ES2260934T3 - Composiciones termoendurecibles que contienen polimeros hidroxilo-funcionales preparados mediante polimerizacion por radicales mediante transferencia atomica. - Google Patents
Composiciones termoendurecibles que contienen polimeros hidroxilo-funcionales preparados mediante polimerizacion por radicales mediante transferencia atomica.Info
- Publication number
- ES2260934T3 ES2260934T3 ES99945307T ES99945307T ES2260934T3 ES 2260934 T3 ES2260934 T3 ES 2260934T3 ES 99945307 T ES99945307 T ES 99945307T ES 99945307 T ES99945307 T ES 99945307T ES 2260934 T3 ES2260934 T3 ES 2260934T3
- Authority
- ES
- Spain
- Prior art keywords
- polymer
- hydroxyl
- thermosetting composition
- functional
- composition
- 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.)
- Expired - Lifetime
Links
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- 238000010526 radical polymerization reaction Methods 0.000 title claims abstract description 21
- 238000012546 transfer Methods 0.000 title claims abstract description 17
- 229920001002 functional polymer Polymers 0.000 title claims description 37
- 229920000642 polymer Polymers 0.000 claims abstract description 157
- 239000000178 monomer Substances 0.000 claims abstract description 64
- 229920001187 thermosetting polymer Polymers 0.000 claims abstract description 64
- 239000003999 initiator Substances 0.000 claims abstract description 36
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 35
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 20
- 125000000524 functional group Chemical group 0.000 claims abstract description 8
- 238000000576 coating method Methods 0.000 claims description 64
- -1 methanesulfonyl halide Chemical class 0.000 claims description 46
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- 229920001228 polyisocyanate Polymers 0.000 claims description 13
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
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- 125000003118 aryl group Chemical group 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
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- IOLQWGVDEFWYNP-UHFFFAOYSA-N ethyl 2-bromo-2-methylpropanoate Chemical compound CCOC(=O)C(C)(C)Br IOLQWGVDEFWYNP-UHFFFAOYSA-N 0.000 claims description 2
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- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 12
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- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 8
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- 125000005442 diisocyanate group Chemical group 0.000 description 5
- 150000002170 ethers Chemical class 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- 229920000028 Gradient copolymer Polymers 0.000 description 4
- 229920000877 Melamine resin Polymers 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
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- 229910052802 copper Inorganic materials 0.000 description 4
- 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
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 4
- 229910052751 metal Inorganic materials 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
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000000962 organic group Chemical group 0.000 description 3
- 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
- 150000002989 phenols Chemical class 0.000 description 3
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- 229920001567 vinyl ester resin Polymers 0.000 description 3
- 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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- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 239000004971 Cross linker Substances 0.000 description 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 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
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
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- 125000004423 acyloxy group Chemical group 0.000 description 2
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- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
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- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- LPTWEDZIPSKWDG-UHFFFAOYSA-N benzenesulfonic acid;dodecane Chemical compound OS(=O)(=O)C1=CC=CC=C1.CCCCCCCCCCCC LPTWEDZIPSKWDG-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 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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- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
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- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
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- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 2
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- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
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- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- XCOBTUNSZUJCDH-UHFFFAOYSA-B lithium magnesium sodium silicate Chemical compound [Li+].[Li+].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[Na+].[Na+].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].[Mg+2].O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3.O1[Si](O2)([O-])O[Si]3([O-])O[Si]1([O-])O[Si]2([O-])O3 XCOBTUNSZUJCDH-UHFFFAOYSA-B 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
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- GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 description 2
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
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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
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
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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 1
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- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- LJKDOMVGKKPJBH-UHFFFAOYSA-N 2-ethylhexyl dihydrogen phosphate Chemical compound CCCCC(CC)COP(O)(O)=O LJKDOMVGKKPJBH-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-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
Landscapes
- 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)
- Application Of Or Painting With Fluid Materials (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Polymerization Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US375019 | 1995-01-19 | ||
| US9861998P | 1998-08-31 | 1998-08-31 | |
| US98619P | 1998-08-31 | ||
| US09/375,019 US6319987B1 (en) | 1998-08-31 | 1999-08-16 | Thermosetting compositions containing hydroxyl-functional polymers prepared using atom transfer radical polymerization |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2260934T3 true ES2260934T3 (es) | 2006-11-01 |
Family
ID=26794933
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES99945307T Expired - Lifetime ES2260934T3 (es) | 1998-08-31 | 1999-08-30 | Composiciones termoendurecibles que contienen polimeros hidroxilo-funcionales preparados mediante polimerizacion por radicales mediante transferencia atomica. |
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 |
| BR0307664A (pt) * | 2002-02-15 | 2005-01-04 | Ppg Ind Ohio Inc | Composição formadora de filme e composição de revestimento composta multicomponente |
| US6686432B2 (en) * | 2002-02-15 | 2004-02-03 | Ppg Industries Ohio, Inc. | Alternating copolymers of isobutylene type monomers |
| US6784248B2 (en) * | 2002-02-15 | 2004-08-31 | Ppg Industries Ohio, Inc. | Thermosetting compositions containing alternating copolymers of isobutylene type monomers |
| WO2003070783A1 (en) * | 2002-02-15 | 2003-08-28 | Ppg Industries Ohio, Inc. | Waterborne film-forming compositions containing alternating copolymers of isobutylene type monomers |
| BRPI0411635A (pt) | 2003-07-02 | 2006-08-29 | Du Pont | processos para produção de polìmero, polìmero, composição de revestimento, processos para produção de um copolìmero de enxerto e de mistura de polìmero e sistemas de polimerização |
| 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 |
| US7250480B2 (en) | 2004-03-04 | 2007-07-31 | 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 |
| US7144966B2 (en) | 2004-03-04 | 2006-12-05 | Basf Corporation | Acrylic composition for use in coating applications and a method of forming the same |
| 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 |
| US20070066777A1 (en) * | 2004-09-03 | 2007-03-22 | Bzowej Eugene I | Methods for producing crosslinkable oligomers |
| EP1802690A2 (en) * | 2004-09-30 | 2007-07-04 | PPG Industries Ohio, Inc. | Thermosetting coating compositions comprising a copolymer formed from chlorotrifluoroethylene and methods of making copolymers formed from chlorotrifluoroethylene |
| MX2007003526A (es) * | 2004-09-30 | 2007-06-11 | Ppg Ind Ohio Inc | Fluoropolimeros, metodos para su produccion y composiciones termofraguables que los contienen. |
| 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 |
| JP5322115B2 (ja) * | 2007-06-20 | 2013-10-23 | ビーエーエスエフ ソシエタス・ヨーロピア | 金属表面への腐食防止塗膜の塗装方法 |
| DE102009007632A1 (de) | 2009-02-05 | 2010-08-12 | Basf Coatings Ag | Beschichtungsmittel für korrosionsstabile Lackierungen |
| EP3230327A4 (en) * | 2014-12-08 | 2018-07-18 | Henkel IP & Holding GmbH | Process for making branched reactive block polymers |
| TWI798579B (zh) * | 2019-08-26 | 2023-04-11 | 日商日立金屬股份有限公司 | Fe-Si-B-Nb系靶材 |
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 |
| GB2073609B (en) | 1980-04-14 | 1984-05-02 | Ici Ltd | Coating process |
| US5003004A (en) * | 1986-04-18 | 1991-03-26 | E. I. Du Pont De Nemours And Company | Tough flexible polymer blends |
| CA1281449C (en) | 1986-08-29 | 1991-03-12 | Clyde S. Hutchins | Hybrid acrylic star polymers and preparation |
| 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 |
| 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 ES ES99945307T patent/ES2260934T3/es not_active Expired - Lifetime
- 1999-08-30 BR BR9913484A patent/BR9913484A/pt not_active Application Discontinuation
- 1999-08-30 WO PCT/US1999/019798 patent/WO2000012567A1/en not_active Ceased
- 1999-08-30 DE DE1999630529 patent/DE69930529T2/de not_active Expired - Fee Related
- 1999-08-30 CA CA 2340705 patent/CA2340705C/en not_active Expired - Fee Related
- 1999-08-30 KR KR10-2001-7002613A patent/KR100418942B1/ko not_active Expired - Fee Related
- 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 JP JP2000567580A patent/JP2002523570A/ja active Pending
-
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 |
|---|---|
| EP1112291A1 (en) | 2001-07-04 |
| DE69930529D1 (de) | 2006-05-11 |
| AU749990B2 (en) | 2002-07-04 |
| WO2000012567A1 (en) | 2000-03-09 |
| DE69930529T2 (de) | 2007-01-18 |
| US20020040097A1 (en) | 2002-04-04 |
| US6319987B1 (en) | 2001-11-20 |
| JP2005008896A (ja) | 2005-01-13 |
| JP2008260959A (ja) | 2008-10-30 |
| CA2340705A1 (en) | 2000-03-09 |
| EP1112291B1 (en) | 2006-03-22 |
| AU5792899A (en) | 2000-03-21 |
| US6517905B2 (en) | 2003-02-11 |
| KR100418942B1 (ko) | 2004-02-14 |
| JP2002523570A (ja) | 2002-07-30 |
| BR9913484A (pt) | 2001-10-02 |
| KR20010074872A (ko) | 2001-08-09 |
| CA2340705C (en) | 2005-07-26 |
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