JP5388841B2 - 末端不飽和を含有する水溶性マクロモノマー及びその製造方法 - Google Patents
末端不飽和を含有する水溶性マクロモノマー及びその製造方法 Download PDFInfo
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- JP5388841B2 JP5388841B2 JP2009502335A JP2009502335A JP5388841B2 JP 5388841 B2 JP5388841 B2 JP 5388841B2 JP 2009502335 A JP2009502335 A JP 2009502335A JP 2009502335 A JP2009502335 A JP 2009502335A JP 5388841 B2 JP5388841 B2 JP 5388841B2
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- 229920000642 polymer Polymers 0.000 claims description 48
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 38
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 15
- 239000003999 initiator Substances 0.000 claims description 14
- FZYCEURIEDTWNS-UHFFFAOYSA-N prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC=C1.CC(=C)C1=CC=CC=C1 FZYCEURIEDTWNS-UHFFFAOYSA-N 0.000 claims description 14
- 239000011541 reaction mixture Substances 0.000 claims description 14
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
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- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 10
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 claims description 9
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 8
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 8
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- 238000004519 manufacturing process Methods 0.000 claims description 6
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- 238000001035 drying Methods 0.000 claims description 5
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- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 claims description 4
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical class OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims description 4
- 239000008139 complexing agent Substances 0.000 claims description 4
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 claims description 3
- ZAWQXWZJKKICSZ-UHFFFAOYSA-N 3,3-dimethyl-2-methylidenebutanamide Chemical compound CC(C)(C)C(=C)C(N)=O ZAWQXWZJKKICSZ-UHFFFAOYSA-N 0.000 claims description 3
- MAGFQRLKWCCTQJ-UHFFFAOYSA-N 4-ethenylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(C=C)C=C1 MAGFQRLKWCCTQJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000012966 redox initiator Substances 0.000 claims description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical class CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 25
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 20
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 18
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- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 description 2
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- KOODSCBKXPPKHE-UHFFFAOYSA-N propanethioic s-acid Chemical compound CCC(S)=O KOODSCBKXPPKHE-UHFFFAOYSA-N 0.000 description 1
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
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- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
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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
- C08F2/38—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
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/04—Polymers provided for in subclasses C08C or C08F
- C08F290/046—Polymers of unsaturated carboxylic acids or derivatives thereof
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- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN848DE2006 | 2006-03-28 | ||
| IN848/DEL/2006 | 2006-03-28 | ||
| PCT/IN2007/000125 WO2007110882A1 (en) | 2006-03-28 | 2007-03-28 | Water-soluble macromonomers containing terminal unsaturation and a process for the preparation thereof |
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| JP2009531514A JP2009531514A (ja) | 2009-09-03 |
| JP2009531514A5 JP2009531514A5 (enExample) | 2010-05-13 |
| JP5388841B2 true JP5388841B2 (ja) | 2014-01-15 |
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| EP (1) | EP1999162B1 (enExample) |
| JP (1) | JP5388841B2 (enExample) |
| AT (1) | ATE486893T1 (enExample) |
| CA (1) | CA2645436A1 (enExample) |
| DE (1) | DE602007010256D1 (enExample) |
| WO (1) | WO2007110882A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012236797A (ja) * | 2011-05-12 | 2012-12-06 | Adeka Corp | 複合体及びその製造方法 |
| KR20140088895A (ko) * | 2011-11-01 | 2014-07-11 | 루브리졸 어드밴스드 머티어리얼스, 인코포레이티드 | 아크릴레이트올레핀 공중합체，이를 생산하는 방법 및 이를 이용한 조성물 |
| WO2013162019A1 (ja) * | 2012-04-27 | 2013-10-31 | 国立大学法人大阪大学 | 自己修復性及び形状記憶性を有するゲル、及びその製造方法 |
| CN109060979A (zh) * | 2018-08-02 | 2018-12-21 | 成都中医药大学 | 一种亚甲二氧苯丙烯类毒素的测定方法 |
| EP3906263A4 (en) | 2019-01-03 | 2022-08-31 | Underdog Pharmaceuticals, Inc. | CYCLODEXTRIN DIMERS, COMPOSITIONS THEREOF AND USES THEREOF |
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| US4000220A (en) * | 1971-07-09 | 1976-12-28 | Hitachi, Ltd. | Method for producing thermoplastic resin |
| IT1007901B (it) * | 1974-04-12 | 1976-10-30 | Montedison Spa | Procedimento per la produzione di polisterolo resistente all urto |
| JPS5839161B2 (ja) * | 1976-08-03 | 1983-08-27 | 大日本インキ化学工業株式会社 | 分散樹脂組成物の製造法 |
| DE3023721A1 (de) * | 1980-06-25 | 1982-01-21 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen herstellung von mit kautschuk modifizierten polymerisaten von vinylaromaten |
| US4547327A (en) * | 1980-12-08 | 1985-10-15 | Medical Biological Sciences, Inc. | Method for producing a porous prosthesis |
| US4694054A (en) * | 1985-03-01 | 1987-09-15 | E. I. Du Pont De Nemours And Company | Cobalt(II) chelates as chain transfer agents in free radical polymerizations |
| US4680352A (en) * | 1985-03-01 | 1987-07-14 | E. I. Du Pont De Nemours And Company | Cobalt (II) chelates as chain transfer agents in free radical polymerizations |
| US4808656A (en) * | 1987-05-04 | 1989-02-28 | Ppg Industries, Inc. | High solids coating compositions |
| JP2613482B2 (ja) * | 1989-11-16 | 1997-05-28 | 第一工業製薬株式会社 | ロジン系エマルジョンサイズ剤用乳化分散剤及びサイズ剤 |
| JP2646770B2 (ja) * | 1989-12-13 | 1997-08-27 | 日本合成ゴム株式会社 | 共重合体ラテックスの製造方法 |
| JP2709658B2 (ja) * | 1991-04-30 | 1998-02-04 | 第一工業製薬株式会社 | ロジン系エマルジョンサイズ剤用乳化分散剤及びサイズ剤 |
| US5264530A (en) * | 1992-05-01 | 1993-11-23 | E. I. Du Pont De Nemours And Company | Process of polymerization in an aqueous system |
| JPH06172459A (ja) * | 1992-12-09 | 1994-06-21 | Nippon Oil & Fats Co Ltd | 変性ポリオレフィンの製造方法 |
| JPH0910686A (ja) * | 1995-06-27 | 1997-01-14 | Nippon Paint Co Ltd | 複層塗膜の形成方法 |
| US6100350A (en) * | 1996-02-23 | 2000-08-08 | E. I. Du Pont De Nemours And Company | Branched polymer synthesis |
| JP3763008B2 (ja) * | 1996-12-09 | 2006-04-05 | 第一工業製薬株式会社 | 紙塗被剤用保水剤 |
| JPH10333269A (ja) * | 1997-06-02 | 1998-12-18 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料 |
| JP3799779B2 (ja) * | 1997-10-17 | 2006-07-19 | 第一工業製薬株式会社 | 紙塗被剤用保水剤 |
| US6884562B1 (en) * | 1998-10-27 | 2005-04-26 | E. I. Du Pont De Nemours And Company | Photoresists and processes for microlithography |
| JP2000169531A (ja) * | 1998-12-03 | 2000-06-20 | Kansai Paint Co Ltd | ブロック共重合体の製造方法 |
| JP2000239334A (ja) * | 1999-02-23 | 2000-09-05 | Kansai Paint Co Ltd | 分岐ポリマーの製造方法 |
| US20020072580A1 (en) * | 2000-01-26 | 2002-06-13 | Aert Huub Van | Method of emulsion polymerization |
| JP2002005887A (ja) * | 2000-06-26 | 2002-01-09 | Kawamura Inst Of Chem Res | 親水性接液部を有する微小ケミカルデバイスの製造方法 |
| US6395850B1 (en) * | 2000-09-28 | 2002-05-28 | Symyx Technologies, Inc. | Heterocycle containing control agents for living-type free radical polymerization |
| JP2002194037A (ja) * | 2000-10-13 | 2002-07-10 | Kansai Paint Co Ltd | 顔料分散樹脂及びこの樹脂を含有する水性顔料分散体 |
| JP2003055416A (ja) * | 2001-08-22 | 2003-02-26 | Kansai Paint Co Ltd | 顔料分散樹脂の製造方法 |
| US6872789B2 (en) * | 2001-11-07 | 2005-03-29 | Akzo Nobel N.V. | Cross-linkable polymer composition |
| JP3928416B2 (ja) * | 2001-11-19 | 2007-06-13 | 星光Ｐｍｃ株式会社 | ロジン系エマルション組成物、紙のサイジング方法及び紙 |
| AU2003219972A1 (en) * | 2002-03-04 | 2003-09-22 | Symyx Technologies, Inc. | Copolymers for use in capillary electrophoretic separation media |
| JP2004099627A (ja) * | 2002-07-16 | 2004-04-02 | Kansai Paint Co Ltd | 非水系重合体微粒子分散液、非水系ポリウレタン微粒子分散液およびそれらを用いた塗料組成物 |
| JP2005112878A (ja) * | 2003-10-02 | 2005-04-28 | Nippon Shokubai Co Ltd | 重合体の水系分散体の製造方法 |
| JP5110764B2 (ja) * | 2003-10-07 | 2012-12-26 | キヤノン株式会社 | インクジェット用顔料分散インク、インクセット、インクタンク、記録ユニット、インクジェット記録装置、インクジェット記録方法及びインクジェット用顔料分散インクの製造方法 |
| JP2006169345A (ja) * | 2004-12-15 | 2006-06-29 | Canon Inc | インクジェット用顔料インク、インクセット、画像形成方法及び画像記録装置 |
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2007
- 2007-03-28 JP JP2009502335A patent/JP5388841B2/ja not_active Expired - Fee Related
- 2007-03-28 DE DE602007010256T patent/DE602007010256D1/de active Active
- 2007-03-28 AT AT07736581T patent/ATE486893T1/de not_active IP Right Cessation
- 2007-03-28 WO PCT/IN2007/000125 patent/WO2007110882A1/en not_active Ceased
- 2007-03-28 EP EP07736581A patent/EP1999162B1/en not_active Not-in-force
- 2007-03-28 US US12/280,225 patent/US7875659B2/en not_active Expired - Fee Related
- 2007-03-28 CA CA002645436A patent/CA2645436A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| EP1999162A1 (en) | 2008-12-10 |
| JP2009531514A (ja) | 2009-09-03 |
| EP1999162B1 (en) | 2010-11-03 |
| DE602007010256D1 (de) | 2010-12-16 |
| US7875659B2 (en) | 2011-01-25 |
| CA2645436A1 (en) | 2007-10-04 |
| WO2007110882A1 (en) | 2007-10-04 |
| US20090221729A1 (en) | 2009-09-03 |
| ATE486893T1 (de) | 2010-11-15 |
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