Hydrated crystalline form of 2-acrylamido-2-methylpropane sulfonic acid
US-10759746-B2 · Sep 1, 2020 · US
US11180446B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11180446-B2 |
| Application number | US-201816494844-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 19, 2018 |
| Priority date | Mar 20, 2017 |
| Publication date | Nov 23, 2021 |
| Grant date | Nov 23, 2021 |
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A process for enhanced oil recovery comprising the following steps:a) Preparation of an injection fluid comprising at least one water-soluble (co)polymer prepared at least from 2-acrylamido-2-methylpropane sulfonic acid (ATBS) or from at least one of its salts, with water or with brine, where the 2-acrylamido-2-methylpropane sulfonic acid is a hydrated crystalline form of 2-acrylamido-2-methylpropane sulfonic acid having a 2-theta powder X-ray diffraction diagram comprising peaks at 10.58°, 11.2°, 12.65°, 13.66°, 16.28°, 18.45°, 20°, 20.4°, 22.5°, 25.5°, 25.88°, 26.47°, 28.52°, 30.28°, 30.8°, 34.09°, 38.19°, 40.69°, 41.82°, 43.74°, 46.04° degrees.b) Injection of injection fluid into an underground formation,c) Flushing of the underground formation using the fluid injected,d) Recovery of an aqueous and hydrocarbon mixture.
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What is claimed is: 1. A process for enhanced oil recovery comprising the following steps: a. preparing an injection fluid comprising at least one water-soluble (co)polymer prepared at least from 2-acrylamido-2-methylpropane sulfonic acid (ATBS) or from at least one of its salts, with water or with brine, wherein the 2-acrylamido-2-methylpropane sulfonic acid is a hydrated crystalline form of 2-acrylamido-2-methylpropane sulfonic acid having a 2-theta powder X-ray diffraction diagram comprising peaks at 10.58°, 11.2°, 12.65°, 13.66°, 16.28°, 18.45°, 20°, 20.4°, 22.5°, 25.5°, 25.88°, 26.47°, 28.52°, 30.28°, 30.8°, 34.09°, 38.19°, 40.69°, 41.82°, 43.74°, and 46.04° degrees; b. injecting injection fluid into an underground formation; c. flushing of the underground formation using the fluid injected; and d. recovering an aqueous and hydrocarbon mixture. 2. The process according to claim 1 , wherein the injection fluid comprises between 10 ppm and 15,000 ppm of water-soluble (co)polymer. 3. The process according to claim 2 , wherein the water-soluble (co)polymer is prepared at least from 2-acrylamido-2-methylpropane sulfonic acid of which 50% to 100% is in the hydrated crystalline form. 4. The process according to claim 2 , wherein the water-soluble (co)polymer is a (co)polymer obtained at least from 2-acrylamido-2-methylpropane sulfonic acid of which 50% to 100% is in the hydrated crystalline form and of at least one nonionic monomer and/or at least one anionic monomer and/or at least one cationic monomer and/or a zwitterionic monomer. 5. The process according to claim 4 , wherein the nonionic monomer is chosen from acrylamide, methacrylamide, N-isopropylacrylamide, N,N-dimethylacrylamide, N,N-diethylacrylamide, N-methylolacrylamide, N-vinylformamide, N-vinyl acetamide, N-vinylpyridine, N-vinylpyrrolidone, N-vinyl imidazole, N-vinyl succinimide, acryloyl morpholine (ACMO), acryloyl chloride, glycidyl methacrylate, glyceryl methacrylate, diacetone acrylamide and isoprenol. 6. The process according to claim 4 , wherein the anionic monomer is chosen from acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid, fumaric acid, acrylamido undecanoic acid, 3-acrylamido 3-methylbutanoic acid, maleic anhydride, vinylsulfonic acid, vinylphosphonic acid, allylsulfonic acid, methallylsulfonic acid, 2-methylidenepropane-1,3-disulfonic acid, 2-sulfoethylmethacrylate, sulfopropylmethacrylate, sulfopropylacrylate, allylphosphonic acid, styrene sulfonic acid, 2-acrylamido-2-methyl propane disulfonic acid; and water-soluble salts of these monomers like their alkali metal, alkaline earth metal, or ammonium salts. 7. The process according to claim 2 , wherein the water-soluble (co)polymer is a (co)polymer obtained at least from 2-acrylamido-2-methylpropane sulfonic acid of which 50% to 100% is in the hydrated crystalline form and of at least one nonionic monomer and/or at least one anionic monomer, and wherein: the nonionic monomer is chosen from acrylamide, methacrylamide, N-isopropylacrylamide, N,N-dimethylacrylamide, N,N-diethylacrylamide, N-methylolacrylamide, N-vinylformamide, N-vinyl acetamide, N-vinylpyridine, N-vinylpyrrolidone, N-vinyl imidazole, N-vinyl succinimide, acryloyl morpholine (ACMO), acryloyl chloride, glycidyl methacrylate, glyceryl methacrylate, diacetone acrylamide and isoprenol; and the anionic monomer is chosen from acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid, fumaric acid, acrylamido undecanoic acid, 3-acrylamido 3-methylbutanoic acid, maleic anhydride, vinylsulfonic acid, vinylphosphonic acid, allylsulfonic acid, methallylsulfonic acid, 2-methylidenepropane-1,3-disulfonic acid, 2-sulfoethylmethacrylate, sulfopropylmethacrylate, sulfopropylacrylate, allylphosphonic acid, styrene sulfonic acid, 2-acrylamido-2-methyl propane disulfonic acid; and water-soluble salts of these monomers like their alkali metal, alkaline earth metal, or ammonium salts. 8. The process according to claim 7 , wherein the injection fluid comprises between 50 ppm and 10,000 ppm of (co)polymer. 9. The process according to claim 8 , wherein the injection fluid comprises between 100 and 5,000 ppm of (co)polymer. 10. The process according to claim 7 , wherein the (co)polymer is obtained at least from the 2-acrylamido-2-methylpropane sulfonic acid of which 50% to 100% is in the hydrated crystalline form and the at least one nonionic monomer. 11. The process according to claim 7 , wherein the (co)polymer is obtained at least from the 2-acrylamido-2-methylpropane sulfonic acid of which 50% to 100% is in the hydrated crystalline form and the at least one anionic monomer. 12. The process according to claim 1 , wherein the water-soluble (co)polymer is prepared at least from 2-acrylamido-2-methylpropane sulfonic acid of which 50% to 100% is in the hydrated crystalline form. 13. The process according to claim 1 , wherein the water-soluble (co)polymer is a (co)polymer obtained at least from 2-acrylamido-2-methylpropane sulfonic acid of which 50% to 100% is in the hydrated crystalline form and of at least one nonionic monomer and/or at least one anionic monomer and/or at least one cationic monomer and/or a zwitterionic monomer. 14. The process according to claim 13 , wherein the nonionic monomer is chosen from acrylamide, methacrylamide, N-isopropylacrylamide, N,N-dimethylacrylamide, N,N-diethylacrylamide, N-methylolacrylamide, N-vinylformamide, N-vinyl acetamide, N-vinylpyridine, N-vinylpyrrolidone, N-vinyl imidazole, N-vinyl succinimide, acryloyl morpholine (ACMO), acryloyl chloride, glycidyl methacrylate, glyceryl methacrylate, diacetone acrylamide and isoprenol. 15. The process according to claim 13 , wherein the anionic monomer is chosen from acrylic acid, methacrylic acid, itaconic acid, crotonic acid, maleic acid, fumaric acid, acrylamido undecanoic acid, 3-acrylamido 3-methylbutanoic acid, maleic anhydride, vinylsulfonic acid, vinylphosphonic acid, allylsulfonic acid, methallylsulfonic acid, 2-methylidenepropane-1,3-disulfonic acid, 2-sulfoethylmethacrylate, sulfopropylmethacrylate, sulfopropylacrylate, allylphosphonic acid, styrene sulfonic acid, 2-acrylamido-2-methyl propane disulfonic acid; and water-soluble salts of these monomers like their alkali metal, alkaline earth metal, or ammonium salts. 16. The process according to claim 1 , wherein the injection fluid comprises between 50 ppm and 10,000 ppm of (co)polymer. 17. The process according to claim 16 , wherein the injection fluid comprises between 100 and 5,000 ppm of (co)polymer. 18. The process according to claim 1 , wherein the water-soluble (co)polymer is a homopolymer prepared from the hydrated crystalline form of 2-acrylamido-2-methylpropane sulfonic acid. 19. The process according to claim 18 , wherein the injection fluid comprises between 50 ppm and 10,000 ppm of (co)polymer. 20. The process according to claim 19 , wherein the injection fluid comprises between 100 and 5,000 ppm of (co)polymer.
the nitrogen atom of at least one of the amino groups being part of any of the groups [IMAGE cpc-sch-C07C-0975.gif], X being a hetero atom, Y being any atom · CPC title
by forming crevices or fractures · CPC title
Crystalline forms, e.g. polymorphs · CPC title
Acrylamide; Methacrylamide · CPC title
containing oxygen in addition to the carbonamido oxygen {, e.g. N-methylolacrylamide, N-acryloylmorpholine} · CPC title
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