JP6083936B2 - 徐放性粒子の製造方法 - Google Patents
徐放性粒子の製造方法 Download PDFInfo
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- JP6083936B2 JP6083936B2 JP2012037885A JP2012037885A JP6083936B2 JP 6083936 B2 JP6083936 B2 JP 6083936B2 JP 2012037885 A JP2012037885 A JP 2012037885A JP 2012037885 A JP2012037885 A JP 2012037885A JP 6083936 B2 JP6083936 B2 JP 6083936B2
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- polymer
- suspension
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- vinyl monomer
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- 238000010557 suspension polymerization reaction Methods 0.000 claims description 69
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
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- 230000002209 hydrophobic effect Effects 0.000 description 47
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- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 15
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- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 14
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- 125000004432 carbon atom Chemical group C* 0.000 description 13
- FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 description 13
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 13
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- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 10
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- 238000010438 heat treatment Methods 0.000 description 7
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- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 6
- 239000006087 Silane Coupling Agent Substances 0.000 description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
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- 239000011734 sodium Substances 0.000 description 5
- 229910052708 sodium Inorganic materials 0.000 description 5
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 4
- 239000001506 calcium phosphate Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 239000003966 growth inhibitor Substances 0.000 description 4
- 125000005395 methacrylic acid group Chemical group 0.000 description 4
- 230000000813 microbial effect Effects 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
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- 239000000126 substance Substances 0.000 description 4
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- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 4
- 235000019731 tricalcium phosphate Nutrition 0.000 description 4
- GUUULVAMQJLDSY-UHFFFAOYSA-N 4,5-dihydro-1,2-thiazole Chemical group C1CC=NS1 GUUULVAMQJLDSY-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 239000003429 antifungal agent Substances 0.000 description 3
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- 238000004581 coalescence Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
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- 238000005979 thermal decomposition reaction Methods 0.000 description 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- FMNZAHDAULEOSO-UHFFFAOYSA-N 2,2-dibromo-2-nitroethanol Chemical compound OCC(Br)(Br)[N+]([O-])=O FMNZAHDAULEOSO-UHFFFAOYSA-N 0.000 description 2
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 description 2
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- WCXDHFDTOYPNIE-UHFFFAOYSA-N acetamiprid Chemical compound N#CN=C(C)N(C)CC1=CC=C(Cl)N=C1 WCXDHFDTOYPNIE-UHFFFAOYSA-N 0.000 description 2
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- HYFQSJHSFBMMMP-UHFFFAOYSA-N bis(4-fluorophenyl)methyl-(1,2,4-triazol-1-ylmethyl)silane Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)[SiH2]CN1N=CN=C1 HYFQSJHSFBMMMP-UHFFFAOYSA-N 0.000 description 2
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- SMKRKQBMYOFFMU-UHFFFAOYSA-N prallethrin Chemical compound CC1(C)C(C=C(C)C)C1C(=O)OC1C(C)=C(CC#C)C(=O)C1 SMKRKQBMYOFFMU-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 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
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
- NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
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- 239000000565 sealant Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- ZIWRUEGECALFST-UHFFFAOYSA-M sodium 4-(4-dodecoxysulfonylphenoxy)benzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCOS(=O)(=O)c1ccc(Oc2ccc(cc2)S([O-])(=O)=O)cc1 ZIWRUEGECALFST-UHFFFAOYSA-M 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UBCKGWBNUIFUST-YHYXMXQVSA-N tetrachlorvinphos Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl UBCKGWBNUIFUST-YHYXMXQVSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
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Classifications
-
- 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
- A61K9/5026—Organic macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyvinyl pyrrolidone, poly(meth)acrylates
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
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Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012037885A JP6083936B2 (ja) | 2011-03-11 | 2012-02-23 | 徐放性粒子の製造方法 |
| PCT/JP2012/055968 WO2012124598A1 (ja) | 2011-03-11 | 2012-03-08 | 徐放性粒子 |
| CN2012800126121A CN103415207A (zh) | 2011-03-11 | 2012-03-08 | 缓释粒子 |
| US14/003,271 US9511030B2 (en) | 2011-03-11 | 2012-03-08 | Controlled release particles |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011054628 | 2011-03-11 | ||
| JP2011054628 | 2011-03-11 | ||
| JP2012037885A JP6083936B2 (ja) | 2011-03-11 | 2012-02-23 | 徐放性粒子の製造方法 |
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| Publication Number | Publication Date |
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| JP2012207012A JP2012207012A (ja) | 2012-10-25 |
| JP2012207012A5 JP2012207012A5 (enExample) | 2015-04-09 |
| JP6083936B2 true JP6083936B2 (ja) | 2017-02-22 |
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| JP2012037885A Active JP6083936B2 (ja) | 2011-03-11 | 2012-02-23 | 徐放性粒子の製造方法 |
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| Country | Link |
|---|---|
| US (1) | US9511030B2 (enExample) |
| JP (1) | JP6083936B2 (enExample) |
| CN (1) | CN103415207A (enExample) |
| WO (1) | WO2012124598A1 (enExample) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6109502B2 (ja) * | 2012-07-13 | 2017-04-05 | 大阪ガスケミカル株式会社 | 抗生物活性粒子およびその製造方法 |
| US9987233B2 (en) | 2013-03-21 | 2018-06-05 | Eupraxia Pharmaceuticals USA LLC | Injectable sustained release composition and method of using the same for treating inflammation in joints and pain associated therewith |
| JP6316944B2 (ja) * | 2013-05-17 | 2018-04-25 | スリーエム イノベイティブ プロパティズ カンパニー | 重合体複合粒子からの生物活性剤の放出 |
| WO2015030213A1 (ja) * | 2013-08-30 | 2015-03-05 | 日本エンバイロケミカルズ株式会社 | 徐放性粒子、その製造方法、成形材料および成形品 |
| CN105085778B (zh) * | 2014-04-22 | 2018-11-16 | 广东华润涂料有限公司 | 用于缓释功能成分的涂料组合物用水性胶乳、其制备方法以及应用 |
| MX2017003638A (es) * | 2014-09-19 | 2017-11-08 | Eupraxia Pharmaceuticals Inc | Microparticulas inyectables para liberacion hiper-localizada de agentes terapeuticos. |
| MX2018005035A (es) | 2015-10-27 | 2018-09-06 | Eupraxia Pharmaceuticals Inc | Formulaciones de liberacion sostenida de anestesicos locales. |
| JP6830666B2 (ja) * | 2017-09-22 | 2021-02-17 | 新中村化学工業株式会社 | コアシェル型農薬粒剤組成物及びその製造方法 |
| US10881103B2 (en) * | 2017-11-06 | 2021-01-05 | National Chung Shan Institute Of Science And Technology | Biocide-encapsulated microcapsule for use in paint |
| EP4212577A4 (en) | 2020-09-11 | 2024-09-18 | Osaka Gas Chemicals Co., Ltd. | ADDITIVE FOR RESIN MIXING |
| EP4304878A4 (en) * | 2021-03-08 | 2025-01-29 | Regents of the University of Michigan | Crosslinked ion-exchange materials, related methods, and related articles |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS59145265A (ja) | 1983-02-04 | 1984-08-20 | Sumitomo Naugatuck Co Ltd | 接着剤組成物 |
| DE3485826T2 (de) | 1983-11-25 | 1992-12-10 | Allied Colloids Ltd | Herstellung und verwendung polymerer kugeln. |
| GB8331546D0 (en) | 1983-11-25 | 1984-01-04 | Exxon Research Engineering Co | Polymeric compositions |
| JPS6186941A (ja) | 1984-10-03 | 1986-05-02 | Japan Synthetic Rubber Co Ltd | 含油マイクロカプセルの製造方法 |
| JPH0699244B2 (ja) | 1985-04-10 | 1994-12-07 | 日本ペイント株式会社 | 抗有害生物性を有する微小樹脂粒子 |
| US5225279A (en) * | 1985-04-30 | 1993-07-06 | Rohm And Haas Company | Solvent core encapsulant composition |
| DE4137619A1 (de) | 1991-11-15 | 1993-05-19 | Basf Ag | Mikrokapseln mit feststoff-kern |
| JPH0753835A (ja) * | 1993-08-10 | 1995-02-28 | Takeda Chem Ind Ltd | 有効成分を含有するコアポリマー、コアシェルポリマーおよびそれらの製造法 |
| DE19644224A1 (de) | 1996-10-24 | 1998-04-30 | Bayer Ag | Antifoulingbeschichtung |
| US5972363A (en) | 1997-04-11 | 1999-10-26 | Rohm And Haas Company | Use of an encapsulated bioactive composition |
| DE19807118A1 (de) | 1998-02-20 | 1999-08-26 | Bayer Ag | Perlpolymerisat-Formulierungen |
| US6471975B1 (en) | 1998-05-01 | 2002-10-29 | 3M Innovative Properties Company | Microspheres as a delivery vehicle for bio-active agents useful in agricultural applications |
| US7354596B1 (en) * | 1998-05-01 | 2008-04-08 | 3M Innovative Properties Company | Anti-microbial agent delivery system |
| AU1414401A (en) | 1999-11-19 | 2001-06-04 | Nof Corporation | Sustained-release preparation of aqueous dispersion type and process for producing the same |
| JP4514077B2 (ja) | 1999-12-27 | 2010-07-28 | 日本エンバイロケミカルズ株式会社 | 微生物増殖抑制剤含有マイクロカプセルおよび微生物増殖抑制剤含有マイクロカプセルの製造方法 |
| JP2004331625A (ja) | 2003-05-12 | 2004-11-25 | Nof Corp | 水分散型のフェロモン徐放製剤およびその製造方法 |
| US20050282011A1 (en) | 2004-06-21 | 2005-12-22 | Nissin Chemical Industry Co., Ltd. | Microcapsule emulsion and method for producing the same |
| JP4842567B2 (ja) * | 2004-06-21 | 2011-12-21 | 日信化学工業株式会社 | マイクロカプセルエマルジョン及びその製造方法 |
| NO20071200L (no) | 2006-03-16 | 2007-09-17 | Rohm & Haas | Blandinger av innkapslede biocider |
| JP5045046B2 (ja) * | 2006-09-25 | 2012-10-10 | 住友化学株式会社 | 被覆粉状農薬 |
| JP4716435B2 (ja) | 2007-03-02 | 2011-07-06 | シチズン電子株式会社 | 光源装置及び光源装置を備えた表示装置 |
| JP5125168B2 (ja) | 2007-03-28 | 2013-01-23 | 住友化学株式会社 | 常温で固体の生理活性物質のマイクロカプセル組成物の製造方法 |
| JP2008239561A (ja) | 2007-03-28 | 2008-10-09 | Sumitomo Chemical Co Ltd | 常温で固体の生理活性物質のマイクロカプセル組成物の製造方法 |
| US8808752B2 (en) * | 2009-09-11 | 2014-08-19 | Japan Envirochemicals, Ltd. | Controlled release particles and method for producing the same |
| JP5763570B2 (ja) * | 2011-03-11 | 2015-08-12 | 大阪ガスケミカル株式会社 | 徐放性粒子およびその製造方法 |
| CN104023527A (zh) * | 2011-12-28 | 2014-09-03 | 日本环境化学株式会社 | 缓释性粒子、木材处理剂及其制造方法 |
| US20150141549A1 (en) * | 2012-07-13 | 2015-05-21 | Japan Envirochemicals, Ltd. | Antibiotic particles and production method thereof |
-
2012
- 2012-02-23 JP JP2012037885A patent/JP6083936B2/ja active Active
- 2012-03-08 CN CN2012800126121A patent/CN103415207A/zh active Pending
- 2012-03-08 US US14/003,271 patent/US9511030B2/en not_active Expired - Fee Related
- 2012-03-08 WO PCT/JP2012/055968 patent/WO2012124598A1/ja not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2012124598A1 (ja) | 2012-09-20 |
| US20130337073A1 (en) | 2013-12-19 |
| US9511030B2 (en) | 2016-12-06 |
| CN103415207A (zh) | 2013-11-27 |
| JP2012207012A (ja) | 2012-10-25 |
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