DE60124548T2 - Wässrige polyurethandispersionen, die polyfluoroxetan enthalten - Google Patents
Wässrige polyurethandispersionen, die polyfluoroxetan enthalten Download PDFInfo
- Publication number
- DE60124548T2 DE60124548T2 DE2001624548 DE60124548T DE60124548T2 DE 60124548 T2 DE60124548 T2 DE 60124548T2 DE 2001624548 DE2001624548 DE 2001624548 DE 60124548 T DE60124548 T DE 60124548T DE 60124548 T2 DE60124548 T2 DE 60124548T2
- Authority
- DE
- Germany
- Prior art keywords
- polyurethane
- polyol
- carboxylic acid
- carbon atoms
- polyfluorooxetane
- 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 - Fee Related
Links
- 229920002635 polyurethane Polymers 0.000 title claims abstract description 67
- 239000004814 polyurethane Substances 0.000 title claims abstract description 67
- 238000002955 isolation Methods 0.000 title 1
- 229920005862 polyol Polymers 0.000 claims abstract description 65
- 239000000178 monomer Substances 0.000 claims abstract description 64
- 150000003077 polyols Chemical class 0.000 claims abstract description 64
- 229920000642 polymer Polymers 0.000 claims abstract description 52
- 229920001577 copolymer Polymers 0.000 claims abstract description 41
- 238000000576 coating method Methods 0.000 claims abstract description 40
- 239000000203 mixture Substances 0.000 claims abstract description 31
- 239000002253 acid Substances 0.000 claims abstract description 25
- 230000005855 radiation Effects 0.000 claims abstract description 11
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 9
- 229920001567 vinyl ester resin Polymers 0.000 claims abstract description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 42
- 238000006243 chemical reaction Methods 0.000 claims description 36
- 239000002270 dispersing agent Substances 0.000 claims description 34
- 239000011248 coating agent Substances 0.000 claims description 30
- 239000005056 polyisocyanate Substances 0.000 claims description 25
- 229920001228 polyisocyanate Polymers 0.000 claims description 25
- 239000006185 dispersion Substances 0.000 claims description 21
- 150000002009 diols Chemical class 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 15
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 238000006116 polymerization reaction Methods 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 239000003054 catalyst Substances 0.000 claims description 9
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 229920005906 polyester polyol Polymers 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 238000011065 in-situ storage Methods 0.000 claims description 6
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- 125000002843 carboxylic acid group Chemical group 0.000 claims description 5
- 239000004417 polycarbonate Substances 0.000 claims description 5
- 229920000515 polycarbonate Polymers 0.000 claims description 5
- 229920006324 polyoxymethylene Polymers 0.000 claims description 4
- 229930182556 Polyacetal Natural products 0.000 claims description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 37
- 150000001252 acrylic acid derivatives Chemical class 0.000 abstract description 18
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- 239000000126 substance Substances 0.000 abstract description 9
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- 125000000129 anionic group Chemical group 0.000 abstract description 6
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 33
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 21
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 11
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- 239000002245 particle Substances 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
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- 239000001361 adipic acid Substances 0.000 description 8
- 229960000250 adipic acid Drugs 0.000 description 8
