High-temperature stable fluorocarbon-containing oil displacement surfactant and preparation method thereof
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- NANJING HUAZHOU NEW MATERIAL CO LTD
- Filing Date
- 2026-04-22
- Publication Date
- 2026-07-03
Smart Images
Figure CN122079914B_ABST
Abstract
Description
Technical Field
[0001] This invention belongs to the field of surfactant technology and relates to a high-temperature stable fluorocarbon oil displacement surfactant and its preparation method. Background Technology
[0002] With the development of the petroleum industry, easily exploitable oil reservoirs are becoming increasingly depleted, and most oil fields worldwide have entered the late stage of high water-cut development. Therefore, utilizing tertiary oil recovery technologies to enhance crude oil recovery has become an inevitable choice. Among the many tertiary oil recovery technologies, chemical flooding is widely used due to its rapid effectiveness and high efficiency. Surfactant-assisted flooding, which utilizes surfactant molecules to reduce the interfacial tension between oil and water, emulsifies the crude oil, and removes it from rock pores, is a core technical method. However, existing surfactants for oil displacement still face technical bottlenecks when dealing with the harsh environments of high-temperature, high-salinity oil reservoirs.
[0003] Currently, mainstream petroleum sulfonates or conventional nonionic surfactants typically have their hydrophilic head groups and hydrophobic tail chains linked by flexible groups such as ester bonds and amide bonds. Under conditions of high temperature, high pressure, and high salinity, these connecting chemical bonds are highly susceptible to hydrolysis or breakage, leading to molecular structure destruction and loss of surface activity. Furthermore, traditional carboxylate head groups readily form precipitates with calcium and magnesium ions, clogging formation pores.
[0004] Fluorinated surfactants, due to the extremely low surface energy of their fluorocarbon chains, can reduce the interfacial tension between oil and water to ultra-low levels. However, traditional long-chain perfluorinated surfactants have been proven to pose risks of bioaccumulation and persistent organic pollutants, and are subject to strict restrictions under global environmental regulations. While simple C4-C6 short-chain fluorocarbon surfactants are environmentally friendly, their shorter chain length significantly reduces their hydrophobicity, making it difficult to form stable interfacial films on their own. Furthermore, the synthesis cost of pure fluorocarbon molecules is extremely high, hindering large-scale industrial applications. Summary of the Invention
[0005] To address the aforementioned problems, the present invention aims to provide a high-temperature stable fluorocarbon-containing oil displacement surfactant and its preparation method. This application constructs a fluorocarbon surfactant with a triazine ring as its core through stepwise substitution: First, 1H,1H,2H,2H-perfluorooctane-1-ol is selected and activated in situ with anhydrous potassium carbonate to generate a fluoroalkoxy anion, which undergoes a first nucleophilic aromatic substitution of cyanuric chloride, allowing the short-chain fluorocarbon tail to be firmly attached to the triazine core via a CO bond, forming a fluoroalkoxy monosubstituted intermediate; subsequently, sodium N-methyltaurate is introduced, and its amino group nucleophilically substitutes the unsubstituted C-Cl on the triazine ring, constructing a fluoroalkoxy monosubstituted intermediate. The N-substitution structure of the sulfonate hydrophilic head group gives the intermediate both a fluorinated hydrophobic arm and a sulfonate hydrophilic arm. Then, oleylamine is added to complete the third substitution of the residual C-Cl, introducing a flexible long-chain hydrocarbon hydrophobic arm, resulting in a surfactant mixture primarily composed of an ONN triazine structure consisting of a fluorinated alkoxy arm, a taurine hydrophilic arm, and an oleylamine hydrocarbon arm. The fluorinated alkoxy arm helps reduce surface and interfacial tension, the long-chain hydrocarbon arm enhances compatibility with crude oil, and the sulfonate head group imparts water solubility and salt resistance. Finally, solvent removal and the introduction of an ethylene glycol monobutyl ether / water co-solubilizing system yield a stable, readily applicable oil displacement surfactant concentrate.
[0006] To achieve this objective, the present invention adopts the following technical solution:
[0007] In a first aspect, the present invention provides a method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant, the method comprising:
[0008] S1: Prepare an acetone solution of 1H,1H,2H,2H-perfluorooctane-1-ol, add anhydrous potassium carbonate and stir to obtain the first mixture, add acetone solution of cyanuric chloride dropwise to obtain reaction solution A, stir the reaction and then heat up to continue stirring to obtain the pretreatment solution, add deionized water and stir to form an emulsion and filter to obtain the intermediate dispersion.
[0009] S2: Prepare an aqueous solution of sodium N-methyltaurate, heat the intermediate dispersion, add the aqueous solution of sodium N-methyltaurate dropwise to obtain reaction solution B, add sodium carbonate solution dropwise to adjust the pH of reaction solution B, and then stir at a constant temperature to obtain the intermediate reaction solution;
[0010] S3: Prepare an isopropanol solution of oleylamine, adjust the pH of the intermediate reaction solution with sodium carbonate solution and heat it, drop the isopropanol solution of oleylamine into reaction solution C, stir the reaction, add isopropanol during the reaction to maintain the liquid level of the reaction solution, and obtain a triazine reaction mixture.
[0011] S4: Rotary distillate the triazine reaction mixture until the refractive index of the distillate no longer changes to obtain a concentrated viscous liquid. Add a co-solvent to the concentrated viscous liquid to obtain reaction solution D. Stir, dilute and compound, and cool to room temperature to obtain a high-temperature stable fluorocarbon oil displacement surfactant.
[0012] As a preferred embodiment of the present invention, in step S1, the concentration of the acetone solution of 1H,1H,2H,2H-perfluorooctane-1-ol is 0.2-0.4 g / mL, for example, it can be 0.20 g / mL, 0.22 g / mL, 0.24 g / mL, 0.26 g / mL, 0.28 g / mL, 0.30 g / mL, 0.32 g / mL, 0.34 g / mL, 0.36 g / mL, 0.38 g / mL or 0.40 g / mL, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0013] In some optional embodiments, the mixing temperature of the first mixture is 0-5°C, for example, it can be 0.0°C, 0.5°C, 1.0°C, 1.5°C, 2.0°C, 2.5°C, 3.0°C, 3.5°C, 4.0°C, 4.5°C or 5.0°C, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0014] In some alternative embodiments, the first mixture is added dropwise with an acetone solution of cyanuric chloride at 0-5°C to obtain reaction solution A. For example, the addition can be done at 0.0°C, 0.5°C, 1.0°C, 1.5°C, 2.0°C, 2.5°C, 3.0°C, 3.5°C, 4.0°C, 4.5°C, or 5.0°C, but is not limited to the listed values. Other unlisted values within this range are also applicable.
