CN116924920A - Polyhydroxy high-temperature-resistant waterproof locking agent for gas reservoirs and preparation method thereof - Google Patents
Polyhydroxy high-temperature-resistant waterproof locking agent for gas reservoirs and preparation method thereof Download PDFInfo
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- CN116924920A CN116924920A CN202310917479.4A CN202310917479A CN116924920A CN 116924920 A CN116924920 A CN 116924920A CN 202310917479 A CN202310917479 A CN 202310917479A CN 116924920 A CN116924920 A CN 116924920A
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- resistant waterproof
- locking agent
- tertiary amine
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- 238000002360 preparation method Methods 0.000 title abstract description 16
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 45
- -1 dodecyl dimethyl tertiary amine Chemical class 0.000 claims abstract description 28
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims abstract description 24
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims abstract description 16
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims abstract description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 60
- 238000006243 chemical reaction Methods 0.000 claims description 29
- 239000002904 solvent Substances 0.000 claims description 23
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 22
- 238000003756 stirring Methods 0.000 claims description 17
- 238000003760 magnetic stirring Methods 0.000 claims description 13
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 235000011837 pasties Nutrition 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 3
- 238000002390 rotary evaporation Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims description 2
- 238000001291 vacuum drying Methods 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 1
- 238000001308 synthesis method Methods 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 239000011435 rock Substances 0.000 abstract description 8
- 239000002994 raw material Substances 0.000 abstract description 3
- 125000003277 amino group Chemical group 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- 238000001816 cooling Methods 0.000 description 12
- 239000007789 gas Substances 0.000 description 12
- 238000012360 testing method Methods 0.000 description 10
- 230000006378 damage Effects 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 239000011148 porous material Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 230000001502 supplementing effect Effects 0.000 description 6
- 238000005303 weighing Methods 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 239000011043 treated quartz Substances 0.000 description 4
- 239000003345 natural gas Substances 0.000 description 3
- 230000035699 permeability Effects 0.000 description 3
- 239000010453 quartz Substances 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 150000003512 tertiary amines Chemical class 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000005499 meniscus Effects 0.000 description 1
- 239000002120 nanofilm Substances 0.000 description 1
- 239000008239 natural water Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000003223 protective agent Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/02—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions involving the formation of amino groups from compounds containing hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/04—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/02—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C215/40—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton with quaternised nitrogen atoms bound to carbon atoms of the carbon skeleton
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/02—Well-drilling compositions
- C09K8/03—Specific additives for general use in well-drilling compositions
- C09K8/035—Organic additives
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/58—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids
- C09K8/584—Compositions for enhanced recovery methods for obtaining hydrocarbons, i.e. for improving the mobility of the oil, e.g. displacing fluids characterised by the use of specific surfactants
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/602—Compositions for stimulating production by acting on the underground formation containing surfactants
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/62—Compositions for forming crevices or fractures
- C09K8/66—Compositions based on water or polar solvents
- C09K8/68—Compositions based on water or polar solvents containing organic compounds
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention provides a polyhydroxy high-temperature-resistant waterproof locking agent for a gas reservoir and a preparation method thereof. The polyhydroxy high-temperature-resistant waterproof locking agent is prepared from diethanolamine and epichlorohydrin serving as raw materials TO obtain an intermediate TO, and dodecyl dimethyl tertiary amine and the intermediate TO TO prepare the polyhydroxy high-temperature-resistant waterproof locking agent D12. The hydrophilic group of the polyhydroxy high-temperature-resistant waterproof locking agent provided by the invention has 3 hydroxyl groups and 1 amino group. The waterproof locking agent provided by the invention has excellent high temperature resistance due to a plurality of hydrophilic groups. Therefore, the polyhydroxy high-temperature-resistant waterproof locking agent provided by the invention has excellent surface tension reducing performance and rock wettability changing performance.
Description
Technical Field
The invention belongs to the technical field of petrochemical industry, relates to a gas layer protective agent and a preparation method thereof, and in particular relates to a polyhydroxy high-temperature-resistant waterproof locking agent for gas reservoirs and a preparation method thereof.
Background
During drilling, well completion and fracturing production operations. The water phase in the extraneous fluid will remain in the formation rock porous medium. In particular, in low-permeability gas reservoirs, the low-permeability reservoir generally has the characteristics of high capillary pressure, thin pore throat, strong hydrophilicity of rock, low initial water saturation, high airflow resistance and the like, and is easy to generate water locking effect and generate gas layer damage. The water lock damage is caused by the fact that after the external fluid invades the reservoir, the initial water saturation in the reservoir is too low, capillary force is too large after the pores absorb water, water and natural gas in the pores are difficult to reversely drain, and oil phase permeability is reduced. Studies have shown that water lock damage is the predominant form of damage to low permeability reservoirs, with damage rates typically ranging from 70% to 90%.
The low-permeability gas reservoir rock Dan Duowei is strong in hydrophilicity, after external fluid enters the reservoir, a self-priming effect of water can be generated, water in working fluid near a shaft is sucked into rock pores, natural gas in the reservoir is pushed to the deep of the pores, capillary force pointing to the deep of the pores is formed on a gas-water meniscus, natural gas and water are difficult to flow back, relative oil-gas permeability is reduced, and finally oil-gas recovery efficiency is reduced.
Therefore, only a proper waterproof locking agent for the low-permeability gas reservoir can be developed to effectively improve the productivity of the gas well of the low-permeability gas reservoir, the waterproof locking agent is generally a surfactant, and the principle is that after surfactant molecules enter a reservoir, the surfactant molecules are adsorbed on the rock surface of the reservoir of the low-permeability gas reservoir through adsorption, so that a molecular film is formed, wherein a hydrophobic chain points to an aqueous phase, so that the hydrophilic rock surface is converted into weak hydrophilic, the wettability of the rock of the reservoir is changed, and the surface tension of a gas-water interface is reduced due to the high surface activity characteristic of the surfactant, so that capillary force is reduced, and the degree of water locking injury is reduced.
Disclosure of Invention
The invention provides a polyhydroxy high-temperature-resistant waterproof locking agent and a preparation method thereof, aiming at the defects of high surface tension, poor temperature resistance and the like of the existing waterproof locking agent. The waterproof locking agent has the advantages of wide raw material sources, simple synthesis process and low cost, and can effectively reduce the surface tension and increase the contact angle under the condition of small dosage. The surface tension of the concentration of 0.35wt% reaches below 21mN/m, and the contact angle reaches 87 degrees.
In order to realize the invention, the technical scheme adopted by the invention is as follows:
a polyhydroxy high-temperature-resistant waterproof locking agent has the following specific structural formula:
wherein the specific preparation process has the following reaction formula:
(1) Intermediate TO synthesis reaction:
(2) Surfactant D12 synthesis reaction:
wherein: r is a saturated hydrocarbon chain of cnh2n+1, where n=12.
The specific preparation method of the polyhydroxy high-temperature-resistant waterproof locking agent D12 comprises the following steps:
(1) Adding diethanolamine into a single-neck flask, dissolving in ethanol (ethanol is taken as a solvent), stirring for 10 minutes, slowly dripping epichlorohydrin in a molar ratio of 1:1-1.3, transferring into an oil bath pot after dripping is completed, connecting a condensation reflux device, stirring and reacting for 4-12 hours at 40-70 ℃, filtering, removing impurities, performing low-temperature rotary evaporation, and vacuum drying TO obtain a transparent pasty product, namely an intermediate TO;
(2) Dissolving the intermediate TO obtained in the step (1) and dodecyl dimethyl tertiary amine in a molar ratio of 1:1.1-1.4 in a single-neck flask filled with ethanol solvent, placing in an oil bath pot at 80-90 ℃ for condensation, reflux and stirring reaction for 12-24 hours, removing the solvent by a rotary evaporator, recrystallizing by acetone, and drying in vacuum TO obtain a light yellow pasty product, namely the polyhydroxy high-temperature-resistant waterproof locking agent D12.
Further, the ethanol in step (1) may be isopropanol.
Further, in the preferred embodiment of the present invention, in the step (1), the reaction temperature is 40-60 ℃ and the reaction time is 8-12 hours.
Further, in the preferred embodiment of the present invention, in the step (1), the reaction temperature is 50℃and the reaction time is 12 hours.
Further, the dodecyldimethyl tertiary amine in the step (2) may be any one of tetradecyldimethyl tertiary amine, hexadecyldimethyl tertiary amine, octadecyl dimethyl tertiary amine.
Further, in the preferred embodiment of the present invention, in the step (2), the reaction temperature is 70-80 ℃ and the reaction time is 12-18 hours.
Further, in the preferred embodiment of the present invention, in the step (2), the reaction temperature is 80℃and the reaction time is 16 hours.
Further, in a preferred embodiment of the present invention, the above preparation method further comprises a purification step: dissolving the crude product with acetone at 40-50 ℃, and recrystallizing the acetone solution at 0-5 ℃ to remove unreacted dodecyl dimethyl tertiary amine to obtain a crystallized product; the crystallized product is treated by rotary evaporation to remove acetone, thus obtaining the polyhydroxy high temperature resistant waterproof locking agent.
The invention has the following beneficial effects:
(1) The polyhydroxy high-temperature-resistant waterproof locking agent disclosed by the invention is simple in preparation process, raw materials are easy to obtain, substances in the reaction process belong to products, and no byproducts are generated;
(2) The polyhydroxy high-temperature-resistant waterproof locking agent has lower surface tension, and the concentration surface tension of 0.35 weight percent reaches below 21 mN/m.
(3) The contact angle of the quartz plate surface treated by the polyhydroxy high-temperature-resistant waterproof locking agent reaches 66-87 degrees.
Drawings
FIG. 1 is a graph showing the results of surface tension tests of polyhydroxy high temperature resistant waterproof locking agents at different concentrations
FIG. 2 is a nuclear magnetic resonance hydrogen spectrum of a polyhydroxy high temperature resistant waterproof locking agent D12
FIG. 3 is a graph showing the contact angle test results of a 0.35wt% polyhydroxy high temperature resistant water resistant lock treated quartz plate
FIG. 4 is a graph showing the contact angle test results of a 0.3wt% polyhydroxy high temperature resistant water resistant lock treated quartz plate
FIG. 5 is a graph showing the contact angle test results of a 0.25wt% polyhydroxy high temperature resistant water resistant lock treated quartz plate
FIG. 6 is a graph showing the contact angle test results of a 0.2wt% polyhydroxy high temperature resistant water resistant lock treated quartz plate
Detailed Description
The principles and features of the present invention are described below with reference to the drawings, the examples are illustrated for the purpose of illustrating the invention and are not to be construed as limiting the scope of the invention. The specific conditions are not noted in the examples and are carried out according to conventional conditions or conditions recommended by the manufacturer. The reagents or apparatus used were conventional products commercially available without the manufacturer's attention.
Example 1:
the preparation method of the polyhydroxy high-temperature-resistant waterproof locking agent comprises the following steps:
sequentially adding diethanolamine and epichlorohydrin into an ethanol solution according TO a molar ratio of 1:1, raising the reaction temperature TO 40 ℃ under the condition of magnetic stirring, stirring at constant temperature for reaction for 4 hours, cooling TO room temperature TO obtain an ethanol solution of an intermediate TO, and removing the solvent by adopting a rotary evaporator TO obtain the TO intermediate; and (3) weighing dodecyl dimethyl tertiary amine with the same molar quantity as epichlorohydrin, adding the dodecyl dimethyl tertiary amine into an ethanol solution of an intermediate TO, appropriately supplementing an ethanol solvent, ensuring that the dodecyl dimethyl tertiary amine can be completely dissolved, slowly raising the temperature TO 80 ℃ under magnetic stirring, stirring at constant temperature for reaction for 12 hours, cooling TO room temperature, removing the solvent by adopting a rotary evaporator, and recrystallizing by adopting acetone TO obtain the polyhydroxy high-temperature-resistant waterproof locking agent D12-1, wherein the yield is 86.5%.
Example 2:
the preparation method of the polyhydroxy high-temperature-resistant waterproof locking agent comprises the following steps:
sequentially adding diethanolamine and epichlorohydrin into an ethanol solution according TO a molar ratio of 1:1.1, raising the reaction temperature TO 50 ℃ under the magnetic stirring condition, stirring at constant temperature for reaction for 5 hours, cooling TO room temperature TO obtain an ethanol solution of an intermediate TO, and removing the solvent by adopting a rotary evaporator TO obtain the TO intermediate; and (3) weighing dodecyl dimethyl tertiary amine with the same molar quantity as epichlorohydrin, adding the dodecyl dimethyl tertiary amine into an ethanol solution of an intermediate TO, appropriately supplementing an ethanol solvent, ensuring that the dodecyl dimethyl tertiary amine can be completely dissolved, slowly raising the temperature TO 85 ℃ under magnetic stirring, stirring at constant temperature for reaction for 14 hours, cooling TO room temperature, removing the solvent by adopting a rotary evaporator, and recrystallizing by adopting acetone TO obtain the polyhydroxy high-temperature-resistant waterproof locking agent D12-2 with the yield of 88.5 percent.