- 235000011037 adipic acid Nutrition 0.000 description 8
- 150000001298 alcohols Chemical class 0.000 description 8
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 8
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 7
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- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 6
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- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 229910052731 fluorine Inorganic materials 0.000 description 6
- 239000011737 fluorine Substances 0.000 description 6
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 6
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 6
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- 239000004800 polyvinyl chloride Substances 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
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- 239000007787 solid Substances 0.000 description 6
- 239000004970 Chain extender Substances 0.000 description 5
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 5
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 5
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 5
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 5
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- 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
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- 125000003545 alkoxy group Chemical group 0.000 description 4
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- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- KQBSGRWMSNFIPG-UHFFFAOYSA-N trioxane Chemical compound C1COOOC1 KQBSGRWMSNFIPG-UHFFFAOYSA-N 0.000 description 1
- MBYLVOKEDDQJDY-UHFFFAOYSA-N tris(2-aminoethyl)amine Chemical compound NCCN(CCN)CCN MBYLVOKEDDQJDY-UHFFFAOYSA-N 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- 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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
-
- 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
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
-
- 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
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3802—Low-molecular-weight compounds having heteroatoms other than oxygen having halogens
- C08G18/3804—Polyhydroxy compounds
- C08G18/3812—Polyhydroxy compounds having fluorine atoms
-
- 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
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/46—Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen
- C08G18/4607—Polycondensates having carboxylic or carbonic ester groups in the main chain having heteroatoms other than oxygen having halogens
-
- 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]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Laminated Bodies (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US610743 | 2000-07-06 | ||
| US09/610,743 US6465565B1 (en) | 2000-07-06 | 2000-07-06 | Anionic waterborne polyurethane dispersions containing polyfluorooxetanes |
| US833383 | 2001-04-12 | ||
| US09/833,383 US6465566B2 (en) | 2000-07-06 | 2001-04-12 | Anionic waterborne polyurethane dispersions containing polyfluorooxetanes |
| PCT/US2001/019725 WO2002004538A2 (en) | 2000-07-06 | 2001-06-20 | Anionic waterborne polyurethane dispersions containing polyfluorooxetanes |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60124548D1 DE60124548D1 (de) | 2006-12-28 |
| DE60124548T2 true DE60124548T2 (de) | 2007-05-24 |
Family
ID=27086342
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2001624548 Expired - Fee Related DE60124548T2 (de) | 2000-07-06 | 2001-06-20 | Wässrige polyurethandispersionen, die polyfluoroxetan enthalten |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6465566B2 (https=) |
| EP (1) | EP1297047B1 (https=) |
| JP (1) | JP2004502844A (https=) |
| AT (1) | ATE345358T1 (https=) |
| BR (1) | BR0112219A (https=) |
