JPWO2019232019A5 - - Google Patents
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- Publication number
- JPWO2019232019A5 JPWO2019232019A5 JP2020567107A JP2020567107A JPWO2019232019A5 JP WO2019232019 A5 JPWO2019232019 A5 JP WO2019232019A5 JP 2020567107 A JP2020567107 A JP 2020567107A JP 2020567107 A JP2020567107 A JP 2020567107A JP WO2019232019 A5 JPWO2019232019 A5 JP WO2019232019A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- weight
- alkylene oxide
- bottle brush
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 229920000642 polymer Polymers 0.000 claims description 32
- 125000002947 alkylene group Chemical group 0.000 claims description 22
- 241001264766 Callistemon Species 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 18
- 239000002270 dispersing agent Substances 0.000 claims description 14
- 239000002202 Polyethylene glycol Substances 0.000 claims description 12
- 229920001223 polyethylene glycol Polymers 0.000 claims description 12
- 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 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 10
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 9
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000002738 chelating agent Substances 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 8
- 238000006116 polymerization reaction Methods 0.000 claims description 8
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 6
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 6
- -1 acrylic phosphates Chemical class 0.000 claims description 6
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 6
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 claims description 6
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 5
- 239000011976 maleic acid Substances 0.000 claims description 5
- 235000021317 phosphate Nutrition 0.000 claims description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
- VSSGDAWBDKMCMI-UHFFFAOYSA-N 2-methyl-2-(2-methylprop-2-enoylamino)propane-1-sulfonic acid Chemical compound CC(=C)C(=O)NC(C)(C)CS(O)(=O)=O VSSGDAWBDKMCMI-UHFFFAOYSA-N 0.000 claims description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical group OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 4
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 150000007942 carboxylates Chemical class 0.000 claims description 4
- 150000001735 carboxylic acids Chemical class 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 229960003330 pentetic acid Drugs 0.000 claims description 4
- 239000000377 silicon dioxide Substances 0.000 claims description 4
- 150000003871 sulfonates Chemical class 0.000 claims description 4
- 150000003460 sulfonic acids Chemical class 0.000 claims description 4
- SEILKFZTLVMHRR-UHFFFAOYSA-N 2-phosphonooxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOP(O)(O)=O SEILKFZTLVMHRR-UHFFFAOYSA-N 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- FWWXYLGCHHIKNY-UHFFFAOYSA-N 2-ethoxyethyl prop-2-enoate Chemical compound CCOCCOC(=O)C=C FWWXYLGCHHIKNY-UHFFFAOYSA-N 0.000 claims description 2
- YKXCRQMWXWLEDR-UHFFFAOYSA-N 2-hydroxyethyl 2-methylprop-2-enoate;3-hydroxypropyl prop-2-enoate Chemical compound CC(=C)C(=O)OCCO.OCCCOC(=O)C=C YKXCRQMWXWLEDR-UHFFFAOYSA-N 0.000 claims description 2
- XKWFZGCWEYYGSK-UHFFFAOYSA-N 3,3,5,5-tetramethyl-2-methylidenehexanamide Chemical compound CC(C)(C)CC(C)(C)C(=C)C(N)=O XKWFZGCWEYYGSK-UHFFFAOYSA-N 0.000 claims description 2
- ZAWQXWZJKKICSZ-UHFFFAOYSA-N 3,3-dimethyl-2-methylidenebutanamide Chemical compound CC(C)(C)C(=C)C(N)=O ZAWQXWZJKKICSZ-UHFFFAOYSA-N 0.000 claims description 2
