KR101000839B1 - 중합체 입자의 수성 분산액 - Google Patents
중합체 입자의 수성 분산액 Download PDFInfo
- Publication number
- KR101000839B1 KR101000839B1 KR1020047009760A KR20047009760A KR101000839B1 KR 101000839 B1 KR101000839 B1 KR 101000839B1 KR 1020047009760 A KR1020047009760 A KR 1020047009760A KR 20047009760 A KR20047009760 A KR 20047009760A KR 101000839 B1 KR101000839 B1 KR 101000839B1
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- South Korea
- Prior art keywords
- unsubstituted
- substituted
- raft
- mmol
- polymerization
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- 125000000623 heterocyclic group Chemical group 0.000 claims description 17
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 2
- 125000001475 halogen functional group Chemical group 0.000 claims 1
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- VFXXTYGQYWRHJP-UHFFFAOYSA-N 4,4'-azobis(4-cyanopentanoic acid) Chemical compound OC(=O)CCC(C)(C#N)N=NC(C)(CCC(O)=O)C#N VFXXTYGQYWRHJP-UHFFFAOYSA-N 0.000 description 39
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 28
- 229920001971 elastomer Polymers 0.000 description 28
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 27
- 239000003999 initiator Substances 0.000 description 25
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 24
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- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 20
- 239000008367 deionised water Substances 0.000 description 19
- 229910021641 deionized water Inorganic materials 0.000 description 19
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 18
- 229920001485 poly(butyl acrylate) polymer Polymers 0.000 description 17
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- 239000004793 Polystyrene Substances 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 15
- GKLXTCVSRPGPBH-UHFFFAOYSA-N 2-(2-phenylethanethioyl)sulfanylbutanedioic acid Chemical compound OC(=O)CC(C(O)=O)SC(=S)CC1=CC=CC=C1 GKLXTCVSRPGPBH-UHFFFAOYSA-N 0.000 description 14
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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 12
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- DEDBHVFXKCVOCV-UHFFFAOYSA-N 2-butylsulfanylcarbothioylsulfanylbutanedioic acid Chemical compound CCCCSC(=S)SC(C(O)=O)CC(O)=O DEDBHVFXKCVOCV-UHFFFAOYSA-N 0.000 description 11
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- 238000003786 synthesis reaction Methods 0.000 description 11
- FPIRKEFSFDLXPT-UHFFFAOYSA-N 2-(2-phenylethanethioyl)sulfanylpropanoic acid Chemical compound OC(=O)C(C)SC(=S)CC1=CC=CC=C1 FPIRKEFSFDLXPT-UHFFFAOYSA-N 0.000 description 10
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- 230000002829 reductive effect Effects 0.000 description 10
- 125000003396 thiol group Chemical group [H]S* 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
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- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
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- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 7
- YGQPVBKYIVLGEE-UHFFFAOYSA-N 2-butylsulfanylcarbothioylsulfanylpropanamide Chemical compound CCCCSC(=S)SC(C)C(N)=O YGQPVBKYIVLGEE-UHFFFAOYSA-N 0.000 description 7
- VQUDUXBWOHBISV-UHFFFAOYSA-N 2-butylsulfanylcarbothioylsulfanylpropanoic acid Chemical compound CCCCSC(=S)SC(C)C(O)=O VQUDUXBWOHBISV-UHFFFAOYSA-N 0.000 description 7
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- 239000013078 crystal Substances 0.000 description 7
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 7
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 7
- 235000019260 propionic acid Nutrition 0.000 description 7
- MONMFXREYOKQTI-UHFFFAOYSA-N 2-bromopropanoic acid Chemical compound CC(Br)C(O)=O MONMFXREYOKQTI-UHFFFAOYSA-N 0.000 description 6
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- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
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- 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
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- RBWSWDPRDBEWCR-RKJRWTFHSA-N sodium;(2r)-2-[(2r)-3,4-dihydroxy-5-oxo-2h-furan-2-yl]-2-hydroxyethanolate Chemical compound [Na+].[O-]C[C@@H](O)[C@H]1OC(=O)C(O)=C1O RBWSWDPRDBEWCR-RKJRWTFHSA-N 0.000 description 1
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- 125000003696 stearoyl group Chemical group O=C([*])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
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- 238000010558 suspension polymerization method Methods 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- NMOALOSNPWTWRH-UHFFFAOYSA-N tert-butyl 7,7-dimethyloctaneperoxoate Chemical compound CC(C)(C)CCCCCC(=O)OOC(C)(C)C NMOALOSNPWTWRH-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- WMXCDAVJEZZYLT-UHFFFAOYSA-N tert-butylthiol Chemical compound CC(C)(C)S WMXCDAVJEZZYLT-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- CMWCOKOTCLFJOP-UHFFFAOYSA-N titanium(3+) Chemical compound [Ti+3] CMWCOKOTCLFJOP-UHFFFAOYSA-N 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- 238000004627 transmission electron microscopy Methods 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 125000000297 undecanoyl group Chemical group O=C([*])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
- 125000002948 undecyl 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])[H] 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 229920006337 unsaturated polyester resin Polymers 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- 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
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C329/00—Thiocarbonic acids; Halides, esters or anhydrides thereof
- C07C329/12—Dithiocarbonic acids; Derivatives thereof
- C07C329/14—Esters of dithiocarbonic acids
- C07C329/16—Esters of dithiocarbonic acids having sulfur atoms of dithiocarbonic groups bound to acyclic carbon atoms
-
- 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
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
- C08F2/24—Emulsion polymerisation with the aid of emulsifying agents
-
- 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
- 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
- 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
- C08F4/00—Polymerisation catalysts
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- 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
- C09D157/00—Coating compositions based on unspecified polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- 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]
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| AU2002/950772 | 2002-08-14 | ||
| AU2002950772A AU2002950772A0 (en) | 2002-08-14 | 2002-08-14 | Aqueous dispersions of polymer particles |
| PCT/AU2002/001735 WO2003055919A1 (en) | 2001-12-21 | 2002-12-20 | Aqueous dispersions of polymer particles |
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| FR2868068B1 (fr) | 2004-03-29 | 2006-07-14 | Coatex Soc Par Actions Simplif | Nouveaux composes soufres : utilisation comme agent de transfert pour la polymerisation radicalaire controlee de l'acide acrylique, polymeres obtenus et leurs applications |
| JP4516427B2 (ja) * | 2002-11-06 | 2010-08-04 | 株式会社クラレ | 熱可塑性重合体粉末 |
| FR2868072B1 (fr) * | 2004-07-28 | 2006-06-30 | Coatex Soc Par Actions Simplif | Polymeres obtenus par l'utilisation de composes soufres comme agents de transfert pour la polymerisation radicalaire controlee de l'acide acrylique et leurs applications |
| US7851572B2 (en) | 2004-07-28 | 2010-12-14 | Coatex S.A.S. | Polymers produced by using sulphur compounds in the form of transfer agents for controlled radical polymerisation of acrylic acid and the use thereof |
| WO2006023790A1 (en) * | 2004-08-20 | 2006-03-02 | Noveon, Inc. | Curable thiocarbonate compounds and compositions |
| CN101084241B (zh) * | 2004-10-04 | 2011-08-17 | 悉尼大学 | 使用raft试剂的表面聚合方法和聚合产物 |
| MY146025A (en) * | 2004-10-04 | 2012-06-15 | Univ Sydney | Polymerisation process and polymer product |
| JP2007039654A (ja) * | 2005-07-08 | 2007-02-15 | Tosoh Corp | クロロプレン系ブロック共重合体及びその製造法 |
| DE112006001808T5 (de) * | 2005-07-08 | 2008-06-19 | Tosoh Corporation | Blockcopolymer auf Chloroprenbasis, seifenfreier Latex auf Polychloroprenbasis und Verfahren zur Herstellung derselbigen |
| US7230063B1 (en) * | 2005-12-22 | 2007-06-12 | The Goodyear Tire & Rubber Company | Functional trithiocarbonate RAFT agents |
| JP4978946B2 (ja) * | 2006-02-08 | 2012-07-18 | 株式会社 資生堂 | Ｇｐｃスタンダード用イオン性ポリマー |
| KR20070097742A (ko) * | 2006-03-29 | 2007-10-05 | 주식회사 엘지화학 | 염화비닐계 수지 제조용 분산제 및 이를 이용한 염화비닐계수지의 제조 방법 |
| CN102304300B (zh) * | 2006-04-03 | 2016-04-27 | 悉尼大学 | 聚合物包封的固体颗粒材料及包含其的离散颗粒 |
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| US20090306311A1 (en) | 2008-06-05 | 2009-12-10 | The Administrators Of The Tulane Educational Fund | Methods and instrumentation for during-synthesis monitoring of polymer functional evolution |
| US20100048750A1 (en) * | 2006-10-20 | 2010-02-25 | The University Of Sydney | Vesiculated polymer particles |
| GB0624729D0 (en) * | 2006-12-12 | 2007-01-17 | Univ Leeds | Reversible micelles and applications for their use |
| US20100136353A1 (en) * | 2007-04-05 | 2010-06-03 | Michael Arnoldus Jacobus Schellekens | Aqueous oligomer / polymer emulsion with cationic functionality |
| JP5133606B2 (ja) * | 2007-06-04 | 2013-01-30 | Ａｇｃセイミケミカル株式会社 | 界面活性剤 |
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| EP2235080B1 (en) * | 2008-01-17 | 2019-03-06 | DSM IP Assets B.V. | Water borne crosslinkable block copolymers obtained using raft |
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| FR2931154B1 (fr) * | 2008-05-14 | 2011-04-08 | Univ Paris Curie | Copolymere amphiphile a blocs, procede pour sa preparation |
| WO2009153162A1 (de) * | 2008-06-17 | 2009-12-23 | Basf Se | Verfahren zur herstellung einer wässrigen polymerisatdispersion |
| CN102076795B (zh) * | 2008-06-30 | 2015-05-13 | 帝斯曼知识产权资产管理有限公司 | 利用raft得到的嵌段共聚物对金属表面的粘附 |
| FR2934861B1 (fr) * | 2008-08-05 | 2012-12-28 | Arkema France | Nouveaux modifiants chocs du type coeur-ecorce pour matrices polymeres transparentes. |
| CA2776672A1 (en) * | 2008-10-03 | 2010-04-08 | Chamelic Ltd | Ab diblock copolymers and applications for their use |
| EP2182011A1 (de) | 2008-10-29 | 2010-05-05 | Basf Se | Verfahren zur Herstellung von wässrigen Polyacrylsäurelösungen mittels kontrollierter radikalischer Polymerisation |
| US20120128743A1 (en) * | 2009-02-24 | 2012-05-24 | Brian Stanley Hawkett | Polymer particles |
| US20100315588A1 (en) * | 2009-06-16 | 2010-12-16 | Bausch & Lomb Incorporated | Biomedical devices |
| CA2782454A1 (en) | 2009-12-01 | 2011-06-09 | The University Of Sydney | Water swellable polymer materials |
| EP2921477A3 (en) * | 2010-01-27 | 2015-11-25 | Mitsubishi Rayon Co., Ltd. | Novel chain transfer agent and emulsion polymerization using same |
| GB201003970D0 (en) * | 2010-03-10 | 2010-04-21 | Univ Sheffield | Polymer synthesis |
| KR101849686B1 (ko) | 2010-05-19 | 2018-04-17 | 애버리 데니슨 코포레이션 | 규칙적인 구성의 아크릴 폴리머 |
| 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 |
| CN101982478A (zh) * | 2010-09-26 | 2011-03-02 | 北京印刷学院 | 一种大分子表面活性剂和核-壳两亲型聚合物微球及其制备方法 |
| US9428649B2 (en) * | 2010-11-05 | 2016-08-30 | E Ink California, Llc | Electrophoretic dispersion |
| JP2012233147A (ja) * | 2011-03-31 | 2012-11-29 | Canon Inc | 高分子粒子の製造方法 |
| AU2012262664B2 (en) * | 2011-05-31 | 2015-11-26 | The University Of Sydney | Polymer particles |
| KR101887243B1 (ko) * | 2011-07-13 | 2018-08-09 | 에이지씨 세이미 케미칼 가부시키가이샤 | 경화성 수지 조성물 및 그 용도 |
| WO2013035206A1 (ja) * | 2011-09-09 | 2013-03-14 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | 電子装置用シール剤組成物 |
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| CN104144957B (zh) * | 2012-01-31 | 2016-06-15 | 罗地亚运作公司 | 用于分散相聚合的活性聚(n-乙烯基内酰胺)反应性稳定剂 |
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| JP5773087B2 (ja) | 2012-10-11 | 2015-09-02 | 横浜ゴム株式会社 | 水系プライマー組成物 |
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| US9732169B2 (en) | 2014-07-22 | 2017-08-15 | University Of South Carolina | Raft agents and their use in the development of polyvinylpyrrolidone grafted nanoparticles |
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| AU2020251047A1 (en) * | 2019-04-01 | 2021-10-28 | The University Of Sydney | Non-core-shell polymer particles |
| JP7465165B2 (ja) * | 2020-07-09 | 2024-04-10 | テクノＵｍｇ株式会社 | ポリマーを含む粒子の水分散体の製造方法、及びブロックポリマーの製造方法 |
| CN113463402B (zh) * | 2021-06-28 | 2024-04-02 | 深圳万知达科技有限公司 | 一种pH响应超疏水-亲水可逆转化材料表面的制备方法 |
| JP7405891B2 (ja) * | 2022-03-29 | 2023-12-26 | テクノＵｍｇ株式会社 | Ｒａｆｔ重合用反応液 |
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| CN116496454B (zh) * | 2023-06-30 | 2023-09-26 | 河北合众建材有限公司 | 一种低温法合成多支化保坍型聚醚减水剂及制备方法 |
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| PT1123332E (pt) | 1998-07-10 | 2004-08-31 | Du Pont | Microgeis e processos para a sua preparacao |
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| US20100227975A1 (en) | 2010-09-09 |
| KR20100109960A (ko) | 2010-10-11 |
| BR0215285B1 (pt) | 2014-10-14 |
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| ZA200404992B (en) | 2005-04-26 |
| EP1463765A1 (en) | 2004-10-06 |
| IL162557A (en) | 2010-05-31 |
| NZ533519A (en) | 2007-07-27 |
| CN1625571A (zh) | 2005-06-08 |
| CA2470522C (en) | 2012-05-01 |
| IL162557A0 (en) | 2005-11-20 |
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| AU2002350285A1 (en) | 2003-07-15 |
| JP4405807B2 (ja) | 2010-01-27 |
| AU2002350285B2 (en) | 2008-02-28 |
| EP1463765B1 (en) | 2018-07-18 |
| JP2005513252A (ja) | 2005-05-12 |
| JP2009173943A (ja) | 2009-08-06 |
| EP1463765A4 (en) | 2006-05-10 |
| JP5173914B2 (ja) | 2013-04-03 |
| US7745553B2 (en) | 2010-06-29 |
| BR0215285A (pt) | 2004-11-16 |
| KR20040076260A (ko) | 2004-08-31 |
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