KR20080067347A - 플루오르화 제미니 계면활성제 - Google Patents
플루오르화 제미니 계면활성제 Download PDFInfo
- Publication number
- KR20080067347A KR20080067347A KR1020087011684A KR20087011684A KR20080067347A KR 20080067347 A KR20080067347 A KR 20080067347A KR 1020087011684 A KR1020087011684 A KR 1020087011684A KR 20087011684 A KR20087011684 A KR 20087011684A KR 20080067347 A KR20080067347 A KR 20080067347A
- Authority
- KR
- South Korea
- Prior art keywords
- carbon atoms
- gemini surfactant
- group
- gemini
- surfactant according
- 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.)
- Withdrawn
Links
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 40
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 22
- 239000000203 mixture Substances 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 150000001450 anions Chemical class 0.000 claims abstract description 9
- 125000005003 perfluorobutyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 claims abstract description 6
- 125000005647 linker group Chemical group 0.000 claims abstract description 5
- 125000005009 perfluoropropyl group Chemical group FC(C(C(F)(F)F)(F)F)(F)* 0.000 claims abstract description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 125000000743 hydrocarbylene group Chemical group 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 6
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 239000002245 particle Substances 0.000 claims description 4
- 150000004820 halides Chemical group 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
- 150000004679 hydroxides Chemical class 0.000 claims description 3
- 239000004816 latex Substances 0.000 claims description 3
- 229920000126 latex Polymers 0.000 claims description 3
- 229910001507 metal halide Inorganic materials 0.000 claims description 3
- 150000005309 metal halides Chemical class 0.000 claims description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 1
- 239000013626 chemical specie Substances 0.000 claims 1
- -1 ethylene, propylene, butylene, hexylene, 1,12-dodecanediyl Chemical group 0.000 description 8
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 125000001165 hydrophobic group Chemical group 0.000 description 3
- 125000005007 perfluorooctyl group Chemical group FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)* 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- ZZHIDJWUJRKHGX-UHFFFAOYSA-N 1,4-bis(chloromethyl)benzene Chemical compound ClCC1=CC=C(CCl)C=C1 ZZHIDJWUJRKHGX-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 239000007857 degradation product Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical group ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- JGTNAGYHADQMCM-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-M 0.000 description 1
- QZHDEAJFRJCDMF-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F QZHDEAJFRJCDMF-UHFFFAOYSA-M 0.000 description 1
- YFSUTJLHUFNCNZ-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YFSUTJLHUFNCNZ-UHFFFAOYSA-M 0.000 description 1
- LKHIMHJBJXKQSP-UHFFFAOYSA-N 1,11-dichloroundecane-3,6,9-trione Chemical compound ClCCC(=O)CCC(=O)CCC(=O)CCCl LKHIMHJBJXKQSP-UHFFFAOYSA-N 0.000 description 1
- SGRHVVLXEBNBDV-UHFFFAOYSA-N 1,6-dibromohexane Chemical compound BrCCCCCCBr SGRHVVLXEBNBDV-UHFFFAOYSA-N 0.000 description 1
- LQLJZSJKRYTKTP-UHFFFAOYSA-N 2-dimethylaminoethyl chloride hydrochloride Chemical compound Cl.CN(C)CCCl LQLJZSJKRYTKTP-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- 239000012359 Methanesulfonyl chloride Substances 0.000 description 1
- 229910018286 SbF 6 Inorganic materials 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000002015 acyclic group Chemical group 0.000 description 1
- 125000002723 alicyclic group Chemical group 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000001030 gas--liquid chromatography Methods 0.000 description 1
- 238000009499 grossing Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- ADDKUYIIHFYIMV-UHFFFAOYSA-N methanesulfonic acid;trifluoromethanesulfonic acid Chemical compound CS(O)(=O)=O.OS(=O)(=O)C(F)(F)F ADDKUYIIHFYIMV-UHFFFAOYSA-N 0.000 description 1
- QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000006344 nonafluoro n-butyl group Chemical group FC(F)(F)C(F)(F)C(F)(F)C(F)(F)* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- JGTNAGYHADQMCM-UHFFFAOYSA-N perfluorobutanesulfonic acid Chemical class OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-N 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical group [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- OSIVISXRDMXJQR-UHFFFAOYSA-M potassium;2-[ethyl(1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctylsulfonyl)amino]acetate Chemical compound [K+].[O-]C(=O)CN(CC)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F OSIVISXRDMXJQR-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/09—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton the carbon skeleton being further substituted by at least two halogen atoms
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/01—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms
- C07C311/02—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C311/03—Sulfonamides having sulfur atoms of sulfonamide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton having the nitrogen atoms of the sulfonamide groups bound to hydrogen atoms or to acyclic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/281,745 US7164041B1 (en) | 2005-11-17 | 2005-11-17 | Fluorinated Gemini surfactants |
| US11/281,745 | 2005-11-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20080067347A true KR20080067347A (ko) | 2008-07-18 |
Family
ID=37648755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020087011684A Withdrawn KR20080067347A (ko) | 2005-11-17 | 2006-11-09 | 플루오르화 제미니 계면활성제 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7164041B1 (https=) |
| EP (1) | EP1957445B1 (https=) |
| JP (1) | JP5032492B2 (https=) |
| KR (1) | KR20080067347A (https=) |
| CN (1) | CN101309899B (https=) |
| BR (1) | BRPI0618616A2 (https=) |
| WO (1) | WO2007061637A2 (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL1668105T3 (pl) * | 2003-09-29 | 2019-03-29 | Deb Ip Limited | Kompozycje żelopodobne i pieniące o dużej zawartości alkoholu |
| DE102004062775A1 (de) | 2004-12-21 | 2006-06-29 | Stockhausen Gmbh | Alkoholischer Pumpschaum |
| BRPI0608347A2 (pt) | 2005-03-07 | 2009-12-08 | Deb Worldwide Healthcare Inc | composição alcoólica espumável, concentrado de composição, composição alcoólica desinfetante espumável, métodos para formar, produzir e dispensar uma espuma, dispensador não pressurizado, e, métodos para usar uma composição alcoólica de espuma para desinfecção pessoal e para produzir e aplicar a uma pele de indivìduo uma composição alcoólica de espuma desinfetante de pele |
| US20070148101A1 (en) * | 2005-12-28 | 2007-06-28 | Marcia Snyder | Foamable alcoholic composition |
| US7684332B2 (en) * | 2006-08-22 | 2010-03-23 | Embarq Holdings Company, Llc | System and method for adjusting the window size of a TCP packet through network elements |
| US8580860B2 (en) * | 2007-02-23 | 2013-11-12 | Gojo Industries, Inc. | Foamable alcoholic composition |
| US7385077B1 (en) | 2007-03-27 | 2008-06-10 | E. I. Du Pont De Nemours And Company | Fluoroalkyl surfactants |
| CN101314692A (zh) * | 2007-05-30 | 2008-12-03 | 3M创新有限公司 | 水性涂料组合物 |
| US7638650B2 (en) * | 2007-08-06 | 2009-12-29 | E.I. Du Pont De Nemours And Company | Fluoroalkyl surfactants |
| US7728163B2 (en) * | 2007-08-06 | 2010-06-01 | E.I. Du Pont De Nemours And Company | Mixed fluoroalkyl-alkyl surfactants |
| US7399887B1 (en) | 2007-08-06 | 2008-07-15 | E. I. Du Pont De Nemours And Company | Fluorinated sulfonate surfactants |
| WO2011035034A1 (en) * | 2009-09-16 | 2011-03-24 | Living Proof, Inc. | Cationic alcohols and uses thereof |
| MX355184B (es) | 2010-12-21 | 2018-04-09 | 3M Innovative Properties Co | Metodo para tratar formaciones que contienen hidrocarburos con amina fluorada. |
| CN102489216B (zh) * | 2011-12-06 | 2014-01-22 | 华中师范大学 | 两性含氟离子型表面活性剂的制备方法与应用 |
| DE102012022441A1 (de) | 2012-11-15 | 2014-05-28 | Merck Patent Gmbh | Neue Phosphinsäureamide, deren Herstellung und Verwendung |
| CN103950311B (zh) * | 2014-04-29 | 2016-04-06 | 江门市蓬江区荷塘镇诚信精细化工厂 | 一种免酒精润版液中的醇替代物及其制备方法 |
| CN106634894B (zh) * | 2017-01-18 | 2018-02-06 | 中国石油大学(北京) | 双阳离子氟碳表面活性剂及其制备方法和作为双疏型润湿反转剂的应用和钻井液及其应用 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE790518A (fr) * | 1971-10-26 | 1973-04-25 | Bayer Ag | Production et application de perfluoro-alcane-sulfonamides |
| DE2238740C3 (de) | 1972-08-05 | 1981-07-16 | Bayer Ag, 5090 Leverkusen | Perfluoralkylgruppenhaltige Polyäther und Verfahren zu deren Herstellung und deren Verwendung |
| US4167639A (en) | 1973-06-09 | 1979-09-11 | Hoechst Aktiengesellschaft | Fluorinated sulfosuccinates |
| US4841090A (en) | 1982-06-11 | 1989-06-20 | Minnesota Mining And Manufacturing Company | Treatment of fibrous substrates, such as carpet, with fluorochemical |
| US4823873A (en) | 1987-12-07 | 1989-04-25 | Ciba-Geigy Corporation | Steam mediated fluorochemically enhanced oil recovery |
| FR2641781B1 (fr) * | 1988-12-27 | 1991-04-19 | Atochem | Acetates, thioacetates et acetamides de polyfluoroalkyle substitues, leurs procedes de preparation et leur application |
| DE4217366A1 (de) | 1992-05-26 | 1993-12-02 | Bayer Ag | Imide und deren Salze sowie deren Verwendung |
| DE4241478A1 (de) | 1992-12-09 | 1994-06-16 | Bayer Ag | Fluorierter Carbonsäureester von Phosphono- und Phosphinocarbonsäuren sowie deren Verwendung |
| US5688884A (en) | 1995-08-31 | 1997-11-18 | E. I. Du Pont De Nemours And Company | Polymerization process |
| US5591804A (en) | 1995-12-21 | 1997-01-07 | Minnesota Mining And Manufacturing Company | Fluorinated onium salts, curable compositions containing same, and method of curing using same |
| DE19608117A1 (de) * | 1996-03-02 | 1997-09-04 | Huels Chemische Werke Ag | Betain-Geminitenside auf der Basis von Aminen |
| US6200369B1 (en) | 1999-04-28 | 2001-03-13 | Xerox Corporation | Ink compositions |
| JP2001117203A (ja) * | 1999-10-20 | 2001-04-27 | Konica Corp | ハロゲン化銀写真感光材料 |
| JP4855616B2 (ja) * | 1999-10-27 | 2012-01-18 | スリーエム イノベイティブ プロパティズ カンパニー | フルオロケミカルスルホンアミド界面活性剤 |
| JP2004143145A (ja) | 2002-08-28 | 2004-05-20 | Dainippon Ink & Chem Inc | フッ素系界面活性剤 |
-
2005
- 2005-11-17 US US11/281,745 patent/US7164041B1/en not_active Expired - Fee Related
-
2006
- 2006-11-09 WO PCT/US2006/043591 patent/WO2007061637A2/en not_active Ceased
- 2006-11-09 BR BRPI0618616-5A patent/BRPI0618616A2/pt not_active IP Right Cessation
- 2006-11-09 EP EP06844300A patent/EP1957445B1/en not_active Not-in-force
- 2006-11-09 KR KR1020087011684A patent/KR20080067347A/ko not_active Withdrawn
- 2006-11-09 JP JP2008541233A patent/JP5032492B2/ja not_active Expired - Fee Related
- 2006-11-09 CN CN2006800428906A patent/CN101309899B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN101309899A (zh) | 2008-11-19 |
| EP1957445A2 (en) | 2008-08-20 |
| BRPI0618616A2 (pt) | 2011-10-18 |
| US7164041B1 (en) | 2007-01-16 |
| JP2009515965A (ja) | 2009-04-16 |
| CN101309899B (zh) | 2012-07-18 |
| WO2007061637A3 (en) | 2007-07-12 |
| WO2007061637A2 (en) | 2007-05-31 |
| JP5032492B2 (ja) | 2012-09-26 |
| EP1957445A4 (en) | 2011-04-20 |
| EP1957445B1 (en) | 2012-08-01 |
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