NZ521244A - Process for preparing microgel using RAFT polymerisation - Google Patents
Process for preparing microgel using RAFT polymerisationInfo
- Publication number
- NZ521244A NZ521244A NZ521244A NZ52124401A NZ521244A NZ 521244 A NZ521244 A NZ 521244A NZ 521244 A NZ521244 A NZ 521244A NZ 52124401 A NZ52124401 A NZ 52124401A NZ 521244 A NZ521244 A NZ 521244A
- Authority
- NZ
- New Zealand
- Prior art keywords
- unsubstituted
- substituted
- block
- microgel
- methacrylate
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract description 8
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- 238000000034 method Methods 0.000 claims abstract description 81
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 11
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- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 claims description 5
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- 125000003342 alkenyl group Chemical group 0.000 claims description 5
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- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 4
- 229920002845 Poly(methacrylic acid) Polymers 0.000 claims description 4
- 125000004423 acyloxy group Chemical group 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 4
- 150000008064 anhydrides Chemical class 0.000 claims description 4
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims description 4
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- 229910052799 carbon Inorganic materials 0.000 claims description 4
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- 125000005017 substituted alkenyl group Chemical group 0.000 claims description 4
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 claims description 3
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- 239000004925 Acrylic resin Substances 0.000 claims description 3
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- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 3
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- 229940079593 drug Drugs 0.000 claims description 3
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- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 3
- 125000001475 halogen functional group Chemical group 0.000 claims description 3
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- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 claims description 2
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- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 claims description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
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- 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
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- 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
-
- 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
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
-
- 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
- C08F287/00—Macromolecular compounds obtained by polymerising monomers on to block polymers
-
- 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
- C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
- C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
-
- 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
- C09D153/00—Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
-
- 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
- C08F2438/00—Living radical polymerisation
- C08F2438/03—Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
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- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
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- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Graft Or Block Polymers (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Colloid Chemistry (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AUPQ6794A AUPQ679400A0 (en) | 2000-04-07 | 2000-04-07 | Microgel synthesis |
