DE69930529T2 - Wärmehärtende zusammensetzungen die durch atomtransferradikalpolymerisation hergestellte oh-gruppen enthaltende polymere enthalten - Google Patents
Wärmehärtende zusammensetzungen die durch atomtransferradikalpolymerisation hergestellte oh-gruppen enthaltende polymere enthalten Download PDFInfo
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- DE69930529T2 DE69930529T2 DE1999630529 DE69930529T DE69930529T2 DE 69930529 T2 DE69930529 T2 DE 69930529T2 DE 1999630529 DE1999630529 DE 1999630529 DE 69930529 T DE69930529 T DE 69930529T DE 69930529 T2 DE69930529 T2 DE 69930529T2
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- thermosetting composition
- composition according
- polymer
- hydroxyl
- hydroxyl functional
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- 229920000642 polymer Polymers 0.000 title claims description 127
- 239000000203 mixture Substances 0.000 title claims description 123
- 238000010560 atom transfer radical polymerization reaction Methods 0.000 title claims description 34
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 92
- 229920001002 functional polymer Polymers 0.000 claims description 63
- 229920001187 thermosetting polymer Polymers 0.000 claims description 62
- 239000000178 monomer Substances 0.000 claims description 55
- -1 polycyclic aromatic Compounds Chemical class 0.000 claims description 50
- 239000003999 initiator Substances 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 38
- 238000000576 coating method Methods 0.000 claims description 37
- 239000000758 substrate Substances 0.000 claims description 22
- 150000001875 compounds Chemical class 0.000 claims description 21
- 239000007787 solid Substances 0.000 claims description 19
- 239000003431 cross linking reagent Substances 0.000 claims description 18
- 239000011248 coating agent Substances 0.000 claims description 17
- 229920005989 resin Polymers 0.000 claims description 15
- 239000011347 resin Substances 0.000 claims description 15
- 125000000217 alkyl group Chemical group 0.000 claims description 14
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- 230000008569 process Effects 0.000 claims description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 11
- 125000000524 functional group Chemical group 0.000 claims description 9
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
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- 125000003118 aryl group Chemical group 0.000 claims description 5
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- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 3
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
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- 125000005442 diisocyanate group Chemical group 0.000 description 4
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- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 4
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- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 3
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 3
- OAOABCKPVCUNKO-UHFFFAOYSA-N 8-methyl Nonanoic acid Chemical compound CC(C)CCCCCCC(O)=O OAOABCKPVCUNKO-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
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- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000007590 electrostatic spraying Methods 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
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- 239000003960 organic solvent Substances 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
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- XJOUCILNLRXRTF-UHFFFAOYSA-N 1,2,3,4,5,6-hexakis(bromomethyl)benzene Chemical compound BrCC1=C(CBr)C(CBr)=C(CBr)C(CBr)=C1CBr XJOUCILNLRXRTF-UHFFFAOYSA-N 0.000 description 2
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- ZRZHXNCATOYMJH-UHFFFAOYSA-N 1-(chloromethyl)-4-ethenylbenzene Chemical compound ClCC1=CC=C(C=C)C=C1 ZRZHXNCATOYMJH-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
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- ZMWRRFHBXARRRT-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-bis(2-methylbutan-2-yl)phenol Chemical compound CCC(C)(C)C1=CC(C(C)(C)CC)=CC(N2N=C3C=CC=CC3=N2)=C1O ZMWRRFHBXARRRT-UHFFFAOYSA-N 0.000 description 2
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
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- 229920003270 Cymel® Polymers 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
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- 125000004423 acyloxy group Chemical group 0.000 description 2
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- 125000003545 alkoxy group Chemical group 0.000 description 2
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- QTMDXZNDVAMKGV-UHFFFAOYSA-L copper(ii) bromide Chemical compound [Cu+2].[Br-].[Br-] QTMDXZNDVAMKGV-UHFFFAOYSA-L 0.000 description 2
