CN116396232B - Fracturing fluid thickening and viscosity increasing agent and preparation method thereof - Google Patents
Fracturing fluid thickening and viscosity increasing agent and preparation method thereof Download PDFInfo
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- 239000012530 fluid Substances 0.000 title claims abstract description 95
- 230000008719 thickening Effects 0.000 title claims abstract description 51
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims abstract description 36
- 238000006243 chemical reaction Methods 0.000 claims abstract description 33
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 31
- ABBQHOQBGMUPJH-UHFFFAOYSA-M Sodium salicylate Chemical compound [Na+].OC1=CC=CC=C1C([O-])=O ABBQHOQBGMUPJH-UHFFFAOYSA-M 0.000 claims abstract description 18
- 239000001103 potassium chloride Substances 0.000 claims abstract description 18
- 235000011164 potassium chloride Nutrition 0.000 claims abstract description 18
- 229960004025 sodium salicylate Drugs 0.000 claims abstract description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims abstract description 11
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims abstract description 11
- LRTRXDSAJLSRTG-UHFFFAOYSA-N 4-bromobutanoyl chloride Chemical compound ClC(=O)CCCBr LRTRXDSAJLSRTG-UHFFFAOYSA-N 0.000 claims abstract description 11
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 11
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000005642 Oleic acid Substances 0.000 claims abstract description 11
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims abstract description 11
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 11
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 claims abstract description 11
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims abstract description 11
- 239000002904 solvent Substances 0.000 claims description 35
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 21
- -1 4-bromobutyrylamino s-triazine Chemical compound 0.000 claims description 18
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims description 18
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 16
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 14
- 239000005457 ice water Substances 0.000 claims description 14
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 11
- 239000003054 catalyst Substances 0.000 claims description 9
- 239000012153 distilled water Substances 0.000 claims description 9
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 238000003756 stirring Methods 0.000 claims description 7
- 239000002318 adhesion promoter Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims 13
- 238000004140 cleaning Methods 0.000 claims 2
- XVMSFILGAMDHEY-UHFFFAOYSA-N 6-(4-aminophenyl)sulfonylpyridin-3-amine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=N1 XVMSFILGAMDHEY-UHFFFAOYSA-N 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 abstract description 8
- 239000002994 raw material Substances 0.000 abstract description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 36
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 239000012043 crude product Substances 0.000 description 12
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
- 238000002390 rotary evaporation Methods 0.000 description 12
- 238000010992 reflux Methods 0.000 description 8
- 239000012046 mixed solvent Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000001291 vacuum drying Methods 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- 238000010008 shearing Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 description 1
- 239000003109 Disodium ethylene diamine tetraacetate Substances 0.000 description 1
- ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical compound [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 235000019301 disodium ethylene diamine tetraacetate Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- FATBGEAMYMYZAF-UHFFFAOYSA-N oleicacidamide-heptaglycolether Natural products CCCCCCCCC=CCCCCCCCC(N)=O FATBGEAMYMYZAF-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/70—Other substituted melamines
-
- 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)
- Lubricants (AREA)
Abstract
The invention relates to the technical field of fracturing fluid, and discloses a fracturing fluid thickening and viscosity increasing agent and a preparation method thereof, wherein melamine, 4-bromobutyryl chloride, oleic acid, N-methyldiethanolamine and the like which are low in cost and easy to obtain are used as reaction raw materials to prepare a novel Gemini cationic fracturing fluid thickening and viscosity increasing agent, and then the novel Gemini cationic fracturing fluid thickening and viscosity increasing agent is compounded with sodium salicylate and potassium chloride to obtain a water-based clean fracturing fluid.
Description
Technical Field
The invention relates to the technical field of fracturing fluid, in particular to a fracturing fluid thickening and viscosity increasing agent and a preparation method thereof.
Background
The hydraulic fracturing technology has wide application in the field of low-permeability oil reservoir exploitation, so that the development of high-performance fracturing fluid has important significance. The thickener in the clean fracturing fluid has a great influence on the performance of the fracturing fluid. The fracturing fluid mainly comprises cellulose-based fracturing fluid, guar gum-based fracturing fluid, water-based fracturing fluid and the like, wherein the water-based clean fracturing fluid mainly comprises cationic, anionic, zwitterionic and the like according to the types of thickener molecules.
The cationic clean fracturing fluid has the advantages of simple synthesis, good thickening effect, low cost and the like, is a development prospect fracturing fluid, and is prepared by taking octadecyl dimethyl tertiary amine, oleamide propyl dimethyl tertiary amine, disodium ethylenediamine tetraacetate, benzyl chloride and the like as reaction raw materials according to the invention patent publication number CN 110183573B; patent CN113621361B uses 1-bromododecane, methylamine alcohol, epichlorohydrin, etc. as reactants, and a cationic viscoelastic surfactant was prepared for use in preparing fracturing fluids. However, the conventional clean fracturing fluid has the problems of poor shearing resistance, low thermal stability and the like.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a fracturing fluid thickening tackifier, which solves the problem of poor performances such as shearing resistance of cationic clean fracturing fluid.
A fracturing fluid thickening and viscosity increasing agent has the following structural formula:
。
further, the preparation method of the fracturing fluid thickening tackifier comprises the following steps:
(1) Adding melamine, 4-bromobutyryl chloride and pyridine into an acetone solvent under ice water bath, removing the solvent by rotary evaporation after the reaction, and recrystallizing the product in ethyl acetate to obtain 4-bromobutyrylamino s-triazine.
(2) Adding oleic acid, N-methyldiethanolamine and p-toluenesulfonic acid serving as a catalyst into a dimethylbenzene solvent, removing the solvent by rotary evaporation after reaction, and washing a crude product by using N-hexane to obtain an N-methyldioleate intermediate.
(3) Adding an N-methyl ethyl dioleate intermediate and 4-bromobutyrylamino s-triazine into N, N-dimethylformamide, vacuum drying to remove a solvent after reaction, washing a crude product with N-hexane, and recrystallizing in a mixed solvent of ethanol and ethyl acetate with the volume ratio of 2:1 to obtain the fracturing fluid thickening tackifier.
Further, in the step (1), the reaction mole ratio of melamine, 4-bromobutyryl chloride and pyridine is 1:3.2-4.2:2.8-4.5.
Further, in the step (1), the reaction is carried out for 30-60 min under ice water bath, then heated to 30-50 ℃ and reacted for 6-24 h.
Further, in the step (2), the molar ratio of oleic acid to N-methyldiethanolamine to the catalyst p-toluenesulfonic acid is 1.8-3:1:0.12-0.2.
Further, the reaction in the step (2) is refluxed at 90-120 ℃ for 4-12 h.
Further, in the step (3), the molar ratio of the N-methyl ethyl dioleate intermediate to the 4-bromobutyrylamino s-triazine is 2.5-4:1.
Further, the reaction in step (3) is refluxed at 110-130℃for 48-96 h.
Further, adding the fracturing fluid thickening and adhesion promoting agent, potassium chloride and sodium salicylate into distilled water, and stirring uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and adhesion promoting agent in the fracturing fluid is 0.8-2.5%, the mass fraction of the potassium chloride is 0.2-0.7%, and the mass fraction of the sodium salicylate is 0.3-1%.
The novel Gemini cationic fracturing fluid thickening and adhesion promoter is prepared by taking melamine, 4-bromobutyryl chloride, oleic acid, N-methyldiethanolamine and the like which are cheap and easy to obtain as reaction raw materials, has the advantages of simple preparation method and mild and pollution-free reaction conditions, and provides a brand new and efficient synthesis method for preparing the cationic fracturing fluid thickening and adhesion promoter; the fracturing fluid thickening and viscosity increasing agent is compounded with sodium salicylate and potassium chloride to obtain the water-based clean fracturing fluid, the fracturing fluid thickening and viscosity increasing agent has strong intermolecular force and hydrogen bond network in the fracturing fluid, forms a stable cross-linked network structure, has the advantages of good high temperature resistance and excellent shearing resistance, and still has good fracturing performance under the conditions of high temperature and high shearing.
Detailed Description
The following description of the embodiments of the present invention will be made in detail and with reference to the embodiments of the present invention, but it should be apparent that the described embodiments are only some embodiments of the present invention, and not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the present invention without making any inventive effort, are intended to fall within the scope of the present invention.
Example 1
(1) Adding 5 mmol of melamine, 18 mmol of 4-bromobutyryl chloride and 17.5 mmol of pyridine into 400 and mL of acetone solvent in an ice water bath, firstly carrying out 40 min in the ice water bath, then heating to 35 ℃, reacting 18 and h, removing the solvent by rotary evaporation after the reaction, and recrystallizing the product in ethyl acetate to obtain 4-bromobutyrylamino s-triazine;
(2) 18 mmol of oleic acid, 10 mmol of N-methyldiethanolamine and 1.2 mmol of p-toluenesulfonic acid as a catalyst are added into 150 mL of xylene solvent, reflux is carried out at 120 ℃ for 4 h, the solvent is removed by rotary evaporation after reaction, and the crude product is washed by N-hexane to obtain an N-methyldioleate intermediate;
(3) 40 mmol of the N-methyl ethyl dioleate intermediate and 10 mmol of 4-bromobutyrylamino s-triazine are added into 600 mL N, N-dimethylformamide, 96-h is refluxed at 110 ℃, the solvent is removed by vacuum drying after the reaction, the crude product is washed by N-hexane, and recrystallized in a mixed solvent of ethanol and ethyl acetate with the volume ratio of 2:1 to obtain the fracturing fluid thickening adhesion promoter, wherein the structural formula is as follows:
；
(4) Adding the fracturing fluid thickening and viscosity increasing agent, potassium chloride and sodium salicylate into distilled water, and stirring uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and viscosity increasing agent in the fracturing fluid is 0.8%, the mass fraction of the potassium chloride is 0.5%, and the mass fraction of the sodium salicylate is 1%.
Example 2
(1) Adding 5 mmol of melamine, 16 mmol of 4-bromobutyryl chloride and 15.8 mmol of pyridine into 300 mL acetone solvent in an ice water bath, firstly carrying out 60 min in the ice water bath, then heating to 40 ℃, reacting 6 h, removing the solvent by rotary evaporation after the reaction, and recrystallizing the product in ethyl acetate to obtain 4-bromobutyrylamino s-triazine;
(2) 20 mmol of oleic acid, 10 mmol of N-methyldiethanolamine and 1.5 mmol of p-toluenesulfonic acid as a catalyst are added into a xylene solvent of 250 mL, reflux is carried out at 120 ℃ for 4 h, the solvent is removed by rotary evaporation after reaction, and a crude product is washed by N-hexane to obtain an N-methyldioleate intermediate;
(3) Adding 25 mmol of an N-methyl ethyl dioleate intermediate and 10 mmol of 4-bromobutyrylamino s-triazine into 300 mL N, N-dimethylformamide, refluxing 72 h at 120 ℃, vacuum drying to remove a solvent after reaction, washing a crude product with N-hexane, and recrystallizing in a mixed solvent of ethanol and ethyl acetate in a volume ratio of 2:1 to obtain a fracturing fluid thickening and viscosity increasing agent;
(4) Adding the fracturing fluid thickening and viscosity increasing agent, potassium chloride and sodium salicylate into distilled water, and stirring uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and viscosity increasing agent in the fracturing fluid is 1.2%, the mass fraction of the potassium chloride is 0.7%, and the mass fraction of the sodium salicylate is 0.8%.
Example 3
(1) Adding 5 mmol of melamine, 16 mmol of 4-bromobutyryl chloride and 14 mmol of pyridine into 200 mL acetone solvent under ice water bath, firstly carrying out 60 min under ice water bath, then heating to 50 ℃, reacting 6 h, removing the solvent by rotary evaporation after the reaction, and recrystallizing the product in ethyl acetate to obtain 4-bromobutyrylamino s-triazine;
(2) 22 mmol of oleic acid, 10 mmol of N-methyldiethanolamine and 1.5 mmol of p-toluenesulfonic acid serving as a catalyst are added into a dimethylbenzene solvent of 200 mL, the mixture is refluxed at 90 ℃ for 12 h, the solvent is removed by rotary evaporation after the reaction, and a crude product is washed by N-hexane to obtain an N-methyldioleate intermediate;
(3) Adding 28 mmol of an N-methyl ethyl dioleate intermediate and 10 mmol of 4-bromobutyrylamino s-triazine into 500 and mL N, N-dimethylformamide, refluxing 48 and h at 130 ℃, vacuum drying to remove a solvent after reaction, washing a crude product with N-hexane, and recrystallizing in a mixed solvent of ethanol and ethyl acetate in a volume ratio of 2:1 to obtain a fracturing fluid thickening and viscosity increasing agent;
(4) Adding the fracturing fluid thickening and viscosity increasing agent, potassium chloride and sodium salicylate into distilled water, and stirring uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and viscosity increasing agent in the fracturing fluid is 1.8%, the mass fraction of the potassium chloride is 0.4%, and the mass fraction of the sodium salicylate is 0.6%.