[0015] In some optional embodiments, the concentration of the acetone solution of cyanuric chloride is 0.05-0.15 g / mL, for example, it can be 0.05 g / mL, 0.06 g / mL, 0.07 g / mL, 0.08 g / mL, 0.09 g / mL, 0.10 g / mL, 0.11 g / mL, 0.12 g / mL, 0.13 g / mL, 0.14 g / mL or 0.15 g / mL, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0016] In some optional embodiments, the molar ratio of 1H,1H,2H,2H-perfluorooctane-1-ol to cyanuric chloride is (1.5-3):1, for example, it can be 1.50:1, 1.65:1, 1.80:1, 1.95:1, 2.10:1, 2.25:1, 2.40:1, 2.55:1, 2.70:1, 2.85:1 or 3.00:1, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0017] In some optional embodiments, the molar ratio of anhydrous potassium carbonate to cyanuric chloride is (2-3):1, for example, it can be 2.0:1, 2.1:1, 2.2:1, 2.3:1, 2.4:1, 2.5:1, 2.6:1, 2.7:1, 2.8:1, 2.9:1 or 3.0:1, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0018] In some optional embodiments, the temperature of the first step of the reaction of the reaction solution A is 0-10°C, for example, it can be 0°C, 1°C, 2°C, 3°C, 4°C, 5°C, 6°C, 7°C, 8°C, 9°C or 10°C, but is not limited to the listed values. Other unlisted values within this range are also applicable.
[0019] In some optional embodiments, the stirring time of the reaction solution A in the first step is 2-4 hours, for example, it can be 2.0 hours, 2.2 hours, 2.4 hours, 2.6 hours, 2.8 hours, 3.0 hours, 3.2 hours, 3.4 hours, 3.6 hours, 3.8 hours or 4.0 hours, but is not limited to the listed values. Other unlisted values within this range are also applicable.
[0020] In some optional embodiments, the temperature of the second step of the reaction in reaction solution A is 20-25°C, for example, it can be 20.0°C, 20.5°C, 21.0°C, 21.5°C, 22.0°C, 22.5°C, 23.0°C, 23.5°C, 24.0°C, 24.5°C or 25.0°C, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0021] In some optional embodiments, the stirring time for the second step of the reaction solution A is 30-60 min, for example, it can be 30 min, 33 min, 36 min, 39 min, 42 min, 45 min, 48 min, 51 min, 54 min, 57 min or 60 min, but is not limited to the listed values, and other unlisted values within this range are also applicable.
[0022] In some optional embodiments, the volume ratio of deionized water to pretreatment liquid is (1-2):1, for example, it can be 1.0:1, 1.1:1, 1.2:1, 1.3:1, 1.4:1, 1.5:1, 1.6:1, 1.7:1, 1.8:1, 1.9:1 or 2.0:1, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0023] In some optional embodiments, the stirring speed after adding deionized water to the pretreatment solution is 400-600 rpm, for example, 400 rpm, 420 rpm, 440 rpm, 460 rpm, 480 rpm, 500 rpm, 520 rpm, 540 rpm, 560 rpm, 580 rpm or 600 rpm, but is not limited to the listed values, and other unlisted values within this range are also applicable.
[0024] In some optional embodiments, the stirring time after adding deionized water to the pretreatment solution is 8-15 min, for example, it can be 8 min, 8.5 min, 9 min, 9.8 min, 10 min, 10.5 min, 11 min, 11.5 min, 12 min, 12.5 min, 13 min, 13.5 min, 14 min, 14.5 min or 15 min, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0025] As a preferred embodiment of the present invention, in step S2, the concentration of the N-methyltaurate sodium aqueous solution is 0.2-0.4 g / mL, for example, it can be 0.20 g / mL, 0.22 g / mL, 0.24 g / mL, 0.26 g / mL, 0.28 g / mL, 0.30 g / mL, 0.32 g / mL, 0.34 g / mL, 0.36 g / mL, 0.38 g / mL or 0.40 g / mL, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0026] In some optional embodiments, the intermediate dispersion is heated to 40-50°C, for example to 40°C, 41°C, 42°C, 43°C, 44°C, 45°C, 46°C, 47°C, 48°C, 49°C or 50°C, but is not limited to the listed values, and other unlisted values within this range are also applicable.
[0027] In some optional embodiments, the mass ratio of sodium N-methyltaurate to cyanuric chloride is (0.85-0.95):1, for example, it can be 0.850:1, 0.860:1, 0.870:1, 0.880:1, 0.890:1, 0.900:1, 0.910:1, 0.920:1, 0.930:1, 0.940:1 or 0.950:1, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0028] In some optional embodiments, the sodium carbonate solution has a mass fraction of 5-10 wt.%, for example, 5.0 wt.%, 5.5 wt.%, 6.0 wt.%, 6.5 wt.%, 7.0 wt.%, 7.5 wt.%, 8.0 wt.%, 8.5 wt.%, 9.0 wt.%, 9.5 wt.% or 10.0 wt.%, but is not limited to the listed values; other unlisted values within this range are also applicable.
[0029] In some alternative embodiments, the pH value of the reaction solution B after adjustment is 7-8, for example, it can be 7.0, 7.1, 7.2, 7.3, 7.4, 7.5, 7.6, 7.7, 7.8, 7.9 or 8.0, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0030] In some optional embodiments, the reaction solution B is stirred at a constant temperature for 4-6 hours after pH adjustment, for example, 4.0 hours, 4.2 hours, 4.4 hours, 4.6 hours, 4.8 hours, 5.0 hours, 5.2 hours, 5.4 hours, 5.6 hours, 5.8 hours, or 6.0 hours, but is not limited to the listed values; other unlisted values within this range are also applicable.
[0031] As a preferred embodiment of the present invention, in step S3, the concentration of the isopropanol solution of oleylamine is 0.3-0.5 g / mL, for example, it can be 0.30 g / mL, 0.32 g / mL, 0.34 g / mL, 0.36 g / mL, 0.38 g / mL, 0.40 g / mL, 0.42 g / mL, 0.44 g / mL, 0.46 g / mL, 0.48 g / mL or 0.50 g / mL, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0032] In some optional embodiments, the concentration of the sodium carbonate solution is 5-10 wt.%, for example, it may be 5.0 wt.%, 5.5 wt.%, 6.0 wt.%, 6.5 wt.%, 7.0 wt.%, 7.5 wt.%, 8.0 wt.%, 8.5 wt.%, 9.0 wt.%, 9.5 wt.% or 10.0 wt.%, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0033] In some alternative embodiments, the pH value of the intermediate reaction solution after adjustment is 7-8, for example, it can be 7.0, 7.1, 7.2, 7.3, 7.4, 7.5, 7.6, 7.7, 7.8, 7.9 or 8.0, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0034] In some optional embodiments, the intermediate reaction solution is adjusted to pH and then heated to 80-95°C, for example to 80.0°C, 81.5°C, 83.0°C, 84.5°C, 86.0°C, 87.5°C, 89.0°C, 90.5°C, 92.0°C, 93.5°C, or 95.0°C, but is not limited to the listed values; other unlisted values within this range are also applicable.
[0035] In some optional embodiments, the molar ratio of oleylamine to cyanuric chloride is (0.9-1.2):1, for example, it can be 0.90:1, 0.93:1, 0.96:1, 0.99:1, 1.02:1, 1.05:1, 1.08:1, 1.11:1, 1.14:1, 1.17:1 or 1.20:1, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0036] In some optional embodiments, the stirring reaction time is 8-12 hours, for example, 8.0 hours, 8.4 hours, 8.8 hours, 9.2 hours, 9.6 hours, 10.0 hours, 10.4 hours, 10.8 hours, 11.2 hours, 11.6 hours, or 12.0 hours, but is not limited to the listed values; other unlisted values within this range are also applicable.
[0037] As a preferred technical solution of the present invention, in step S4, the rotary evaporation temperature of the triazine reaction mixture is 50-60°C, for example, it can be 50°C, 51°C, 52°C, 53°C, 54°C, 55°C, 56°C, 57°C, 58°C, 59°C or 60°C, but it is not limited to the listed values. Other unlisted values within this range are also applicable.
[0038] In some optional embodiments, the rotary evaporation pressure of the triazine reaction mixture is -0.08 to -0.09 MPa, for example, it can be -0.090 MPa, -0.089 MPa, -0.088 MPa, -0.087 MPa, -0.086 MPa, -0.085 MPa, -0.084 MPa, -0.083 MPa, -0.082 MPa, -0.081 MPa or -0.080 MPa, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0039] The mass ratio of ethylene glycol monobutyl ether to deionized water in the co-solvent is 1:1.
[0040] In some optional embodiments, the mass ratio of the co-solvent to the concentrated viscous liquid is (0.2-0.4):1, for example, it can be 0.20:1, 0.22:1, 0.24:1, 0.26:1, 0.28:1, 0.30:1, 0.32:1, 0.34:1, 0.36:1, 0.38:1 or 0.40:1, but is not limited to the listed values, other unlisted values within this range are also applicable.
[0041] In some optional embodiments, the temperature for stirring, diluting, and compounding is 40-50°C, for example, 40°C, 41°C, 42°C, 43°C, 44°C, 45°C, 46°C, 47°C, 48°C, 49°C, or 50°C, but is not limited to the listed values; other unlisted values within this range are also applicable.
[0042] In some optional embodiments, the stirring, dilution, and compounding time is 1-2 hours, for example, it can be 1.0 hours, 1.1 hours, 1.2 hours, 1.3 hours, 1.4 hours, 1.5 hours, 1.6 hours, 1.7 hours, 1.8 hours, 1.9 hours, or 2.0 hours, but is not limited to the listed values. Other unlisted values within this range are also applicable.
[0043] Secondly, the present invention provides a high-temperature stable fluorinated carbon oil displacement surfactant, characterized in that it is prepared by the above-described preparation method.
[0044] This application uses 1H,1H,2H,2H-perfluorooctane-1-ol as the source of the fluorinated hydrophobic component. The fluorinated alcohol is activated in situ with anhydrous potassium carbonate to generate a highly nucleophilic fluorinated alkoxy anion. This anion then undergoes its first nucleophilic aromatic substitution of cyanuric chloride at 0-10°C, forming an intermediate. By controlling the molar ratio of the fluorinated alcohol to cyanuric chloride and the amount of potassium carbonate, the fluorinated alcohol acts as both the monomer of the hydrophobic arm and a partial solvent and reaction medium. This reduces the hydrolysis side reaction of cyanuric chloride and avoids structural complexity caused by multi-site substitution. In terms of bonding, this application uses a CO bond to connect the short-chain fluorocarbon tail to the triazine core, instead of the CN bond commonly used in traditional methods. This reduces the difficulty and cost of obtaining the fluorinated raw material while ensuring the temperature and chemical resistance of the triazine-fluorocarbon framework.
[0045] This application introduces sodium N-methyltaurate, enabling the intermediate dispersion to undergo nucleophilic aromatic substitution of the unsubstituted C-Cl groups on the triazine ring under a weakly alkaline environment, utilizing the nucleophilicity of the amine groups in the sodium N-methyltaurate molecule. This constructs an N-substituted triazine structure containing a hydrophilic sodium sulfonate head group. By controlling the feed ratio of sodium N-methyltaurate to cyanuric chloride to slightly below one equivalent and slowly adjusting the pH with sodium carbonate solution, excessive hydrophilic components that could lead to over-N-substitution or hydrolysis of the triazine core are avoided, thus facilitating the formation of an intermediate dominated by a disubstituted structure of "fluorinated alkoxide arm + hydrophilic sodium taurate arm". Since the taurine structure contains both sulfonate and methylene segments, its introduction not only provides subsequent products with solubility and hydration capabilities in highly saline formation water, but also, through the conjugation and spatial configuration between the aromatic triazine core and the sulfonate head group, enables the molecule to possess good directional adsorption and charge regulation capabilities at the oil / water interface, providing a structural basis for achieving lower interfacial tension under high-temperature and high-salinity conditions.
[0046] This application selects oleylamine as the third substituent arm, utilizing its long-chain olefinic hydrocarbon tail and primary amine functional group. Under conditions where the pH is adjusted to 7-8 with sodium carbonate, the intermediate reaction solution is heated to 80-95℃, causing the residual C-Cl triazine structure in the intermediate to be further replaced by oleylamine under high-temperature conditions, introducing a flexible long-chain hydrophobic hydrocarbon arm. The molar ratio of oleylamine to cyanuric chloride is controlled between (0.9-1.2):1, which to some extent balances the relationship between the third-position substitution reaction and the remaining free amine. Isopropanol, as a co-solvent, helps disperse the long-chain amine and reduce interfacial resistance. A mixture of fluorocarbon surfactants with a trisubstituted triazine structure as the main component, consisting of a "fluorinated alkoxy arm - sodium taurate hydrophilic arm - oleylamine hydrocarbon arm," can be obtained. In this structure, the fluorinated alkoxy arm provides a strong ability to reduce surface tension, the olefinic hydrocarbon arm improves compatibility with the crude oil phase, and the sulfonate head group imparts water solubility and salt resistance. At the oil-water interface, it is reasonable to infer that the three components form a certain oriented arrangement, which helps to achieve the expected interfacial regulation effect. Compared to all-fluorine or all-carbon systems, this hybrid structure is advantageous in balancing interfacial tension reduction, oil-phase solubility, and water-phase dispersibility while controlling fluorine content and raw material costs.
[0047] This application utilizes reduced-pressure rotary evaporation and co-solvent formulation to transform a "reaction system" into a "directly usable surfactant concentrate." First, rotary evaporation at 50-60℃ and -0.08~-0.09 MPa removes low-boiling solvents such as acetone and isopropanol, enriching the triazine product in the organic phase to obtain a concentrate with a certain viscosity. Subsequently, a co-solvent system composed of ethylene glycol monobutyl ether and deionized water in a 1:1 mass ratio is added, and stirring at 40-50℃ ensures complete dissolution and dispersion of the molecules, constructing a polar / weakly polar mixed medium suitable for field use. Ethylene glycol monobutyl ether exhibits good solubility for both fluorocarbon chains and long-chain olefins, while the aqueous phase provides the medium basis for subsequent preparation of the field working fluid. This combination helps maintain the phase stability of the obtained surfactant during transportation, storage, and injection, reducing the risk of phase precipitation or crystallization.
[0048] There is a certain synergistic mechanism among the steps of this application. The first step employs a fluorinated alcohol-alkoxy anion pathway, introducing the fluorocarbon tail into the triazine core via a CO bond. This enhances the structure retention under high-temperature brine conditions by utilizing the chemical stability of the triazine-aromatic ether connection, and reduces dependence on fluorinated amines by using readily available fluorinated alcohol monomers, providing a raw material basis for industrial scale-up. This pre-design allows the subsequent N-substitution step to proceed on the pre-constructed fluorinated hydrophobic framework, thus facilitating the formation of a clearly defined molecule. The second step, sodium taurate N-substitution, is carried out under controlled pH and temperature conditions, reducing structural complexity caused by multiple N-substitutions and hydrolysis, allowing the sulfonate head group to be positioned more clearly on the triazine core, providing a stable amphiphilic platform for the third step of oleylamine introduction. The third step, through high-temperature oleylamine substitution of C-Cl, forms an asymmetric structure in the triazine core, while simultaneously achieving fine control over aggregation behavior based on the overall polar / nonpolar distribution. The final solvent removal and co-solvent compounding steps ensure that the resulting product possesses high-temperature resistance, dispersibility in brine, and the flowability and stability required for field applications.
[0049] Compared with the prior art, the beneficial effects of the present invention are as follows:
[0050] This application utilizes 1H,1H,2H,2H-perfluorooctane-1-ol to generate a fluorinated alkoxide anion in situ under the action of anhydrous potassium carbonate. This ion is then used to perform the first nucleophilic aromatic substitution on cyanuric chloride under low-temperature conditions, causing the fluorocarbon tail chain to attach to the triazine core via a CO bond, forming an intermediate structure dominated by a fluorinated alkoxide monosubstituted triazine. This design simultaneously considers the structural stability of the triazine-aromatic ether bond in a high-temperature brine environment and the availability and cost advantages of the fluorinated alcohol raw material, forming the basis of the molecular skeleton design of this application.
[0051] This application utilizes a stepwise reaction window of "low-temperature oxygen substitution, medium-temperature nitrogen substitution, and high-temperature nitrogen substitution," combined with equivalence control of different nucleophiles and cyanuric chloride, and pH adjustment, to gradually form a product mixture dominated by a trisubstituted triazine structure consisting of a "fluorinated alkoxy arm + taurine hydrophilic arm + oleylamine hydrophobic arm." This stepwise strategy helps guide the participation of each nucleophile in the reaction at different stages, reducing structural complexity caused by disordered multiple substitutions and hydrolysis, resulting in a higher proportion of the target structure in the product and a clearer structure-function relationship.
[0052] By sequentially introducing fluoroalkoxy substitution, sodium N-methyltaurate substitution, and oleylamine substitution, this application constructs an asymmetric ONN trisubstituted structure with a triazine ring as the core, simultaneously carrying a fluoroalkoxy arm, a sulfonate hydrophilic arm, and an olefinic hydrocarbon arm. The fluoroalkoxy arm provides the ability to reduce surface and interfacial tension, the long oleylamine chain enhances compatibility with crude oil and heavy oil, and the taurine head group ensures solubility and hydration performance in highly saline formation water. The three components form a synergistic effect within the same molecule, giving the resulting surfactant the characteristics of fluorocarbon surfactants, hydrocarbon oil-soluble capabilities, and high salt water dispersibility.