| DE (1) | DE60124548T2 (https=) |
| MX (1) | MXPA02012667A (https=) |
| WO (1) | WO2002004538A2 (https=) |
Families Citing this family (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7320829B2 (en) * | 1998-03-05 | 2008-01-22 | Omnova Solutions Inc. | Fluorinated polymer and amine resin compositions and products formed therefrom |
| US7727436B2 (en) * | 1998-03-05 | 2010-06-01 | Omnova Solutions Inc. | Coating derived from polyesters crosslinked with melamine formaldehyde |
| US6673889B1 (en) * | 1999-06-28 | 2004-01-06 | Omnova Solutions Inc. | Radiation curable coating containing polyfuorooxetane |
| US7081277B1 (en) * | 1999-10-22 | 2006-07-25 | Fujitsu Limited | Magnetic disk drive having a surface coating on a magnetic disk |
| US6962966B2 (en) * | 1999-12-28 | 2005-11-08 | Omnova Solutions Inc. | Monohydric polyfluorooxetane oligomers, polymers, and copolymers and coatings containing the same |
| WO2002092660A2 (en) | 2001-05-14 | 2002-11-21 | Omnova Soltions Inc | Polymeric surfactants derived from cyclic monomers having pendant fluorinated carbon groups |
| GB2383332B (en) * | 2001-12-20 | 2005-08-17 | Whitford Plastics Ltd | Coating system for flexible extrusions |
| DE10208567A1 (de) | 2002-02-27 | 2003-09-11 | Degussa Construction Chem Gmbh | Wässriges fluormodifiziertes Polyurethansystem für Anti-Graffiti- und Anti-Soiling-Beschichtungen |
| US20030207629A1 (en) * | 2002-05-01 | 2003-11-06 | Sobieski Robert T. | Highly durable, coated fabrics exhibiting hydrophobicity, oleophobicity and stain resistance and related methods |
| ITMI20021228A1 (it) * | 2002-06-06 | 2003-12-09 | Ausimont Spa | Composizioni di poliuretani reticolabili |
| DE10256494A1 (de) * | 2002-12-03 | 2004-06-24 | Basf Ag | Stabilisierte Zusammensetzungen, enthaltend polyfunktionelle Aziridinverbindungen |
| US7217440B2 (en) * | 2003-06-13 | 2007-05-15 | Essilor International Compagnie Generale D'optique | Process for replacing an initial outermost coating layer of a coated optical lens with a different coating layer or by depositing thereon a different coating layer |
| WO2005010074A1 (en) * | 2003-07-23 | 2005-02-03 | Omnova Solutions Inc. | Radiation polymerization of fluorooxetanes |
| DE102005013767A1 (de) * | 2005-03-22 | 2006-09-28 | Relius Coatings Gmbh & Co. Kg | Zubereitung zur Beschichtung von Substratoberflächen |
| US7288514B2 (en) * | 2005-04-14 | 2007-10-30 | The Clorox Company | Polymer-fluorosurfactant associative complexes |
| US7723279B2 (en) * | 2006-08-23 | 2010-05-25 | The Clorox Company | Foamable compositions containing alcohol |
| US20100189809A1 (en) * | 2006-08-23 | 2010-07-29 | The Clorox Company | Foamable Compositions Containing Alcohol |
| WO2010117838A1 (en) | 2009-03-31 | 2010-10-14 | Dow Global Technologies Inc. | Polyurethane dispersion, method of producing the same, coated articles, and method for coating articles |
| US9962736B2 (en) * | 2010-09-08 | 2018-05-08 | Toyota Motor Engineering & Manufacturing North America, Inc. | Low-gloss, flexible clear coats, articles of manufacture having low-gloss, two coat paint systems, and methods for applying the same |
| US8343631B2 (en) | 2010-11-03 | 2013-01-01 | Toyota Motor Engineering & Manufacturing North America, Inc. | Low-gloss, two-component clear coats, articles of manufacture having low-gloss, two-component clear coats, and methods for applying the same |
| WO2013081892A1 (en) * | 2011-11-30 | 2013-06-06 | U.S. Coatings Ip Co. Llc | Coating composition |
| US9822275B2 (en) | 2013-03-15 | 2017-11-21 | Valspar Sourcing, Inc. | Water-based compositions that resist dirt pick-up |
| US10196537B2 (en) | 2013-03-15 | 2019-02-05 | The Sherwin-Williams Company | Dirt pick-up resistant composition |
| US10221322B2 (en) | 2013-03-15 | 2019-03-05 | The Sherwin-Williams Company | Dirt pick-up resistant composition |