Example 4
(1) Adding 5 mmol of melamine, 21 mmol of 4-bromobutyryl chloride and 22.5 mmol of pyridine into 500 and mL acetone solvent in an ice water bath, firstly carrying out 30 min in the ice water bath, then heating to 30 ℃, reacting 24-h, removing the solvent by rotary evaporation after the reaction, and recrystallizing the product in ethyl acetate to obtain 4-bromobutyrylamino s-triazine;
(2) 30 mmol of oleic acid, 10 mmol of N-methyldiethanolamine and 1.8 mmol of p-toluenesulfonic acid serving as a catalyst are added into a dimethylbenzene solvent of 200 mL, 10 h of reflux is carried out at 90 ℃, the solvent is removed by rotary evaporation after reaction, and a crude product is washed by N-hexane to obtain an N-methyldioleate intermediate;
(3) Adding 35 mmol of an N-methyl ethyl dioleate intermediate and 10 mmol of 4-bromobutyrylamino s-triazine into 600 mL N, N-dimethylformamide, refluxing 72 h at 130 ℃, vacuum drying to remove a solvent after reaction, washing a crude product with N-hexane, and recrystallizing in a mixed solvent of ethanol and ethyl acetate in a volume ratio of 2:1 to obtain a fracturing fluid thickening and viscosity increasing agent;
(4) Adding the fracturing fluid thickening and viscosity increasing agent, potassium chloride and sodium salicylate into distilled water, and stirring uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and viscosity increasing agent in the fracturing fluid is 2%, the mass fraction of the potassium chloride is 0.5%, and the mass fraction of the sodium salicylate is 0.5%.
Example 5
(1) Adding 5 mmol of melamine, 18 mmol of 4-bromobutyryl chloride and 14 mmol of pyridine into 300 mL acetone solvent in an ice water bath, firstly carrying out 60 min in the ice water bath, then heating to 35 ℃, reacting 18 h, removing the solvent by rotary evaporation after the reaction, and recrystallizing the product in ethyl acetate to obtain 4-bromobutyrylamino s-triazine;
(2) 30 mmol of oleic acid, 10 mmol of N-methyldiethanolamine and 2 mmol of p-toluenesulfonic acid serving as a catalyst are added into 300 mL of xylene solvent, 7 h of reflux is carried out at 110 ℃, the solvent is removed by rotary evaporation after reaction, and the crude product is washed by N-hexane to obtain an N-methyldioleate intermediate;
(3) Adding 32 mmol of an N-methyl ethyl dioleate intermediate and 10 mmol of 4-bromobutyrylamino s-triazine into 400 and mL N, N-dimethylformamide, refluxing 96 and h at 120 ℃, vacuum drying to remove a solvent after reaction, washing a crude product with N-hexane, and recrystallizing in a mixed solvent of ethanol and ethyl acetate in a volume ratio of 2:1 to obtain a fracturing fluid thickening and viscosity increasing agent;
(4) Adding the fracturing fluid thickening and viscosity increasing agent, potassium chloride and sodium salicylate into distilled water, and stirring uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and viscosity increasing agent in the fracturing fluid is 2.5%, the mass fraction of the potassium chloride is 0.2%, and the mass fraction of the sodium salicylate is 0.3%.
Comparative example 1
The fracturing fluid thickening and viscosity increasing agent prepared in the embodiment 1 is added into distilled water, and the mixture is stirred uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and viscosity increasing agent in the fracturing fluid is 0.5%, the mass fraction of the potassium chloride is 0.5%, and the mass fraction of the sodium salicylate is 1%.
Comparative example 2
The fracturing fluid thickening and viscosity increasing agent prepared in the embodiment 1 is added into distilled water, and the mixture is stirred uniformly at a high speed to obtain the clean fracturing fluid, wherein the mass fraction of the fracturing fluid thickening and viscosity increasing agent in the fracturing fluid is 3%, the mass fraction of the potassium chloride is 0.5%, and the mass fraction of the sodium salicylate is 1%.
Clean fracturing fluid performance was tested with reference to SY/T6376-2008 general technical Condition for fracturing fluids and SY/T5107-2005 Water-based fracturing fluid evaluation method.
TABLE 1 viscosity of clean fracturing fluid at different temperatures at 200/s shear rate
When the shear rate is 200/s and the temperature is 50 ℃, the viscosity of the fracturing fluid reaches 122.4-170.9 mPa.s when the thickening and viscosity increasing agent of the fracturing fluid in the fracturing fluid prepared in the embodiment 1-5 is 0.8-2.5%.
TABLE 2 viscosity of clean fracturing fluid at 30℃at different shear rates
The previous description of the embodiments is provided to facilitate a person of ordinary skill in the art in order to make and use the present invention. It will be apparent to those skilled in the art that various modifications can be readily made to these embodiments and the generic principles described herein may be applied to other embodiments without the use of the inventive faculty. Therefore, the present invention is not limited to the above-described embodiments, and those skilled in the art, based on the present disclosure, should make improvements and modifications without departing from the scope of the present invention.
Claims (10)
1. A fracturing fluid thickening and viscosity increasing agent is characterized in that: the structural formula of the fracturing fluid thickening tackifier is as follows:
。
2. a method for preparing the fracturing fluid thickening tackifier of claim 1, which is characterized in that: the preparation method comprises the following steps:
(1) Adding melamine, 4-bromobutyryl chloride and pyridine into an acetone solvent in ice water bath, removing the solvent after the reaction, and recrystallizing to obtain 4-bromobutyrylamino s-triazine;
(2) Adding oleic acid, N-methyldiethanolamine and p-toluenesulfonic acid serving as a catalyst into a dimethylbenzene solvent, removing the solvent after the reaction, and washing to obtain an N-methyldioleate intermediate;
(3) And adding an N-methyl ethyl dioleate intermediate and 4-bromobutyrylamino s-triazine into the N, N-dimethylformamide, removing a solvent after the reaction, washing, and recrystallizing to obtain the fracturing fluid thickening and viscosity increasing agent.
3. The method for preparing the fracturing fluid thickening tackifier according to claim 2, wherein the method comprises the following steps: the reaction mole ratio of melamine, 4-bromobutyryl chloride and pyridine in the step (1) is 1:3.2-4.2:2.8-4.5.
4. The method for preparing the fracturing fluid thickening tackifier according to claim 2, wherein the method comprises the following steps: in the step (1), the reaction is firstly carried out for 30-60 min in ice water bath, then heated to 30-50 ℃ and reacted for 6-24 h.
5. The method for preparing the fracturing fluid thickening tackifier according to claim 2, wherein the method comprises the following steps: in the step (2), the molar ratio of oleic acid to N-methyldiethanolamine to the catalyst p-toluenesulfonic acid is 1.8-3:1:0.12-0.2.
6. The method for preparing the fracturing fluid thickening tackifier according to claim 2, wherein the method comprises the following steps: the reaction in step (2) is refluxed at 90-120 ℃ for 4-12 h.
7. The method for preparing the fracturing fluid thickening tackifier according to claim 2, wherein the method comprises the following steps: the molar ratio of the N-methyl ethyl dioleate intermediate to the 4-bromobutyrylamino s-triazine in the step (3) is 2.5-4:1.
8. The method for preparing the fracturing fluid thickening tackifier according to claim 2, wherein the method comprises the following steps: the reaction in step (3) is refluxed at 110-130 ℃ for 48-96 h.
9. Use of the fracturing fluid thickening tackifier according to any of claims 1-8 for cleaning fracturing fluids, characterized in that: adding the fracturing fluid thickening tackifier, potassium chloride and sodium salicylate into distilled water, and stirring uniformly at a high speed to obtain the clean fracturing fluid.
10. The use of the fracturing fluid thickening tackifier according to claim 9 in cleaning fracturing fluids, characterized in that: the mass fraction of the fracturing fluid thickening adhesion promoter in the fracturing fluid is 0.8-2.5%, the mass fraction of the potassium chloride is 0.2-0.7%, and the mass fraction of the sodium salicylate is 0.3-1%.
Priority Applications (1)
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| CN105596233A (en) * | 2009-12-11 | 2016-05-25 | 莱雅公司 | Anhydrous fluid filtering composition comprising an oily phase, a particular triazine filter and an oil thickening or gelling rheological agent |
| CN111607382A (en) * | 2019-02-25 | 2020-09-01 | 中国石油天然气股份有限公司 | Thickening acid and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN105596233A (en) * | 2009-12-11 | 2016-05-25 | 莱雅公司 | Anhydrous fluid filtering composition comprising an oily phase, a particular triazine filter and an oil thickening or gelling rheological agent |
| CN111607382A (en) * | 2019-02-25 | 2020-09-01 | 中国石油天然气股份有限公司 | Thickening acid and preparation method thereof |
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Denomination of invention: A thickening and thickening agent for fracturing fluid and its preparation method Granted publication date: 20230811 Pledgee: Shandong Guangrao Rural Commercial Bank Co.,Ltd. Pledgor: GUANGRAO LIUHE CHEMICAL Co.,Ltd. Registration number: Y2024980019010 |