| PCT/US2001/011386 WO2001077198A1 (en) | 2000-04-07 | 2001-04-06 | Process of microgel synthesis and products produced therefrom |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ521244A true NZ521244A (en) | 2004-06-25 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ521244A NZ521244A (en) | 2000-04-07 | 2001-04-06 | Process for preparing microgel using RAFT polymerisation |
Country Status (12)
| Country | Link |
|---|---|
| EP (1) | EP1268591B1 (enExample) |
| JP (1) | JP5489384B2 (enExample) |
| KR (1) | KR100796053B1 (enExample) |
| CN (1) | CN1422291B (enExample) |
| AU (1) | AUPQ679400A0 (enExample) |
| BR (1) | BR0109902A (enExample) |
| CA (1) | CA2403155A1 (enExample) |
| IL (2) | IL152087A0 (enExample) |
| MX (1) | MXPA02009848A (enExample) |
| NZ (1) | NZ521244A (enExample) |
| TW (1) | TW558558B (enExample) |
| WO (1) | WO2001077198A1 (enExample) |
Families Citing this family (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2470522C (en) * | 2001-12-21 | 2012-05-01 | University Of Sydney | Aqueous dispersions of polymer particles |
| EP1511792A1 (en) * | 2002-06-10 | 2005-03-09 | Rhodia Inc. | Phase-separated composition comprising two miscible solvents, and use thereof in a process for making capsules |
| DE60307371T2 (de) * | 2002-06-14 | 2007-08-02 | Canon K.K. | Partikelzusammensetzung, Aufzeichnungsverfahren sowie Aufzeichnungsgerät unter Verwendung der Partikelzusammensetzung |
| FR2843314B1 (fr) | 2002-08-06 | 2004-09-24 | Rhodia Chimie Sa | Synthese de microgels statistiques par polymerisation radicalaire controlee |
| JP4035449B2 (ja) * | 2003-01-10 | 2008-01-23 | キヤノン株式会社 | ミセル粒子含有組成物、その薄膜及び薄膜の製造方法 |
| CA2790003C (en) * | 2004-10-04 | 2014-03-11 | The University Of Sydney | Surface polymerisation process and polymer product using raft agent |
| FR2881950B1 (fr) * | 2005-02-15 | 2007-04-13 | Oreal | Composition cosmetique comprenant une dispersion de particules de polymeres, dispersion de particules de polymeres et procede cosmetique l'utilisant |
| US7585922B2 (en) | 2005-02-15 | 2009-09-08 | L'oreal, S.A. | Polymer particle dispersion, cosmetic compositions comprising it and cosmetic process using it |
| JP4908785B2 (ja) * | 2005-06-22 | 2012-04-04 | 三井化学株式会社 | ポリオレフィン鎖含有マクロチオカルボニル化合物 |
| JP4908786B2 (ja) * | 2005-06-22 | 2012-04-04 | 三井化学株式会社 | オレフィン系重合体およびその製造方法 |
| DE102005045458A1 (de) * | 2005-09-22 | 2007-03-29 | Röhm Gmbh | Verfahren zur Herstellung von ABA-Triblockcopolymeren auf (Meth)acrylatbasis |
| US7671152B2 (en) * | 2005-12-22 | 2010-03-02 | The Goodyear Tire & Rubber Company | Surfactantless synthesis of amphiphilic cationic block copolymers |
| JP5016829B2 (ja) * | 2006-03-02 | 2012-09-05 | 日本テルペン化学株式会社 | ジベンジルトリチオカーボネート誘導体、その製造方法およびそれを用いた重合体 |
| BRPI0709848B1 (pt) * | 2006-04-03 | 2018-03-27 | The University Of Sydney | Métodos para polimerizar monômero para formar polímero na superfície de material particulado sólido, para preparar uma dispersão de material particulado sólido encapsulado em polímero em um líquido hidrofílico, para preparar um polímero e para preparar uma tinta, carga, adesivo, toner, tinta líquida, base de revestimento, selante, produto de diagnóstico ou produto terapêutico, tinta, carga, adesivo, toner, tinta líquida, base de revestimento, selante, produto diagnóstico ou produto terapêutico, material particulado sólido encapsulado em polímero, composição, e, dispersão líquida |
| FR2911877B1 (fr) * | 2007-01-29 | 2009-04-10 | Arkema France | Procede de preparation de particules de microgel par polymerisation radicalaire controlee en dispersion aqueuse mettant en oeuvre des agents de controle nitroxydes |
| JP2009001776A (ja) * | 2007-06-11 | 2009-01-08 | Rohm & Haas Co | 水性エマルジョンポリマー会合性増粘剤 |
| ES2720367T3 (es) * | 2008-01-17 | 2019-07-19 | Dsm Ip Assets Bv | Copolímeros de bloque reticulables de base de agua obtenidos usando RAFT |
| WO2009090253A1 (en) * | 2008-01-17 | 2009-07-23 | Dsm Ip Assets B.V. | Solvent borne crosslinkable block copolymers obtained using raft |
| WO2009155657A1 (en) | 2008-06-26 | 2009-12-30 | Commonwealth Scientific And Industrial Research Organisation | Conducting and semiconducting organic materials |
| FR2934861B1 (fr) * | 2008-08-05 | 2012-12-28 | Arkema France | Nouveaux modifiants chocs du type coeur-ecorce pour matrices polymeres transparentes. |
| US9255198B2 (en) | 2009-12-01 | 2016-02-09 | The University Of Sydney | Water swellable polymer materials comprising particulate core and water swellable R.A.F.T polymer shell |
| CN101864049A (zh) * | 2010-06-12 | 2010-10-20 | 陕西科技大学 | 一种高分子表面活性剂的制备方法 |
| CN101875709A (zh) * | 2010-06-12 | 2010-11-03 | 陕西科技大学 | 一种丙烯酸树脂乳液的制备方法 |
| EP2619232B1 (en) * | 2010-09-22 | 2016-03-16 | Commonwealth Scientific and Industrial Research Organisation | Continuous flow polymerisation process |
| FR2965564B1 (fr) * | 2010-09-30 | 2012-10-26 | Rhodia Operations | Preparation de polymeres hydrophiles de haute masse par polymerisation radicalaire controlee |
| JP2014514367A (ja) * | 2010-11-15 | 2014-06-19 | サン ケミカル コーポレイション | 印刷用インクの凝固特性および耐摩擦性を改善するための組成物および方法 |
| EP2500367A1 (en) | 2011-03-18 | 2012-09-19 | Henkel AG & Co. KGaA | Block-copolymer containing crosslinkable photoinitator groups |
| CN102304194A (zh) * | 2011-05-19 | 2012-01-04 | 上海大学 | 热敏性可调的生物兼容性核壳结构的高分子纳米凝胶及其制备方法 |
| GB201111439D0 (en) * | 2011-07-04 | 2011-08-17 | Syngenta Ltd | Formulation |
| CN102702450B (zh) * | 2012-05-22 | 2017-06-23 | 电子科技大学中山学院 | 一种水性聚氨酯‑丙烯酸酯乳液的制法 |
| GB201217313D0 (en) * | 2012-09-27 | 2012-11-14 | Univ Sheffield | Block copolymer synthesis |
| US9650480B2 (en) * | 2015-04-15 | 2017-05-16 | Ppg Industries Ohio, Inc. | Curable film-forming compositions containing encapsulated catalyst components |
| JP6912876B2 (ja) * | 2016-10-06 | 2021-08-04 | 三洋化成工業株式会社 | アクリル系医薬固形製剤用添加剤 |
| US10947330B2 (en) * | 2017-08-18 | 2021-03-16 | Rohm And Haas Company | Encapsulated catalyst and methods of olefin polymerization |
| FR3071850B1 (fr) | 2017-10-02 | 2020-06-12 | Total Marketing Services | Composition d’additifs pour carburant |
| FR3072095B1 (fr) | 2017-10-06 | 2020-10-09 | Total Marketing Services | Composition d'additifs pour carburant |
| WO2019084608A1 (en) * | 2017-10-31 | 2019-05-09 | The University Of Sydney | Novel polymer coated chlorothalonil particles |
| CN107698781B (zh) * | 2017-10-31 | 2020-05-01 | 东北林业大学 | 一种红粉接枝聚丙烯酸微凝胶及其制备方法和应用 |
| FR3073522B1 (fr) | 2017-11-10 | 2019-12-13 | Total Marketing Services | Nouveau copolymere et son utilisation comme additif pour carburant |
| FR3074498B1 (fr) | 2017-12-06 | 2020-09-11 | Total Marketing Services | Composition d’additifs pour carburant |
| FR3074497B1 (fr) | 2017-12-06 | 2020-09-11 | Total Marketing Services | Composition d’additifs pour carburant |
| FR3074499B1 (fr) | 2017-12-06 | 2020-08-28 | Total Marketing Services | Utilisation d'un copolymere particulier pour prevenir les depots sur les soupapes des moteurs a injection indirecte essence |
| FR3075813B1 (fr) | 2017-12-21 | 2021-06-18 | Total Marketing Services | Utilisation de polymeres reticules pour ameliorer les proprietes a froid de carburants ou combustibles |
| CN108434506B (zh) * | 2018-04-27 | 2021-06-25 | 温州医科大学附属第二医院（温州医科大学附属育英儿童医院） | 一种负载纳米缓释药物胶束的膨胀海绵、制备方法及用途 |
| WO2019241209A1 (en) * | 2018-06-11 | 2019-12-19 | Swimc Llc | Packaging coating containing water-dispersible acrylic block copolymer |
| KR102458927B1 (ko) * | 2018-08-29 | 2022-10-25 | 주식회사 엘지화학 | 폴리아크릴로니트릴 폴리머의 제조방법 |
| FR3087788B1 (fr) | 2018-10-24 | 2021-06-25 | Total Marketing Services | Association d'additifs pour carburant |
| FR3101882B1 (fr) | 2019-10-14 | 2022-03-18 | Total Marketing Services | Utilisation de polymères cationiques particuliers comme additifs pour carburants et combustibles |
| KR102663913B1 (ko) * | 2021-08-17 | 2024-05-09 | 고려대학교 세종산학협력단 | 삼중블록공중합체, 그 제조 방법 및 이를 포함하는 염료감응 태양전지 |
| CN113980486B (zh) * | 2021-11-18 | 2023-10-20 | 浙江理工大学 | 一种无皂化学交联型共聚物纳米粒子包覆有机颜料杂化胶乳的制备方法 |
| CN114605601B (zh) * | 2022-04-15 | 2023-08-15 | 清华大学 | 一种活性纳米乳胶及其制备方法 |
| CN114854163B (zh) * | 2022-05-27 | 2023-08-25 | 汕头市华麟塑化有限公司 | 一种改性高抗冲击聚苯乙烯及其制备方法 |
| CN115948013B (zh) * | 2022-09-01 | 2023-11-14 | 浙江省医疗器械检验研究院(国家食品药品监督管理局杭州医疗器械质量监督检验中心) | 一种快速成胶水凝胶及制备方法与应用 |
| WO2024073633A2 (en) * | 2022-09-30 | 2024-04-04 | Diaz Jairo A | Precise size and shape control of colloids using temperature-active block-copolymer micelles |
| WO2026070279A1 (ja) * | 2024-09-30 | 2026-04-02 | 大塚化学株式会社 | ブロック共重合体、分散剤、および、着色組成物 |
| CN121270134A (zh) * | 2025-08-20 | 2026-01-06 | 浙江交工集团股份有限公司 | 一种基于pH响应型核壳微凝胶的无碱速凝剂的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2087125A1 (en) * | 1992-01-23 | 1993-07-24 | Mridula Nair | Chemically fixed micelles |
| AUPM930394A0 (en) * | 1994-11-09 | 1994-12-01 | Commonwealth Scientific And Industrial Research Organisation | Block copolymer synthesis |
| AU3649697A (en) * | 1996-06-27 | 1998-01-14 | G.D. Searle & Co. | Particles comprising amphiphilic copolymers, having a cross-linked shell domain and an interior core domain, useful for pharmaceutical and other applications |
| WO1998001478A1 (en) * | 1996-07-10 | 1998-01-15 | E.I. Du Pont De Nemours And Company | Polymerization with living characteristics |
| JPH10110019A (ja) * | 1996-10-08 | 1998-04-28 | Kazunori Kataoka | 安定化高分子ミセルおよび生理活性物質のキヤリヤーとしてのその使用 |
| JPH10195152A (ja) * | 1996-12-27 | 1998-07-28 | Kazunori Kataoka | コア−シエル型ミクロスフイアーおよびその製造方法 |
| AUPO460797A0 (en) * | 1997-01-15 | 1997-02-06 | University Of Melbourne, The | Polymerisation process |
| US6512081B1 (en) * | 1997-07-21 | 2003-01-28 | E.I. Dupont Nemours And Company | Synthesis of dithioester chain transfer agents and use of bis(thioacyl) disulfides or dithioesters as chain transfer agents |
| BR9815179A (pt) * | 1997-12-18 | 2000-10-10 | Du Pont | Processo para produzir um polìmero, polìmero, composição de revestimento e agente de transferência de cadeia. |
| PT1123332E (pt) * | 1998-07-10 | 2004-08-31 | Du Pont | Microgeis e processos para a sua preparacao |
-
2000
- 2000-04-07 AU AUPQ6794A patent/AUPQ679400A0/en not_active Abandoned
-
2001
- 2001-04-06 IL IL15208701A patent/IL152087A0/xx not_active IP Right Cessation
- 2001-04-06 TW TW090108319A patent/TW558558B/zh not_active IP Right Cessation
- 2001-04-06 WO PCT/US2001/011386 patent/WO2001077198A1/en not_active Ceased
- 2001-04-06 KR KR1020027013301A patent/KR100796053B1/ko not_active Expired - Lifetime
- 2001-04-06 BR BR0109902-7A patent/BR0109902A/pt not_active IP Right Cessation
- 2001-04-06 JP JP2001575667A patent/JP5489384B2/ja not_active Expired - Lifetime
- 2001-04-06 MX MXPA02009848A patent/MXPA02009848A/es active IP Right Grant
- 2001-04-06 NZ NZ521244A patent/NZ521244A/en unknown
- 2001-04-06 EP EP01924821.0A patent/EP1268591B1/en not_active Expired - Lifetime
- 2001-04-06 CA CA002403155A patent/CA2403155A1/en not_active Abandoned
- 2001-04-06 CN CN01807653XA patent/CN1422291B/zh not_active Expired - Lifetime
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2002
- 2002-10-02 IL IL152087A patent/IL152087A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001077198A1 (en) | 2001-10-18 |
| TW558558B (en) | 2003-10-21 |
| KR20020091177A (ko) | 2002-12-05 |
| CN1422291A (zh) | 2003-06-04 |
| CA2403155A1 (en) | 2001-10-18 |
| JP5489384B2 (ja) | 2014-05-14 |
| AUPQ679400A0 (en) | 2000-05-11 |
| MXPA02009848A (es) | 2003-06-17 |
| JP2003530473A (ja) | 2003-10-14 |
| IL152087A (en) | 2007-06-17 |
| CN1422291B (zh) | 2010-05-26 |
| EP1268591B1 (en) | 2015-05-27 |
| KR100796053B1 (ko) | 2008-01-21 |
| IL152087A0 (en) | 2003-05-29 |
| BR0109902A (pt) | 2003-06-03 |
| EP1268591A1 (en) | 2003-01-02 |
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