| US9975295B2 (en) | 2014-08-12 | 2018-05-22 | Carbon, Inc. | Acceleration of stereolithography |
| EP3191553A4 (en) | 2014-09-12 | 2018-08-22 | Valspar Sourcing, Inc. | Water-based coating compositions that resist dirt pickup |
| WO2017116612A2 (en) * | 2015-12-04 | 2017-07-06 | United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration | Synthesis and development of polyurethane coatings containing flourine groups for abhesive applications |
| WO2017112483A2 (en) * | 2015-12-22 | 2017-06-29 | Carbon, Inc. | Accelerants for additive manufacturing with dual cure resins |
| CN105482680B (zh) * | 2016-01-06 | 2017-08-22 | 天津科技大学 | 紫外光固化超支化全氟聚醚聚氨酯丙烯酸酯涂料 |
| CN108885415B (zh) | 2016-03-29 | 2021-11-09 | 三菱化学株式会社 | 电子照相感光体、电子照相感光体盒、成像装置和氟系树脂用分散剂 |
| CN110770271B (zh) | 2017-05-19 | 2023-04-18 | 埃特纳科技有限公司 | 官能化氟化单体的制备方法、氟化单体及用于制备其的组合物 |
| US20190040181A1 (en) * | 2017-08-02 | 2019-02-07 | Covestro Llc | One component polyurethane dispersion for vinyl windows |
| US11059935B2 (en) | 2017-08-02 | 2021-07-13 | Covestro Llc | One component polyurethane dispersion for vinyl windows and other substrates |
| US11028296B2 (en) | 2017-08-02 | 2021-06-08 | Covestro Llc | One component polyurethane dispersion for vinyl windows and other substrates |
| WO2019232051A1 (en) | 2018-05-29 | 2019-12-05 | Swimc Llc | Water-based compositions with long term gloss retention |
| CN111704851B (zh) * | 2018-11-07 | 2021-11-30 | 苏州太湖电工新材料股份有限公司 | 一种电动汽车用耐atf油的阻燃型绝缘漆的制备方法 |
| CN109666124B (zh) * | 2018-12-12 | 2020-12-22 | 合众（佛山）化工有限公司 | 一种聚苯乙烯微球改性聚氨酯水性树脂及制备方法 |
| CN110041488B (zh) * | 2019-04-09 | 2021-04-16 | 安徽大学 | 一种含氟酰亚胺改性水性聚氨酯的制备方法 |
| US20230159789A1 (en) * | 2020-02-18 | 2023-05-25 | Akzo Nobel Coatings International B.V. | Waterborne UV Curable Coating Composition for Anti-Stain and Anti-Scratch Coatings |
| CN111234166A (zh) * | 2020-04-02 | 2020-06-05 | 昆山万杰新材料科技有限公司 | 一种弹性树脂及其制备方法和应用 |
| CN111234158A (zh) * | 2020-04-02 | 2020-06-05 | 昆山万杰新材料科技有限公司 | 一种基于多元醇的弹性树脂及其制备方法和应用 |
| US11725079B2 (en) | 2020-07-20 | 2023-08-15 | The Boeing Company | Polyimide compositions and articles incorporating the same |
| US11845834B2 (en) | 2020-09-23 | 2023-12-19 | The Boeing Company | Polyamide compositions and articles incorporating the same |
| US11697709B2 (en) * | 2020-10-07 | 2023-07-11 | The Boeing Company | Poly(arylene ether) compositions and articles incorporating the same |
| CN116535022B (zh) * | 2023-05-15 | 2024-09-03 | 江苏聚凯环保科技有限公司 | 一种防堵孔的抗结垢膜片微孔曝气器及其制备方法 |
| CN117467304A (zh) * | 2023-10-30 | 2024-01-30 | 厦门市太昱环保材料有限公司 | 一种人造革水性易去污处理剂、制备方法及应用 |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE588116A (https=) | 1959-03-03 | 1900-01-01 | ||
| US3834823A (en) | 1972-05-25 | 1974-09-10 | Gillette Co | Marking boards and erasable ink compositions therefor |
| US3949132A (en) | 1972-05-25 | 1976-04-06 | The Gillette Company | Marking boards and erasable ink compositions therefor |
| US3922457A (en) | 1972-12-22 | 1975-11-25 | Stratabord Limited | Dry wipe writing system and ink therefor |
| US4051195A (en) | 1975-12-15 | 1977-09-27 | Celanese Polymer Specialties Company | Polyepoxide-polyacrylate ester compositions |
| US4118541A (en) | 1976-11-03 | 1978-10-03 | Formica Corporation | Release sheet of a coated cellulose paper |
| US4603074A (en) | 1985-05-22 | 1986-07-29 | Gencorp Inc. | Vinyl chloride polymer laminate |
| CA1312040C (en) | 1985-12-19 | 1992-12-29 | Joseph Victor Koleske | Conformal coatings cured with actinic radiation |
| JPS62231798A (ja) | 1985-12-25 | 1987-10-12 | 三菱油化株式会社 | 筆記用スクリ−ン |
| JPS62169641A (ja) | 1986-01-22 | 1987-07-25 | 三菱化成ビニル株式会社 | 塩化ビニル系樹脂成形品 |
| US4686275A (en) | 1986-02-25 | 1987-08-11 | Valvoline Oil & Chemicals Ltd. | Saturated linear polyester resin composition suitable for coating a metal for anti-corrosion and/or decorative purposes |