[0053] This application combines short-chain fluoroalkoxy arms with long-chain hydrocarbon arms of oleylamine to achieve a balance between hydrophobicity, oil solubility and fluorine usage at the molecular scale through hybrid hydrophobic segments. This allows for strong interface regulation and good oil phase solubility while controlling the length and amount of fluorocarbon segments, thus meeting the needs of oil displacement in high-temperature and high-salinity reservoirs and viscosity reduction in heavy oil. Attached Figure Description
[0054] Figure 1 : This is a schematic diagram of the main structure of the intermediate obtained in step S1 of Embodiment 1 of this application.
[0055] Figure 2 : This is a schematic diagram of the main structure of the intermediate obtained in step S2 of Embodiment 1 of this application.
[0056] Figure 3 : This is a schematic diagram of the main structural formula of the surfactant obtained in step S3 of Example 1 of this application. Detailed Implementation
[0057] The technical solutions of the present invention will be described in detail below with reference to specific embodiments and accompanying drawings. The embodiments described herein are specific implementations of the present invention, used to illustrate the concept of the present invention; these descriptions are explanatory and exemplary, and should not be construed as limiting the implementation methods or the scope of protection of the present invention. In addition to the embodiments described herein, those skilled in the art can employ other obvious technical solutions based on the content disclosed in the claims and specification of this application. These technical solutions include any obvious substitutions and modifications made to the embodiments described herein.
[0058] The chemical reagents used in the embodiments and comparative examples of this invention are all commercially available products and have not undergone further purification or processing.
[0059] Example 1
[0060] This embodiment provides a high-temperature stable fluorinated carbon oil displacement surfactant and its preparation method. The preparation method of the high-temperature stable fluorinated carbon oil displacement surfactant specifically includes the following steps:
[0061] S1: Prepare an acetone solution of 1H,1H,2H,2H-perfluorooctane-1-ol with a concentration of 0.35 g / mL. Add anhydrous potassium carbonate at 2°C and stir to obtain the first mixture. Add an acetone solution of cyanuric chloride with a concentration of 0.12 g / mL at 3°C to obtain reaction solution A. The molar ratio of 1H,1H,2H,2H-perfluorooctane-1-ol to cyanuric chloride is 2.5:1, and the molar ratio of anhydrous potassium carbonate to cyanuric chloride is 2.8:1. Stir and react at 8°C for 3.5 h, then raise the temperature to 24°C and continue stirring for 50 min to obtain the pretreatment solution. Add deionized water and stir at 400 rpm for 15 min to form an emulsion. Filter to obtain the intermediate dispersion. The volume ratio of deionized water to the pretreatment solution is 1.8:1. Figure 1 The diagram shows the main structural formula of the obtained intermediate. In this intermediate, the short-chain fluorocarbon tail is linked to the triazine core via a CO bond, which provides a reaction basis for the subsequent introduction of hydrophilic arms and long-chain hydrocarbon hydrophobic arms.
[0062] S2: Prepare an aqueous solution of sodium N-methyltaurate with a concentration of 0.3 g / mL. Heat the intermediate dispersion to 48°C and add the sodium N-methyltaurate aqueous solution dropwise to obtain reaction solution B, wherein the mass ratio of sodium N-methyltaurate to cyanuric chloride is 0.92:1. Add sodium carbonate solution with a mass fraction of 8 wt.% to adjust the pH of reaction solution B to 7.8 and stir at a constant temperature for 5.5 h to obtain the intermediate reaction solution. Figure 2 The diagram shows the main structural formula of the obtained intermediate. A sulfonate hydrophilic head group is introduced onto the triazine core to form an intermediate with a disubstituted triazine structure consisting of a "fluorinated alkoxy arm + taurine hydrophilic arm". This structure allows the intermediate to possess both a fluorinated hydrophobic segment and an ionic hydrophilic segment, which is beneficial for the subsequent construction of triazine surfactants with both interfacial activity and aqueous dispersibility.
[0063] S3: Prepare an isopropanol solution of oleylamine with a concentration of 0.45 g / mL. Adjust the pH of the intermediate reaction solution to 7.5 using a sodium carbonate solution with a concentration of 9 wt.% and heat to 90℃. Drop the isopropanol solution of oleylamine to obtain reaction solution C, in which the molar ratio of oleylamine to cyanuric chloride is 1.1:1. Stir the reaction for 11 h, and add isopropanol during the reaction to maintain the liquid level of the reaction solution, to obtain a triazine reaction mixture.
[0064] S4: The triazine reaction mixture was rotary evaporated at 58℃ and -0.085MPa until the refractive index of the distillate no longer changed, resulting in a concentrated viscous liquid. A co-solvent was added to the concentrated viscous liquid to obtain reaction solution D, wherein the co-solvent was prepared by mixing ethylene glycol monobutyl ether and deionized water in a mass ratio of 1:1, and the mass ratio of the co-solvent to the concentrated viscous liquid was 0.35:1. The mixture was stirred and diluted at 48℃ for 1.8h, and then cooled to room temperature to obtain a high-temperature stable fluorocarbon oil displacement surfactant. Figure 3The diagram shows the main structural formula of the obtained surfactant. By introducing long-chain hydrocarbon hydrophobic arms onto the triazine core, a high-temperature stable fluorinated carbon oil-displacing surfactant with an ONN triazine structure primarily composed of a "fluorinated alkoxy arm - taurine hydrophilic arm - oleylamine hydrocarbon arm" is obtained. In this structure, the fluorinated alkoxy arm helps reduce surface and interfacial tension, the oleylamine hydrocarbon arm enhances compatibility with the crude oil phase, and the taurine head group imparts good water solubility and salt resistance to the molecule.
[0065] Example 2
[0066] This embodiment provides a high-temperature stable fluorinated carbon oil displacement surfactant and its preparation method. The preparation method of the high-temperature stable fluorinated carbon oil displacement surfactant specifically includes the following steps:
[0067] S1: Prepare an acetone solution of 1H,1H,2H,2H-perfluorooctane-1-ol with a concentration of 0.2 g / mL. Add anhydrous potassium carbonate at 5°C and stir to obtain the first mixture. Add an acetone solution of cyanuric chloride with a concentration of 0.05 g / mL at 0°C to obtain reaction solution A. The molar ratio of 1H,1H,2H,2H-perfluorooctane-1-ol to cyanuric chloride is 1.5:1, and the molar ratio of anhydrous potassium carbonate to cyanuric chloride is 2:1. Stir and react at 0°C for 2 h, then raise the temperature to 20°C and continue stirring for 30 min to obtain the pretreatment solution. Add deionized water and stir at 600 rpm for 10 min to form an emulsion, then filter to obtain the intermediate dispersion. The volume ratio of deionized water to the pretreatment solution is 1:1.