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- 238000011161 development Methods 0.000 description 2
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- QLLUAUADIMPKIH-UHFFFAOYSA-N 1,2-bis(ethenyl)naphthalene Chemical compound C1=CC=CC2=C(C=C)C(C=C)=CC=C21 QLLUAUADIMPKIH-UHFFFAOYSA-N 0.000 description 1
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- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- 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
- 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
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6225—Polymers of esters of acrylic or methacrylic acid
- C08G18/6229—Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D153/00—Coating compositions based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31855—Of addition polymer from unsaturated monomers
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Polyurethanes Or Polyureas (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Polymerization Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US9861998P | 1998-08-31 | 1998-08-31 | |
| US98619P | 1998-08-31 | ||
| US375019 | 1999-08-16 | ||
| US09/375,019 US6319987B1 (en) | 1998-08-31 | 1999-08-16 | Thermosetting compositions containing hydroxyl-functional polymers prepared using atom transfer radical polymerization |
| PCT/US1999/019798 WO2000012567A1 (en) | 1998-08-31 | 1999-08-30 | Thermosetting compositions containing hydroxyl-functional polymers prepared using atom transfer radical polymerization |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69930529D1 DE69930529D1 (de) | 2006-05-11 |
| DE69930529T2 true DE69930529T2 (de) | 2007-01-18 |
Family
ID=26794933
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1999630529 Expired - Fee Related DE69930529T2 (de) | 1998-08-31 | 1999-08-30 | Wärmehärtende zusammensetzungen die durch atomtransferradikalpolymerisation hergestellte oh-gruppen enthaltende polymere enthalten |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US6319987B1 (enExample) |
| EP (1) | EP1112291B1 (enExample) |
| JP (3) | JP2002523570A (enExample) |
| KR (1) | KR100418942B1 (enExample) |
| AU (1) | AU749990B2 (enExample) |
| BR (1) | BR9913484A (enExample) |
| CA (1) | CA2340705C (enExample) |
| DE (1) | DE69930529T2 (enExample) |
| ES (1) | ES2260934T3 (enExample) |
| WO (1) | WO2000012567A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6355729B1 (en) | 1998-08-31 | 2002-03-12 | Ppg Industries Ohio, Inc. | Electrodepositable coating compositions comprising amine salt group-containing polymers prepared by atom transfer radical polymerization |
| US6875832B2 (en) * | 2001-04-24 | 2005-04-05 | Ppg Industries Ohio, Inc. | Synthesis of vinyl polymers by controlled radical polymerization |
| US6686432B2 (en) * | 2002-02-15 | 2004-02-03 | Ppg Industries Ohio, Inc. | Alternating copolymers of isobutylene type monomers |
| CN1315935C (zh) * | 2002-02-15 | 2007-05-16 | Ppg工业俄亥俄公司 | 含有异丁烯共聚物的水性组合物 |
| US6784248B2 (en) | 2002-02-15 | 2004-08-31 | Ppg Industries Ohio, Inc. | Thermosetting compositions containing alternating copolymers of isobutylene type monomers |
| AU2003219738B2 (en) * | 2002-02-15 | 2005-07-14 | Ppg Industries Ohio, Inc. | Waterborne film-forming compositions containing alternating copolymers of isobutylene type monomers |
| EP1639019A4 (en) | 2003-07-02 | 2008-11-12 | Du Pont | HIGH PRESSURE HIGH TEMPERATURE POLYMERIZATION |
| JP2005139251A (ja) * | 2003-11-05 | 2005-06-02 | Canon Inc | ブロック共重合体、それ含有するポリマー含有組成物、インク組成物、インク付与方法および装置 |
| US7375174B2 (en) | 2004-03-04 | 2008-05-20 | Basf Corporation | Acrylic composition and a curable coating composition including the same |
| US7220811B2 (en) | 2004-03-04 | 2007-05-22 | Basf Corporation | Acrylic composition and a curable coating composition including the same |
| US7342077B2 (en) | 2004-06-04 | 2008-03-11 | Basf Corporation | Acrylic composition and a method of forming the same via free-radical polymerization |
| US7250480B2 (en) | 2004-03-04 | 2007-07-31 | Basf Corporation | Acrylic composition and a curable coating composition including the same |
| US7144966B2 (en) | 2004-03-04 | 2006-12-05 | Basf Corporation | Acrylic composition for use in coating applications and a method of forming the same |
| US20070066777A1 (en) * | 2004-09-03 | 2007-03-22 | Bzowej Eugene I | Methods for producing crosslinkable oligomers |
| WO2006039658A2 (en) * | 2004-09-30 | 2006-04-13 | Ppg Industries Ohio, Inc. | Thermosetting coating compositions comprising a copolymer formed from chlorotrifluoroethylene and methods of making copolymers formed from chlorotrifluoroethylene |
| US7332545B2 (en) * | 2004-09-30 | 2008-02-19 | Ppg Industries Ohio, Inc. | Fluoropolymers, methods for their production, and thermosetting compositions containing them |