Example 3:
the preparation method of the polyhydroxy high-temperature-resistant waterproof locking agent comprises the following steps:
sequentially adding diethanolamine and epichlorohydrin into an ethanol solution according TO a molar ratio of 1:1.2, raising the reaction temperature TO 60 ℃ under the magnetic stirring condition, stirring at constant temperature for reaction for 6 hours, cooling TO room temperature TO obtain an ethanol solution of an intermediate TO, and removing the solvent by adopting a rotary evaporator TO obtain the TO intermediate; and (3) weighing dodecyl dimethyl tertiary amine with the same molar quantity as epichlorohydrin, adding the dodecyl dimethyl tertiary amine into an ethanol solution of an intermediate TO, appropriately supplementing an ethanol solvent, ensuring that the dodecyl dimethyl tertiary amine can be completely dissolved, slowly raising the temperature TO 90 ℃ under magnetic stirring, carrying out constant-temperature stirring reaction for 16 hours, cooling TO room temperature, removing the solvent by adopting a rotary evaporator, and then carrying out recrystallization by adopting acetone, thereby obtaining the polyhydroxy high-temperature-resistant waterproof locking agent D12-3 with the yield of 89.5%.
Example 4:
the preparation method of the polyhydroxy high-temperature-resistant waterproof locking agent comprises the following steps:
sequentially adding diethanolamine and epichlorohydrin into an ethanol solution according TO a molar ratio of 1:1.3, raising the reaction temperature TO 60 ℃ under the magnetic stirring condition, stirring at constant temperature for reaction for 8 hours, cooling TO room temperature TO obtain an ethanol solution of an intermediate TO, and removing the solvent by adopting a rotary evaporator TO obtain the TO intermediate; and (3) weighing dodecyl dimethyl tertiary amine with the same molar quantity as epichlorohydrin, adding the dodecyl dimethyl tertiary amine into an ethanol solution of an intermediate TO, appropriately supplementing an ethanol solvent, ensuring that the dodecyl dimethyl tertiary amine can be completely dissolved, slowly raising the temperature TO 90 ℃ under magnetic stirring, stirring at constant temperature for reaction for 18 hours, cooling TO room temperature, removing the solvent by adopting a rotary evaporator, and recrystallizing by adopting acetone TO obtain the polyhydroxy high-temperature-resistant waterproof locking agent D12-4, wherein the yield is 90.5%.
Example 5:
the preparation method of the polyhydroxy high-temperature-resistant waterproof locking agent comprises the following steps:
sequentially adding diethanolamine and epichlorohydrin into an ethanol solution according TO a molar ratio of 1:1.4, raising the reaction temperature TO 60 ℃ under the magnetic stirring condition, stirring at constant temperature for reaction for 10 hours, cooling TO room temperature TO obtain an ethanol solution of an intermediate TO, and removing the solvent by adopting a rotary evaporator TO obtain the TO intermediate; and (3) weighing dodecyl dimethyl tertiary amine with the same molar quantity as epichlorohydrin, adding the dodecyl dimethyl tertiary amine into an ethanol solution of an intermediate TO, appropriately supplementing an ethanol solvent, ensuring that the dodecyl dimethyl tertiary amine can be completely dissolved, slowly raising the temperature TO 90 ℃ under magnetic stirring, carrying out constant-temperature stirring reaction for 20 hours, cooling TO room temperature, removing the solvent by adopting a rotary evaporator, and then carrying out recrystallization by adopting acetone, thereby finally obtaining the polyhydroxy high-temperature-resistant waterproof locking agent D12-5 with the yield of 91.2%.
Example 6:
the preparation method of the polyhydroxy high-temperature-resistant waterproof locking agent comprises the following steps:
sequentially adding diethanolamine and epichlorohydrin into an ethanol solution according TO a molar ratio of 1:1.4, raising the reaction temperature TO 50 ℃ under the magnetic stirring condition, stirring at constant temperature for reaction for 12 hours, cooling TO room temperature TO obtain an ethanol solution of an intermediate TO, and removing the solvent by adopting a rotary evaporator TO obtain the TO intermediate; and (3) weighing dodecyl dimethyl tertiary amine with the same molar quantity as epichlorohydrin, adding the dodecyl dimethyl tertiary amine into an ethanol solution of an intermediate TO, appropriately supplementing an ethanol solvent, ensuring that the dodecyl dimethyl tertiary amine can be completely dissolved, slowly raising the temperature TO 80 ℃ under magnetic stirring, carrying out constant-temperature stirring reaction for 16 hours, cooling TO room temperature, removing the solvent by adopting a rotary evaporator, and then carrying out recrystallization by adopting acetone, thereby finally obtaining the polyhydroxy high-temperature-resistant waterproof locking agent D12-6 with the yield of 93.5%.
Example 7:
the embodiment is a high temperature resistance test for polyhydroxy high temperature resistant waterproof locking agent, and the test content is as follows:
the polyhydroxy high temperature resistant waterproof locking agent D12-6 prepared in example 6 is respectively filled into a closed container in 0.3 weight percent and 0.35 weight percent aqueous solution, and is aged for 24 hours in a constant temperature electrothermal oven at 120 ℃, and the change of the surface tension is tested according to SY/T5370-2018 surface and interfacial tension test method after the aging. The results are shown in Table 1. As can be seen from the results, the aged polyhydroxy high-temperature-resistant waterproof locking agent still has higher surface activity at a lower concentration, and the surface tension at 0.35wt% is 21.4mN/m.
Example 8:
the contact angle performance test of the polyhydroxy high temperature resistant waterproof locking agent is carried out in the embodiment, and the test content is as follows:
the polyhydroxy high temperature resistant waterproof locking agent D12-6 prepared in the example 6 is respectively dissolved in water solution in the proportion of 0.2wt%, 0.25wt%, 0.3wt% and 0.35wt%, the quartz plate is placed in the solution to be soaked for 24 hours, then taken out and dried, and the contact angle between the quartz plate and clean water is tested after the treatment is finished. Through testing, the contact angle of 0.2wt% water solution is 66.375 degrees, the contact angle of 0.25wt% water solution is 72.006 degrees, the contact angle of 0.3wt% water solution is 82.172 degrees, and the contact angle of 0.35wt% water solution is 87.853 degrees
TABLE 1 test results after aging
Claims (5)
1. A polyhydroxy high-temperature-resistant waterproof locking agent for gas reservoirs and a synthesis method thereof are characterized by having the following structural formula:
2. the polyhydroxy high temperature resistant waterproof locking agent according to claim 1 is structurally characterized in that the molecular structure comprises three hydroxyl groups and one quaternary ammonium cation.
3. The polyhydroxy high-temperature resistant waterproof locking agent according to claim 1 is prepared from diethanolamine, epichlorohydrin and dodecyl dimethyl tertiary amine.
4. A method of synthesizing a polyhydroxy high temperature resistant waterproof lock agent as claimed in claim 3, comprising:
(1) Sequentially adding diethanolamine and epichlorohydrin into an ethanol solution according TO a molar ratio of 1:1, raising the reaction temperature TO 40-70 ℃ under the condition of magnetic stirring, stirring at constant temperature for reaction for 4-12 hours, filtering, removing impurities, performing low-temperature rotary evaporation, and vacuum drying TO obtain a transparent pasty product TO;
(2) Dissolving the intermediate TO obtained by the reaction and dodecyl dimethyl tertiary amine in a mole ratio of 1:1 in a single-neck flask filled with ethanol solvent, placing in an oil bath pot at 80-90 ℃ for condensation reflux stirring reaction for 12-24 hours, removing the solvent by a rotary evaporator, and then recrystallizing by acetone TO finally obtain the polyhydroxy high-temperature-resistant waterproof locking agent of claim 1.
5. The method for preparing the polyhydroxy high temperature resistant waterproof lock agent according to claim 4, wherein in the step (2), the dodecyl dimethyl tertiary amine can be one of tetradecyl dimethyl tertiary amine, hexadecyl dimethyl tertiary amine and octadecyl dimethyl tertiary amine.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310917479.4A CN116924920A (en) | 2023-07-25 | 2023-07-25 | Polyhydroxy high-temperature-resistant waterproof locking agent for gas reservoirs and preparation method thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202310917479.4A CN116924920A (en) | 2023-07-25 | 2023-07-25 | Polyhydroxy high-temperature-resistant waterproof locking agent for gas reservoirs and preparation method thereof |
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| CN116924920A true CN116924920A (en) | 2023-10-24 |
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| CN202310917479.4A Pending CN116924920A (en) | 2023-07-25 | 2023-07-25 | Polyhydroxy high-temperature-resistant waterproof locking agent for gas reservoirs and preparation method thereof |
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