CN113603620A - Preparation and application of amphoteric polymerizable surfactant monomer - Google Patents
Preparation and application of amphoteric polymerizable surfactant monomer Download PDFInfo
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- CN113603620A CN113603620A CN202110235853.3A CN202110235853A CN113603620A CN 113603620 A CN113603620 A CN 113603620A CN 202110235853 A CN202110235853 A CN 202110235853A CN 113603620 A CN113603620 A CN 113603620A
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- 239000000178 monomer Substances 0.000 title claims abstract description 43
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 29
- 238000002360 preparation method Methods 0.000 title claims description 7
- 229920000642 polymer Polymers 0.000 claims abstract description 32
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 17
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims abstract description 14
- KSVSZLXDULFGDQ-UHFFFAOYSA-M sodium;4-aminobenzenesulfonate Chemical compound [Na+].NC1=CC=C(S([O-])(=O)=O)C=C1 KSVSZLXDULFGDQ-UHFFFAOYSA-M 0.000 claims abstract description 14
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 9
- 239000002562 thickening agent Substances 0.000 claims abstract description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims abstract description 7
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims abstract description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims abstract description 7
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- 239000000843 powder Substances 0.000 claims abstract description 7
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 7
- 238000007142 ring opening reaction Methods 0.000 claims abstract description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical group CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 32
- 238000006243 chemical reaction Methods 0.000 claims description 22
- -1 dodecyl dimethyl tertiary amine Chemical class 0.000 claims description 17
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 10
- 229920001577 copolymer Polymers 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 7
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 2
- 230000000977 initiatory effect Effects 0.000 claims 1
- 230000002209 hydrophobic effect Effects 0.000 abstract description 13
- 238000001035 drying Methods 0.000 abstract description 10
- 239000012530 fluid Substances 0.000 abstract description 8
- 239000012467 final product Substances 0.000 abstract description 4
- 230000015784 hyperosmotic salinity response Effects 0.000 abstract description 4
- 239000004576 sand Substances 0.000 abstract description 3
- 239000000725 suspension Substances 0.000 abstract description 2
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 abstract 1
- 238000007873 sieving Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 26
- 238000002390 rotary evaporation Methods 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000000967 suction filtration Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002894 organic compounds Chemical group 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical group 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/04—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/56—Acrylamide; Methacrylamide
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K8/00—Compositions for drilling of boreholes or wells; Compositions for treating boreholes or wells, e.g. for completion or for remedial operations
- C09K8/60—Compositions for stimulating production by acting on the underground formation
- C09K8/602—Compositions for stimulating production by acting on the underground formation containing surfactants
- C09K8/604—Polymeric surfactants
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- 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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- C09K8/84—Compositions based on water or polar solvents
- C09K8/86—Compositions based on water or polar solvents containing organic compounds
- C09K8/88—Compositions based on water or polar solvents containing organic compounds macromolecular compounds
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- C09K2208/00—Aspects relating to compositions of drilling or well treatment fluids
- C09K2208/30—Viscoelastic surfactants [VES]
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Abstract
An amphoteric polymerizable surfactant monomer, which is prepared by a method comprising: (1) performing ring opening reaction on epoxy chloropropane and long-chain tertiary amine in a hydrochloric acid solution to obtain an intermediate HYZ; (2) HYZ reacts with sulfanilic acid sodium salt to obtain an intermediate DAJ; (3) DAJ was reacted with maleic anhydride in an ice bath to give final product LXJ. Carrying out V50 initiated polymerization on the monomer, acrylamide, acrylic acid and 2-acrylamido-2-methylpropanesulfonic acid at 50 ℃, drying, crushing and sieving to obtain polymer thickening agent powder; the powder is prepared into 0.5 wt% solution to obtain the fracturing fluid. The monomer prepared by the invention is used for the hydrophobic association polymer, the polymer solution has better viscoelasticity, temperature resistance and salt tolerance, and the fracturing fluid prepared by the monomer can effectively solve the technical problems of high cost and poor sand suspension capability of the traditional hydrophobic association polymer fracturing fluid.