[0068] S2: Prepare an aqueous solution of sodium N-methyltaurate with a concentration of 0.4 g / mL. Heat the intermediate dispersion to 40°C and add the sodium N-methyltaurate aqueous solution dropwise to obtain reaction solution B, wherein the mass ratio of sodium N-methyltaurate to cyanuric chloride is 0.85:1. Add a sodium carbonate solution with a mass fraction of 5 wt.% to adjust the pH of reaction solution B to 7 and stir at a constant temperature for 4 h to obtain the intermediate reaction solution.
[0069] S3: Prepare an isopropanol solution of oleylamine with a concentration of 0.3 g / mL. Adjust the pH of the intermediate reaction solution to 8 using a sodium carbonate solution with a concentration of 5 wt.% and heat to 80℃. Drop the isopropanol solution of oleylamine to obtain reaction solution C, in which the molar ratio of oleylamine to cyanuric chloride is 0.9:1. Stir the reaction for 8 hours, and add isopropanol during the process to maintain the liquid level of the reaction solution to obtain a triazine reaction mixture.
[0070] S4: The triazine reaction mixture was rotary evaporated at 50℃ and -0.09MPa until the refractive index of the distillate no longer changed, resulting in a concentrated viscous liquid. A co-solvent was added to the concentrated viscous liquid to obtain reaction solution D, wherein the co-solvent was prepared by compounding ethylene glycol monobutyl ether and deionized water at a mass ratio of 1:1, and the mass ratio of the co-solvent to the concentrated viscous liquid was 0.2:1. The mixture was stirred and diluted at 40℃ for 1 hour, and then cooled to room temperature to obtain a high-temperature stable fluorocarbon oil displacement surfactant.
[0071] Example 3
[0072] This embodiment provides a high-temperature stable fluorinated carbon oil displacement surfactant and its preparation method. The preparation method of the high-temperature stable fluorinated carbon oil displacement surfactant specifically includes the following steps:
[0073] S1: Prepare an acetone solution of 1H,1H,2H,2H-perfluorooctane-1-ol with a concentration of 0.25 g / mL. Add anhydrous potassium carbonate at 4°C and stir to obtain the first mixture. Add an acetone solution of cyanuric chloride with a concentration of 0.10 g / mL at 4°C to obtain reaction solution A. The molar ratio of 1H,1H,2H,2H-perfluorooctane-1-ol to cyanuric chloride is 2.0:1, and the molar ratio of anhydrous potassium carbonate to cyanuric chloride is 2.2:1. Stir and react at 5°C for 2.5 h, then raise the temperature to 22°C and continue stirring for 40 min to obtain the pretreatment solution. Add deionized water and stir at 500 rpm for 8 min to form an emulsion. Filter to obtain the intermediate dispersion. The volume ratio of deionized water to the pretreatment solution is 1.2:1.
[0074] S2: Prepare an aqueous solution of sodium N-methyltaurate with a concentration of 0.25 g / mL. Heat the intermediate dispersion to 42°C and add the sodium N-methyltaurate aqueous solution dropwise to obtain reaction solution B, wherein the mass ratio of sodium N-methyltaurate to cyanuric chloride is 0.88:1. Add a sodium carbonate solution with a mass fraction of 6 wt.% to adjust the pH of reaction solution B to 7.2 and stir at a constant temperature for 4.5 h to obtain the intermediate reaction solution.
[0075] S3: Prepare an isopropanol solution of oleylamine with a concentration of 0.35 g / mL. Adjust the pH of the intermediate reaction solution to 7.2 using a sodium carbonate solution with a concentration of 6 wt.% and heat to 85℃. Drop the isopropanol solution of oleylamine to obtain reaction solution C, in which the molar ratio of oleylamine to cyanuric chloride is 1.0:1. Stir the reaction for 9 h, and add isopropanol during the reaction to maintain the liquid level of the reaction solution, to obtain a triazine reaction mixture.
[0076] S4: The triazine reaction mixture was rotary evaporated at 52℃ and -0.088MPa until the refractive index of the distillate no longer changed, resulting in a concentrated viscous liquid. A co-solvent was added to the concentrated viscous liquid to obtain reaction solution D, wherein the co-solvent was prepared by mixing ethylene glycol monobutyl ether and deionized water in a mass ratio of 1:1, and the mass ratio of the co-solvent to the concentrated viscous liquid was 0.25:1. The mixture was stirred and diluted at 42℃ for 1.2h, and then cooled to room temperature to obtain a high-temperature stable fluorocarbon oil displacement surfactant.
[0077] Example 4
[0078] This embodiment provides a high-temperature stable fluorinated carbon oil displacement surfactant and its preparation method. The preparation method of the high-temperature stable fluorinated carbon oil displacement surfactant specifically includes the following steps:
[0079] S1: Prepare an acetone solution of 1H,1H,2H,2H-perfluorooctane-1-ol with a concentration of 0.4 g / mL. Add anhydrous potassium carbonate at 0℃ and stir to obtain the first mixture. Add an acetone solution of cyanuric chloride with a concentration of 0.15 g / mL at 5℃ to obtain reaction solution A. The molar ratio of 1H,1H,2H,2H-perfluorooctane-1-ol to cyanuric chloride is 3:1, and the molar ratio of anhydrous potassium carbonate to cyanuric chloride is 3:1. Stir and react at 10℃ for 4 h, then raise the temperature to 25℃ and continue stirring for 60 min to obtain the pretreatment solution. Add deionized water and stir at 560 rpm for 12 min to form an emulsion and filter to obtain the intermediate dispersion. The volume ratio of deionized water to the pretreatment solution is 2:1.
[0080] S2: Prepare an aqueous solution of sodium N-methyltaurate with a concentration of 0.2 g / mL. Heat the intermediate dispersion to 50°C and add the sodium N-methyltaurate aqueous solution dropwise to obtain reaction solution B, wherein the mass ratio of sodium N-methyltaurate to cyanuric chloride is 0.95:1. Add a sodium carbonate solution with a mass fraction of 10 wt.% to adjust the pH of reaction solution B to 8 and stir at a constant temperature for 6 h to obtain the intermediate reaction solution.
[0081] S3: Prepare an isopropanol solution of oleylamine with a concentration of 0.5 g / mL. Adjust the pH of the intermediate reaction solution to 7 using a sodium carbonate solution with a concentration of 10 wt.% and heat to 95℃. Drop the isopropanol solution of oleylamine to obtain reaction solution C, in which the molar ratio of oleylamine to cyanuric chloride is 1.2:1. Stir the reaction for 12 h, and add isopropanol during the reaction to maintain the liquid level of the reaction solution, to obtain a triazine reaction mixture.
[0082] S4: The triazine reaction mixture was rotary evaporated at 60℃ and -0.08MPa until the refractive index of the distillate no longer changed, resulting in a concentrated viscous liquid. A co-solvent was added to the concentrated viscous liquid to obtain reaction solution D, wherein the co-solvent was prepared by compounding ethylene glycol monobutyl ether and deionized water at a mass ratio of 1:1, and the mass ratio of the co-solvent to the concentrated viscous liquid was 0.4:1. The mixture was stirred and diluted at 50℃ for 2 hours, and then cooled to room temperature to obtain a high-temperature stable fluorocarbon oil displacement surfactant.
[0083] Comparative Example 1
[0084] This comparative example provides a high-temperature stable fluorinated carbon oil displacement surfactant and its preparation method. The difference from Example 1 is that in S1, 1H,1H,2H,2H-perfluorooctane-1-ol is replaced with an equimolar amount of n-octanol. Other operating steps and process parameters are exactly the same as in Example 1.
[0085] Comparative Example 2
[0086] This comparative example provides a high-temperature stable fluorinated carbon oil-displacing surfactant and its preparation method. The difference from Example 1 is that in S3, no isopropanol solution of oleylamine is added, only pH adjustment and heating and stirring are performed. Other operation steps and process parameters are exactly the same as in Example 1.
[0087] Comparative Example 3
[0088] This comparative example provides a high-temperature stable fluorinated carbon oil displacement surfactant and its preparation method. The difference from Example 1 is that in S2, sodium N-methyltaurate is replaced with an equimolar amount of sodium acetate, while the other operation steps and process parameters are exactly the same as in Example 1.
[0089] Comparative Example 4
[0090] This comparative example provides a high-temperature stable fluorinated carbon oil-displacing surfactant and its preparation method. The difference from Example 1 is that 1H,1H,2H,2H-perfluorooctane-1-ol, cyanuric chloride, anhydrous potassium carbonate, sodium N-methyltaurate and oleylamine used in S1, S2 and S3 are added at once in the same reactor, and the temperature is raised to 90°C and the reaction is carried out for the same total time. During this period, stepwise dropwise addition and segmented temperature control are no longer performed. Other operating steps and process parameters are exactly the same as in Example 1.
[0091] The performance of the high-temperature stable fluorocarbon oil displacement surfactants of Examples 1-4 and Comparative Examples 1-4 was tested, and the specific process is as follows:
[0092] According to GB / T 22237-2008, the static surface tension of the sample and the surface tension of the sample after aging at 150℃ for 72 hours in high-temperature, high-mineralization simulated formation water and then cooling to room temperature are tested.
[0093] According to GB / T 6541-1986, the oil-water interfacial tension of the test sample in the crude oil / simulated formation water system, and the oil-water interfacial tension after aging at 150℃ for 72 hours in high-temperature, high-salinity simulated formation water and then cooling to room temperature.
[0094] The kinematic viscosity of heavy oil was determined according to GB / T 265-1988, and the viscosity reduction rate was calculated.
[0095] The test results are shown in Table 1.
[0096] Table 1: Performance test results of high-temperature stability fluorocarbon flooding surfactants in Examples 1-4 and Comparative Examples 1-4
[0097]
[0098] From the test results of Example 1 and Comparative Example 1 in Table 1, it can be seen that in S1, replacing 1H,1H,2H,2H-perfluorooctane-1-ol with an equimolar amount of n-octanol increases the static surface tension, and the static surface tension increases further after aging. This is because the molecules lose the strongly hydrophobic, low-surface-energy fluorocarbon segments, leaving only alkyl chains with limited arrangement ability at the gas-liquid interface, resulting in decreased interfacial film density and stability. Under high temperature and high salt conditions, alkyl chains are more prone to curling and aggregation, leading to incomplete interfacial coverage. The oil-water interfacial tension is higher than that in Example 1 and increases significantly after aging. This is because the hydrophobic arms derived from n-octanol have weak interaction with crude oil components, making it difficult to form a solid hydrophobic barrier on the oil phase side. Under high temperature and high salinity conditions, some active components aggregate or become inactive, weakening the interfacial film. The viscosity reduction rate decreases after heavy oil treatment because ordinary hydrocarbon arms have limited stripping and dispersion effects on the internal polymer chains and micelle structures of heavy oil, and cannot effectively destroy the heavy oil network structure and stably disperse it into the aqueous phase like fluoroalkoxy arms.
[0099] From the test results of Example 1 and Comparative Example 2 in Table 1, it can be seen that the static surface tension of the isopropanol solution in S3 without the addition of oleylamine, which only underwent pH adjustment and heating and stirring, was close to that of Example 1, and the change after aging was also small. This is because the gas-liquid interface is still mainly controlled by the arrangement of fluoroalkoxy arms, and the fluorocarbon segment can still form a low surface energy layer at the air / water interface. The oil-water interface tension is higher than that of Example 1 and the increase after aging is larger. Due to the lack of long-chain hydrocarbon arms of oleylamine, the anchoring and wetting ability of molecules on the oil phase side is insufficient, making it difficult to penetrate into the oil phase to form a thick hydrophobic layer. Under the action of high temperature and high salt, the interface film is more easily sheared and dissolved and destroyed. The viscosity reduction rate of heavy oil after treatment is moderate to low, because the molecules mainly stay on the water phase / interface side, making it difficult to fully enter the loose micelles and asphaltenes aggregates inside the heavy oil, weakening the synergistic effect, and resulting in insufficient rearrangement of the internal structure of the heavy oil.
