CN118638537A - Pressure-reducing injection-increasing surfactant and preparation method thereof - Google Patents
Pressure-reducing injection-increasing surfactant and preparation method thereof Download PDFInfo
- Publication number
- CN118638537A CN118638537A CN202411125091.1A CN202411125091A CN118638537A CN 118638537 A CN118638537 A CN 118638537A CN 202411125091 A CN202411125091 A CN 202411125091A CN 118638537 A CN118638537 A CN 118638537A
- Authority
- CN
- China
- Prior art keywords
- parts
- weight
- injection
- pressure
- reducing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 68
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- ORILYTVJVMAKLC-UHFFFAOYSA-N adamantane Chemical compound C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 claims abstract description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 35
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 34
- 239000005543 nano-size silicon particle Substances 0.000 claims abstract description 34
- 235000012239 silicon dioxide Nutrition 0.000 claims abstract description 34
- 239000002041 carbon nanotube Substances 0.000 claims abstract description 25
- 229910021393 carbon nanotube Inorganic materials 0.000 claims abstract description 25
- 238000002347 injection Methods 0.000 claims abstract description 16
- 239000007924 injection Substances 0.000 claims abstract description 16
- -1 trimethylsilyl glucoside Chemical class 0.000 claims abstract description 16
- 238000003756 stirring Methods 0.000 claims abstract description 15
- 229930182478 glucoside Natural products 0.000 claims abstract description 11
- ZIWRUEGECALFST-UHFFFAOYSA-M sodium 4-(4-dodecoxysulfonylphenoxy)benzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCOS(=O)(=O)c1ccc(Oc2ccc(cc2)S([O-])(=O)=O)cc1 ZIWRUEGECALFST-UHFFFAOYSA-M 0.000 claims abstract description 10
- QNVRIHYSUZMSGM-UHFFFAOYSA-N hexan-2-ol Chemical compound CCCCC(C)O QNVRIHYSUZMSGM-UHFFFAOYSA-N 0.000 claims abstract description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 45
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 35
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 238000001035 drying Methods 0.000 claims description 25
- 239000002904 solvent Substances 0.000 claims description 25
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 20
- 238000005406 washing Methods 0.000 claims description 20
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 16
- LHIJANUOQQMGNT-UHFFFAOYSA-N aminoethylethanolamine Chemical compound NCCNCCO LHIJANUOQQMGNT-UHFFFAOYSA-N 0.000 claims description 15
- 235000019441 ethanol Nutrition 0.000 claims description 15
- 238000001914 filtration Methods 0.000 claims description 15
- 239000000243 solution Substances 0.000 claims description 12
- KBZFDRWPMZESDI-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=CC(C(O)=O)=C1 KBZFDRWPMZESDI-UHFFFAOYSA-N 0.000 claims description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 claims description 10
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 10
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 10
- 238000010438 heat treatment Methods 0.000 claims description 10
- QXLPXWSKPNOQLE-UHFFFAOYSA-N methylpentynol Chemical compound CCC(C)(O)C#C QXLPXWSKPNOQLE-UHFFFAOYSA-N 0.000 claims description 7
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims description 5
- LDLCZOVUSADOIV-UHFFFAOYSA-N 2-bromoethanol Chemical compound OCCBr LDLCZOVUSADOIV-UHFFFAOYSA-N 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229910001870 ammonium persulfate Inorganic materials 0.000 claims description 5
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 238000004821 distillation Methods 0.000 claims description 5
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 5
- 239000011259 mixed solution Substances 0.000 claims description 5
- 238000002156 mixing Methods 0.000 claims description 5
- 239000000203 mixture Substances 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 5
- 238000010992 reflux Methods 0.000 claims description 5
- 238000002390 rotary evaporation Methods 0.000 claims description 5
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 5
- PUSKHXMZPOMNTQ-UHFFFAOYSA-N ethyl 2,1,3-benzoselenadiazole-5-carboxylate Chemical group CCOC(=O)C1=CC=C2N=[Se]=NC2=C1 PUSKHXMZPOMNTQ-UHFFFAOYSA-N 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 2
- 229910017604 nitric acid Inorganic materials 0.000 claims description 2
- 230000020477 pH reduction Effects 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000011435 rock Substances 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 5
- 239000004927 clay Substances 0.000 abstract description 4
- 239000002120 nanofilm Substances 0.000 abstract description 3
- 230000035699 permeability Effects 0.000 abstract description 3
- 239000011148 porous material Substances 0.000 abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 2
- 150000003242 quaternary ammonium salts Chemical group 0.000 abstract description 2
- 238000006467 substitution reaction Methods 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 6
- 239000003921 oil Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 2
- LGNQGTFARHLQFB-UHFFFAOYSA-N 1-dodecyl-2-phenoxybenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1OC1=CC=CC=C1 LGNQGTFARHLQFB-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000033558 biomineral tissue development Effects 0.000 description 1
- 239000010779 crude oil Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002332 oil field water Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002349 well water Substances 0.000 description 1
Abstract
The invention relates to the technical field of oilfield chemistry, and discloses a pressure-reducing and injection-increasing surfactant and a preparation method thereof, wherein the pressure-reducing and injection-increasing surfactant is prepared by adding quaternized carbon nano tubes, adamantane modified nano silicon dioxide, sodium dodecyl diphenyl ether disulfonate, methyl amyl alcohol, trimethylsilyl glucoside and water into a reaction kettle, and stirring; the quaternary ammonium salt group and adamantane structure in the pressure-reducing and injection-increasing surfactant can reduce the tension of an oil-water interface, inhibit the expansion of clay, improve the permeability of injected water and play a role in pressure reduction and injection increase; the intermediate 2 contains a large number of hydroxyl groups, so that grafting sites are improved for the carbon nano tube, the substitution degree of the carbon nano tube is improved, the carbon nano tube can prevent clay from expanding, a layer of nano film can be formed on the surface of rock, and the film can change the wettability of the rock, thereby reducing the flow resistance of water flow in a rock pore canal and achieving the effect of reducing water injection pressure; the nano silicon dioxide can also reduce pressure and increase injection.
Description
Technical Field
The invention relates to the technical field of oilfield chemistry, in particular to a pressure-reducing injection-increasing surfactant and a preparation method thereof.
Background
Because of the characteristics of high mud content, thin pore canal, remarkable capillary force effect and the like of a low-permeability reservoir, in order to ensure that water is injected into a water injection well and a certain water injection amount is kept, the water injection pump pressure is continuously improved, so that the main contradiction in development is that the water injection pressure is high, the single-well water injection amount is small, the water flooding wave and volume are small, the oil extraction efficiency is reduced, a depressurization and injection increasing surfactant is generally adopted in the water injection process in China to improve the water flooding effect, for example, a molecular film depressurization and injection increasing surfactant and a preparation method thereof are disclosed in patent CN 112552893A.
Disclosure of Invention
(One) solving the technical problems
Aiming at the defects of the prior art, the invention provides a pressure-reducing and injection-increasing surfactant and a preparation method thereof, which reduces the injection pressure and the oil-water interfacial tension and improves the water phase permeability.
(II) technical scheme
In order to achieve the above purpose, the present invention provides the following technical solutions: a pressure-reducing and injection-increasing surfactant comprises the following components in parts by weight: 4-5 parts of quaternized carbon nano tube, 4-6 parts of adamantane modified nano silicon dioxide, 2-3 parts of sodium dodecyl diphenyl ether disulfonate, 1-3 parts of methylpentanol, 1-2 parts of trimethylsilyl glucoside and 3-4 parts of water.
Preferably, the preparation method of the quaternized carbon nano tube comprises the following steps:
(1) Adding 5-amino isophthalic acid and acryloyl chloride into dimethyl sulfoxide solvent, stirring for dissolving, continuously adding sodium hydroxide, reacting at 15-20 ℃ for 16-20h, dripping hydrochloric acid solution with the mass fraction of 10-14% after the completion of the reaction to adjust the pH of the solution to 2-2.5, performing reduced pressure distillation after the completion of the reaction, washing with acetone, filtering and drying to obtain alkenylation dicarboxylic acid;
(2) Adding alkenylation dicarboxylic acid, hydroxyethyl ethylenediamine and phosphoric acid into a reactor, introducing nitrogen for protection, reacting for 3-6 hours at 135-150 ℃, continuously heating at 195-200 ℃, removing hydroxyethyl ethylenediamine, filtering, washing and drying to obtain an intermediate 1;
(3) Adding 5-12 parts by weight of intermediate 1 and 7-9 parts by weight of 2-bromoethanol into an N, N-dimethylformamide solvent, uniformly stirring, carrying out reflux reaction at 75-90 ℃, then continuously adding 8-10 parts by weight of propylene alcohol and 6-9 parts by weight of ammonium persulfate into the mixture, carrying out reaction at 90-110 ℃ for 7-12 hours, carrying out rotary evaporation after the completion, and recrystallizing ethanol to obtain an intermediate 2;
(4) Adding 8-15 parts by weight of hydroxylated carbon nano tube into N, N-dimethylformamide solvent, performing ultrasonic dispersion, continuously adding 6-8 parts by weight of hexamethylene diisocyanate and 9-15 parts by weight of intermediate 2 into the solvent, heating to react for 7-12 hours, centrifuging after the reaction, washing with ethanol, and drying to obtain the quaternized carbon nano tube.
Preferably, the mass ratio of the 5-amino isophthalic acid, the acryloyl chloride and the sodium hydroxide in the step (1) is 2.2-3:1:1.1-1.2.
Preferably, the mass ratio of the alkenylation dicarboxylic acid to the hydroxyethyl ethylenediamine to the phosphoric acid in the step (2) is 1:1.3-1.5:0.01-0.03.
Preferably, the reaction time in the step (3) is 32-35h.
Preferably, the reaction temperature in the step (4) is 80-95 ℃.
Preferably, the preparation method of the adamantane modified nano silicon dioxide comprises the following steps:
S1, ultrasonically dispersing 6-10 parts by weight of nano silicon dioxide into a mixed solution of 15-30 parts by weight of absolute ethyl alcohol and 8-10 parts by weight of deionized water, uniformly mixing, adding 5-9 parts by weight of gamma-aminopropyl triethoxysilane, reacting for 20-25 hours at 70-85 ℃, centrifuging after the reaction, washing and drying to obtain the amino nano silicon dioxide;
S2, adding 3-6 parts by weight of aminated nano silicon dioxide, 2-4 parts by weight of alkyl diacid chloride and 5-8 parts by weight of 3-hydroxy-1-adamantane methanol into an N, N-dimethylformamide solvent, reacting for 10-14 hours at 50-75 ℃, distilling under reduced pressure after the completion, filtering and drying to obtain the adamantane modified nano silicon dioxide.
Preferably, the preparation method of the pressure-reducing and injection-increasing surfactant comprises the following steps: adding the quaternized carbon nano tube, adamantane modified nano silicon dioxide, sodium dodecyl diphenyl ether disulfonate, methyl amyl alcohol, trimethylsilyl glucoside and water into a reaction kettle, and stirring for 20-30min at 25-30 ℃ to obtain the pressure-reducing and injection-increasing surfactant.
(III) beneficial technical effects
The invention adds quaternized carbon nano tube, adamantane modified nano silicon dioxide, dodecyl diphenyl ether sodium disulfonate, methyl amyl alcohol, trimethylsilyl glucoside and water into a reaction kettle, and then the pressure-reducing and injection-increasing surfactant is obtained by stirring.
The quaternary ammonium salt group and adamantane structure in the pressure-reducing and injection-increasing surfactant can reduce the tension of an oil-water interface, inhibit the expansion of clay, improve the permeability of injected water and play a role in pressure reduction and injection increase; the intermediate 2 contains a large number of hydroxyl groups, so that grafting sites are improved for the carbon nano tube, the substitution degree of the carbon nano tube is improved, the carbon nano tube can prevent clay from expanding, a layer of nano film can be formed on the surface of rock, the wettability of the rock can be obviously changed by the layer of film, the flowing resistance of water flow in a rock pore canal is reduced, and the effect of reducing water injection pressure is achieved; the nano silicon dioxide can also reduce pressure and increase injection.
Detailed Description
Preparation of hydroxylated carbon nanotubes: adding 0.3g of carbon nano tube into concentrated sulfuric acid and concentrated nitric acid with the volume ratio of 3:1 for acidification to obtain the hydroxylated carbon nano tube.
Example 1
(1) Adding 5-amino isophthalic acid and acrylic chloride into dimethyl sulfoxide solvent, stirring and dissolving, continuously adding sodium hydroxide, wherein the mass ratio of the 5-amino isophthalic acid to the acrylic chloride to the sodium hydroxide is 2.2:1:1.1, then reacting for 16 hours at 15 ℃, dropwise adding hydrochloric acid solution with the mass fraction of 10% after finishing to adjust the pH of the solution to 2, and then performing reduced pressure distillation, washing with acetone, filtering and drying to obtain alkenylation dicarboxylic acid;
(2) Adding alkenylation dicarboxylic acid, hydroxyethyl ethylenediamine and phosphoric acid into a reactor, wherein the mass ratio of the alkenylation dicarboxylic acid to the hydroxyethyl ethylenediamine to the phosphoric acid is 1:1.3:0.01, introducing nitrogen for protection, reacting for 3 hours at 135 ℃, continuously heating at 195 ℃, removing the hydroxyethyl ethylenediamine, filtering, washing and drying to obtain an intermediate 1;
(3) Adding 5 parts by weight of the intermediate 1 and 7 parts by weight of 2-bromoethanol into an N, N-dimethylformamide solvent, uniformly stirring, carrying out reflux reaction for 32 hours at 75 ℃, then continuously adding 8 parts by weight of propylene alcohol and 6 parts by weight of ammonium persulfate into the mixture, carrying out reaction for 7 hours at 90 ℃, carrying out rotary evaporation after the reaction, and recrystallizing ethanol to obtain an intermediate 2;
(4) Adding 8 parts by weight of hydroxylated carbon nano tube into N, N-dimethylformamide solvent, performing ultrasonic dispersion, continuously adding 6 parts by weight of hexamethylene diisocyanate and 9 parts by weight of intermediate 2 into the solvent, heating to 80 ℃ for reaction for 7 hours, centrifuging after finishing, washing with ethanol, and drying to obtain quaternized carbon nano tube;
(5) Dispersing 6 parts by weight of nano silicon dioxide into a mixed solution of 15 parts by weight of absolute ethyl alcohol and 8 parts by weight of deionized water, uniformly mixing, adding 5 parts by weight of gamma-aminopropyl triethoxysilane, reacting for 20 hours at 70 ℃, centrifuging after the reaction, washing and drying to obtain the amino nano silicon dioxide;
(6) Adding 3 parts by weight of aminated nano silicon dioxide, 2 parts by weight of alkyl diacid chloride and 5 parts by weight of 3-hydroxy-1-adamantane methanol into an N, N-dimethylformamide solvent, reacting for 10 hours at 50 ℃, decompressing, distilling after finishing, filtering and drying to obtain adamantane modified nano silicon dioxide;
(7) Adding 4 parts by weight of quaternized carbon nano tube, 4 parts by weight of adamantane modified nano silicon dioxide, 2 parts by weight of sodium dodecyl diphenyl ether disulfonate, 1 part by weight of methylpentanol, 1 part by weight of trimethylsilyl glucoside and 3 parts by weight of water into a reaction kettle, and stirring for 20min at 25 ℃ to obtain the pressure-reducing and injection-increasing surfactant.
Example 2
(1) Adding 5-amino isophthalic acid and acrylic chloride into dimethyl sulfoxide solvent, stirring and dissolving, continuously adding sodium hydroxide, wherein the mass ratio of the 5-amino isophthalic acid to the acrylic chloride to the sodium hydroxide is 3:1:1.2, then reacting for 20 hours at 20 ℃, after the completion, dropwise adding hydrochloric acid solution with the mass fraction of 14% to adjust the pH of the solution to 2.5, after the completion, performing reduced pressure distillation, washing with acetone, filtering and drying to obtain alkenylation dicarboxylic acid;
(2) Adding alkenylation dicarboxylic acid, hydroxyethyl ethylenediamine and phosphoric acid into a reactor, wherein the mass ratio of the alkenylation dicarboxylic acid to the hydroxyethyl ethylenediamine to the phosphoric acid is 1:1.5:0.03, introducing nitrogen for protection, reacting for 6 hours at 150 ℃, continuously heating at 200 ℃, removing the hydroxyethyl ethylenediamine, filtering, washing and drying to obtain an intermediate 1;
(3) Adding 12 parts by weight of the intermediate 1 and 9 parts by weight of 2-bromoethanol into an N, N-dimethylformamide solvent, uniformly stirring, carrying out reflux reaction for 35 hours at 90 ℃, then continuously adding 10 parts by weight of propylene alcohol and 9 parts by weight of ammonium persulfate into the mixture, carrying out reaction for 12 hours at 110 ℃, carrying out rotary evaporation after the reaction, and recrystallizing ethanol to obtain an intermediate 2;
(4) Adding 15 parts by weight of hydroxylated carbon nano tube into N, N-dimethylformamide solvent, performing ultrasonic dispersion, continuously adding 8 parts by weight of hexamethylene diisocyanate and 15 parts by weight of intermediate 2 into the solvent, heating to 95 ℃ for reaction for 12 hours, centrifuging after finishing, washing with ethanol, and drying to obtain quaternized carbon nano tube;
(5) Dispersing 10 parts by weight of nano silicon dioxide into a mixed solution of 30 parts by weight of absolute ethyl alcohol and 10 parts by weight of deionized water, uniformly mixing, adding 9 parts by weight of gamma-aminopropyl triethoxysilane, reacting at 85 ℃ for 25 hours, centrifuging after the reaction, washing and drying to obtain the amino nano silicon dioxide;
(6) Adding 6 parts by weight of aminated nano silicon dioxide, 4 parts by weight of alkyl diacid chloride and 8 parts by weight of 3-hydroxy-1-adamantane methanol into an N, N-dimethylformamide solvent, reacting for 14 hours at 75 ℃, decompressing, distilling after finishing, filtering and drying to obtain adamantane modified nano silicon dioxide;
(7) 5 parts by weight of quaternized carbon nano tube, 6 parts by weight of adamantane modified nano silicon dioxide, 3 parts by weight of sodium dodecyl diphenyl ether disulfonate, 3 parts by weight of methylpentanol, 2 parts by weight of trimethylsilyl glucoside and 4 parts by weight of water are added into a reaction kettle, and stirred at 30 ℃ for 30min to obtain the pressure-reducing and injection-increasing surfactant.
Example 3
(1) Adding 5-amino isophthalic acid and acryloyl chloride into dimethyl sulfoxide solvent, stirring and dissolving, continuously adding sodium hydroxide, wherein the mass ratio of the 5-amino isophthalic acid to the acryloyl chloride to the sodium hydroxide is 2.6:1:1.15, then reacting for 18 hours at 17.5 ℃, dropwise adding 12% hydrochloric acid solution after finishing to adjust the pH of the solution to 2.25, performing reduced pressure distillation after finishing, washing with acetone, filtering and drying to obtain alkenylation dicarboxylic acid;
(2) Adding alkenylation dicarboxylic acid, hydroxyethyl ethylenediamine and phosphoric acid into a reactor, wherein the mass ratio of the alkenylation dicarboxylic acid to the hydroxyethyl ethylenediamine to the phosphoric acid is 1:1.4:0.02, introducing nitrogen for protection, reacting for 4.5 hours at 142.5 ℃, continuously heating at 197.5 ℃, removing the hydroxyethyl ethylenediamine, filtering, washing and drying to obtain an intermediate 1;
(3) Adding 8.5 parts by weight of the intermediate 1 and 8 parts by weight of 2-bromoethanol into an N, N-dimethylformamide solvent, uniformly stirring, carrying out reflux reaction at 82.5 ℃ for 33.5 hours, then continuously adding 9 parts by weight of propylene alcohol and 7.5 parts by weight of ammonium persulfate into the mixture, carrying out reaction at 100 ℃ for 9.5 hours, carrying out rotary evaporation after the completion, and recrystallizing ethanol to obtain an intermediate 2;
(4) Adding 11.5 parts by weight of hydroxylated carbon nano tube into N, N-dimethylformamide solvent, performing ultrasonic dispersion, continuously adding 7 parts by weight of hexamethylene diisocyanate and 12 parts by weight of intermediate 2 into the solvent, heating to 87.5 ℃ for reaction for 9.5 hours, centrifuging after the reaction, washing with ethanol, and drying to obtain quaternized carbon nano tube;
(5) Dispersing 8 parts by weight of nano silicon dioxide into a mixed solution of 22.5 parts by weight of absolute ethyl alcohol and 9 parts by weight of deionized water, uniformly mixing, adding 7 parts by weight of gamma-aminopropyl triethoxysilane, reacting for 22.5 hours at 77.5 ℃, centrifuging after the reaction, washing and drying to obtain the amino nano silicon dioxide;
(6) Adding 4.5 parts by weight of aminated nano silicon dioxide, 3 parts by weight of alkyl diacid chloride and 6.5 parts by weight of 3-hydroxy-1-adamantane methanol into an N, N-dimethylformamide solvent, reacting for 12 hours at 62.5 ℃, distilling under reduced pressure after the reaction is finished, filtering and drying to obtain adamantane modified nano silicon dioxide;
(7) 4.5 parts by weight of quaternized carbon nano tube, 5 parts by weight of adamantane modified nano silicon dioxide, 2.5 parts by weight of sodium dodecyl diphenyl ether disulfonate, 2 parts by weight of methylpentanol, 1.5 parts by weight of trimethylsilyl glucoside and 3.5 parts by weight of water are added into a reaction kettle, and stirred at 27.5 ℃ for 25 minutes to obtain the pressure-reducing and injection-increasing surfactant.
Comparative example 1
(1) 5 Parts by weight of adamantane modified nano silicon dioxide, 2.5 parts by weight of sodium dodecyl diphenyl ether disulfonate, 2 parts by weight of methylpentanol, 1.5 parts by weight of trimethylsilyl glucoside and 3.5 parts by weight of water are added into a reaction kettle, and stirred at 27.5 ℃ for 25min to obtain the pressure-reducing and injection-increasing surfactant.
Comparative example 2
(1) 4.5 Parts by weight of quaternized carbon nano tube, 2.5 parts by weight of sodium dodecyl diphenyl ether disulfonate, 2 parts by weight of methylpentanol, 1.5 parts by weight of trimethylsilyl glucoside and 3.5 parts by weight of water are added into a reaction kettle, and stirred at 27.5 ℃ for 25min to obtain the pressure-reducing and injection-increasing surfactant.
The pressure-reducing and injection-increasing surfactant prepared in the examples 1-3 and the comparative examples 1-2 of the invention is prepared into a pressure-reducing and injection-increasing surfactant solution with 0.08 weight percent by using oilfield water with the mineralization degree of 55000 mg/L. The surface tension of the depressurization and injection-increasing surfactant and the capacity of reducing the interfacial tension of oil-water were measured by a surface tensiometer (experimental oil was dehydrated crude oil in a victory oil field). The depressurization rate is determined according to Q/SLCG0026-2013 technical requirement for depressurization and injection-increasing surfactant, and the test liquid is 0.08wt% of depressurization and injection-increasing surfactant.
Table 1: and (5) testing the performance of the pressure-reducing surfactant.
| Index (I) | Example 1 | Example 2 | Example 3 | Comparative example 1 | Comparative example 2 |
| Surface tension (mN/m) | 13 | 15 | 14 | 25 | 27 |
| Interfacial tension (mN/m) | 1.2*10-4 | 1.5*10-4 | 1.3*10-4 | 3.2*10-3 | 3.5*10-3 |
| Core drive differential pressure depressurization rate (%) | 55 | 58 | 56 | 41 | 38 |
As can be seen from Table 1, the performance of the pressure-reducing and injection-increasing surfactants prepared in examples 1-3 was better than that of comparative examples 1-2.
The preferred embodiments of the invention disclosed above are intended only to assist in the explanation of the invention. The preferred embodiments are not exhaustive or to limit the invention to the precise form disclosed. Obviously, many modifications and variations are possible in light of the above teaching. The embodiments were chosen and described in order to best explain the principles of the invention and the practical application, to thereby enable others skilled in the art to best understand and utilize the invention. The invention is limited only by the claims and the full scope and equivalents thereof.
Claims (8)
1. The pressure-reducing and injection-increasing surfactant is characterized by comprising the following components in parts by weight: 4-5 parts of quaternized carbon nano tube, 4-6 parts of adamantane modified nano silicon dioxide, 2-3 parts of sodium dodecyl diphenyl ether disulfonate, 1-3 parts of methylpentanol, 1-2 parts of trimethylsilyl glucoside and 3-4 parts of water.
2. The pressure reducing and injection increasing surfactant according to claim 1, wherein the preparation method of the quaternized carbon nano-tube comprises the following steps:
(1) Adding 5-amino isophthalic acid and acryloyl chloride into dimethyl sulfoxide solvent, stirring for dissolving, continuously adding sodium hydroxide, reacting at 15-20 ℃ for 16-20h, dripping hydrochloric acid solution with the mass fraction of 10-14% after the completion of the reaction to adjust the pH of the solution to 2-2.5, performing reduced pressure distillation after the completion of the reaction, washing with acetone, filtering and drying to obtain alkenylation dicarboxylic acid;
(2) Adding alkenylation dicarboxylic acid, hydroxyethyl ethylenediamine and phosphoric acid into a reactor, introducing nitrogen for protection, reacting for 3-6 hours at 135-150 ℃, continuously heating at 195-200 ℃, removing hydroxyethyl ethylenediamine, filtering, washing and drying to obtain an intermediate 1;
(3) Adding 5-12 parts by weight of intermediate 1 and 7-9 parts by weight of 2-bromoethanol into an N, N-dimethylformamide solvent, uniformly stirring, carrying out reflux reaction at 75-90 ℃, then continuously adding 8-10 parts by weight of propylene alcohol and 6-9 parts by weight of ammonium persulfate into the mixture, carrying out reaction at 90-110 ℃ for 7-12 hours, carrying out rotary evaporation after the completion, and recrystallizing ethanol to obtain an intermediate 2;
(4) Adding 8-15 parts by weight of hydroxylated carbon nano tube into N, N-dimethylformamide solvent, performing ultrasonic dispersion, continuously adding 6-8 parts by weight of hexamethylene diisocyanate and 9-15 parts by weight of intermediate 2 into the solvent, heating to react for 7-12 hours, centrifuging after finishing, washing with ethanol, and drying to obtain quaternized carbon nano tube; the preparation of the hydroxylated carbon nano tube comprises the following steps: adding 0.3g of carbon nano tube into concentrated sulfuric acid and concentrated nitric acid with the volume ratio of 3:1 for acidification to obtain the hydroxylated carbon nano tube.
3. The pressure-reducing and injection-increasing surfactant according to claim 2, wherein the mass ratio of the 5-amino isophthalic acid, the acryloyl chloride and the sodium hydroxide in the step (1) is 2.2-3:1:1.1-1.2.
4. The pressure-reducing and injection-increasing surfactant according to claim 2, wherein the mass ratio of the alkenylated dicarboxylic acid to the hydroxyethylethylenediamine to the phosphoric acid in the step (2) is 1:1.3-1.5:0.01-0.03.
5. The pressure-reducing and injection-increasing surfactant according to claim 2, wherein the reaction time in (3) is 32-35 hours.
6. The pressure-reducing and injection-increasing surfactant according to claim 2, wherein the reaction temperature in (4) is 80-95 ℃.
7. The pressure-reducing and injection-increasing surfactant according to claim 1, wherein the preparation method of the adamantane modified nano silicon dioxide comprises the following steps:
S1, ultrasonically dispersing 6-10 parts by weight of nano silicon dioxide into a mixed solution of 15-30 parts by weight of absolute ethyl alcohol and 8-10 parts by weight of deionized water, uniformly mixing, adding 5-9 parts by weight of gamma-aminopropyl triethoxysilane, reacting for 20-25 hours at 70-85 ℃, centrifuging after the reaction, washing and drying to obtain the amino nano silicon dioxide;
S2, adding 3-6 parts by weight of aminated nano silicon dioxide, 2-4 parts by weight of alkyl diacid chloride and 5-8 parts by weight of 3-hydroxy-1-adamantane methanol into an N, N-dimethylformamide solvent, reacting for 10-14 hours at 50-75 ℃, distilling under reduced pressure after the completion, filtering and drying to obtain the adamantane modified nano silicon dioxide.
8. A method for preparing the pressure-reducing and injection-increasing surfactant according to any one of claims 1 to 7, wherein the method for preparing the pressure-reducing and injection-increasing surfactant comprises the following steps: adding the quaternized carbon nano tube, adamantane modified nano silicon dioxide, sodium dodecyl diphenyl ether disulfonate, methyl amyl alcohol, trimethylsilyl glucoside and water into a reaction kettle, and stirring for 20-30min at 25-30 ℃ to obtain the pressure-reducing and injection-increasing surfactant.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202411125091.1A CN118638537A (en) | 2024-08-16 | 2024-08-16 | Pressure-reducing injection-increasing surfactant and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202411125091.1A CN118638537A (en) | 2024-08-16 | 2024-08-16 | Pressure-reducing injection-increasing surfactant and preparation method thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN118638537A true CN118638537A (en) | 2024-09-13 |
Family
ID=92668321
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202411125091.1A Pending CN118638537A (en) | 2024-08-16 | 2024-08-16 | Pressure-reducing injection-increasing surfactant and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN118638537A (en) |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101517487A (en) * | 2006-09-25 | 2009-08-26 | 日立化成工业株式会社 | Radiation-sensitive composition, method of forming silica-based coating film, silica-based coating film, apparatus and member having silica-based coating film and photosensitizing agent for insulating |
| CN106118198A (en) * | 2016-07-06 | 2016-11-16 | 西南交通大学 | The preparation method of carbon nano tube surface quaternized antibacterial in situ |
| CN115895631A (en) * | 2021-08-26 | 2023-04-04 | 中国石油化工股份有限公司 | Pressure-reducing injection-increasing surfactant composition and preparation method and application thereof |
| CN116790241A (en) * | 2023-02-09 | 2023-09-22 | 西南石油大学 | Honeycomb liquid raw material composition and preparation method and application thereof |
| CN117070205A (en) * | 2023-10-12 | 2023-11-17 | 胜利油田海发环保化工有限责任公司 | Pressure-reducing injection-increasing surfactant and preparation method thereof |
| CN118406290A (en) * | 2024-05-17 | 2024-07-30 | 深圳市金百纳纳米科技有限公司 | Modified carbon nano tube and preparation method and application thereof |
-
2024
- 2024-08-16 CN CN202411125091.1A patent/CN118638537A/en active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101517487A (en) * | 2006-09-25 | 2009-08-26 | 日立化成工业株式会社 | Radiation-sensitive composition, method of forming silica-based coating film, silica-based coating film, apparatus and member having silica-based coating film and photosensitizing agent for insulating |
| CN106118198A (en) * | 2016-07-06 | 2016-11-16 | 西南交通大学 | The preparation method of carbon nano tube surface quaternized antibacterial in situ |
| CN115895631A (en) * | 2021-08-26 | 2023-04-04 | 中国石油化工股份有限公司 | Pressure-reducing injection-increasing surfactant composition and preparation method and application thereof |
| CN116790241A (en) * | 2023-02-09 | 2023-09-22 | 西南石油大学 | Honeycomb liquid raw material composition and preparation method and application thereof |
| CN117070205A (en) * | 2023-10-12 | 2023-11-17 | 胜利油田海发环保化工有限责任公司 | Pressure-reducing injection-increasing surfactant and preparation method thereof |
| CN118406290A (en) * | 2024-05-17 | 2024-07-30 | 深圳市金百纳纳米科技有限公司 | Modified carbon nano tube and preparation method and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US20190119496A1 (en) | Totally bio-based vegetable oil polyol and preparation method and use thereof | |
| CN112029490B (en) | Formula and preparation method of low-pressure gas field old well complex-production liquid-locking treatment agent | |
| CN104559991B (en) | A kind of surfactant and its preparation method and application | |
| CN118638537A (en) | Pressure-reducing injection-increasing surfactant and preparation method thereof | |
| CN118421294B (en) | Acidizing corrosion inhibitor and preparation method thereof | |
| CN108144551B (en) | Polymerizable hyperbranched surfactant and preparation method thereof | |
| CN115926770A (en) | High-temperature foaming agent for oil field and preparation method thereof | |
| CN114920921B (en) | Polyether demulsifier modified by Mannich reaction and preparation method thereof | |
| CN113621358B (en) | Viscosity-reducing oil displacement agent for extra-thick crude oil and preparation method and application thereof | |
| CN114426487B (en) | Water lock inhibitor and preparation method and application thereof | |
| CN115215978A (en) | Modified acid thickener and preparation method thereof | |
| CN110643340B9 (en) | High-efficiency water-soluble viscosity-reduction oil washing agent for heavy oil thermal recovery and preparation method thereof | |
| CN111303350A (en) | Polyether demulsifier based on alcohol amine modified phenolic resin and synthetic method thereof | |
| CN118421290B (en) | Shear-resistant fracturing fluid containing modified butadiene and preparation method thereof | |
| CN112662385A (en) | Polymer micelle depolymerizing agent for polymer injection well of oil field and preparation method thereof | |
| CN117701267B (en) | Pressure-reducing and injection-increasing surfactant system for low-permeability oil field and preparation method thereof | |
| CN115305073B (en) | Gemini surfactant for preparing water-resistant water from stratum brine and preparation method thereof | |
| CN116376494B (en) | Medium-low temperature water boiling glue suitable for cutting large-size silicon wafer | |
| CN117126340A (en) | Water-soluble temporary plugging agent for oil well fracturing and preparation method thereof | |
| CN118530712B (en) | Silicon-containing rubber fracturing fluid and preparation method thereof | |
| CN112457836B (en) | Sulfonated crude phenol Bola type surfactant and synthesis method and application thereof | |
| CN115181229B (en) | Modified urea-formaldehyde resin cross-linking agent and preparation method thereof | |
| CN115725288B (en) | Surfactant composition, wettability regulator, and preparation method and application thereof | |
| CN117683227A (en) | Preparation method of ultra-low permeability oil reservoir efficient osmotic absorbent | |
| CN117342962A (en) | Double-headed betaine surfactant, and preparation method and application thereof |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |