JP3957004B2 - 不飽和アミノアルコールで架橋された水膨潤性ポリマー、その製造及び使用 - Google Patents
不飽和アミノアルコールで架橋された水膨潤性ポリマー、その製造及び使用 Download PDFInfo
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- JP3957004B2 JP3957004B2 JP51937897A JP51937897A JP3957004B2 JP 3957004 B2 JP3957004 B2 JP 3957004B2 JP 51937897 A JP51937897 A JP 51937897A JP 51937897 A JP51937897 A JP 51937897A JP 3957004 B2 JP3957004 B2 JP 3957004B2
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- Prior art keywords
- meth
- polymer
- cross
- linking agent
- crosslinking
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- ABBZJHFBQXYTLU-UHFFFAOYSA-N but-3-enamide Chemical compound NC(=O)CC=C ABBZJHFBQXYTLU-UHFFFAOYSA-N 0.000 description 1
- PVEOYINWKBTPIZ-UHFFFAOYSA-N but-3-enoic acid Chemical compound OC(=O)CC=C PVEOYINWKBTPIZ-UHFFFAOYSA-N 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- QVQGTNFYPJQJNM-UHFFFAOYSA-N dicyclohexylmethanamine Chemical compound C1CCCCC1C(N)C1CCCCC1 QVQGTNFYPJQJNM-UHFFFAOYSA-N 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 238000006735 epoxidation reaction Methods 0.000 description 1
- IQIJRJNHZYUQSD-UHFFFAOYSA-N ethenyl(phenyl)diazene Chemical compound C=CN=NC1=CC=CC=C1 IQIJRJNHZYUQSD-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007863 gel particle Substances 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 238000013101 initial test Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 150000003956 methylamines Chemical group 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N mono-methylamine Natural products NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 description 1
- QHJABUZHRJTCAR-UHFFFAOYSA-N n'-methylpropane-1,3-diamine Chemical compound CNCCCN QHJABUZHRJTCAR-UHFFFAOYSA-N 0.000 description 1
- NOBVTKCADZWKHR-UHFFFAOYSA-N n,2-dimethylprop-2-en-1-amine Chemical compound CNCC(C)=C NOBVTKCADZWKHR-UHFFFAOYSA-N 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- IOXXVNYDGIXMIP-UHFFFAOYSA-N n-methylprop-2-en-1-amine Chemical compound CNCC=C IOXXVNYDGIXMIP-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- IAWXHEPLJXAMSG-UHFFFAOYSA-N pent-2-en-1-amine Chemical compound CCC=CCN IAWXHEPLJXAMSG-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000000611 regression analysis Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 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
- OEIXGLMQZVLOQX-UHFFFAOYSA-N trimethyl-[3-(prop-2-enoylamino)propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(=O)C=C OEIXGLMQZVLOQX-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J20/00—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof
- B01J20/22—Solid sorbent compositions or filter aid compositions; Sorbents for chromatography; Processes for preparing, regenerating or reactivating thereof comprising organic material
- B01J20/26—Synthetic macromolecular compounds
-
- 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
- C08F220/04—Acids; Metal salts or ammonium salts thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
- A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/60—Liquid-swellable gel-forming materials, e.g. super-absorbents
-
- 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
- C08F251/00—Macromolecular compounds obtained by polymerising monomers on to polysaccharides or derivatives thereof
-
- 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
