CN100549055C - 来自原子转移自由基聚合的大分子单体的梳形聚合物 - Google Patents
来自原子转移自由基聚合的大分子单体的梳形聚合物 Download PDFInfo
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- CN100549055C CN100549055C CNB2003101047562A CN200310104756A CN100549055C CN 100549055 C CN100549055 C CN 100549055C CN B2003101047562 A CNB2003101047562 A CN B2003101047562A CN 200310104756 A CN200310104756 A CN 200310104756A CN 100549055 C CN100549055 C CN 100549055C
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- Prior art keywords
- acid
- alkyl
- vinylformic acid
- salt
- ester
- Prior art date
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- 229910052801 chlorine Inorganic materials 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 8
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- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 1
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- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- NIXKBAZVOQAHGC-UHFFFAOYSA-N phenylmethanesulfonic acid Chemical compound OS(=O)(=O)CC1=CC=CC=C1 NIXKBAZVOQAHGC-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 1
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- 239000002243 precursor Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- OSFBJERFMQCEQY-UHFFFAOYSA-N propylidene Chemical group [CH]CC OSFBJERFMQCEQY-UHFFFAOYSA-N 0.000 description 1
- LLBIOIRWAYBCKK-UHFFFAOYSA-N pyranthrene-8,16-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C=C4C5=CC=CC=C5C(=O)C5=C4C4=C3C2=C1C=C4C=C5 LLBIOIRWAYBCKK-UHFFFAOYSA-N 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 150000003233 pyrroles Chemical class 0.000 description 1
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
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- ORIHZIZPTZTNCU-YVMONPNESA-N salicylaldoxime Chemical compound O\N=C/C1=CC=CC=C1O ORIHZIZPTZTNCU-YVMONPNESA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
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- 239000011780 sodium chloride Substances 0.000 description 1
- 229960002668 sodium chloride Drugs 0.000 description 1
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- 230000003068 static effect Effects 0.000 description 1
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- XTQHKBHJIVJGKJ-UHFFFAOYSA-N sulfur monoxide Chemical compound S=O XTQHKBHJIVJGKJ-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- RKSOPLXZQNSWAS-UHFFFAOYSA-N tert-butyl bromide Chemical compound CC(C)(C)Br RKSOPLXZQNSWAS-UHFFFAOYSA-N 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
- 150000003512 tertiary amines Chemical group 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- 125000005958 tetrahydrothienyl group Chemical group 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- GVIJJXMXTUZIOD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=CC=CC=C3SC2=C1 GVIJJXMXTUZIOD-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000010023 transfer printing Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- GZBUMTPCIKCWFW-UHFFFAOYSA-N triethylcholine Chemical class CC[N+](CC)(CC)CCO GZBUMTPCIKCWFW-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
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- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical compound [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- LRXTYHSAJDENHV-UHFFFAOYSA-H zinc phosphate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O LRXTYHSAJDENHV-UHFFFAOYSA-H 0.000 description 1
- 229910000165 zinc phosphate Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- 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
-
- 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
- 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
-
- 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
- C08F2438/01—Atom Transfer Radical Polymerization [ATRP] or reverse ATRP
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Graft Or Block Polymers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Paints Or Removers (AREA)
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| EP00810023.2 | 2000-01-11 | ||
| EP00810023 | 2000-01-11 |
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| CNB018036414A Division CN100497420C (zh) | 2000-01-11 | 2001-01-04 | 来自原子转移自由基聚合的大分子单体的梳形聚合物 |
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| CN1506390A CN1506390A (zh) | 2004-06-23 |
| CN100549055C true CN100549055C (zh) | 2009-10-14 |
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| CNB018036414A Expired - Fee Related CN100497420C (zh) | 2000-01-11 | 2001-01-04 | 来自原子转移自由基聚合的大分子单体的梳形聚合物 |
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| CNB018036414A Expired - Fee Related CN100497420C (zh) | 2000-01-11 | 2001-01-04 | 来自原子转移自由基聚合的大分子单体的梳形聚合物 |
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| WO (1) | WO2001051534A1 (cg-RX-API-DMAC7.html) |
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| US6376597B1 (en) * | 1999-12-16 | 2002-04-23 | Ppg Industries Ohio, Inc. | Pigment dispersions containing dispersants having pendent hydrophilic polymeric segments prepared by controlled radical polymerization |
| TW200407363A (en) * | 2001-11-29 | 2004-05-16 | Ciba Sc Holding Ag | Pigment compositions with modified ATRP copolymer dispersants |
| US6582510B1 (en) * | 2002-04-16 | 2003-06-24 | Arco Chemical Technology, L.P. | Use of comb-branched copolymers as pigment dispersants |
| DE10237286A1 (de) * | 2002-08-14 | 2004-02-26 | Degussa Construction Chemicals Gmbh | Verwendung von Blockcopolymeren als Dilpergiermittel für wässrige Feststoff-Suspensionen |
| KR20050103950A (ko) * | 2003-02-20 | 2005-11-01 | 시바 스페셜티 케미칼스 홀딩 인크. | 내부 교반 안료 조성물 |
| WO2004078839A1 (en) * | 2003-03-03 | 2004-09-16 | Ciba Specialty Chemicals Holding Inc. | Process for intercalating natural or sznthetic clays with block or comb copolymers |
| JP2009513725A (ja) * | 2003-06-24 | 2009-04-02 | ポリマーズ オーストラリア プロプライアタリー リミティド | ナノ複合材料におけるアクリル系分散剤 |
| GB2418204A (en) * | 2004-09-21 | 2006-03-22 | Sun Chemical Ltd | Energy-curable intaglio printing inks |
| US7535642B2 (en) * | 2004-04-09 | 2009-05-19 | Kimoto Co., Ltd. | Light control sheet and surface light source using the same |
| WO2006007364A2 (en) * | 2004-06-10 | 2006-01-19 | Degussa Corporation | Heat-stable colorant compositions for polymers |
| JP2006016488A (ja) * | 2004-07-01 | 2006-01-19 | Toyo Ink Mfg Co Ltd | 樹脂のグラフトされた有機顔料およびその製造方法 |
| JPWO2006104097A1 (ja) * | 2005-03-28 | 2008-09-04 | 株式会社カネカ | アクリル系ブロック共重合体、反応性ホットメルト接着剤組成物 |
| JP2007002122A (ja) * | 2005-06-24 | 2007-01-11 | Fuji Xerox Co Ltd | インクジェット用インク、インクジェット用処理液、インクジェット用インクセット、インクジェット用インクタンク、インクジェット記録方法、及びインクジェット記録装置 |
| US8349943B2 (en) | 2006-03-15 | 2013-01-08 | Kao Corporation | Pigment dispersant containing a copolymer with constituent units derived from polymerizable macromonomers |
| JP4963031B2 (ja) * | 2006-03-15 | 2012-06-27 | 花王株式会社 | 非水系顔料分散剤 |
| US9045643B2 (en) | 2006-04-21 | 2015-06-02 | Nippon Sheet Glass Company Limited | Bright pigment, method for producing the pigment, and waterborne resin composition containing the pigment |
| US8273171B2 (en) * | 2006-08-29 | 2012-09-25 | Nippon Sheet Glass Company, Limited | Pearlescent pigment |
| NZ577765A (en) | 2006-12-28 | 2011-09-30 | Nuplex Resins Bv | Waterborne polymeric dispersions |
| EP2147954B1 (en) * | 2007-04-18 | 2017-12-13 | Nippon Sheet Glass Company, Limited | Photoluminescent pigment and cosmetic composition using the same |
| US8440014B2 (en) * | 2007-04-27 | 2013-05-14 | Nippon Sheet Glass Company, Limited | Bright pigment, and bright coating composition and automotive body coating each containing the same |
| CN101827898B (zh) * | 2007-10-18 | 2013-03-27 | 日本板硝子株式会社 | 发光性颜料 |
| JP5726164B2 (ja) | 2009-03-24 | 2015-05-27 | ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ | 成形金属粒子の製造およびその使用 |
| CN101845129B (zh) * | 2010-05-21 | 2012-07-04 | 中科院广州化学有限公司 | 有机硅(甲基)丙烯酸酯aba型嵌段共聚物及其制备方法和应用 |
| CN101899132B (zh) * | 2010-07-26 | 2012-04-25 | 鲁东大学 | 一种聚丙烯腈吸附材料的制备方法 |
| JP5865250B2 (ja) * | 2010-09-08 | 2016-02-17 | 関西ペイント株式会社 | 水性エポキシ樹脂塗料組成物用キット、水性エポキシ樹脂塗料組成物、塗装物品の形成方法、及び塗装物品 |
| CN102010491B (zh) * | 2010-11-11 | 2012-05-30 | 常州大学 | 甲基丙烯酸二甲氨基乙酯-丙烯酸丁酯共聚物的制备方法 |
| CN102700260B (zh) * | 2012-05-27 | 2014-12-10 | 沈玉琴 | 一种瓷砖喷墨前的处理方法 |
| WO2014099748A1 (en) | 2012-12-18 | 2014-06-26 | Henkel US IP LLC | Process of controlled radical polymerization of branched polyacrylates |
| WO2015023372A1 (en) * | 2013-08-12 | 2015-02-19 | Henkel US IP LLC | Alkoxysilane-functionalized polyacrylate compositions and methods of preparation thereof |
| US10745506B2 (en) | 2013-11-04 | 2020-08-18 | Lubrizol Advanced Materials, Inc. | Acrylic dispersants with fused aromatic imide anchor groups |
| JP6761226B2 (ja) | 2013-11-29 | 2020-09-23 | 三菱ケミカル株式会社 | （メタ）アクリル系共重合体を含む粘着剤組成物および粘着シート |
| FR3018814B1 (fr) * | 2014-03-24 | 2016-03-04 | Rhodia Operations | Polymeres amphiphiles multibloc |
| US20170009066A1 (en) * | 2014-04-08 | 2017-01-12 | Toyo Tire & Rubber Co., Ltd. | Rubber composition and pneumatic tire |
| TWI516520B (zh) | 2014-10-31 | 2016-01-11 | 財團法人工業技術研究院 | 波長轉換聚合物、其製法及包含其之波長轉換裝置 |
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| EP3535307B1 (en) * | 2016-11-04 | 2021-02-24 | Basf Se | Novel monomers and polymers |
| CN108079980A (zh) * | 2016-11-21 | 2018-05-29 | 中国科学院大连化学物理研究所 | 一种具有疏水性刷型聚合物涂层的色谱柱及制备和应用 |
| US11174325B2 (en) | 2017-01-12 | 2021-11-16 | Carnegie Mellon University | Surfactant assisted formation of a catalyst complex for emulsion atom transfer radical polymerization processes |
| EP3844198B1 (en) * | 2018-08-31 | 2022-08-31 | Dow Global Technologies LLC | Branched polymeric dispersants, aqueous pigment dispersions, and aqueous coating compositions thereof |
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2001
- 2001-01-04 WO PCT/EP2001/000053 patent/WO2001051534A1/en not_active Ceased
- 2001-01-04 US US10/169,884 patent/US6936656B2/en not_active Expired - Lifetime
- 2001-01-04 EP EP01909579A patent/EP1254185A1/en not_active Withdrawn
- 2001-01-04 JP JP2001551118A patent/JP5290485B2/ja not_active Expired - Fee Related
- 2001-01-04 CN CNB2003101047562A patent/CN100549055C/zh not_active Expired - Fee Related
- 2001-01-04 AU AU2001237275A patent/AU2001237275A1/en not_active Abandoned
- 2001-01-04 CN CNB018036414A patent/CN100497420C/zh not_active Expired - Fee Related
- 2001-01-04 BR BR0107548-9A patent/BR0107548A/pt not_active Application Discontinuation
- 2001-01-04 KR KR1020027008859A patent/KR100673429B1/ko not_active Expired - Fee Related
- 2001-01-04 MX MXPA02006782A patent/MXPA02006782A/es not_active Application Discontinuation
- 2001-01-04 CA CA002394660A patent/CA2394660A1/en not_active Abandoned
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| US5807937A (en) * | 1995-11-15 | 1998-09-15 | Carnegie Mellon University | Processes based on atom (or group) transfer radical polymerization and novel (co) polymers having useful structures and properties |
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Also Published As
| Publication number | Publication date |
|---|---|
| JP5290485B2 (ja) | 2013-09-18 |
| AU2001237275A1 (en) | 2001-07-24 |
| CN1395587A (zh) | 2003-02-05 |
| BR0107548A (pt) | 2002-10-08 |
| CA2394660A1 (en) | 2001-07-19 |
| EP1254185A1 (en) | 2002-11-06 |
| KR100673429B1 (ko) | 2007-01-24 |
| WO2001051534A1 (en) | 2001-07-19 |
| CN100497420C (zh) | 2009-06-10 |
| KR20020070335A (ko) | 2002-09-05 |
| MXPA02006782A (es) | 2002-10-23 |
| US20030166755A1 (en) | 2003-09-04 |
| CN1506390A (zh) | 2004-06-23 |
| US6936656B2 (en) | 2005-08-30 |
| JP2003519703A (ja) | 2003-06-24 |
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