CA2753223C - Phosphate surfactants - Google Patents
Phosphate surfactants Download PDFInfo
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- CA2753223C CA2753223C CA2753223A CA2753223A CA2753223C CA 2753223 C CA2753223 C CA 2753223C CA 2753223 A CA2753223 A CA 2753223A CA 2753223 A CA2753223 A CA 2753223A CA 2753223 C CA2753223 C CA 2753223C
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- 239000004094 surface-active agent Substances 0.000 title description 71
- 229910019142 PO4 Inorganic materials 0.000 title description 27
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title description 25
- 239000010452 phosphate Substances 0.000 title description 25
- 150000001875 compounds Chemical class 0.000 claims abstract description 49
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 34
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 16
- 239000001301 oxygen Substances 0.000 claims abstract description 16
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 11
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims abstract description 10
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 8
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 8
- 239000011593 sulfur Substances 0.000 claims abstract description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 7
- 229910052751 metal Inorganic materials 0.000 claims abstract description 5
- 239000002184 metal Substances 0.000 claims abstract description 5
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims abstract description 4
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- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 2
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- 238000006243 chemical reaction Methods 0.000 description 71
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 45
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 40
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- FVEFRICMTUKAML-UHFFFAOYSA-M sodium tetradecyl sulfate Chemical compound [Na+].CCCCC(CC)CCC(CC(C)C)OS([O-])(=O)=O FVEFRICMTUKAML-UHFFFAOYSA-M 0.000 description 19
- GBBZLMLLFVFKJM-UHFFFAOYSA-N 1,2-diiodoethane Chemical class ICCI GBBZLMLLFVFKJM-UHFFFAOYSA-N 0.000 description 17
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- 239000010941 cobalt Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
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- 150000002012 dioxanes Chemical class 0.000 description 1
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- 239000000428 dust Substances 0.000 description 1
- 238000001227 electron beam curing Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
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- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D9/00—Chemical paint or ink removers
- C09D9/04—Chemical paint or ink removers with surface-active agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/47—Levelling agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09G—POLISHING COMPOSITIONS; SKI WAXES
- C09G1/00—Polishing compositions
- C09G1/04—Aqueous dispersions
-
- 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
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/007—Organic compounds containing halogen
-
- 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
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/14—Derivatives of phosphoric acid
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/004—Surface-active compounds containing F
- C11D1/006—Surface-active compounds containing fluorine and phosphorus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/408,074 US8022238B2 (en) | 2009-03-20 | 2009-03-20 | Phosphate surfactants |
| US12/408,074 | 2009-03-20 | ||
| PCT/US2010/027784 WO2010107985A1 (en) | 2009-03-20 | 2010-03-18 | Phosphate surfactants |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2753223A1 CA2753223A1 (en) | 2010-09-23 |
| CA2753223C true CA2753223C (en) | 2017-01-03 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2753223A Active CA2753223C (en) | 2009-03-20 | 2010-03-18 | Phosphate surfactants |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US8022238B2 (enExample) |
| EP (1) | EP2408788B1 (enExample) |
| JP (1) | JP5757935B2 (enExample) |
| KR (1) | KR101802529B1 (enExample) |
| CN (1) | CN102361880B (enExample) |
| AU (1) | AU2010226568B2 (enExample) |
| CA (1) | CA2753223C (enExample) |
| NZ (1) | NZ594453A (enExample) |
| WO (1) | WO2010107985A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8263670B2 (en) * | 2007-08-06 | 2012-09-11 | E.I. Du Pont De Nemours And Company | Mixed fluoroalkyl-alkyl surfactants |
| US9328317B2 (en) * | 2011-11-04 | 2016-05-03 | The Chemours Company Fc, Llc | Fluorophosphate surfactants |
| ES2617070T3 (es) | 2012-10-16 | 2017-06-15 | Rohm And Haas Company | Composición de fosfonato de fluoroalquilo |
| CN103992680B (zh) | 2013-02-15 | 2018-05-15 | 罗门哈斯公司 | 烷氧基化的氟烷基磷酸盐组合物 |
| US9920219B2 (en) * | 2015-06-22 | 2018-03-20 | Awi Licensing Llc | Soil and dirt repellent powder coatings |
| CN119684835B (zh) * | 2025-02-25 | 2025-05-23 | 浙江克扬新材料科技有限公司 | 一种环保脱漆剂及其制备方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1023768A (en) | 1972-12-21 | 1978-01-03 | Horst Jager | Polyfluoroalkyl iodides, process for their manufacture, and their use |
| DE69413985T2 (de) | 1993-07-29 | 1999-04-22 | E.I. Du Pont De Nemours And Co., Wilmington, Del. | Verfahren zur herstellung von perfluoroalkyljodid |
| WO1995011877A1 (fr) | 1993-10-27 | 1995-05-04 | Elf Atochem S.A. | Alcools polyfluores et leurs procedes de preparation |
| US5643864A (en) | 1994-08-19 | 1997-07-01 | Rhone-Poulenc, Inc. | Anionic surfactants having multiple hydrophobic and hydrophilic groups |
| US5656586A (en) | 1994-08-19 | 1997-08-12 | Rhone-Poulenc Inc. | Amphoteric surfactants having multiple hydrophobic and hydrophilic groups |
| US5585516A (en) | 1995-03-10 | 1996-12-17 | Exxon Research And Engineering Company | Two tail-two head and two tail-one head surfactants |
| US6121222A (en) | 1996-12-27 | 2000-09-19 | Rhodia Inc. | Anionic surfactants having multiple hydrophobic and hydrophilic groups |
| EP1175447A1 (en) | 1998-11-06 | 2002-01-30 | Rhodia Consumer Specialties Limited | Polymerisable surfactants |
| US6399202B1 (en) | 1999-10-12 | 2002-06-04 | Cabot Corporation | Modified carbon products useful in gas diffusion electrodes |
| KR100561409B1 (ko) | 2003-12-23 | 2006-03-16 | 삼성전자주식회사 | 수계 시스템내 안료 입자를 위한 블록 공중합체 분산제,이를 포함한 잉크 조성물 |
| US7811473B2 (en) | 2004-05-20 | 2010-10-12 | Daikin Industries, Ltd. | Branched surfactant having fluoroalkyl group and hydrocarbon group |
| FR2886652B1 (fr) | 2005-06-06 | 2007-09-14 | Centre Nat Rech Scient | Procede de realisation d'une zone hydrophile sur un substrat hydrophobe, par voie electrochimique |
| US7553985B2 (en) | 2005-11-02 | 2009-06-30 | E.I. Du Pont De Nemours And Company | Fluorinated surfactants |
| EP2610056B1 (en) | 2006-06-12 | 2016-09-21 | Solvay USA Inc. | Hydrophilized substrate and method for hydrophilizing a hydrophobic surface of a substrate |
| KR101275814B1 (ko) | 2006-06-23 | 2013-06-18 | 삼성에스디아이 주식회사 | 분산제 화합물 및 그의 제조방법 |
| EP1882528A1 (en) | 2006-07-24 | 2008-01-30 | Nederlandse Organisatie voor toegepast-natuurwetenschappelijk Onderzoek TNO | Functional surface finish and method of its application to a material surface |
| WO2008015138A2 (en) | 2006-08-03 | 2008-02-07 | Ciba Holding Inc. | Composition for improving wettability of surfaces |
| EP2081887A2 (en) | 2006-09-01 | 2009-07-29 | Great Lakes Chemical Corporation | Production processes and systems, compositions, surfactants monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams and foam stabilizers |
| US7470818B2 (en) | 2006-11-13 | 2008-12-30 | E.I. Du Pont De Nemours & Company | Fluoroalkyl phosphate compositions |
| US7674928B2 (en) * | 2006-11-13 | 2010-03-09 | E.I. Du Pont De Nemours And Company | Polyfluoroether-based phosphates |
| US7728163B2 (en) | 2007-08-06 | 2010-06-01 | E.I. Du Pont De Nemours And Company | Mixed fluoroalkyl-alkyl surfactants |
| US8263670B2 (en) | 2007-08-06 | 2012-09-11 | E.I. Du Pont De Nemours And Company | Mixed fluoroalkyl-alkyl surfactants |
-
2009
- 2009-03-20 US US12/408,074 patent/US8022238B2/en active Active
-
2010
- 2010-03-18 WO PCT/US2010/027784 patent/WO2010107985A1/en not_active Ceased
- 2010-03-18 CA CA2753223A patent/CA2753223C/en active Active
- 2010-03-18 KR KR1020117024593A patent/KR101802529B1/ko not_active Expired - Fee Related
- 2010-03-18 NZ NZ594453A patent/NZ594453A/xx not_active IP Right Cessation
- 2010-03-18 AU AU2010226568A patent/AU2010226568B2/en not_active Ceased
- 2010-03-18 EP EP10709783.4A patent/EP2408788B1/en active Active
- 2010-03-18 JP JP2012500956A patent/JP5757935B2/ja active Active
- 2010-03-18 CN CN201080012934.7A patent/CN102361880B/zh active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP5757935B2 (ja) | 2015-08-05 |
| HK1167408A1 (en) | 2012-11-30 |
| CN102361880A (zh) | 2012-02-22 |
| JP2012520897A (ja) | 2012-09-10 |
| CN102361880B (zh) | 2015-05-06 |
| NZ594453A (en) | 2013-08-30 |
| AU2010226568A1 (en) | 2011-08-25 |
| EP2408788A1 (en) | 2012-01-25 |
| WO2010107985A1 (en) | 2010-09-23 |
| US8022238B2 (en) | 2011-09-20 |
| AU2010226568B2 (en) | 2014-09-25 |
| US20100240920A1 (en) | 2010-09-23 |
| KR20120010238A (ko) | 2012-02-02 |
| CA2753223A1 (en) | 2010-09-23 |
| KR101802529B1 (ko) | 2017-11-28 |
| EP2408788B1 (en) | 2016-11-23 |
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| AU2007320009B2 (en) | Fluoroalkyl phosphate compositions | |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request |
Effective date: 20150112 |