JP2006525414A5 - - Google Patents
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- Publication number
- JP2006525414A5 JP2006525414A5 JP2006509613A JP2006509613A JP2006525414A5 JP 2006525414 A5 JP2006525414 A5 JP 2006525414A5 JP 2006509613 A JP2006509613 A JP 2006509613A JP 2006509613 A JP2006509613 A JP 2006509613A JP 2006525414 A5 JP2006525414 A5 JP 2006525414A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- allenyl
- carbon
- cycloalkyl
- aryl
- 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.)
- Pending
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- 125000003118 aryl group Chemical group 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 125000005282 allenyl group Chemical group 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- 125000000623 heterocyclic group Chemical group 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 7
- 125000004122 cyclic group Chemical group 0.000 claims description 5
- 239000012986 chain transfer agent Substances 0.000 claims description 4
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical group CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 claims description 4
- 125000005022 dithioester group Chemical group 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 125000002560 nitrile group Chemical group 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- 238000010526 radical polymerization reaction Methods 0.000 claims description 2
- 239000003999 initiator Substances 0.000 claims 4
- 239000000178 monomer Substances 0.000 claims 3
- IEJPPSMHUUQABK-UHFFFAOYSA-N 2,4-diphenyl-4h-1,3-oxazol-5-one Chemical group O=C1OC(C=2C=CC=CC=2)=NC1C1=CC=CC=C1 IEJPPSMHUUQABK-UHFFFAOYSA-N 0.000 claims 2
- 229920001577 copolymer Polymers 0.000 claims 2
- 125000005647 linker group Chemical group 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 125000006413 ring segment Chemical group 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- -1 4,4- dimethyl-5-oxo-4,5-dihydro - oxazol-2-yl Chemical group 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 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 description 2
- BGPJLYIFDLICMR-UHFFFAOYSA-N 1,4,2,3-dioxadithiolan-5-one Chemical compound O=C1OSSO1 BGPJLYIFDLICMR-UHFFFAOYSA-N 0.000 description 2
- 0 C*CC(OC(*C(*)(S*)I)=NC(C)(*)*)=O Chemical compound C*CC(OC(*C(*)(S*)I)=NC(C)(*)*)=O 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002825 nitriles Chemical group 0.000 description 1
- PQZOEWCOBPDXBH-UHFFFAOYSA-N o-ethyl 1-(4,4-dimethyl-5-oxo-1,3-oxazol-2-yl)ethylsulfanylmethanethioate Chemical compound CCOC(=S)SC(C)C1=NC(C)(C)C(=O)O1 PQZOEWCOBPDXBH-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 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
- 238000007142 ring opening reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Chemical group 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/429,487 US6762257B1 (en) | 2003-05-05 | 2003-05-05 | Azlactone chain transfer agents for radical polymerization |
| PCT/US2004/010130 WO2004099275A1 (en) | 2003-05-05 | 2004-04-01 | Azlactone chain transfer agents for radical polymerization |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006525414A JP2006525414A (ja) | 2006-11-09 |
| JP2006525414A5 true JP2006525414A5 (enExample) | 2007-05-24 |
Family
ID=32681934
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006509613A Pending JP2006525414A (ja) | 2003-05-05 | 2004-04-01 | ラジカル重合のためのアズラクトン連鎖移動剤 |
Country Status (7)
| Country | Link |
|---|---|
| US (2) | US6762257B1 (enExample) |
| EP (1) | EP1622952B1 (enExample) |
| JP (1) | JP2006525414A (enExample) |
| CN (2) | CN100475872C (enExample) |
| AT (1) | ATE420907T1 (enExample) |
| DE (1) | DE602004019074D1 (enExample) |
| WO (1) | WO2004099275A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6992217B2 (en) * | 2002-12-11 | 2006-01-31 | 3M Innovative Properties Company | Ring-opened azlactone initiators for atom transfer radical polymerization |
| US6894133B2 (en) * | 2002-12-11 | 2005-05-17 | 3M Innovative Properties Company | Azlactone initiators for atom transfer radical polymerization |
| US6908952B2 (en) * | 2003-03-21 | 2005-06-21 | 3M Innovative Properties Company | Ring-opened azlactone photoiniferters for radical polymerization |
| CN100336834C (zh) * | 2005-05-11 | 2007-09-12 | 浙江大学 | 油溶性引发剂引发活性细乳液聚合法制备微胶囊的方法 |
| FR2889702B1 (fr) * | 2005-08-12 | 2011-06-17 | Rhodia Chimie Sa | Composes porteurs de fonctions terminales xanthate et silane |
| EP1969397B1 (en) * | 2005-12-14 | 2017-11-08 | Novartis AG | Method for preparing silicone hydrogels |
| US7411053B2 (en) * | 2006-05-25 | 2008-08-12 | Harruna Issifu I | Ligand-functionalized/azo compounds and methods of use thereof |
| EP2052039B1 (en) * | 2006-08-04 | 2010-07-14 | FUJIFILM Manufacturing Europe B.V. | Compositions for porous membranes and recording media |
| WO2008016303A1 (en) * | 2006-08-04 | 2008-02-07 | Fujifilm Manufacturing Europe B.V. | Porous membrane and recording media comprising same |
| EP2051860A1 (en) * | 2006-08-04 | 2009-04-29 | Fuji Film Manufacturing Europe B.V. | Porous membranes and recording media comprising same |
| IN2009CN03580A (enExample) * | 2006-12-21 | 2015-09-11 | Agfa Graphics Nv | |
| CN101573387B (zh) | 2006-12-21 | 2013-05-29 | 爱克发印艺公司 | 可辐射固化组合物 |
| US8133960B2 (en) * | 2009-06-16 | 2012-03-13 | Bausch & Lomb Incorporated | Biomedical devices |
| FR2997082B1 (fr) | 2012-10-18 | 2015-02-13 | Centre Nat Rech Scient | Reactifs de couplage multifonctionnels a fonction azlactone. |
| EP2931756B1 (en) * | 2012-12-17 | 2018-08-08 | 3M Innovative Properties Company | Addition-fragmentation oligomers |
| CN109021968B (zh) * | 2014-03-04 | 2021-08-20 | 纳米技术有限公司 | 用于制造量子点聚合物膜的方法 |
| EP3478751B1 (en) | 2016-07-02 | 2026-03-11 | Rheomod De Mexico, S.A.P.I. De C.V. | Grafted polymers |
| EP3481872B1 (en) | 2016-07-11 | 2020-04-08 | 3M Innovative Properties Company | Polymeric material and methods of making using controlled radical initiators |
| WO2022226424A1 (en) * | 2021-04-23 | 2022-10-27 | Align Technology, Inc. | Photopolymerizable block polymers and methods of producing and using the same |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5408002A (en) * | 1993-09-09 | 1995-04-18 | Minnesota Mining And Manufacturing Company | Azlactone-functional polymer blends, articles produced therefrom and methods for preparing both |
| US5763548A (en) | 1995-03-31 | 1998-06-09 | Carnegie-Mellon University | (Co)polymers and a novel polymerization process based on atom (or group) transfer radical polymerization |
| 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 |
| EP0910587B1 (en) * | 1996-07-10 | 2001-12-12 | E.I. Du Pont De Nemours And Company | Polymerization with living characteristics |
| FR2764892B1 (fr) | 1997-06-23 | 2000-03-03 | Rhodia Chimie Sa | Procede de synthese de polymeres a blocs |
| US6143848A (en) | 1997-10-23 | 2000-11-07 | The B.F.Goodrich Company | End-functionalized polymers by controlled free-radical polymerization process and polymers made therefrom |
| ES2277678T3 (es) | 1997-12-18 | 2007-07-16 | E.I. Du Pont De Nemours And Company | Proceso de polimerizacion con caracteristicas vivientes y polimeros obtenidos mediante este proceso. |
| US6156478A (en) * | 1998-10-30 | 2000-12-05 | 3M Innovative Properties Company | Photocurable and photopatternable hydrogel matrix based on azlactone copolymers |
| TW574236B (en) | 2000-09-25 | 2004-02-01 | Ciba Sc Holding Ag | Process for controlled radical polymerization in aqueous dispersion |
| US6569969B2 (en) | 2000-09-28 | 2003-05-27 | Symyx Technologies, Inc. | Control agents for living-type free radical polymerization, methods of polymerizing and polymers with same |
| JP2004530751A (ja) * | 2001-05-04 | 2004-10-07 | ローディア インコーポレイティド | ブロック共重合体を界面活性剤として用いるラテックス製造プロセス |
| DE60225550T2 (de) * | 2001-05-04 | 2009-04-02 | Rhodia Chimie | Blockcopolymer-tenside durch eine kontrollierte radikalpolymerisation hergestellt |
| FR2837208B1 (fr) * | 2002-03-13 | 2004-06-18 | Rhodia Chimie Sa | Utilisation de copolymeres a blocs portant des fonctions phosphates et/ou phosphonates comme promoteurs d'adhesion ou comme agents de protection contre la corrosion d'une surface metallique |
| US6894133B2 (en) * | 2002-12-11 | 2005-05-17 | 3M Innovative Properties Company | Azlactone initiators for atom transfer radical polymerization |
-
2003
- 2003-05-05 US US10/429,487 patent/US6762257B1/en not_active Expired - Lifetime
-
2004
- 2004-04-01 CN CNB2004800124009A patent/CN100475872C/zh not_active Expired - Fee Related
- 2004-04-01 JP JP2006509613A patent/JP2006525414A/ja active Pending
- 2004-04-01 CN CNA2008102111910A patent/CN101367888A/zh active Pending
- 2004-04-01 EP EP04760520A patent/EP1622952B1/en not_active Expired - Lifetime
- 2004-04-01 DE DE602004019074T patent/DE602004019074D1/de not_active Expired - Lifetime
- 2004-04-01 AT AT04760520T patent/ATE420907T1/de not_active IP Right Cessation
- 2004-04-01 WO PCT/US2004/010130 patent/WO2004099275A1/en not_active Ceased
- 2004-04-07 US US10/820,204 patent/US6911510B2/en not_active Expired - Lifetime
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