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 (https=) | 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 (https=) |
| EP (1) | EP1622952B1 (https=) |
| JP (1) | JP2006525414A (https=) |
| CN (2) | CN101367888A (https=) |
| AT (1) | ATE420907T1 (https=) |
| DE (1) | DE602004019074D1 (https=) |
| WO (1) | WO2004099275A1 (https=) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6894133B2 (en) * | 2002-12-11 | 2005-05-17 | 3M Innovative Properties Company | Azlactone initiators for atom transfer radical polymerization |
| US6992217B2 (en) * | 2002-12-11 | 2006-01-31 | 3M Innovative Properties Company | Ring-opened 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 |
| JP5068765B2 (ja) * | 2005-12-14 | 2012-11-07 | ノバルティス アーゲー | シリコーンヒドロゲルの製造方法 |
| US7411053B2 (en) * | 2006-05-25 | 2008-08-12 | Harruna Issifu I | Ligand-functionalized/azo compounds and methods of use thereof |
| JP2009545662A (ja) * | 2006-08-04 | 2009-12-24 | フジフィルム マニュファクチャリング ユーロプ ビー．ブイ． | 多孔性膜およびこれを含む記録媒体 |
| ATE502691T1 (de) * | 2006-08-04 | 2011-04-15 | Fujifilm Mfg Europe Bv | Poröse membran und verfahren zur herstellung |
| EP2052039B1 (en) * | 2006-08-04 | 2010-07-14 | FUJIFILM Manufacturing Europe B.V. | Compositions for porous membranes and recording media |
| US8110610B2 (en) | 2006-12-21 | 2012-02-07 | Agfa Graphics N.V. | Amine co-initiators for radiation curable compositions |
| WO2008074758A1 (en) * | 2006-12-21 | 2008-06-26 | Agfa Graphics Nv | Novel radiation curable compositions |
| 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. |
| WO2014099317A1 (en) * | 2012-12-17 | 2014-06-26 | 3M Innovative Properties Company | Addition-fragmentation oligomers |
| US9966508B2 (en) * | 2014-03-04 | 2018-05-08 | Nanoco Technologies Ltd. | Methods for fabricating quantum dot polymer films |
| 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 |
| CA2259559C (en) * | 1996-07-10 | 2004-11-09 | 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 |
| 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. |
| 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 |
| EP1419181B1 (en) * | 2001-05-04 | 2007-03-14 | Rhodia Inc. | Process for the preparation of latices using block copolymers as surfactants |
| 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 JP JP2006509613A patent/JP2006525414A/ja active Pending
- 2004-04-01 CN CNA2008102111910A patent/CN101367888A/zh active Pending
- 2004-04-01 CN CNB2004800124009A patent/CN100475872C/zh not_active Expired - Fee Related
- 2004-04-01 AT AT04760520T patent/ATE420907T1/de not_active IP Right Cessation
- 2004-04-01 EP EP04760520A patent/EP1622952B1/en not_active Expired - Lifetime
- 2004-04-01 WO PCT/US2004/010130 patent/WO2004099275A1/en not_active Ceased
- 2004-04-01 DE DE602004019074T patent/DE602004019074D1/de not_active Expired - Lifetime
- 2004-04-07 US US10/820,204 patent/US6911510B2/en not_active Expired - Lifetime
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