[0100] From the test results of Example 1 and Comparative Example 3 in Table 1, it can be seen that in S2, replacing sodium N-methyltaurate with an equimolar amount of sodium acetate resulted in a slightly higher initial static surface tension, which increased after aging. This is because the hydration layer of the carboxylate head group is thinner, and the binding ability with water molecules is weakened after charge shielding. This is especially true in high-salt, Ca-rich environments. 2+ / Mg 2+ Complexation, neutralization, or deposition easily occur in the environment, reducing the types of effective surfactants in the solution and decreasing the coverage of the gas-liquid interface. The oil-water interfacial tension is higher than in Example 1 and increases after aging. This is because the carboxylate head groups are more easily bridged by hardness ions and generate insoluble species under high temperature and high salt conditions. Some molecules detach from the interface, and a new high-energy interface is formed between the oil phase and the water phase. The viscosity reduction rate of heavy oil after treatment is low because the carboxylate structure is not stable enough under high temperature and high salinity conditions. The effective concentration of surfactant molecules decreases rapidly, which can neither maintain the ultra-low oil-water interfacial tension nor continuously disperse the internal structure of heavy oil, resulting in a weakened macroscopic viscosity reduction effect.
[0101] From the test results of Example 1 and Comparative Example 4 in Table 1, it can be seen that when 1H,1H,2H,2H-perfluorooctane-1-ol, cyanuric chloride, anhydrous potassium carbonate, sodium N-methyltaurate, and oleylamine used in S1, S2, and S3 of Example 1 are added at once in the same reactor, and the temperature is raised to 90°C and the reaction is carried out for the same total time without stepwise addition or segmented temperature control, the static surface tension is generally higher than that of Example 1, and the increase after aging is also greater. This is due to the disordered competition between oxygen and nitrogen substitution on the triazine nucleus, which easily leads to the formation of various undersubstituted, oversubstituted, and hydrolyzed structures. The proportion of the target structure in the product decreases, the interfacial aggregation morphology is irregular, and it is difficult to form a uniform gas-liquid interface. The dense, low-energy film further decomposes or aggregates these unstable structures after high-temperature and high-salt treatment; the oil-water interfacial tension is higher than that of Example 1 and continues to increase after aging. Due to the uncoordinated arrangement of a large number of structural isomers and byproducts generated by the one-pot method at the oil-water interface, some molecules cannot provide a complete "one-fluorine-one-carbon + sulfonate head group" interfacial configuration. Under high temperature, the interfacial adsorption layer is continuously destroyed and reorganized, and the interfacial tension is difficult to maintain at an ultra-low level; the viscosity reduction rate after heavy oil treatment is inferior to that of Example 1, which is due to the wide distribution of molecular structure, insufficient proportion of target skeleton, and decreased spatial matching degree between hydrophobic arms and hydrophilic head groups, making it difficult to form an efficient interfacial coating and internal structural reorganization path in the heavy oil system.
[0102] The above description is only a specific embodiment of the present invention, but the protection scope of the present invention is not limited thereto. Those skilled in the art should understand that any changes or substitutions that can be easily conceived by those skilled in the art within the technical scope disclosed in the present invention fall within the protection and disclosure scope of the present invention.
Claims
1. A process for the preparation of a high temperature stable fluorocarbon containing oil displacement surfactant characterized in that, The preparation method includes: S1: Prepare an acetone solution of 1H,1H,2H,2H-perfluorooctane-1-ol, add anhydrous potassium carbonate and stir, then add cyanuric chloride acetone solution dropwise for stepwise stirring to obtain a pretreated solution. After the reaction, add deionized water, stir, and filter to obtain an intermediate dispersion; the structural formula of the intermediate is: S2: Prepare an aqueous solution of sodium N-methyltaurate. Heat the intermediate dispersion obtained in S1 and mix it with the sodium N-methyltaurate aqueous solution. Adjust the pH by adding sodium carbonate solution dropwise, then stir the reaction mixture to obtain the intermediate reaction solution. The structural formula of the intermediate is: S3: Prepare an isopropanol solution of oleylamine. After adjusting the pH of the intermediate reaction solution obtained in S2 with sodium carbonate solution, mix and stir with the isopropanol solution of oleylamine to obtain a triazine reaction mixture; the structural formula of its main product is: S4: The solvent was removed from the triazine reaction mixture by rotary evaporation to obtain a concentrated viscous liquid. A co-solvent was added to the concentrated viscous liquid and stirred to dilute and reconstitute it to obtain a high-temperature stable fluorinated carbon oil displacement surfactant.
2. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S1: The molar ratio of 1H,1H,2H,2H-perfluorooctane-1-ol to cyanuric chloride is (1.5-3):1; The molar ratio of anhydrous potassium carbonate to cyanuric chloride is (2-3):
1.
3. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S1: The temperature of the first step of the stepwise stirring reaction in which cyanuric chloride solution is added dropwise is 0-10℃. The temperature of the second step of the stepwise stirring reaction, in which the acetone solution of cyanuric chloride is added dropwise, is 20-25℃.
4. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S1: The volume ratio of deionized water to pretreatment liquid is (1-2):
1.
5. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S2: The intermediate dispersion is heated to 40-50°C.
6. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S2: The mass ratio of sodium N-methyltaurate to cyanuric chloride is (0.85-0.95):
1.
7. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S3: The pH value of the intermediate reaction solution after adjustment is 7-8; The intermediate reaction solution was adjusted to pH and then heated to 80-95℃. The molar ratio of oleylamine to cyanuric chloride is (0.9-1.2):
1.
8. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S4: The mass ratio of ethylene glycol monobutyl ether to deionized water in the co-solvent is 1:
1.
9. The method for preparing a high-temperature stable fluorinated carbon oil displacement surfactant according to claim 1, characterized in that, In S4: The mass ratio of the co-solvent to the concentrated viscous liquid is (0.2-0.4):
1.
10. A high-temperature stable fluorocarbon-containing oil displacement surfactant, characterized in that, It is prepared according to any one of claims 1-9.