- C08F261/00—Macromolecular compounds obtained by polymerising monomers on to polymers of oxygen-containing monomers as defined in group C08F16/00
- C08F261/02—Macromolecular compounds obtained by polymerising monomers on to polymers of oxygen-containing monomers as defined in group C08F16/00 on to polymers of unsaturated alcohols
- C08F261/04—Macromolecular compounds obtained by polymerising monomers on to polymers of oxygen-containing monomers as defined in group C08F16/00 on to polymers of unsaturated alcohols on to polymers of vinyl alcohol
-
- 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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/062—Polyethers
-
- 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
- C09K17/00—Soil-conditioning materials or soil-stabilising materials
- C09K17/14—Soil-conditioning materials or soil-stabilising materials containing organic compounds only
- C09K17/18—Prepolymers; Macromolecular compounds
- C09K17/20—Vinyl polymers
- C09K17/22—Polyacrylates; Polymethacrylates
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/20—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances liquids, e.g. oils
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Dispersion Chemistry (AREA)
- Hematology (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Physics & Mathematics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Soil Sciences (AREA)
- Analytical Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
- Absorbent Articles And Supports Therefor (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Soil Conditioners And Soil-Stabilizing Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19543366.1 | 1995-11-21 | ||
| DE19543366A DE19543366C2 (de) | 1995-11-21 | 1995-11-21 | Mit ungesättigten Aminoalkoholen vernetzte, wasserquellbare Polymerisate, deren Herstellung und Verwendung |
| PCT/EP1996/005073 WO1997018889A1 (de) | 1995-11-21 | 1996-11-18 | Mit ungesättigten aminoalkoholen vernetzte, wasserquellbare polymerisate, deren herstellung und verwendung |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2000501437A JP2000501437A (ja) | 2000-02-08 |
| JP2000501437A5 JP2000501437A5 (enExample) | 2004-10-21 |
| JP3957004B2 true JP3957004B2 (ja) | 2007-08-08 |
Family
ID=7778012
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP51937897A Expired - Fee Related JP3957004B2 (ja) | 1995-11-21 | 1996-11-18 | 不飽和アミノアルコールで架橋された水膨潤性ポリマー、その製造及び使用 |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US6087450A (enExample) |
| EP (1) | EP0873187B1 (enExample) |
| JP (1) | JP3957004B2 (enExample) |
| KR (1) | KR19990071528A (enExample) |
| CN (1) | CN1207691A (enExample) |
| AT (1) | ATE202298T1 (enExample) |
| CZ (1) | CZ156198A3 (enExample) |
| DE (2) | DE19543366C2 (enExample) |
| DK (1) | DK0873187T3 (enExample) |
| ES (1) | ES2159052T3 (enExample) |
| GR (1) | GR3036234T3 (enExample) |
| PT (1) | PT873187E (enExample) |
| TW (1) | TW363980B (enExample) |
| WO (1) | WO1997018889A1 (enExample) |
Families Citing this family (57)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19854575A1 (de) | 1998-11-26 | 2000-05-31 | Basf Ag | Vernetzte quellfähige Polymere |
| WO2000040626A1 (en) * | 1999-01-06 | 2000-07-13 | The Stewart Group, Inc. | Flexible water absorbent polymer coating |
| GB9900298D0 (en) * | 1999-01-07 | 1999-02-24 | Medical Res Council | Optical sorting method |
| DE19909653A1 (de) | 1999-03-05 | 2000-09-07 | Stockhausen Chem Fab Gmbh | Pulverförmige, vernetzte, wässrige Flüssigkeiten sowie Blut absorbierende Polymere, Verfahren zu ihrer Herstellung und ihre Verwendung |
| DE19941423A1 (de) | 1999-08-30 | 2001-03-01 | Stockhausen Chem Fab Gmbh | Polymerzusammensetzung und ein Verfahren zu dessen Herstellung |
| DE10053858A1 (de) | 2000-10-30 | 2002-05-08 | Stockhausen Chem Fab Gmbh | Absorbierendes Gebilde mit verbesserten Blockingeigenschaften |
| DE10161496A1 (de) * | 2001-12-14 | 2003-06-26 | Stockhausen Chem Fab Gmbh | Kompaktierte absorbierende Polymere, deren Herstellung und Verwendung |
| US7005143B2 (en) * | 2002-04-12 | 2006-02-28 | 3M Innovative Properties Company | Gel materials, medical articles, and methods |
| AU2003274077A1 (en) | 2002-10-25 | 2004-05-13 | Stockhausen Gmbh | Two-stage mixing method for producing an absorbent polymer |
| EP1594557B1 (en) * | 2003-02-10 | 2019-05-01 | Nippon Shokubai Co., Ltd. | Water-absorbent resin composition and its production process |
| BRPI0407342B8 (pt) * | 2003-02-10 | 2021-06-22 | Nippon Catalytic Chem Ind | agente absorvente de água |
| DE10321536B4 (de) * | 2003-05-14 | 2013-03-07 | Evonik Goldschmidt Gmbh | Aminoalkohol-basierte Tenside mit geringer Oberflächenspannung und deren Verwendung |
| DE10334286B4 (de) | 2003-07-25 | 2006-01-05 | Stockhausen Gmbh | Pulverförmige,wasserabsorbierende Polymere mit mittels thermoplastischen Klebstoffen gebundenen Feinteilchen, Verfahren zu deren Herstellung sowie diese beinhaltende chemische Produkte und Verbunde |
| DE10334271B4 (de) | 2003-07-25 | 2006-02-23 | Stockhausen Gmbh | Verfahren zur Agglomeration von Superabsorberfeinteilchen, daraus erhältliche Superabsorberpartikel, deren Verwendung sowie diese beinhaltende Verbunde |
| US7291674B2 (en) * | 2003-10-28 | 2007-11-06 | Stockhausen, Inc. | Superabsorbent polymer |
| DE602004031260D1 (de) * | 2003-12-12 | 2011-03-10 | Nippon Catalytic Chem Ind | Wasserabsorbierendes mittel, herstellungsverfahren dafür und absorbens und absorptionsgegenstand daraus |
| DE102004016650A1 (de) * | 2004-03-31 | 2005-10-20 | Basf Ag | Diallylamine enthaltende Polymerisate |
| TWI353360B (en) * | 2005-04-07 | 2011-12-01 | Nippon Catalytic Chem Ind | Production process of polyacrylic acid (salt) wate |
| DE102005018924A1 (de) * | 2005-04-22 | 2006-10-26 | Stockhausen Gmbh | Wasserabsorbierende Polymergebilde mit verbesserten Absorptionseigenschaften |
| TWI394789B (zh) | 2005-12-22 | 2013-05-01 | Nippon Catalytic Chem Ind | 吸水性樹脂組成物及其製造方法、吸收性物品 |
| EP1837348B9 (en) | 2006-03-24 | 2020-01-08 | Nippon Shokubai Co.,Ltd. | Water-absorbing resin and method for manufacturing the same |
| DE602007003397D1 (de) | 2006-03-29 | 2010-01-07 | Nippon Catalytic Chem Ind | Verfahren zur Herstellung von wasserabsorbierendem Polyacrylsäure (Salz)-Harz |
| US20080164067A1 (en) * | 2007-01-09 | 2008-07-10 | Ahmadi Tehrani | Method for Reducing Aqueous Content of Oil-Based Fluids |
| US20110091540A1 (en) * | 2007-08-29 | 2011-04-21 | Alan Strickland | Polymeric compositions and their method of use in combination with active agents |
| US20110054375A1 (en) | 2007-11-27 | 2011-03-03 | Hans Smola | Dressing comprising polyacrylate particles and use thereof |
| US8936797B2 (en) * | 2007-12-21 | 2015-01-20 | S.P.C.M. S.A. | Polymeric thickener composition |
| WO2009154568A1 (en) * | 2008-06-20 | 2009-12-23 | Agency For Science, Technology And Research | Water swellable and water soluble polymers and use thereof |
| JP5117337B2 (ja) * | 2008-09-18 | 2013-01-16 | ユニチカ株式会社 | 熱可塑性樹脂用添加剤 |
| DE102009031992A1 (de) | 2009-07-06 | 2011-01-13 | Paul Hartmann Ag | Vorrichtung zur Unterdrucktherapie von Wunden |
| JP5801203B2 (ja) | 2009-09-29 | 2015-10-28 | 株式会社日本触媒 | 粒子状吸水剤及びその製造方法 |
| CN102695501A (zh) | 2009-11-09 | 2012-09-26 | 聚光灯技术合伙有限责任公司 | 碎裂水凝胶 |
| AU2010314992B2 (en) | 2009-11-09 | 2016-09-15 | Spotlight Technology Partners Llc | Polysaccharide based hydrogels |
| DE102010043113A1 (de) | 2010-10-29 | 2012-05-03 | Evonik Stockhausen Gmbh | Verfahren zur Herstellung von verbesserten absorbierenden Polymeren mittels kryogenem Mahlen |
| DE102011007723A1 (de) | 2011-04-20 | 2012-10-25 | Evonik Stockhausen Gmbh | Verfahren zur Herstellung von wasserabsorbierenden Polymeren mit hoher Absorptionsgeschwindigkeit |
| DE102011086516A1 (de) | 2011-11-17 | 2013-05-23 | Evonik Degussa Gmbh | Superabsorbierende Polymere mit schnellen Absorptionseigenschaften sowieVerfahren zu dessen Herstellung |
| US8420567B1 (en) * | 2011-12-30 | 2013-04-16 | Evonik Stockhausen, Llc | Process for superabsorbent polymer and crosslinker composition |
| KR101655104B1 (ko) * | 2011-12-30 | 2016-09-07 | 에보닉 코포레이션 | 가교결합제를 갖는 초흡수성 중합체 |
| DE102013203779A1 (de) | 2013-03-06 | 2014-09-11 | Evonik Industries Ag | Superabsorbierende Polymere mit verbesserter Geruchskontrolleigenschaft sowie Verfahren zu dessen Herstellung |
| DE102013203781A1 (de) | 2013-03-06 | 2014-09-11 | Evonik Industries Ag | Superabsorbierende Polymere mit verbesserten Eigenschaften, insbesondere Geruchskontrolle und Farbbeständigkeit, sowie Verfahren zu dessen Herstellung |
| DE102013003755A1 (de) * | 2013-03-06 | 2014-09-11 | Carl Freudenberg Kg | Belüftungseinsatz |
| US9302248B2 (en) | 2013-04-10 | 2016-04-05 | Evonik Corporation | Particulate superabsorbent polymer composition having improved stability |
| US9375507B2 (en) | 2013-04-10 | 2016-06-28 | Evonik Corporation | Particulate superabsorbent polymer composition having improved stability |
| DE102013208942A1 (de) | 2013-05-15 | 2014-11-20 | Evonik Industries Ag | Superabsorbierende Polymere mit schnellen Absorptionseigenschaften sowie Verfahren zu dessen Herstellung |
| DE102013209023A1 (de) | 2013-05-15 | 2014-11-20 | Evonik Industries Ag | Superabsorbierende Polymere mit schnellen Absorptionseigenschaften sowie Verfahren zu dessen Herstellung |
| BR112016005768B1 (pt) | 2013-09-19 | 2021-09-21 | Microvention, Inc | Películas de polímero |
| AU2014321277B2 (en) | 2013-09-19 | 2017-07-20 | Terumo Corporation | Polymer particles |
| KR102287781B1 (ko) | 2013-11-08 | 2021-08-06 | 테루모 가부시키가이샤 | 중합체 입자 |
| JP6154412B2 (ja) | 2014-03-05 | 2017-06-28 | エボニック デグサ ゲーエムベーハーEvonik Degussa GmbH | 改善された臭気抑制性能を有する超吸収性ポリマー及びその製造方法 |
| ES2790858T3 (es) * | 2014-03-24 | 2020-10-29 | Nitto Boseki Co Ltd | Polímero de injerto y método para producir el mismo |
| JP2016030832A (ja) | 2014-07-25 | 2016-03-07 | エボニック デグサ ゲーエムベーハーEvonik Degussa GmbH | 付着防止加工助剤並びに吸水性粒子の製造におけるその使用 |
| EP3000486B1 (de) | 2014-09-23 | 2017-11-08 | Evonik Degussa GmbH | Superabsorberproduktion unter Einsatz bestimmter Fördermaschinen |
| WO2016154592A1 (en) | 2015-03-26 | 2016-09-29 | Microvention, Inc. | Embiolic particles |
| JP6695756B2 (ja) * | 2016-07-21 | 2020-05-20 | エボニック コーポレイションEvonik Corporation | 架橋剤を含む超吸収性ポリマー |
| JP6898373B2 (ja) * | 2016-07-21 | 2021-07-07 | エボニック コーポレイションEvonik Corporation | 架橋剤を含む超吸収性ポリマー |
| CN109789239B (zh) | 2016-09-28 | 2021-01-22 | 泰尔茂株式会社 | 聚合物颗粒 |
| CN109553730B (zh) * | 2018-12-06 | 2020-12-29 | 太仓宝霓实业有限公司 | 一种低温皂洗剂共聚物及其制备方法和组合物 |
| CN119797856B (zh) * | 2025-03-11 | 2025-07-22 | 四川公路桥梁建设集团有限公司 | 一种c80等级改善低温韧性的混凝土及制备方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63199205A (ja) * | 1987-02-12 | 1988-08-17 | Lion Corp | 高吸水性ポリマ−の製造方法 |
| DE4206857C2 (de) * | 1992-03-05 | 1996-08-29 | Stockhausen Chem Fab Gmbh | Polymerzusammensetzung, Absorptionsmaterialzusammensetzung, deren Herstellung und Verwendung |
| GB9208449D0 (en) * | 1992-04-16 | 1992-06-03 | Dow Deutschland Inc | Crosslinked hydrophilic resins and method of preparation |
| KR950703583A (ko) * | 1992-10-14 | 1995-09-20 | 스티븐 에스. 그레이스 | 개선된 특성을 갖는 수-흡수성 중합체(Water-absorbent polymer having improved properties) |
| IL110134A (en) * | 1993-07-09 | 1998-07-15 | Stockhausen Chem Fab Gmbh | Polymers capable of absorbing aqueous liquids and body fluids their preparation and use |
| US5314420A (en) * | 1993-09-17 | 1994-05-24 | Nalco Chemical Company | Superabsorbent polymer having improved absorption rate and absorption under pressure |
| US5610208A (en) * | 1994-02-17 | 1997-03-11 | Nippon Shokubai Co., Ltd. | Water-absorbent agent, method for production thereof, and water-absorbent composition |
-
1995
- 1995-11-21 DE DE19543366A patent/DE19543366C2/de not_active Expired - Fee Related
-
1996
- 1996-11-18 EP EP96939093A patent/EP0873187B1/de not_active Expired - Lifetime
- 1996-11-18 KR KR1019980703801A patent/KR19990071528A/ko not_active Withdrawn
- 1996-11-18 AT AT96939093T patent/ATE202298T1/de not_active IP Right Cessation
- 1996-11-18 DE DE59607142T patent/DE59607142D1/de not_active Expired - Fee Related
- 1996-11-18 CN CN96199662A patent/CN1207691A/zh active Pending
- 1996-11-18 WO PCT/EP1996/005073 patent/WO1997018889A1/de not_active Ceased
- 1996-11-18 US US09/068,562 patent/US6087450A/en not_active Expired - Fee Related
- 1996-11-18 JP JP51937897A patent/JP3957004B2/ja not_active Expired - Fee Related
- 1996-11-18 ES ES96939093T patent/ES2159052T3/es not_active Expired - Lifetime
- 1996-11-18 CZ CZ981561A patent/CZ156198A3/cs unknown
- 1996-11-18 PT PT96939093T patent/PT873187E/pt unknown
- 1996-11-18 DK DK96939093T patent/DK0873187T3/da active
- 1996-11-19 TW TW085114158A patent/TW363980B/zh active
-
2001
- 2001-07-18 GR GR20010401086T patent/GR3036234T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ES2159052T3 (es) | 2001-09-16 |
| WO1997018889A1 (de) | 1997-05-29 |
| PT873187E (pt) | 2001-09-28 |
| ATE202298T1 (de) | 2001-07-15 |
| DE19543366A1 (de) | 1997-05-22 |
| GR3036234T3 (en) | 2001-10-31 |
| CZ156198A3 (cs) | 1998-11-11 |
| US6087450A (en) | 2000-07-11 |
| DE59607142D1 (de) | 2001-07-26 |
| EP0873187A1 (de) | 1998-10-28 |
| JP2000501437A (ja) | 2000-02-08 |
| EP0873187B1 (de) | 2001-06-20 |
| CN1207691A (zh) | 1999-02-10 |
| TW363980B (en) | 1999-07-11 |
| DE19543366C2 (de) | 1998-09-10 |
| DK0873187T3 (da) | 2001-09-03 |
| KR19990071528A (ko) | 1999-09-27 |
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