of poor high-temperature resistance of the alkyl glycoside cleanup agent. SUMMARY

[0004] The application provides a temperature-resistant oil displacement and cleanup agent, a preparation method and application, and solves the problems of large surface tension, poor cleanup effect and poor temperature resistance of the glycoside surfactant.

[0005] The technical scheme of the application is as follows: a preparation method of a temperature-resistant oil displacement and cleanup agent:

[0006] Step (1), 4-phenyl-2-pyrrolidone is added to N,N-dimethylformamide, mineral oil containing sodium hydride is added, stirring is activated, then 2-dimethylamino bromoethane is added, the ratio of 4-phenyl-2-pyrrolidone, sodium hydride and 2-dimethylamino bromoethane is controlled to be 100 g: (15-18) g: (113-132) g, after stirring and reaction, ethyl acetate is added for dilution, sodium bicarbonate aqueous solution is used for extraction, after separation, the organic layer is dried with anhydrous sodium sulfate, the crude product is recrystallized in ethanol after rotary evaporation, and dimethylaminoethyl-4-phenyl-2-pyrrolidone is obtained. The preparation reaction formula is as follows:

[0007] .

[0008] Step (2), adding dimethylaminoethyl-4-phenyl-2-pyrrolidone and 3-chloro-2-hydroxypropyl glycoside in a ratio of 100g: (18-45) into N,N-dimethylformamide, stirring and reacting, adding acetone into the solution to precipitate the precipitate, washing with acetone after filtration, drying, then adding the product into deionized water to prepare a solution with a mass fraction of 0.05-0.4%, which is a temperature-resistant oil displacement agent. The preparation reaction formula is:

[0009] .

[0010] Further, the temperature for stirring and activating in step (1) is 65-75℃, and the activation time is 1-1.5h.

[0011] Further, the temperature for stirring and reacting in step (1) is 90-110℃, and the reaction time is 7-12h.

[0012] Further, the temperature for stirring and reacting in step (2) is 80-110℃, and the reaction time is 12-24h.

[0013] Further, the temperature-resistant oil displacement agent is applied in oil reservoir exploitation.

[0014] The application has the beneficial technical effects that: the dimethylaminoethyl-4-phenyl-2-pyrrolidone and 3-chloro-2-hydroxypropyl glycoside are subjected to quaternary ammonium reaction to obtain a glycoside containing phenylpyrrolidone and quaternary ammonium salt, which has amphiphilic structure containing hydrophilic quaternary ammonium salt cationic group and hydrophobic benzene ring, has very high surface activity, and the prepared water-soluble solution of the displacement agent has low surface tension, which is beneficial to reducing the surface tension of the flowback fluid, promoting the flowback of the liquid, and has excellent displacement performance.

[0015] The aspect grafts the benzene ring and pyrrolidone ring structure with heat resistance in the glycoside, which is beneficial to improving the high-temperature resistance of the displacement agent and preventing thermal decomposition, and after high-temperature heat treatment, the displacement agent solution still has very low surface tension and will not affect the displacement and flowback performance. DETAILED DESCRIPTION

[0016] In order to facilitate the understanding of the present application, the present application will be described more fully below. The present application can be realized in many different forms and is not limited to the embodiments described herein. On the contrary, the purpose of providing these embodiments is to make the disclosure of the present application more thorough and comprehensive.

[0017] 3-chloro-2-hydroxypropyl glycoside was prepared according to the method of the article "Quaternization reaction in the synthesis of cationic alkyl glycoside" in the journal "Applied Chemical Industry", June 2014, Vol. 43, No. 6. 0.4 mol of epichlorohydrin, 4.66 g of dodecylbenzenesulfonic acid were added to 65 mL of water, heated to 80°C, after stirring, 0.4 mol of dodecyl glucoside was added, heated to 100°C, and the reaction was refluxed for 3 h, diluted with saturated sodium chloride solution, extracted with dichloromethane, after separation, the organic layer was dried with anhydrous sodium sulfate, rotary evaporated, dried, and 3-chloro-2-hydroxypropyl glycoside was obtained, with the structural formula of .

[0018] Example 1

[0019] (1) 1 g of 4-phenyl-2-pyrrolidone was added to 10 mL of N,N-dimethylformamide, 0.3 g of mineral oil containing 0.18 g of sodium hydride was added, heated to 75°C, stirred for 1 h, then 1.13 g of 2-dimethylamino bromoethane was added, heated to 90°C, stirred for 12 h, diluted with ethyl acetate, extracted with aqueous sodium bicarbonate solution, after separation, the organic layer was dried with anhydrous sodium sulfate, the crude product was recrystallized in ethanol after rotary evaporation, and dimethylaminoethyl-4-phenyl-2-pyrrolidone was obtained.

[0020] (2) 0.48 g of dimethylaminoethyl-4-phenyl-2-pyrrolidone, 2 g of 3-chloro-2-hydroxypropyl glycoside were added to 20 mL of N,N-dimethylformamide, heated to 80°C, stirred for 18 h, and precipitates were precipitated by adding acetone to the solution, filtered, washed with acetone, dried, then the product was added to deionized water to prepare a solution with a mass fraction of 0.05%, which was a heat-resistant oil displacement agent.

[0021] Example 2

[0022] (1) 1 g of 4-phenyl-2-pyrrolidone was added to 15 mL of N,N-dimethylformamide, 0.25 g of mineral oil containing 0.15 g of sodium hydride was added, heated to 65°C, stirred for 1.5 h, then 1.32 g of 2-dimethylamino bromoethane was added, heated to 110°C, stirred for 7 h, diluted with ethyl acetate, extracted with aqueous sodium bicarbonate solution, after separation, the organic layer was dried with anhydrous sodium sulfate, the crude product was recrystallized in ethanol after rotary evaporation, and dimethylaminoethyl-4-phenyl-2-pyrrolidone was obtained.

[0023] (2) Into 30 mL of N,N-dimethylformamide, 0.8 g of dimethylaminoethyl-4-phenyl-2-pyrrolidone, 2 g of 3-chloro-2-hydroxypropyl glycoside were added, heated to 80°C, stirred for 24 h, and then acetone was added to the solution to precipitate the precipitate, which was filtered, washed with acetone, and dried. Then the product was added to deionized water to prepare a 0.1% mass fraction solution, which was a temperature-resistant oil displacement agent.

[0024] Example 3

[0025] (1) Into 20 mL of N,N-dimethylformamide, 0.36 g of dimethylaminoethyl-4-phenyl-2-pyrrolidone (prepared according to the method of Example 1), 2 g of 3-chloro-2-hydroxypropyl glycoside were added, heated to 90°C, stirred for 12 h, and then acetone was added to the solution to precipitate the precipitate, which was filtered, washed with acetone, and dried. Then the product was added to deionized water to prepare a 0.2% mass fraction solution, which was a temperature-resistant oil displacement agent.

[0026] Example 4

[0027] (1) Into 30 mL of N,N-dimethylformamide, 0.9 g of dimethylaminoethyl-4-phenyl-2-pyrrolidone (prepared according to the method of Example 1), 2 g of 3-chloro-2-hydroxypropyl glycoside were added, heated to 90°C, stirred for 24 h, and then acetone was added to the solution to precipitate the precipitate, which was filtered, washed with acetone, and dried. Then the product was added to deionized water to prepare a 0.3% mass fraction solution, which was a temperature-resistant oil displacement agent.

[0028] Example 5

[0029] (1) Into 25 mL of N,N-dimethylformamide, 0.64 g of dimethylaminoethyl-4-phenyl-2-pyrrolidone (prepared according to the method of Example 1), 2 g of 3-chloro-2-hydroxypropyl glycoside were added, heated to 110°C, stirred for 18 h, and then acetone was added to the solution to precipitate the precipitate, which was filtered, washed with acetone, and dried. Then the product was added to deionized water to prepare a 0.4% mass fraction solution, which was a temperature-resistant oil displacement agent.

[0030] Comparative Example 1, 3-chloro-2-hydroxypropyl glycoside was added to deionized water to prepare a 0.05% mass fraction solution, which was an oil displacement agent.

[0031] Comparative Example 2

[0032] (1) To 20 mL of N,N-dimethylformamide, 0.48 g of N,N-dimethyldecylamine, 2 g of 3-chloro-2-hydroxypropyl glycoside were added, heated to 80°C, stirred for 18 h, and then acetone was added to the solution to precipitate the precipitate, which was filtered, washed with acetone, and dried. Then the product was added to deionized water to prepare a 0.05% mass fraction solution, which was the oil displacement agent.

[0033] Comparative Example 3

[0034] (1) To 20 mL of N,N-dimethylformamide, 0.48 g of N,N-dimethyldecylamine, 2 g of 3-chloro-2-hydroxypropyl glycoside were added, heated to 80°C, stirred for 18 h, and then acetone was added to the solution to precipitate the precipitate, which was filtered, washed with acetone, and dried. Then the product was added to deionized water to prepare a 0.05% mass fraction solution, which was the oil displacement agent.

[0035] The surface tension of the displacement agent was tested by a surface tension meter at a test temperature of 25°C.

[0036] The displacement agent was placed in a reaction kettle and treated at a high temperature of 100-130°C for 72 h, cooled to room temperature, and then the surface tension of the displacement agent was tested at a test temperature of 25°C.

[0037] Table 1 Surface tension test of displacement agent

[0038]

[0039] In Examples 1-4, dimethylaminoethyl-4-phenyl-2-pyrrolidone and 3-chloro-2-hydroxypropyl glycoside were subjected to quaternary ammonium reaction to obtain glycoside containing phenyl pyrrolidone and quaternary ammonium salt, and an aqueous solution of the displacement agent was prepared, which contains hydrophilic quaternary ammonium salt cationic group and hydrophobic benzene ring amphiphilic structure, has very high surface activity, low surface tension, is beneficial to reduce the surface tension of the flowback fluid, and promotes the flowback of the liquid. The displacement agent has excellent displacement performance. And the heat-resistant benzene ring and pyrrolidone ring structure are grafted in the glycoside, which significantly improves the high temperature resistance of the displacement agent. After high temperature heat treatment, the displacement agent still has very low surface tension and does not affect the displacement performance of the flowback.

[0040] In Comparative Example 1, the solution of 3-chloro-2-hydroxypropyl glycoside was used as the displacement agent, which has low surface activity and high solution surface tension, which is not conducive to improving the displacement performance.

[0041] The quaternary ammonium reaction of N,N-dimethyl decylamine and 3-chloro-2-hydroxypropyl glycoside in Comparative Example 2 does not contain the benzene ring and pyrrolidone ring structure with heat resistance, and the heat treatment is easy to decompose the heat, the high temperature resistance is poor, the surface tension of the solution is obviously increased, and the performance of the drainage agent is affected.

[0042] The substitution reaction of the chlorine atom of 3-chloro-2-hydroxypropyl glycoside and the imino of 4-phenyl-2-pyrrolidone in Comparative Example 3 does not contain the quaternary ammonium salt cationic group, the surface activity is low, the surface tension of the drainage agent is high, and the drainage performance is not improved.

[0043] The above is only an embodiment of the present application, and it should be pointed out that those skilled in the art can make improvements without departing from the inventive concept, but these all belong to the protection scope of the present application.

Claims

1. A method for preparing a temperature-resistant oil displacement and drainage aid, characterized in that, The preparation method comprises the following steps: Step (1), adding 4-phenyl-2-pyrrolidinone into N,N-dimethylformamide, adding sodium hydride in mineral oil, stirring and activating, then adding 2-dimethylamino bromoethane, stirring and reacting, then adding ethyl acetate for dilution, extracting with sodium bicarbonate aqueous solution, drying the organic layer with anhydrous sodium sulfate, recrystallizing the crude product in ethanol, and obtaining dimethylaminoethyl-4-phenyl-2-pyrrolidinone; Step (2), adding dimethylaminoethyl-4-phenyl-2-pyrrolidinone and 3-chloro-2-hydroxypropyl glycoside into N,N-dimethylformamide, stirring and reacting, adding acetone into the solution to precipitate, filtering and washing with acetone, drying, then adding the product into deionized water to prepare a solution of the oil displacement cleanup agent, which is the temperature-resistant oil displacement cleanup agent; The temperature-resistant oil displacement cleanup agent has the following structural formula: 。 2. The method for preparing the temperature-tolerant oil displacement agent according to claim 1, characterized in that, The ratio of 4-phenyl-2-pyrrolidinone, sodium hydride and 2-dimethylamino bromoethane in step (1) is 100g: (15-18) g: (113-132) g.

3. The method for preparing the temperature-tolerant oil displacement agent according to claim 1, characterized in that, The temperature for stirring and activating in step (1) is 65-75℃, and the activating time is 1-1.5h.

4. The method for preparing the temperature-tolerant oil displacement agent according to claim 1, characterized in that, The temperature for stirring and reacting in step (1) is 90-110℃, and the reacting time is 7-12h.

5. The method for preparing the temperature-tolerant oil displacement agent according to claim 1, characterized in that, The ratio of 3-chloro-2-hydroxypropyl glycoside and dimethylaminoethyl-4-phenyl-2-pyrrolidinone in step (2) is 100g: (18-45) g.

6. The preparation method of the temperature-resistant oil displacement and drainage aid according to claim 1, characterized in that, The temperature for stirring and reacting in step (2) is 80-110℃, and the reacting time is 12-24h.

7. The preparation method of the temperature-resistant oil displacement and drainage aid according to claim 1, characterized in that, The mass fraction of the solution of the oil displacement cleanup agent in step (2) is 0.05-0.4%.

8. The temperature-resistant oil displacement cleanup agent prepared by the preparation method in any one of claims 1-7.

9. The temperature-resistant oil displacement cleanup agent in claim 8 in the application of oil reservoir exploitation.

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