Description
Technical Field
The invention relates to the technical field of oil and gas well reservoir transformation for petroleum exploration and development, and designs preparation of an amphoteric polymerizable surfactant monomer and application of the amphoteric polymerizable surfactant monomer in an oilfield fracturing fluid thickening agent.
Technical Field
The amphoteric polymerizable surfactant monomer is an organic compound with unsaturated groups, hydrophobic long chains and strong water-soluble groups, has excellent water solubility due to the quaternary ammonium ions, hydroxyl groups, sulfonic groups and carboxyl groups in the structure, ensures the rigidity of the polymer structure to improve the temperature resistance and salt tolerance due to the existence of a benzene ring structure, and has the effects of a bactericide and a clay stabilizer due to the existence of the quaternary ammonium salt structure. In addition, under the condition that the amount of the hydrophobic association polymer is less than or equal to 0.20 wt% of the total amount of the monomers, the hydrophobic association polymer aqueous solution obtained by copolymerizing the hydrophobic association polymer with acrylamide, acrylic acid and 2-acrylamido-2-methylpropanesulfonic acid is easier to form hydrogen bonds, so that the polymer aqueous solution has a denser space network structure, and the polymer aqueous solution has excellent viscoelasticity. Therefore, the hydrophobic association polymer prepared by the amphoteric polymerizable surfactant monomer can effectively solve the technical problems of high cost and poor sand suspending capacity of the traditional hydrophobic association polymer fracturing fluid, and the hydrophobic association polymer fracturing fluid prepared by the monomer has wide application prospect. At present, no preparation method of the amphoteric polymerizable surfactant monomer is disclosed, and in order to introduce the excellent performance of the surfactant into a polymer and expand the application range of the polymer, the invention designs and prepares the amphoteric polymerizable surfactant monomer by referring to a synthesis method of the surfactant.
Disclosure of Invention
The invention aims to provide a preparation method of an amphoteric polymerizable surfactant monomer, which has the characteristics of environmental protection and low cost, and a hydrophobic association polymer solution based on the monomer has better viscoelasticity, temperature resistance and salt tolerance.
The technical scheme adopted by the invention is as follows:
a preparation method of an amphoteric polymerizable surfactant monomer comprises the following steps:
(1) the ring opening reaction of epichlorohydrin and long chain tertiary amine in hydrochloric acid solution gives intermediate HYZ, the reaction formula is as follows:
(2) reacting intermediate HYZ with sodium sulfanilate to give intermediate DAJ: the reaction formula is shown as the following formula:
(3) reacting intermediate DAJ with maleic anhydride to provide amphoteric polymerizable surfactant monomer LXJ, according to the formula:
further, the long-chain tertiary amine is selected from one of dodecyl dimethyl tertiary amine, tetradecyl dimethyl tertiary amine, hexadecyl dimethyl tertiary amine, octadecyl dimethyl tertiary amine, oleic acid amide propyl dimethyl tertiary amine and erucic acid amide propyl dimethyl tertiary amine.
Further, the mole ratio of the epichlorohydrin, the hydrogen chloride and the long-chain tertiary amine in the step (1) is 1.5: 1.1-1.5: 1.0; the used organic solvent is ethanol or isopropanol which has no harm to the environment; the ring-opening reaction conditions are as follows: 6 to 10 hours at 50 to 60 ℃.
Further, the molar ratio of the intermediate HYZ to the sodium sulfanilate in the step (2) is 1.0: 1.0-1.5; the used solvents are deionized water and ethanol (volume ratio is 2: 1); the reaction conditions were at 90 ℃ for 24 h.
Further, the molar ratio of the intermediate DAJ to the maleic anhydride in the step (3) is 1.0: 1.0-2.0; the solvent is methanol; the reaction condition is that the reaction is carried out for 12 hours at 0 ℃.
Further, an amphoteric polymerizable surfactant monomer characterized in that the monomer has a structure represented by the general structure of the monomer synthesized in the step (3) in claim 1.
Further, the method for preparing the polymer thickening agent by using the amphoteric polymerizable surfactant monomer is characterized in that acrylamide, acrylic acid, 2-acrylamido-2-methylpropanesulfonic acid and the amphoteric polymerizable surfactant monomer LXJ are initiated to polymerize by using V50 at the mass ratio of 65:20:15: 0.1-0.3 at 50 ℃ for 10 hours to obtain a copolymer, then the copolymer is cut into pieces, dried at 50 ℃, finally crushed and sieved by a 250-mesh sieve to obtain the polymer thickening agent powder.
The invention has the beneficial effects that:
the hydrophobic association polymer prepared by the amphoteric polymerizable surfactant monomer has better viscoelasticity, temperature resistance and salt tolerance, and can effectively solve the technical problems of high cost and poor sand suspension capability of the traditional hydrophobic association polymer fracturing fluid, so that the hydrophobic association polymer fracturing fluid prepared by the monomer has wide application prospect.
Drawings
FIG. 1 shows nuclear magnetic spectrum of amphoteric polymerizable surfactant monomer prepared from erucamidopropyl dimethyl tertiary amine
Detailed Description
The following detailed description of embodiments of the invention refers to the accompanying drawings.
The first embodiment is as follows:
100mmol erucamidopropyl dimethyl tertiary amine is firstly dissolved in 100mL ethanol, and then 150mmol hydrogen chloride is added into a round-bottom flask and stirred for 5min at room temperature, so that hydrochloric acid is completely dissolved in the solution. Then 150mmol of epichlorohydrin is added into the flask, and the temperature is raised to 60 ℃ for reaction for 6 h. After the reaction is finished, removing ethanol and epichlorohydrin by rotary evaporation to obtain a light yellow viscous paste, and placing the paste in a drying bottle for later use, wherein the mark is HYZ-22, and the yield is 92%.
100mmol of HYZ-22 is dissolved in 50mL of ethanol, 150mol of sodium sulfanilate is dissolved in 100mL of deionized water, and the HZT-22 solution is gradually dripped into the sodium sulfanilate solution and reacts for 24 hours at the temperature of 90 ℃ while dripping. After the reaction is finished, the solvent is removed by rotary evaporation to obtain yellow viscous paste. Adding excessive ethanol to generate white precipitate, performing suction filtration to remove excessive sodium sulfanilate, and placing in a drying bottle for later use, wherein the mark is DAJ-22, and the yield is 80%.
100mmol of DAJ-22 was dissolved in 100mL of methanol, 200mmol of maleic anhydride was dissolved in 20mL of methanol, and the maleic anhydride solution was gradually added dropwise to the DAJ-22 solution and reacted at 0 ℃ in an ice bath for 12 hours. After the reaction is finished, removing methanol by rotary evaporation to obtain a dark yellow paste, then adding excessive acetone to remove excessive maleic anhydride, and purifying to obtain a final product, namely the amphoteric polymerizable surfactant monomer, wherein the mark is LXJ-22, the yield is 75%, and a nuclear magnetic spectrum is shown in figure 1.
Example two:
firstly, 100mmol of dodecyl dimethyl tertiary amine is dissolved in 100mL of ethanol, then 100mmol of hydrogen chloride is added into a round-bottom flask, and the mixture is stirred for 5min at room temperature, so that hydrochloric acid is completely dissolved in the solution. Then 100mmol of epichlorohydrin is added into the flask, and the temperature is raised to 50 ℃ for reaction for 6 h. After the reaction is finished, removing ethanol and epichlorohydrin by rotary evaporation to obtain a light yellow viscous paste, and placing the paste in a drying bottle for later use, wherein the mark is HYZ-12, and the yield is 85%.
Dissolving 100mmol of HYZ-12 in 50mL of ethanol, dissolving 100mol of sodium sulfanilate in 100mL of deionized water, gradually dropwise adding the HZT-12 solution into the sodium sulfanilate solution, and reacting for 24 hours at 90 ℃ while dropwise adding. After the reaction is finished, the solvent is removed by rotary evaporation to obtain yellow viscous paste. And adding excessive ethanol to generate white precipitate, performing suction filtration to remove excessive sodium sulfanilate, and placing in a drying bottle for later use, wherein the mark is DAJ-12, and the yield is 75%.
100mmol of DAJ-12 was dissolved in 100mL of methanol and 100mmol of maleic anhydride was dissolved in 20mL of methanol, and the maleic anhydride solution was gradually added dropwise to the DAJ-12 solution and reacted at 0 ℃ in an ice bath for 12 hours. After the reaction is finished, the methanol is removed by rotary evaporation to obtain a dark yellow paste, and then excessive acetone is added to remove excessive maleic anhydride, so that the final product amphoteric polymerizable surfactant monomer is obtained, recorded as LXJ-12, and the yield is 71%.
Example three:
first, 100mmol of hexadecyl dimethyl tertiary amine is dissolved in 100mL of ethanol, then 120mmol of hydrogen chloride is added into a round-bottom flask, and the mixture is stirred for 5min at room temperature, so that hydrochloric acid is completely dissolved in the solution. Then 120mmol of epichlorohydrin is added into the flask, and the temperature is raised to 55 ℃ for reaction for 6 h. After the reaction is finished, removing ethanol and epichlorohydrin by rotary evaporation to obtain a light yellow viscous paste, and placing the paste in a drying bottle for later use, wherein the mark is HYZ-16, and the yield is 88%.
100mmol of HYZ-16 is dissolved in 50mL of ethanol, 120mol of sodium sulfanilate is dissolved in 100mL of deionized water, and the HZT-16 solution is gradually dripped into the sodium sulfanilate solution and reacts for 24 hours at 90 ℃ while dripping. After the reaction is finished, the solvent is removed by rotary evaporation to obtain yellow viscous paste. And adding excessive ethanol to generate white precipitate, performing suction filtration to remove excessive sodium sulfanilate, and placing in a drying bottle for later use, wherein the mark is DAJ-16, and the yield is 77%.
100mmol of DAJ-16 was dissolved in 100mL of methanol, 150mmol of maleic anhydride was dissolved in 20mL of methanol, and the maleic anhydride solution was gradually added dropwise to the DAJ-16 solution and reacted at 0 ℃ in an ice bath for 12 hours. After the reaction is finished, the methanol is removed by rotary evaporation to obtain a dark yellow paste, and then excessive acetone is added to remove excessive maleic anhydride, so that the final product amphoteric polymerizable surfactant monomer is obtained, recorded as LXJ-16, and the yield is 74%.
Example four:
in the embodiment, acrylamide, acrylic acid, 2-acrylamido-2-methylpropanesulfonic acid and LXJ-22 four monomer amines are adopted, the weight ratio of the four monomer amines is 65:20:15:0.1, the polymerization is initiated at 50 ℃ under V50, a copolymer is obtained after 4 hours of polymerization, the copolymer is cut into pieces, the drying is carried out at 50 ℃, and finally the pieces are crushed to pass through a 250-mesh sieve, so that the polymer thickening agent powder is obtained. Then, the polymer was prepared into a 0.5 wt% solution, and the solution was sufficiently stirred to obtain a polymer solution having an apparent viscosity of 165 mPas.
Example six:
in the embodiment, acrylamide, acrylic acid, 2-acrylamido-2-methylpropanesulfonic acid and LXJ-22 four monomer amines are adopted, the weight ratio of the four monomer amines is 65:20:15:0.2, the polymerization is initiated at 50 ℃ under V50, a copolymer is obtained after the polymerization is carried out for 6 hours, then the copolymer is cut into pieces, the drying is carried out at 50 ℃, and finally the pieces are crushed to pass through a 250-mesh sieve, so that the polymer thickening agent powder is obtained. Then, the polymer was prepared into a 0.5 wt% solution, and the solution was sufficiently stirred to obtain a polymer solution having an apparent viscosity of 186 mPas.
Example seven:
in the embodiment, acrylamide, acrylic acid, 2-acrylamido-2-methylpropanesulfonic acid and LXJ-22 four monomer amines are adopted, the weight ratio of the four monomer amines is 65:20:15:0.3, the polymerization is initiated at 50 ℃ under V50, a copolymer is obtained after the polymerization is carried out for 6 hours, then the copolymer is cut into pieces, the drying is carried out at 50 ℃, and finally the pieces are crushed to pass through a 250-mesh sieve, so that the polymer thickening agent powder is obtained. Then, the polymer was prepared into a 0.5 wt% solution, and the solution was sufficiently stirred to obtain a polymer solution having an apparent viscosity of 150 mPas.
Claims (7)
1. A preparation method of an amphoteric polymerizable surfactant monomer is characterized by comprising the following steps:
(1) the ring opening reaction of epichlorohydrin and long chain tertiary amine in hydrochloric acid solution gives intermediate HYZ, the reaction formula is as follows:
(2) reacting intermediate HYZ with sodium sulfanilate to give intermediate DAJ: the reaction formula is shown as the following formula:
(3) intermediate DAJ was reacted with maleic anhydride to give amphoteric polymerizable surfactant monomer LXJ as follows:
2. the method of claim 1, wherein the long-chain tertiary amine is selected from the group consisting of dodecyl dimethyl tertiary amine, tetradecyl dimethyl tertiary amine, hexadecyl dimethyl tertiary amine, octadecyl dimethyl tertiary amine, oleamidopropyl dimethyl tertiary amine, and erucamidopropyl dimethyl tertiary amine.
3. The method for preparing the amphoteric polymerizable surfactant monomer according to claim 1, wherein the molar ratio of epichlorohydrin, hydrogen chloride and long-chain tertiary amine in the step (1) is 1.5:1.1 to 1.5: 1.0; the used organic solvent is ethanol or isopropanol which has no harm to the environment; the ring-opening reaction conditions are as follows: 6 to 10 hours at 50 to 60 ℃.
4. The method for preparing the amphoteric polymerizable surfactant monomer according to claim 1, wherein the molar ratio of the intermediate HYZ to sodium sulfanilate in step (2) is 1.0: 1.0-1.5; the used solvents are deionized water and ethanol (volume ratio is 2: 1); the reaction conditions were at 90 ℃ for 24 h.
5. The method of LXJ of claim 1, wherein the molar ratio of intermediate DAJ to maleic anhydride in step (3) is 1.0: 1.0-2.0; the solvent is methanol; the reaction condition is that the reaction is carried out for 12 hours at 0 ℃.
6. An amphoteric polymerizable surfactant monomer having the formula of the monomer synthesized in step (3) of claim 1.
7. The method for preparing the polymer thickening agent by using the amphoteric polymerizable surfactant monomer as claimed in claim 6, is characterized in that acrylamide, acrylic acid, 2-acrylamido-2-methylpropanesulfonic acid and the amphoteric polymerizable surfactant monomer are subjected to initiation polymerization by using V50 at 50 ℃ according to the mass ratio of 65:20:15: 0.1-0.3, a copolymer is obtained after polymerization is carried out for 4-8 hours, then the copolymer is cut into pieces, dried at 50 ℃, and finally crushed and sieved by a 250-mesh sieve to obtain polymer thickening agent powder.
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| CN111302960A (en) * | 2020-03-31 | 2020-06-19 | 常州大学 | Polymerizable surfactant with reducibility and preparation method thereof |
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Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
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