CN117736127B - Preparation process of temperature-resistant and shear-resistant fracturing fluid tackifier - Google Patents
Preparation process of temperature-resistant and shear-resistant fracturing fluid tackifier Download PDFInfo
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- CN117736127B CN117736127B CN202410187007.2A CN202410187007A CN117736127B CN 117736127 B CN117736127 B CN 117736127B CN 202410187007 A CN202410187007 A CN 202410187007A CN 117736127 B CN117736127 B CN 117736127B
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- 239000012530 fluid Substances 0.000 title claims abstract description 48
- 238000002360 preparation method Methods 0.000 title claims abstract description 12
- HSAYSFNFCZEPCN-UHFFFAOYSA-N 3-(dimethylamino)propane-1-thiol Chemical compound CN(C)CCCS HSAYSFNFCZEPCN-UHFFFAOYSA-N 0.000 claims abstract description 10
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 claims abstract description 10
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000001348 alkyl chlorides Chemical class 0.000 claims abstract description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 57
- 238000006243 chemical reaction Methods 0.000 claims description 43
- 239000002243 precursor Substances 0.000 claims description 40
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 29
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 150000003512 tertiary amines Chemical class 0.000 claims description 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 18
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 16
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 238000004821 distillation Methods 0.000 claims description 9
- 244000028419 Styrax benzoin Species 0.000 claims description 8
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 8
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 8
- 229960002130 benzoin Drugs 0.000 claims description 8
- 235000019382 gum benzoic Nutrition 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 5
- CNDHHGUSRIZDSL-UHFFFAOYSA-N 1-chlorooctane Chemical compound CCCCCCCCCl CNDHHGUSRIZDSL-UHFFFAOYSA-N 0.000 claims description 4
- ZTEHOZMYMCEYRM-UHFFFAOYSA-N 1-chlorodecane Chemical compound CCCCCCCCCCCl ZTEHOZMYMCEYRM-UHFFFAOYSA-N 0.000 claims description 3
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 claims description 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 230000035484 reaction time Effects 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- ZHKKNUKCXPWZOP-UHFFFAOYSA-N 1-chloroundecane Chemical compound CCCCCCCCCCCCl ZHKKNUKCXPWZOP-UHFFFAOYSA-N 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 5
- RKAMCQVGHFRILV-UHFFFAOYSA-N 1-chlorononane Chemical compound CCCCCCCCCCl RKAMCQVGHFRILV-UHFFFAOYSA-N 0.000 claims 1
- 238000010008 shearing Methods 0.000 abstract description 12
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical group C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 abstract description 7
- 230000008901 benefit Effects 0.000 abstract description 7
- 238000011161 development Methods 0.000 abstract description 5
- 125000001624 naphthyl group Chemical group 0.000 abstract description 4
- 230000009467 reduction Effects 0.000 abstract description 4
- 230000009286 beneficial effect Effects 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 5
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 4
- 239000012752 auxiliary agent Substances 0.000 description 4
- 229960003237 betaine Drugs 0.000 description 4
- -1 alkyl fatty acid compound Chemical class 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to the technical field of petrochemical industry and discloses a preparation process of a temperature-resistant and shear-resistant fracturing fluid tackifier, which is prepared from raw materials such as 1, 5-naphthalene diamine, itaconic anhydride, 3- (dimethylamino) -1-propanethiol, alkyl chloride and the like, and has the advantages of unique gemini betaine group, high apparent viscosity, good tackifying performance and good shear resistance; and meanwhile, the high-temperature-resistant and shear-resistant naphthalene ring-containing fracturing fluid tackifier has the advantages of high rigidity, high structural stability and high thermal stability, is beneficial to improving the temperature resistance and the shear resistance of the fracturing fluid tackifier, and has smaller apparent viscosity reduction under high-temperature and long-time shearing. Has good application prospect in the field of oil field high-efficiency development.
Description
Technical Field
The invention relates to the technical field of petrochemical industry, in particular to a preparation process of a temperature-resistant and shear-resistant fracturing fluid tackifier.
Background
The fracturing technology is widely concerned and researched in the efficient development of ultra-low permeability oil fields, and the development of high-performance fracturing fluid and auxiliary agents thereof becomes an important research direction. The main component of the traditional fracturing fluid is mainly long-chain alkyl fatty acid compound, which can play roles in thickening, tackifying, sand carrying and the like, but has the problems of poor temperature resistance, poor shearing resistance and the like. The betaine compound is used as a novel surfactant and has wide application in the aspects of auxiliary agents such as a fracturing fluid thickening agent, a tackifier and the like. Patent CN105331351B discloses that betaine type amphoteric surfactant thickener with ester group and sulfo group is used as main chemical component of clean fracturing fluid, and has small influence on environment, good temperature and shear resistance, no residue after breaking, and simple preparation. However, the fracturing fluid of the patent has low viscosity and poor tackifying effect. Compared with the common betaine fracturing fluid auxiliary agent, the gemini betaine has the characteristics of unique structure, excellent physical and chemical properties, low use concentration and the like, and has wide application and development prospects in the fracturing fluid auxiliary agent.
Disclosure of Invention
The invention solves the problem that the traditional fracturing fluid tackifier is poor in temperature resistance and shearing resistance.
In order to achieve the above object, the present invention provides the following technical solutions:
a temperature-resistant and shear-resistant fracturing fluid tackifier has the following structural formula:
; n is any integer from 8 to 12.
The preparation process of the temperature-resistant and shear-resistant fracturing fluid tackifier comprises the following steps: adding N, N-dimethylformamide, a tertiary amine precursor and alkyl chloride into a reaction vessel, stirring for reaction, distilling under reduced pressure, washing with methanol, and drying to obtain the temperature-resistant and shear-resistant fracturing fluid tackifier.
Wherein the reaction temperature is controlled to be 100-140 ℃, and the reaction time is controlled to be 48-72h.
Wherein the proportion of N, N-dimethylformamide, tertiary amine precursor and alkyl chloride is (8-12) L to 1mol (1-1.3) mol.
Wherein the alkyl chloride comprises 1-chlorooctane, 1-chlororene, 1-chlorodecane, 1-chloroundecane and 1-chlorododecane.
The preparation process of the tertiary amine precursor comprises the following steps:
(1) Toluene, 1, 5-naphthalene diamine and itaconic anhydride are added into a reaction vessel, nitrogen is introduced into the reaction vessel for reaction for 18 to 24 hours at 50 to 60 ℃, reduced pressure distillation is carried out, and the product is recrystallized by toluene, thus obtaining a precursor A.
(2) Adding any one solvent of tetrahydrofuran, N-dimethylformamide and N, N-dimethylacetamide, precursor A and 3- (dimethylamino) -1-propanethiol into a reaction container, introducing nitrogen, adding benzoin dimethyl ether, irradiating the reaction container under an ultraviolet lamp for reaction for 1-3h, distilling under reduced pressure, and recrystallizing the product with toluene to obtain a tertiary amine precursor.
Wherein the proportion of toluene, 1, 5-naphthalene diamine and itaconic anhydride in (1) is (1.7-2.5) L to 1mol (2.1-2.25) mol.
Wherein, the proportion of the solvent, the precursor A, the 3- (dimethylamino) -1-propanethiol and the benzoin dimethyl ether in the (2) is (4-6) L, 1mol (2.4-2.8) mol (0.016-0.022) mmol.
The technical scheme has the technical effects that: the novel temperature-resistant shear fracturing fluid tackifier is prepared from raw materials such as 1, 5-naphthalene diamine, itaconic anhydride, 3- (dimethylamino) -1-propanethiol, alkyl chloride and the like, and has the advantages of simple preparation process, mild reaction conditions and no pollution; the prepared temperature-resistant and shear-resistant fracturing fluid tackifier has unique gemini betaine groups, high apparent viscosity, good tackifying performance and good shear resistance; and meanwhile, the high-temperature-resistant and shear-resistant naphthalene ring-containing fracturing fluid tackifier has the advantages of high rigidity, high structural stability and high thermal stability, is beneficial to improving the temperature resistance and the shear resistance of the fracturing fluid tackifier, and has smaller apparent viscosity reduction under high-temperature and long-time shearing. Has good application prospect in the field of oil field high-efficiency development.
Drawings
FIG. 1 is a schematic representation of the preparation reaction of a temperature-resistant and shear-resistant fracturing fluid tackifier.
Detailed Description
For a further understanding of the present invention, preferred embodiments of the invention are described below in conjunction with the examples, but it should be understood that these descriptions are merely intended to illustrate further features and advantages of the invention and are not limiting of the invention claims. Those skilled in the art can, with the benefit of this disclosure, suitably modify the process parameters to achieve this. It is expressly noted that all such similar substitutions and modifications will be apparent to those skilled in the art, and are deemed to be included within the present invention.
Example 1
Preparing a precursor A, wherein the structural formula is as follows; 70ML of toluene, 40mmol of 1, 5-naphthalene diamine and 84mmol of itaconic anhydride are added into a reaction vessel, nitrogen is introduced, the reaction is carried out for 24 hours at 60 ℃, reduced pressure distillation is carried out, and the product is recrystallized by toluene, thus obtaining a precursor A.
Preparing tertiary amine precursor with the structural formula of;300 ML of tetrahydrofuran solvent, 50mmol of precursor A and 130mmol of 3- (dimethylamino) -1-propanethiol are added into a reaction vessel, nitrogen is introduced, 0.9mmol of benzoin dimethyl ether is added, the reaction vessel is irradiated under an ultraviolet lamp for reaction for 3 hours, the wavelength of the ultraviolet lamp is 365nm, the power is 60W, reduced pressure distillation is carried out, and the product is recrystallized by toluene, so as to obtain the tertiary amine precursor.
Preparing a temperature-resistant and shear-resistant fracturing fluid tackifier, wherein the structural formula is as follows:
; 400mL of N, N-dimethylformamide, 50mmol of tertiary amine precursor and 55mmol of 1-chlorooctane are added into a reaction vessel, heated to 100 ℃, stirred and reacted for 72 hours, distilled under reduced pressure, washed by methanol and dried to obtain the temperature-resistant and shear-resistant fracturing fluid tackifier.
Example 2
Preparing a precursor A: 100mL of toluene, 40mmol of 1, 5-naphthalene diamine and 90mmol of itaconic anhydride are added into a reaction vessel, nitrogen is introduced, the reaction is carried out for 24 hours at 50 ℃, reduced pressure distillation is carried out, and the product is recrystallized by toluene, thus obtaining a precursor A.
Preparing a tertiary amine precursor: 200mL of N, N-dimethylformamide solvent, 50mmol of precursor A and 120mmol of 3- (dimethylamino) -1-propanethiol are added into a reaction vessel, nitrogen is introduced, 1.1mmol of benzoin dimethyl ether is added, the reaction vessel is irradiated under an ultraviolet lamp for reaction for 1h, the wavelength of the ultraviolet lamp is 365nm, the power is 60W, reduced pressure distillation is carried out, and the product is recrystallized by toluene to obtain tertiary amine precursor.
Preparing a temperature-resistant and shear-resistant fracturing fluid tackifier, wherein the structural formula is as follows:
; 400mL of N, N-dimethylformamide, 50mmol of tertiary amine precursor and 50mmol of 1-chlorodecane are added into a reaction vessel, heated to 140 ℃, stirred and reacted for 72 hours, distilled under reduced pressure, washed by methanol and dried to obtain the temperature-resistant and shear-resistant fracturing fluid tackifier.
Example 3
Preparing a precursor A: 100mL of toluene, 40mmol of 1, 5-naphthalene diamine and 90mmol of itaconic anhydride are added into a reaction vessel, nitrogen is introduced, the reaction is carried out for 18h at 60 ℃, reduced pressure distillation is carried out, and the product is recrystallized by toluene, thus obtaining a precursor A.
Preparing a tertiary amine precursor: 200mL of N, N-dimethylacetamide solvent, 50mmol of precursor A and 140mmol of 3- (dimethylamino) -1-propanethiol are added into a reaction vessel, nitrogen is introduced, 0.8mmol of benzoin dimethyl ether is added, the reaction vessel is irradiated under an ultraviolet lamp for reaction for 3 hours, the wavelength of the ultraviolet lamp is 365nm, the power is 60W, reduced pressure distillation is carried out, and the product is recrystallized by toluene to obtain tertiary amine precursor.
Preparing a temperature-resistant and shear-resistant fracturing fluid tackifier, wherein the structural formula is as follows:
; 600mL of N, N-dimethylformamide, 50mmol of tertiary amine precursor and 65mmol of 1-chlorododecane are added into a reaction vessel, heated to 120 ℃, stirred and reacted for 48 hours, distilled under reduced pressure, washed by methanol and dried to obtain the temperature-resistant and shear-resistant fracturing fluid tackifier.
Comparative example 1
This comparative example is a tertiary amine precursor prepared in example 1, having the structural formula:
。
Comparative example 2
Preparing a precursor, wherein the structural formula is as follows; 80ML of toluene, 40mmol of ethylenediamine and 84mmol of itaconic anhydride are added into a reaction vessel, nitrogen is introduced, the mixture is reacted for 24 hours at 60 ℃, and the precursor is obtained by reduced pressure distillation, washing with acetone and drying.
Preparing tertiary amine precursor with the structural formula of; Adding 300mL tetrahydrofuran solvent, 50mmol precursor and 130mmol 3- (dimethylamino) -1-propanethiol into a reaction vessel, introducing nitrogen, adding 0.9mmol benzoin dimethyl ether, irradiating the reaction vessel under an ultraviolet lamp for reaction for 3 hours, wherein the wavelength of the ultraviolet lamp is 365nm, the power is 60W, distilling under reduced pressure, and recrystallizing the product with toluene to obtain the tertiary amine precursor.
Preparing a fracturing fluid tackifier, wherein the structural formula is as follows:
; 400mL of N, N-dimethylformamide, 50mmol of tertiary amine precursor and 55mmol of 1-chlorooctane are added into a reaction vessel, heated to 100 ℃, stirred and reacted for 72 hours, distilled under reduced pressure, washed by methanol and dried to obtain the temperature-resistant and shear-resistant fracturing fluid tackifier.
Adding the temperature-resistant and shear-resistant fracturing fluid tackifier into water to prepare a simulated fracturing fluid with the concentration of 0.5-2%, uniformly stirring, and measuring the apparent viscosity of the solution at 25 ℃ by adopting a rotational viscometer.
Table 1 simulates the apparent viscosity test of fracturing fluid.
Adding the temperature-resistant and shear-resistant fracturing fluid tackifier into water to prepare a simulated fracturing fluid with the concentration of 2%, uniformly stirring, and measuring the apparent viscosity of the solution at 25-100 ℃ by adopting a rotational viscometer.
TABLE 2 temperature resistance test
Adding a temperature-resistant and shearing-resistant fracturing fluid tackifier into water to prepare a simulated fracturing fluid with the concentration of 2%, uniformly stirring, shearing for 1-4h at 25 ℃, measuring the apparent viscosity of the solution by adopting a rotational viscometer, wherein the shearing rate is 170s -1.
Table 3 shear resistance test
The temperature-resistant shearing fracturing fluid tackifier prepared by the embodiment of the invention has unique gemini betaine groups, high apparent viscosity, good tackifying performance and good shearing resistance; and meanwhile, the high-temperature-resistant and shear-resistant naphthalene ring-containing fracturing fluid tackifier has the advantages of high rigidity, high structural stability and high thermal stability, is beneficial to improving the temperature resistance and the shear resistance of the fracturing fluid tackifier, and has smaller apparent viscosity reduction under high-temperature and long-time shearing.
The tertiary amine precursor of comparative example 1 does not contain a gemini betaine group, has a small apparent viscosity, and has poor tackifying performance and poor shear resistance.
Comparative example 2 the prepared fracturing fluid tackifier does not contain naphthalene ring structure, has poor structural stability and thermal stability, and has large apparent viscosity reduction range and poor temperature resistance and shearing resistance under high-temperature and long-time shearing.
Claims (6)
1. The preparation process of the temperature-resistant and shear-resistant fracturing fluid tackifier is characterized by comprising the following structural formula:
; n is any integer from 8 to 12;
the preparation process comprises the following steps: adding N, N-dimethylformamide, a tertiary amine precursor and alkyl chloride into a reaction vessel, stirring for reaction, distilling under reduced pressure, washing with methanol, and drying to obtain a temperature-resistant and shear-resistant fracturing fluid tackifier;
the temperature of the reaction is controlled to be 100-140 ℃, and the reaction time is controlled to be 48-72h;
The alkyl chloride is any one of 1-chlorooctane, 1-chlorononane, 1-chlorodecane, 1-chloroundecane and 1-chlorododecane;
the preparation process of the tertiary amine precursor comprises the following steps:
(1) Adding toluene, 1, 5-naphthalene diamine and itaconic anhydride into a reaction container, introducing nitrogen for reaction, distilling under reduced pressure, and recrystallizing the product with toluene to obtain a precursor A;
(2) Adding a solvent, a precursor A and 3- (dimethylamino) -1-propanethiol into a reaction container, introducing nitrogen, adding benzoin dimethyl ether, carrying out irradiation reaction on the reaction container for 1-3h under an ultraviolet lamp, carrying out reduced pressure distillation, and recrystallizing the product with toluene to obtain a tertiary amine precursor.
2. The process for preparing the temperature-resistant and shear-resistant fracturing fluid tackifier according to claim 1, wherein the ratio of the N, N-dimethylformamide to the tertiary amine precursor to the alkyl chloride is (8-12) L to 1mol (1-1.3).
3. The process for preparing the temperature-resistant and shear-resistant fracturing fluid tackifier according to claim 1, wherein the proportion of toluene, 1, 5-naphthalene diamine and itaconic anhydride in the step (1) is 1mol (2.1-2.25) and 1mol (1.7-2.5) L.
4. The process for preparing the temperature-resistant and shear-resistant fracturing fluid tackifier according to claim 1, wherein the reaction temperature in the step (1) is controlled to be 50-60 ℃, and the reaction time is controlled to be 18-24 hours.
5. The process for preparing the temperature-resistant and shear-resistant fracturing fluid tackifier according to claim 1, wherein the proportion of the solvent, the precursor A, the 3- (dimethylamino) -1-propanethiol and the benzoin dimethyl ether in the step (2) is (4-6) L, 1mol (2.4-2.8) mol (0.016-0.022) mmol.
6. The process for preparing a temperature-resistant and shear-resistant fracturing fluid tackifier according to claim 1, wherein the solvent in (2) is any one of tetrahydrofuran, N-dimethylformamide and N, N-dimethylacetamide.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1860197A (en) * | 2004-04-15 | 2006-11-08 | 埃克森美孚化学专利公司 | Polyolefin adhesive compositions and articles made therefrom |
| CN110790676A (en) * | 2019-11-21 | 2020-02-14 | 西南石油大学 | Novel salt-tolerant temperature-tolerant zwitterionic viscoelastic surfactant and preparation method of reservoir transformation working solution |
| CN116589630A (en) * | 2023-07-17 | 2023-08-15 | 广饶六合化工有限公司 | Drag reducer for fracturing and preparation method thereof |
| WO2023243414A1 (en) * | 2022-06-13 | 2023-12-21 | 富士フイルム株式会社 | Resin composition, film, optical filter, solid-state imaging element, and image display device |
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- 2024-02-20 CN CN202410187007.2A patent/CN117736127B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1860197A (en) * | 2004-04-15 | 2006-11-08 | 埃克森美孚化学专利公司 | Polyolefin adhesive compositions and articles made therefrom |
| CN110790676A (en) * | 2019-11-21 | 2020-02-14 | 西南石油大学 | Novel salt-tolerant temperature-tolerant zwitterionic viscoelastic surfactant and preparation method of reservoir transformation working solution |
| WO2023243414A1 (en) * | 2022-06-13 | 2023-12-21 | 富士フイルム株式会社 | Resin composition, film, optical filter, solid-state imaging element, and image display device |
| CN116589630A (en) * | 2023-07-17 | 2023-08-15 | 广饶六合化工有限公司 | Drag reducer for fracturing and preparation method thereof |
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