NO328776B1 - Mikrokapsler omfattende et innkapslet materiale innesluttet i et fast permeabelt skall av en polymerharpiks og fremgangsmate for innkapsling av dispergert materiale inne i et fast permeabelt skall av en polymerharpiks, reaksjonsprodukt og fremgangsmate for a modifisere jordmobiliteten av et agrokjemikalium - Google Patents
Mikrokapsler omfattende et innkapslet materiale innesluttet i et fast permeabelt skall av en polymerharpiks og fremgangsmate for innkapsling av dispergert materiale inne i et fast permeabelt skall av en polymerharpiks, reaksjonsprodukt og fremgangsmate for a modifisere jordmobiliteten av et agrokjemikalium Download PDFInfo
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- NO328776B1 NO328776B1 NO20025827A NO20025827A NO328776B1 NO 328776 B1 NO328776 B1 NO 328776B1 NO 20025827 A NO20025827 A NO 20025827A NO 20025827 A NO20025827 A NO 20025827A NO 328776 B1 NO328776 B1 NO 328776B1
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- Prior art keywords
- wall
- forming material
- modifying compound
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- surface modifying
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- 238000002036 drum drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 150000002357 guanidines Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 125000003010 ionic group Chemical group 0.000 description 1
- NRXQIUSYPAHGNM-UHFFFAOYSA-N ioxynil Chemical compound OC1=C(I)C=C(C#N)C=C1I NRXQIUSYPAHGNM-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- NRVFDGZJTPCULU-UHFFFAOYSA-N meda Chemical compound Cl.CN(C)CCS NRVFDGZJTPCULU-UHFFFAOYSA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 230000001338 necrotic effect Effects 0.000 description 1
- LIXFJRLISFERDN-UHFFFAOYSA-N o-ethyl n,n-dipropylcarbamothioate Chemical compound CCCN(CCC)C(=S)OCC LIXFJRLISFERDN-UHFFFAOYSA-N 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 230000005501 phase interface Effects 0.000 description 1
- 239000003444 phase transfer catalyst Substances 0.000 description 1
- 229920000162 poly(ureaurethane) Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920006295 polythiol Polymers 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- WJNRPILHGGKWCK-UHFFFAOYSA-N propazine Chemical compound CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 WJNRPILHGGKWCK-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006239 protecting group Chemical group 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- 229940070846 pyrethrins Drugs 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000009666 routine test Methods 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- HIEHAIZHJZLEPQ-UHFFFAOYSA-M sodium;naphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 HIEHAIZHJZLEPQ-UHFFFAOYSA-M 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 238000000935 solvent evaporation Methods 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
- 239000010414 supernatant solution Substances 0.000 description 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
- AHTPATJNIAFOLR-UHFFFAOYSA-N thifensulfuron-methyl Chemical group S1C=CC(S(=O)(=O)NC(=O)NC=2N=C(OC)N=C(C)N=2)=C1C(=O)OC AHTPATJNIAFOLR-UHFFFAOYSA-N 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 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
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
-
- 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
- C09D11/00—Inks
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/26—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof containing the group; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
-
- 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
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/18—In situ polymerisation with all reactants being present in the same phase
-
- 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
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/18—In situ polymerisation with all reactants being present in the same phase
- B01J13/185—In situ polymerisation with all reactants being present in the same phase in an organic phase
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5031—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide)
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Materials Engineering (AREA)
- Toxicology (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicinal Preparation (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US20973400P | 2000-06-05 | 2000-06-05 | |
| US20971900P | 2000-06-05 | 2000-06-05 | |
| PCT/GB2001/002452 WO2001094001A2 (en) | 2000-06-05 | 2001-06-04 | Novel microcapsules |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20025827D0 NO20025827D0 (no) | 2002-12-04 |
| NO20025827L NO20025827L (no) | 2003-02-03 |
| NO328776B1 true NO328776B1 (no) | 2010-05-10 |
Family
ID=26904424
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20025827A NO328776B1 (no) | 2000-06-05 | 2002-12-04 | Mikrokapsler omfattende et innkapslet materiale innesluttet i et fast permeabelt skall av en polymerharpiks og fremgangsmate for innkapsling av dispergert materiale inne i et fast permeabelt skall av en polymerharpiks, reaksjonsprodukt og fremgangsmate for a modifisere jordmobiliteten av et agrokjemikalium |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US8173159B2 (zh) |
| EP (1) | EP1292386B1 (zh) |
| JP (1) | JP2004502519A (zh) |
| KR (1) | KR100854530B1 (zh) |
| CN (1) | CN1265872C (zh) |
| AT (1) | ATE309858T1 (zh) |
| AU (2) | AU7420801A (zh) |
| BR (1) | BR0111465B1 (zh) |
| DE (1) | DE60115033T2 (zh) |
| DK (1) | DK1292386T3 (zh) |
| ES (1) | ES2248340T3 (zh) |
| MX (1) | MXPA02011951A (zh) |
| NO (1) | NO328776B1 (zh) |
| NZ (1) | NZ522785A (zh) |
| PL (1) | PL207515B1 (zh) |
| TW (1) | TW587956B (zh) |
| WO (1) | WO2001094001A2 (zh) |
Families Citing this family (73)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10064878A1 (de) * | 2000-12-27 | 2002-07-04 | Cognis Deutschland Gmbh | Verkapselung von Emulsionen |
| CA2453113A1 (en) | 2001-07-12 | 2003-01-23 | Avecia Limited | Microencapsulated catalyst, methods of preparation and methods of use thereof |
| GB0121580D0 (en) | 2001-09-06 | 2001-10-24 | Syngenta Ltd | Novel compounds |
| WO2004054362A1 (en) * | 2002-12-13 | 2004-07-01 | Monsanto Technology Llc | Microcapsules with amine adjusted release rates |
| EP1637188A1 (en) | 2004-08-20 | 2006-03-22 | Firmenich Sa | Improved liquid/sprayable compositions comprising fragranced aminoplast capsules |
| CA2612234C (en) | 2005-06-29 | 2010-09-21 | Saint-Gobain Abrasives, Inc. | High-performance resin for abrasive products |
| US9227221B2 (en) * | 2005-09-19 | 2016-01-05 | The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Hydrophilic-core microcapsules and their formation |
| GB0526416D0 (en) | 2005-12-23 | 2006-02-08 | Syngenta Ltd | Formulation |
| US20070173154A1 (en) * | 2006-01-26 | 2007-07-26 | Outlast Technologies, Inc. | Coated articles formed of microcapsules with reactive functional groups |
| US9234059B2 (en) | 2008-07-16 | 2016-01-12 | Outlast Technologies, LLC | Articles containing functional polymeric phase change materials and methods of manufacturing the same |
| US8404341B2 (en) | 2006-01-26 | 2013-03-26 | Outlast Technologies, LLC | Microcapsules and other containment structures for articles incorporating functional polymeric phase change materials |
| ES2628202T3 (es) * | 2008-06-16 | 2017-08-02 | Firmenich S.A. | Procedimiento de preparación de microcápsulas de poliurea |
| US8221910B2 (en) | 2008-07-16 | 2012-07-17 | Outlast Technologies, LLC | Thermal regulating building materials and other construction components containing polymeric phase change materials |
| JP2012512933A (ja) * | 2008-12-18 | 2012-06-07 | フイルメニツヒ ソシエテ アノニム | マイクロカプセル及びその使用 |
| CN102395277B (zh) | 2009-02-13 | 2018-08-03 | 孟山都技术公司 | 减少作物损伤的胶囊化除草剂 |
| UA107670C2 (en) | 2009-08-07 | 2015-02-10 | Dow Agrosciences Llc | Meso-sized capsules useful for the delivery of agricultural chemicals |
| AR079413A1 (es) * | 2009-10-07 | 2012-01-25 | Basf Se | Uso de particulas polimericas que comprenden insecticida para mejorar la movilidad en el suelo de insecticidas, formulaciones insecticidas, particulas polimericas que comprenden insecticida, y metodos para controlar plagas |
| US8399198B2 (en) * | 2010-03-02 | 2013-03-19 | Bio-Rad Laboratories, Inc. | Assays with droplets transformed into capsules |
| US9186642B2 (en) | 2010-04-28 | 2015-11-17 | The Procter & Gamble Company | Delivery particle |
| US9993793B2 (en) | 2010-04-28 | 2018-06-12 | The Procter & Gamble Company | Delivery particles |
| ES2628087T3 (es) * | 2010-06-25 | 2017-08-01 | Cognis Ip Management Gmbh | Procedimiento para producir microcápsulas |
| UA111167C2 (uk) * | 2010-08-05 | 2016-04-11 | ДАУ АГРОСАЙЄНСІЗ ЕлЕлСі | Пестицидні композиції мезорозмірних частинок з підсиленою дією |
| BR112013004485B1 (pt) | 2010-08-18 | 2022-02-08 | Monsanto Technology Llc | Método para controle de ervas daninhas em campo de plantas de cultura |
| WO2012095436A1 (en) * | 2011-01-11 | 2012-07-19 | Basf Se | Agrochemical formulation comprising encapsulated pesticide |
| TWI556737B (zh) | 2011-02-11 | 2016-11-11 | 陶氏農業科學公司 | 改良的殺蟲劑配方 |
| US8673448B2 (en) | 2011-03-04 | 2014-03-18 | Outlast Technologies Llc | Articles containing precisely branched functional polymeric phase change materials |
| US8980292B2 (en) | 2011-04-07 | 2015-03-17 | The Procter & Gamble Company | Conditioner compositions with increased deposition of polyacrylate microcapsules |
| CN103458859A (zh) | 2011-04-07 | 2013-12-18 | 宝洁公司 | 具有增强的聚丙烯酸酯微胶囊的沉积的个人清洁组合物 |
| EP2694016B1 (en) | 2011-04-07 | 2017-05-24 | The Procter and Gamble Company | Shampoo compositions with increased deposition of polyacrylate microcapsules |
| GB201106409D0 (en) | 2011-04-15 | 2011-06-01 | Revolymer Ltd | Novel composite |
| GB201106408D0 (en) | 2011-04-15 | 2011-06-01 | Revolymer Ltd | Novel composite |
| US9206381B2 (en) | 2011-09-21 | 2015-12-08 | Ecolab Usa Inc. | Reduced misting alkaline cleaners using elongational viscosity modifiers |
| US10188589B2 (en) | 2013-02-21 | 2019-01-29 | Dow Global Technologies Llc | Deposition of hydrophobic actives in the presence of surfactants |
| MY175650A (en) * | 2013-06-26 | 2020-07-03 | Sumitomo Chemical Co | Microcapsules for thermal transpiration |
| CN103709363B (zh) * | 2013-12-27 | 2015-12-30 | 上海华峰新材料研发科技有限公司 | 一种磺酸盐型高固含量聚氨酯乳液及其制备方法和应用 |
| US11140900B2 (en) | 2014-01-27 | 2021-10-12 | Monsanto Technology Llc | Aqueous herbicidal concentrates |
| US9637708B2 (en) | 2014-02-14 | 2017-05-02 | Ecolab Usa Inc. | Reduced misting and clinging chlorine-based hard surface cleaner |
| US10329440B2 (en) * | 2014-04-15 | 2019-06-25 | Agfa Nv | Aqueous resin based inkjet inks |
| KR101749732B1 (ko) | 2014-04-16 | 2017-06-22 | 기초과학연구원 | 수분산성 및 안정성이 우수한 전이금속 입자가 로딩된 고분자 캡슐 및 이의 제조방법 |
| WO2015160194A1 (ko) * | 2014-04-16 | 2015-10-22 | 기초과학연구원 | 수분산성 및 안정성이 우수한 전이금속 입자가 로딩된 고분자 캡슐 및 이의 제조방법 |
| WO2016071150A1 (en) * | 2014-11-07 | 2016-05-12 | Givaudan Sa | Improvements in or relating to organic compounds |
| WO2016071153A1 (en) | 2014-11-07 | 2016-05-12 | Basf Se | Microcapsules comprising hydroxyalkyl cellulose |
| CN107106469B (zh) * | 2014-11-07 | 2021-03-12 | 奇华顿股份有限公司 | 有机化合物中或与之相关的改进 |
| EP3215265B1 (en) | 2014-11-07 | 2019-06-19 | Basf Se | Process for preparing microcapsules having a polyurea shell and a lipophilic core material |
| US10398632B2 (en) | 2014-11-07 | 2019-09-03 | Givaudan S.A. | Capsule composition |
| CN107426993B (zh) | 2015-01-06 | 2021-02-26 | 孟山都技术公司 | 微胶囊化农药释放速率的调节 |
| US10431858B2 (en) | 2015-02-04 | 2019-10-01 | Global Web Horizons, Llc | Systems, structures and materials for electrochemical device thermal management |
| US10003053B2 (en) | 2015-02-04 | 2018-06-19 | Global Web Horizons, Llc | Systems, structures and materials for electrochemical device thermal management |
| EP3112016A1 (en) * | 2015-07-02 | 2017-01-04 | Basf Se | Microcapsules containing benzoxazinones |
| EP3170552A1 (en) * | 2015-11-23 | 2017-05-24 | Basf Se | Microcapsule comprising a polymeric shell and a hydrophilic or hydrophobic core material |
| US20180015009A1 (en) * | 2015-12-30 | 2018-01-18 | International Flavors & Fragrances Inc. | Microcapsule compositions with improved deposition |
| WO2017177210A1 (en) * | 2016-04-08 | 2017-10-12 | Battelle Memorial Institute | Releasable encapsulation compositions |
| WO2017192407A1 (en) * | 2016-05-02 | 2017-11-09 | Roman Bielski | Microcapsules for controlled delivery of an active pharmaceutical ingredient |
| ES2808999T3 (es) | 2016-05-23 | 2021-03-02 | Ecolab Usa Inc | Composiciones de limpieza antisépticas y desinfectantes alcalinas y neutras con reducción de la formación de neblina a través del uso de polímeros de emulsión de agua en aceite de alto peso molecular |
| MX2018013936A (es) | 2016-05-23 | 2019-03-28 | Ecolab Usa Inc | Composiciones acidas de limpieza, sanitizacion y desinfeccion con nebulizacion reducida a traves del uso de polimeros de emulsion de agua en aceite de alto peso molecular. |
| CN106582463B (zh) * | 2016-12-15 | 2019-09-06 | 太仓宝霓实业有限公司 | 一种聚氨酯微胶囊分散液的制备方法及其产物 |
| CN110121535B (zh) * | 2016-12-27 | 2022-04-29 | 富士胶片株式会社 | 水分散物及其制造方法、以及图像形成方法 |
| KR102227027B1 (ko) | 2017-01-24 | 2021-03-16 | 아그파 엔브이 | 양이온성 분산기에 의해 안정화된 캡슐 |
| KR102224688B1 (ko) * | 2017-01-24 | 2021-03-09 | 아그파 엔브이 | 전처리 액체 및 잉크젯 잉크를 포함하는 유체 세트 |
| CA3054827C (en) | 2017-03-01 | 2023-02-14 | Ecolab Usa Inc. | Reduced inhalation hazard sanitizers and disinfectants via high molecular weight polymers |
| JP1609254S (zh) | 2017-04-03 | 2018-07-17 | ||
| AR112100A1 (es) | 2017-06-13 | 2019-09-18 | Monsanto Technology Llc | Herbicidas microencapsulados |
| CN109275661B (zh) * | 2018-09-13 | 2021-08-24 | 北京中耕绿洲生态科技有限公司 | 一种触发控释性植物抗冻剂及其制备方法 |
| US20210392881A1 (en) * | 2018-10-31 | 2021-12-23 | Kumiai Chemical Industry Co., Ltd. | Microcapsule composition, method for manufacturing same, agrochemical formulation comprising same and weed control method |
| BR112021008978A2 (pt) * | 2018-12-11 | 2021-08-10 | Dow Global Technologies Llc | composição, e, método |
| UY38564A (es) | 2019-01-30 | 2020-08-31 | Monsanto Technology Llc | Herbicidas de acetamida microencapsulada |
| KR102172140B1 (ko) * | 2019-05-03 | 2020-11-02 | 가톨릭대학교 산학협력단 | 생분해성 폴리우레탄 마이크로스피어 |
| CA3146010A1 (en) | 2019-07-12 | 2021-01-21 | Ecolab Usa Inc. | Reduced mist alkaline cleaner via the use of alkali soluble emulsion polymers |
| US20230002706A1 (en) * | 2019-11-05 | 2023-01-05 | Lg Household & Health Care Ltd. | Naturally degradable microcapsules and a method of preparing the same |
| CN110876378A (zh) * | 2019-12-11 | 2020-03-13 | 利民化学有限责任公司 | 一种智能微胶囊悬浮剂及其制备方法 |
| EP3868207A1 (de) | 2020-02-24 | 2021-08-25 | Bayer Aktiengesellschaft | Verkapselte pyrethroide mit verbesserter wirksamkeit bei boden- und blattanwendungen |
| CN114561128B (zh) * | 2020-11-27 | 2022-09-02 | 中国科学院化学研究所 | 防雾剂及其制备方法和应用、防雾制品 |
| CN112876902B (zh) * | 2021-01-25 | 2022-11-08 | 唐山开滦化工科技有限公司 | 一种阻燃型热膨胀微胶囊及其制备方法和应用 |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IE35170B1 (en) * | 1970-04-28 | 1975-11-26 | Fuji Photo Film Co Ltd | Process for the production of oily liquid-containing microcapsules |
| US3707472A (en) * | 1970-07-17 | 1972-12-26 | American Home Prod | Derivatives of imidazolidin-2-ones and -2-thiones |
| US4285720A (en) | 1972-03-15 | 1981-08-25 | Stauffer Chemical Company | Encapsulation process and capsules produced thereby |
| JPS588689A (ja) * | 1981-07-09 | 1983-01-18 | Kureha Chem Ind Co Ltd | 感圧記録紙用微小カプセル及びその製造方法 |
| JPS5756293A (en) * | 1980-08-20 | 1982-04-03 | Kureha Chem Ind Co Ltd | Manufacture of miniature capsule for pressure sensitive recording sheet |
| US5160529A (en) * | 1980-10-30 | 1992-11-03 | Imperial Chemical Industries Plc | Microcapsules and microencapsulation process |
| US4956129A (en) | 1984-03-30 | 1990-09-11 | Ici Americas Inc. | Microencapsulation process |
| JPS57147430A (en) * | 1981-03-06 | 1982-09-11 | Kureha Chem Ind Co Ltd | Preparation of microcapsule |
| JPS5833492A (ja) * | 1981-08-24 | 1983-02-26 | Kureha Chem Ind Co Ltd | 感圧記録紙用微小カプセル及びその製造方法 |
| JPS5870236A (ja) * | 1981-10-22 | 1983-04-26 | Fuji Photo Film Co Ltd | カプセルトナ− |
| JPS5882785A (ja) * | 1981-11-12 | 1983-05-18 | Kureha Chem Ind Co Ltd | 感圧記録紙用微小カプセル及びその製造方法 |
| JPS607935A (ja) * | 1983-06-28 | 1985-01-16 | Kanzaki Paper Mfg Co Ltd | マイクロカプセルの製造方法 |
| JPS6064627A (ja) * | 1983-09-19 | 1985-04-13 | Kureha Chem Ind Co Ltd | 疎水性の揮発性物質を芯物質とするマイクロカプセル |
| JPS61118133A (ja) * | 1984-11-13 | 1986-06-05 | Kanzaki Paper Mfg Co Ltd | マイクロカプセルの製造方法 |
| JPS6242732A (ja) * | 1985-08-16 | 1987-02-24 | Kanzaki Paper Mfg Co Ltd | 非水系マイクロカプセル組成物の製造方法 |
| DE3709586C1 (de) * | 1987-03-24 | 1988-07-14 | Koehler August Papierfab | Verfahren zur Mikroverkapselung von hydrophoben OElen,die danach erhaeltlichen Mikrokapseln und deren Verwendung |
| DE4130743A1 (de) * | 1991-09-16 | 1993-03-18 | Bayer Ag | Mikrokapseln aus isocyanaten mit polyethylenoxidhaltigen gruppen |
| JP3194768B2 (ja) * | 1991-12-10 | 2001-08-06 | トッパン・フォームズ株式会社 | マイクロカプセル及びその製造方法 |
| JPH06106048A (ja) * | 1992-09-25 | 1994-04-19 | Brother Ind Ltd | マイクロカプセルの製造方法 |
| JP3300435B2 (ja) * | 1992-11-06 | 2002-07-08 | 三井化学株式会社 | マイクロカプセルの製造方法 |
| US5925464A (en) | 1995-01-19 | 1999-07-20 | Dow Agrosciences Llc | Microencapsulation process and product |
| US6022501A (en) * | 1996-08-15 | 2000-02-08 | American Cyanamid Company | pH-sensitive microcapsules |
| DE19646110A1 (de) | 1996-11-08 | 1998-05-14 | Bayer Ag | Mikrokapseln unter Verwendung von Iminooxadiazindion-Polyisocyanaten |
| US5925595A (en) * | 1997-09-05 | 1999-07-20 | Monsanto Company | Microcapsules with readily adjustable release rates |
| CN1162076C (zh) * | 1998-07-29 | 2004-08-18 | 辛根塔有限公司 | 碱触发释放的微胶囊 |
| DK1294478T3 (da) * | 2000-06-05 | 2006-05-15 | Syngenta Ltd | Nye emulsioner |
-
2001
- 2001-06-04 NZ NZ522785A patent/NZ522785A/en not_active IP Right Cessation
- 2001-06-04 BR BRPI0111465-4A patent/BR0111465B1/pt not_active IP Right Cessation
- 2001-06-04 ES ES01940704T patent/ES2248340T3/es not_active Expired - Lifetime
- 2001-06-04 AU AU7420801A patent/AU7420801A/xx active Pending
- 2001-06-04 KR KR1020027016524A patent/KR100854530B1/ko not_active IP Right Cessation
- 2001-06-04 EP EP01940704A patent/EP1292386B1/en not_active Expired - Lifetime
- 2001-06-04 PL PL359225A patent/PL207515B1/pl not_active IP Right Cessation
- 2001-06-04 AT AT01940704T patent/ATE309858T1/de active
- 2001-06-04 JP JP2002501567A patent/JP2004502519A/ja active Pending
- 2001-06-04 WO PCT/GB2001/002452 patent/WO2001094001A2/en active IP Right Grant
- 2001-06-04 MX MXPA02011951A patent/MXPA02011951A/es active IP Right Grant
- 2001-06-04 DK DK01940704T patent/DK1292386T3/da active
- 2001-06-04 AU AU2001274208A patent/AU2001274208B2/en not_active Ceased
- 2001-06-04 CN CNB018137016A patent/CN1265872C/zh not_active Expired - Fee Related
- 2001-06-04 DE DE60115033T patent/DE60115033T2/de not_active Expired - Lifetime
- 2001-06-05 US US09/873,418 patent/US8173159B2/en not_active Expired - Fee Related
- 2001-08-10 TW TW090119640A patent/TW587956B/zh not_active IP Right Cessation
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Also Published As
| Publication number | Publication date |
|---|---|
| AU2001274208B2 (en) | 2005-03-17 |
| ATE309858T1 (de) | 2005-12-15 |
| KR100854530B1 (ko) | 2008-08-26 |
| BR0111465A (pt) | 2003-07-01 |
| US20020136773A1 (en) | 2002-09-26 |
| JP2004502519A (ja) | 2004-01-29 |
| EP1292386B1 (en) | 2005-11-16 |
| DK1292386T3 (da) | 2006-03-27 |
| DE60115033D1 (de) | 2005-12-22 |
| KR20030034085A (ko) | 2003-05-01 |
| ES2248340T3 (es) | 2006-03-16 |
| AU7420801A (en) | 2001-12-17 |
| DE60115033T2 (de) | 2006-06-01 |
| WO2001094001A2 (en) | 2001-12-13 |
| EP1292386A2 (en) | 2003-03-19 |
| BR0111465B1 (pt) | 2012-12-11 |
| PL359225A1 (en) | 2004-08-23 |
| NZ522785A (en) | 2004-05-28 |
| TW587956B (en) | 2004-05-21 |
| US8173159B2 (en) | 2012-05-08 |
| PL207515B1 (pl) | 2010-12-31 |
| CN1265872C (zh) | 2006-07-26 |
| MXPA02011951A (es) | 2003-07-14 |
| CN1446120A (zh) | 2003-10-01 |
| NO20025827L (no) | 2003-02-03 |
| WO2001094001A3 (en) | 2002-05-16 |
| NO20025827D0 (no) | 2002-12-04 |
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