- WHNPOQXWAMXPTA-UHFFFAOYSA-N 3-methylbut-2-enamide Chemical compound CC(C)=CC(N)=O WHNPOQXWAMXPTA-UHFFFAOYSA-N 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 2
- 150000003926 acrylamides Chemical class 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 229920000578 graft copolymer Polymers 0.000 claims description 2
- 230000002401 inhibitory effect Effects 0.000 claims description 2
- 229910052914 metal silicate Inorganic materials 0.000 claims description 2
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 claims description 2
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 claims description 2
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 claims description 2
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 claims description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 150000002689 maleic acids Chemical class 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 150000003839 salts Chemical class 0.000 description 8
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN201841020598 | 2018-06-01 | ||
| IN201841020598 | 2018-06-01 | ||
| IN201841020613 | 2018-06-01 | ||
| IN201841020613 | 2018-06-01 | ||
| IN201841029480 | 2018-08-06 | ||
| IN201841029480 | 2018-08-06 | ||
| IN201941002455 | 2019-01-21 | ||
| IN201941002455 | 2019-01-21 | ||
| PCT/US2019/034349 WO2019232019A1 (en) | 2018-06-01 | 2019-05-29 | Inhibition of silica scale using a chelating agent blended with acid and alkylene oxide derived polymer dispersants |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| JP2021526454A JP2021526454A (ja) | 2021-10-07 |
| JP2021526454A5 JP2021526454A5 (https=) | 2023-08-31 |
| JPWO2019232019A5 true JPWO2019232019A5 (https=) | 2023-08-31 |
| JP7387649B2 JP7387649B2 (ja) | 2023-11-28 |
Family
ID=66912985
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020567107A Active JP7387649B2 (ja) | 2018-06-01 | 2019-05-29 | 酸およびアルキレンオキシド由来のポリマー分散剤とブレンドされたキレート化剤を使用するシリカスケールの阻害 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US12146099B2 (https=) |
| JP (1) | JP7387649B2 (https=) |
| CN (1) | CN112334563B (https=) |
| MX (1) | MX2020013008A (https=) |
| SG (1) | SG11202011971RA (https=) |
| WO (1) | WO2019232019A1 (https=) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12157691B2 (en) * | 2018-06-01 | 2024-12-03 | Dow Global Technologies Llc | Acid grafted EO-PO copolymers as silica scale inhibitors |
| US11897801B2 (en) | 2019-07-30 | 2024-02-13 | Solenis Technologies, L.P. | Silica scale inhibitors |
| CN115612471B (zh) * | 2021-07-15 | 2023-07-18 | 大庆油田有限责任公司 | 一种适用于三元复合驱硅垢去除剂 |
| US12371638B2 (en) * | 2022-03-01 | 2025-07-29 | Kurita Water Industries Ltd. | Cleaning agent, cleaning method of water treatment apparatus, and cleaning method of silica-based scale |
| WO2025178621A1 (en) * | 2024-02-22 | 2025-08-28 | Ecolab Usa Inc. | Silica inhibition for high silica brine |
| WO2026019430A1 (en) * | 2024-07-19 | 2026-01-22 | Ecolab Usa Inc. | Formulation for cleaning silica and silicate containing deposits |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4146488A (en) | 1978-01-24 | 1979-03-27 | Union Carbide Corporation | Metal lubricants |
| US4392972A (en) | 1981-12-30 | 1983-07-12 | Union Carbide Corporation | Aluminum-corrosion inhibitive heat transfer fluid |
| US4618448A (en) | 1984-11-09 | 1986-10-21 | Calgon Corporation | Carboxylic/sulfonic/polyalkylene oxide polymer for use as scale, corrosion, and iron oxide deposit control |
| NZ213578A (en) * | 1984-11-09 | 1988-04-29 | Calgon Corp | Inhibiting corrosion and scale deposition in aqueous systems by adding water soluble polymers |
| US4711725A (en) | 1985-06-26 | 1987-12-08 | Rohm And Haas Co. | Method of stabilizing aqueous systems |
| US4933090A (en) | 1987-12-23 | 1990-06-12 | Calgon Corporation | Method for controlling silica/silicate deposition in aqueous systems using phosphonates and carboxylic/sulfonic polymers |
| US5071582A (en) * | 1990-08-06 | 1991-12-10 | Basf Corporation | Coolant system cleaning solutions having silicate or siliconate-based corrosion inhibitors |
| US5271847A (en) * | 1992-01-28 | 1993-12-21 | Betz Laboratories, Inc. | Polymers for the treatment of boiler water |
| US5378368A (en) | 1992-08-05 | 1995-01-03 | Calgon Corporation | Controlling silica/silicate deposition using polyether polyamino methylene phosphonates |
| EP0754712B1 (en) | 1995-02-03 | 2002-01-16 | Nippon Shokubai Co., Ltd. | Water-soluble polymer, process for producing the same, and detergent composition comprising water-soluble polymer |
| JP3088085B2 (ja) * | 1996-12-27 | 2000-09-18 | 株式会社日本触媒 | スケール防止剤 |
| US6166149A (en) * | 1996-12-27 | 2000-12-26 | Nippon Shokubai Co., Ltd. | Hydrophilic graft polymer, production process therefor, composition containing the polymer, and use thereof |
| JP3980691B2 (ja) * | 1996-12-27 | 2007-09-26 | 株式会社日本触媒 | スケール防止剤およびそれを用いたスケール防止方法 |
| US6143243A (en) | 1997-12-29 | 2000-11-07 | Prestone Products Corporation | Method of inhibiting cavitation-erosion corrosion of aluminum surfaces using carboxylic acid based compositions comprising polymerizable-acid graft polymers |
| US6051142A (en) | 1998-06-30 | 2000-04-18 | Betzdearborn Inc. | Inhibition of silica and silicate deposition using ethylene oxide-propylene oxide block copolymers |
| JP4523126B2 (ja) * | 1999-07-30 | 2010-08-11 | 株式会社日本触媒 | スケール防止剤 |
| JP2004027060A (ja) | 2002-06-26 | 2004-01-29 | Jsr Corp | 水溶性共重合体及び純シリカスケール防止剤 |
| ATE393813T1 (de) * | 2002-09-12 | 2008-05-15 | Procter & Gamble | Polymersysteme und diese enthaltende reinigungs- oder waschmittelzusammensetzungen |
| US7316787B2 (en) | 2004-09-17 | 2008-01-08 | General Electric Company | Methods for controlling silica scale in aqueous systems |
| DE102005028460A1 (de) * | 2005-06-17 | 2006-12-28 | Basf Ag | Verwendung von Alkylenoxideinheiten enthaltenden Copolymeren als Zusatz zu wäßrigen Systemen |
| JP2007246916A (ja) * | 2007-05-17 | 2007-09-27 | Nippon Shokubai Co Ltd | 親水性グラフト重合体、その製造方法および用途 |
| US20110114564A1 (en) * | 2008-07-07 | 2011-05-19 | Lubrizol Advanced Materials, Inc. | Preventing Silica And Silicate Scale With Inhibitors In Industrial Water Systems |
| WO2010045343A2 (en) * | 2008-10-15 | 2010-04-22 | University Of Utah Research Foundation | Methods of simultaneously dissolving calcium carbonate, silica, and silicate minerals in subterranean formations |
| US20110049053A1 (en) * | 2009-09-02 | 2011-03-03 | Hirsch Keith A | Method for inhibiting the deposition of silica and/or silicate compounds in aqueous systems |
| US9221700B2 (en) * | 2010-12-22 | 2015-12-29 | Ecolab Usa Inc. | Method for inhibiting the formation and deposition of silica scale in aqueous systems |
| TWI634083B (zh) | 2012-03-30 | 2018-09-01 | 羅門哈斯公司 | 矽石垢之協同性控制 |
| JP6542803B2 (ja) | 2014-04-23 | 2019-07-10 | ダウ グローバル テクノロジーズ エルエルシー | 疎水的に改質されたアルキレンオキシドウレタンコポリマーを使用したシリカスケールの抑制 |
-
2019
- 2019-05-29 WO PCT/US2019/034349 patent/WO2019232019A1/en not_active Ceased
- 2019-05-29 US US15/734,058 patent/US12146099B2/en active Active
- 2019-05-29 CN CN201980043978.7A patent/CN112334563B/zh active Active
- 2019-05-29 SG SG11202011971RA patent/SG11202011971RA/en unknown
- 2019-05-29 JP JP2020567107A patent/JP7387649B2/ja active Active
- 2019-05-29 MX MX2020013008A patent/MX2020013008A/es unknown
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