| DE102005023728A1 (de) * | 2005-05-23 | 2006-11-30 | Basf Coatings Ag | Lackschichtbildendes Korrosionsschutzmittel und Verfahren zu dessen stromfreier Applikation |
| DE102006053291A1 (de) * | 2006-11-13 | 2008-05-15 | Basf Coatings Ag | Lackschichtbildendes Korrosionsschutzmittel mit guter Haftung und Verfahren zu dessen stromfreier Applikation |
| DE102007012406A1 (de) * | 2007-03-15 | 2008-09-18 | Basf Coatings Ag | Verfahren zur Korrosionsschutzausrüstung metallischer Substrate |
| EP2167595B1 (de) * | 2007-06-20 | 2012-08-15 | Basf Se | Verfahren zum aufbringen von korrosionsschutzschichten auf metallische oberflächen |
| DE102009007632A1 (de) | 2009-02-05 | 2010-08-12 | Basf Coatings Ag | Beschichtungsmittel für korrosionsstabile Lackierungen |
| WO2016093953A1 (en) * | 2014-12-08 | 2016-06-16 | Henkel IP & Holding GmbH | Process for making branched reactive block polymers |
| WO2021039710A1 (ja) * | 2019-08-26 | 2021-03-04 | 日立金属株式会社 | Ｆｅ－Ｓｉ－Ｂ－Ｎｂ系ターゲット |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4147679A (en) | 1976-06-02 | 1979-04-03 | Ppg Industries, Inc. | Water-reduced urethane coating compositions |
| EP0038127B1 (en) | 1980-04-14 | 1984-10-17 | Imperial Chemical Industries Plc | Multi-layer coating process involving use of aqueous basecoat composition containing crosslinked polymer microparticles and having a pseudoplastic or thixotropic character |
| US5003004A (en) * | 1986-04-18 | 1991-03-26 | E. I. Du Pont De Nemours And Company | Tough flexible polymer blends |
| US4851477A (en) * | 1986-08-29 | 1989-07-25 | E. I. Du Pont De Nemours And Company | Hybrid acrylic-condensation star polymers by group transfer polymerization |
| CA1281449C (en) | 1986-08-29 | 1991-03-12 | Clyde S. Hutchins | Hybrid acrylic star polymers and preparation |
| US5098956A (en) * | 1988-01-22 | 1992-03-24 | S.C. Johnson & Son, Inc. | Polyol blends of low TG and high TG acrylic copolymers |
| US5071904A (en) | 1989-05-30 | 1991-12-10 | Ppg Industries, Inc. | Waterborne coating compositions for automotive applications |
| DE4337480A1 (de) * | 1993-11-03 | 1995-05-04 | Basf Ag | Vernetzbare Pulverbindemittel |
| US5945487A (en) * | 1994-07-25 | 1999-08-31 | Kansai Paint Company, Ltd. | Thermosetting powder coating composition |
| 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 |
| JP3252890B2 (ja) * | 1996-06-28 | 2002-02-04 | 東亞合成株式会社 | ２液硬化型組成物 |
| US5789487A (en) | 1996-07-10 | 1998-08-04 | Carnegie-Mellon University | Preparation of novel homo- and copolymers using atom transfer radical polymerization |
| JPH10130347A (ja) * | 1996-10-25 | 1998-05-19 | Asahi Glass Co Ltd | ポリマーの製造法 |
| JPH10140075A (ja) * | 1996-11-12 | 1998-05-26 | Toagosei Co Ltd | 被覆用組成物 |
| TW593347B (en) | 1997-03-11 | 2004-06-21 | Univ Carnegie Mellon | Improvements in atom or group transfer radical polymerization |
| US6121380A (en) * | 1997-11-06 | 2000-09-19 | Nitto Denko Corporation | Preparation of adhesive (CO) polymers from isocyanate chain extended narrow molecular weight distribution telechelic (CO) polymers made by pseudo living polymerization |
-
1999
- 1999-08-16 US US09/375,019 patent/US6319987B1/en not_active Expired - Lifetime
- 1999-08-30 WO PCT/US1999/019798 patent/WO2000012567A1/en not_active Ceased
- 1999-08-30 EP EP19990945307 patent/EP1112291B1/en not_active Expired - Lifetime
- 1999-08-30 AU AU57928/99A patent/AU749990B2/en not_active Ceased
- 1999-08-30 DE DE1999630529 patent/DE69930529T2/de not_active Expired - Fee Related
- 1999-08-30 ES ES99945307T patent/ES2260934T3/es not_active Expired - Lifetime
- 1999-08-30 KR KR10-2001-7002613A patent/KR100418942B1/ko not_active Expired - Fee Related
- 1999-08-30 BR BR9913484A patent/BR9913484A/pt not_active Application Discontinuation
- 1999-08-30 JP JP2000567580A patent/JP2002523570A/ja active Pending
- 1999-08-30 CA CA 2340705 patent/CA2340705C/en not_active Expired - Fee Related
-
2001
- 2001-09-27 US US09/964,964 patent/US6517905B2/en not_active Expired - Fee Related
-
2004
- 2004-09-24 JP JP2004278574A patent/JP2005008896A/ja active Pending
-
2008
- 2008-08-04 JP JP2008201340A patent/JP2008260959A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE69930529D1 (de) | 2006-05-11 |
| AU5792899A (en) | 2000-03-21 |
| KR20010074872A (ko) | 2001-08-09 |
| ES2260934T3 (es) | 2006-11-01 |
| US20020040097A1 (en) | 2002-04-04 |
| AU749990B2 (en) | 2002-07-04 |
| BR9913484A (pt) | 2001-10-02 |
| EP1112291B1 (en) | 2006-03-22 |
| US6517905B2 (en) | 2003-02-11 |
| CA2340705C (en) | 2005-07-26 |
| JP2008260959A (ja) | 2008-10-30 |
| CA2340705A1 (en) | 2000-03-09 |
| JP2002523570A (ja) | 2002-07-30 |
| WO2000012567A1 (en) | 2000-03-09 |
| KR100418942B1 (ko) | 2004-02-14 |
| US6319987B1 (en) | 2001-11-20 |
| EP1112291A1 (en) | 2001-07-04 |
| JP2005008896A (ja) | 2005-01-13 |
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| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |