JP2012207013A5 - - Google Patents
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- JP2012207013A5 JP2012207013A5 JP2012037886A JP2012037886A JP2012207013A5 JP 2012207013 A5 JP2012207013 A5 JP 2012207013A5 JP 2012037886 A JP2012037886 A JP 2012037886A JP 2012037886 A JP2012037886 A JP 2012037886A JP 2012207013 A5 JP2012207013 A5 JP 2012207013A5
- Authority
- JP
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- Prior art keywords
- compound
- solubility parameter
- suspension polymerization
- polymer
- term
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims description 21
- 239000000178 monomer Substances 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- 238000010557 suspension polymerization reaction Methods 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 5
- 238000012695 Interfacial polymerization Methods 0.000 claims description 4
- 238000013268 sustained release Methods 0.000 claims description 4
- 239000012730 sustained-release form Substances 0.000 claims description 4
- 230000003115 biocidal effect Effects 0.000 claims 6
- 229920000642 polymer Polymers 0.000 claims 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 4
- 229920002554 vinyl polymer Polymers 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 2
- 230000000379 polymerizing effect Effects 0.000 claims 2
- 239000003242 anti bacterial agent Substances 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 230000008018 melting Effects 0.000 description 10
- 238000002844 melting Methods 0.000 description 10
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- -1 cineline Natural products 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- YIVJZNGAASQVEM-UHFFFAOYSA-N Lauroyl peroxide Chemical compound CCCCCCCCCCCC(=O)OOC(=O)CCCCCCCCCCC YIVJZNGAASQVEM-UHFFFAOYSA-N 0.000 description 2
- 229920000297 Rayon Polymers 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 229960001591 cyfluthrin Drugs 0.000 description 2
- QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 description 2
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 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 2
- 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 2
- 239000000126 substance Substances 0.000 description 2
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 description 1
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 description 1
- FJDPATXIBIBRIM-QFMSAKRMSA-N (1R)-trans-cyphenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 FJDPATXIBIBRIM-QFMSAKRMSA-N 0.000 description 1
- OQQOAWVKVDAJOI-UHFFFAOYSA-N (2-dodecanoyloxy-3-hydroxypropyl) dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCCCCCC OQQOAWVKVDAJOI-UHFFFAOYSA-N 0.000 description 1
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 description 1
- 229940044120 2-n-octyl-4-isothiazolin-3-one Drugs 0.000 description 1
- 229940099451 3-iodo-2-propynylbutylcarbamate Drugs 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- 239000005652 Acrinathrin Substances 0.000 description 1
- 239000005877 Alpha-Cypermethrin Substances 0.000 description 1
- 239000005874 Bifenthrin Substances 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- 239000005896 Etofenprox Substances 0.000 description 1
- 240000002989 Euphorbia neriifolia Species 0.000 description 1
- 101000811217 Haloarcula marismortui (strain ATCC 43049 / DSM 3752 / JCM 8966 / VKM B-1809) 30S ribosomal protein S19e Proteins 0.000 description 1
- 229930182984 Jasmolin Natural products 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 239000005820 Prochloraz Substances 0.000 description 1
- 239000005822 Propiconazole Substances 0.000 description 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 235000018936 Vitellaria paradoxa Nutrition 0.000 description 1
- IAXXETNIOYFMLW-GYSYKLTISA-N [(1r,3r,4r)-4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl] 2-methylprop-2-enoate Chemical compound C1C[C@@]2(C)[C@H](OC(=O)C(=C)C)C[C@@H]1C2(C)C IAXXETNIOYFMLW-GYSYKLTISA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- YLFSVIMMRPNPFK-WEQBUNFVSA-N acrinathrin Chemical compound CC1(C)[C@@H](\C=C/C(=O)OC(C(F)(F)F)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YLFSVIMMRPNPFK-WEQBUNFVSA-N 0.000 description 1
- 229940024113 allethrin Drugs 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 description 1
- 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 1
- 239000001506 calcium phosphate Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000006114 decarboxylation reaction Methods 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- YREQHYQNNWYQCJ-UHFFFAOYSA-N etofenprox Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YREQHYQNNWYQCJ-UHFFFAOYSA-N 0.000 description 1
- 229950005085 etofenprox Drugs 0.000 description 1
- 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 1
- 238000005755 formation reaction Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- JPMIIZHYYWMHDT-UHFFFAOYSA-N octhilinone Chemical compound CCCCCCCCN1SC=CC1=O JPMIIZHYYWMHDT-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder 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
- 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
- 239000002728 pyrethroid Substances 0.000 description 1
- 239000002964 rayon Substances 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
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 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
- 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 1
- 229940078499 tricalcium phosphate Drugs 0.000 description 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 description 1
- 235000019731 tricalcium phosphate Nutrition 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2012037886A JP5763570B2 (ja) | 2011-03-11 | 2012-02-23 | 徐放性粒子およびその製造方法 |
| CN201280012593.2A CN103429078B (zh) | 2011-03-11 | 2012-03-08 | 缓释粒子及其制造方法 |
| PCT/JP2012/055969 WO2012124599A1 (ja) | 2011-03-11 | 2012-03-08 | 徐放性粒子およびその製造方法 |
| US14/003,265 US9138417B2 (en) | 2011-03-11 | 2012-03-08 | Controlled release particles and production method thereof |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011054627 | 2011-03-11 | ||
| JP2011054627 | 2011-03-11 | ||
| JP2012037886A JP5763570B2 (ja) | 2011-03-11 | 2012-02-23 | 徐放性粒子およびその製造方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012207013A JP2012207013A (ja) | 2012-10-25 |
| JP2012207013A5 true JP2012207013A5 (enExample) | 2015-02-19 |
| JP5763570B2 JP5763570B2 (ja) | 2015-08-12 |
Family
ID=46830672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012037886A Active JP5763570B2 (ja) | 2011-03-11 | 2012-02-23 | 徐放性粒子およびその製造方法 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US9138417B2 (enExample) |
| JP (1) | JP5763570B2 (enExample) |
| CN (1) | CN103429078B (enExample) |
| WO (1) | WO2012124599A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6083936B2 (ja) * | 2011-03-11 | 2017-02-22 | 大阪ガスケミカル株式会社 | 徐放性粒子の製造方法 |
| 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 |
| JP6355486B2 (ja) * | 2013-08-30 | 2018-07-11 | 大阪ガスケミカル株式会社 | 徐放性粒子、その製造方法、成形材料および成形品 |
| JP6646950B2 (ja) * | 2014-06-05 | 2020-02-14 | 大阪ガスケミカル株式会社 | 木材保存剤および木材保護塗料 |
| JP6395216B2 (ja) * | 2014-11-13 | 2018-09-26 | 国立大学法人大阪大学 | 液体に含まれる超微細バブルの測定方法及びその測定装置 |
| JP6051343B2 (ja) * | 2014-12-18 | 2016-12-27 | 大阪ガスケミカル株式会社 | 粒子およびその製造方法 |
| WO2016133070A1 (ja) * | 2015-02-17 | 2016-08-25 | 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 |
| JP6794177B2 (ja) * | 2016-08-23 | 2020-12-02 | 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 |
| 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 |
| CN116750988A (zh) * | 2023-08-11 | 2023-09-15 | 天津市扬天环保科技有限公司 | 一种流动性好的缓释型聚羧酸混凝土减水剂及其制备方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3832252A (en) * | 1970-09-29 | 1974-08-27 | T Higuchi | Method of making a drug-delivery device |
| JPS6133230A (ja) * | 1984-07-23 | 1986-02-17 | Nippon Kayaku Co Ltd | マイクロカプセルの製造法 |
| JPH0635363B2 (ja) * | 1985-09-10 | 1994-05-11 | 日本合成化学工業株式会社 | 被覆農薬 |
| JPS63137746A (ja) | 1986-12-01 | 1988-06-09 | Lion Corp | マイクロカプセル及びその製造方法 |
| US5169632A (en) * | 1991-03-28 | 1992-12-08 | Minnesota Mining And Manufacturing Company | Microcapsules from polyfunctional aziridines |
| JPH06312128A (ja) * | 1993-04-28 | 1994-11-08 | Toppan Moore Co Ltd | マイクロカプセル及びその製造方法 |
| AU3109895A (en) | 1994-07-22 | 1996-02-22 | Ciba-Geigy Ag | Spherical microparticles comprising a nucleation promoter and biologically active compounds |
| 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 |
| JP4615662B2 (ja) * | 1999-08-27 | 2011-01-19 | 住化エンビロサイエンス株式会社 | 被覆用組成物 |
| DE19947147A1 (de) * | 1999-10-01 | 2001-04-05 | Bayer Ag | Mikrokapseln |
| 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 |
| AR053819A1 (es) | 2005-03-01 | 2007-05-23 | Basf Ag | Productos de microcapsiula de liberacion rapida |
| ITMI20050728A1 (it) | 2005-04-22 | 2006-10-23 | Endura Spa | Formulazione innovativa |
| US8808752B2 (en) * | 2009-09-11 | 2014-08-19 | Japan Envirochemicals, Ltd. | Controlled release particles and method for producing the same |
-
2012
- 2012-02-23 JP JP2012037886A patent/JP5763570B2/ja active Active
- 2012-03-08 WO PCT/JP2012/055969 patent/WO2012124599A1/ja not_active Ceased
- 2012-03-08 CN CN201280012593.2A patent/CN103429078B/zh not_active Expired - Fee Related
- 2012-03-08 US US14/003,265 patent/US9138417B2/en not_active Expired - Fee Related
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