| US4988123A (en) | 1986-09-15 | 1991-01-29 | The Gillette Company | Erasable system including marking surface and erasable ink composition |
| US4857396A (en) | 1987-02-05 | 1989-08-15 | Daifoil Company, Ltd. | Minute-cellular polyester film provided with coating |
| JPH0784518B2 (ja) | 1987-04-03 | 1995-09-13 | ダイキン工業株式会社 | 末端変性フルオロアルキルエポキシアルカン重合体およびその用途 |
| US5045624A (en) | 1988-06-20 | 1991-09-03 | Ciba-Geigy Corporation | Heteroatom containing perfluoroalkyl terminated neopentyl glycols and compositions therefrom |
| US4898981A (en) | 1988-06-20 | 1990-02-06 | Ciba-Geigy Corporation | Heteroatom containing perfluoroalkyl terminated neopentyl glycols and compositions therefrom |
| US4946992A (en) | 1988-06-20 | 1990-08-07 | Ciba-Geigy Corporation | Heteroatom containing perfluoroalkyl terminated neopentyl glycols and compositions therefrom |
| US5097048A (en) | 1989-11-30 | 1992-03-17 | Ciba-Geigy Corporation | Heteroatom containing 3,3-bis-perfluoroalkyl oxetanes and polyethers therefrom |
| JPH03275859A (ja) | 1990-03-23 | 1991-12-06 | Asahi Glass Co Ltd | 塩化ビニル製壁紙の汚染防止方法 |
| EP0494538B1 (en) | 1990-12-26 | 1997-02-19 | Nippon Electric Glass Company., Ltd. | Fire-protection and safety composite glass panel |
| JP2856932B2 (ja) | 1991-02-13 | 1999-02-10 | セイコー化成株式会社 | 被覆用組成物 |
| JP3049140B2 (ja) | 1992-01-17 | 2000-06-05 | 株式会社サクラクレパス | 筆記板用消去性インキ組成物 |
| JP3246026B2 (ja) | 1992-04-23 | 2002-01-15 | ダイキン工業株式会社 | 撥水撥油性繊維 |
| US5361164A (en) | 1992-06-17 | 1994-11-01 | Walltalkers | Projection markerboard |
| US5807977A (en) | 1992-07-10 | 1998-09-15 | Aerojet General Corporation | Polymers and prepolymers from mono-substituted fluorinated oxetane monomers |
| US5362848A (en) | 1992-12-11 | 1994-11-08 | Aerojet-General Corporation | Preparation and polymerization of initiators containing multiple oxetane rings: new routes to star polymers |
| JP3336081B2 (ja) | 1993-06-16 | 2002-10-21 | キョーワ株式会社 | 建築工事用養生シート |
| US5674951A (en) | 1994-05-20 | 1997-10-07 | Gencorp Inc. | Abrasion-resistant and low friction coating compositions |
| US5649828A (en) | 1994-06-29 | 1997-07-22 | Kiyoharu Kawashima | Writing board system |
| EP0784641B1 (en) * | 1994-10-04 | 2002-01-02 | Minnesota Mining And Manufacturing Company | Reactive two-part polyurethane compositions and optionally self-healable and scratch-resistant coatings prepared therefrom |
| US6200683B1 (en) | 1994-12-16 | 2001-03-13 | Ppg Industries Ohio, Inc. | Coil coating compositions with low temperature flexibility and improved stain resistance |
| US5543200A (en) | 1994-12-19 | 1996-08-06 | Gencorp Inc. | Abrasion-resistant article coated with a coating compositions based on fluorinated monohydric alcohol |
| WO1996023828A1 (en) | 1995-01-30 | 1996-08-08 | Dsm N.V. | Radiation curable composition comprising fluorinated urethane oligomer |
| US5681890A (en) | 1995-03-09 | 1997-10-28 | Kansai Paint Co., Ltd. | Highly stain-resistant film-forming coating composition |
| JPH08283654A (ja) | 1995-04-19 | 1996-10-29 | Dainippon Ink & Chem Inc | 防汚被膜の形成方法 |
| US5637657A (en) | 1995-09-18 | 1997-06-10 | E. I. Du Pont De Nemours And Company | Surface coating compositions containing fluoroalkyl esters of unsaturated fatty acids |
| US5637772A (en) | 1995-09-22 | 1997-06-10 | Aerojet General Corporation | Fluorinated diamines and polymers formed therefrom |
| DE19634721C2 (de) * | 1996-08-28 | 2002-09-12 | Alfred Krueger | Beschichtungsmittel mit einem Gehalt von Fluor enthaltendem modifizierten Polyester und die Verwendung der Beschichtungsmittel |
| US6313335B1 (en) * | 1997-11-25 | 2001-11-06 | 3M Innovative Properties | Room temperature curable silane terminated and stable waterborne polyurethane dispersions which contain fluorine and/or silicone and low surface energy coatings prepared therefrom |
| JP2002505218A (ja) | 1998-03-05 | 2002-02-19 | オムノヴア ソリユーシヨンズ インコーポレーテツド | 清掃容易なポリマーラミネート |
| US6383651B1 (en) | 1998-03-05 | 2002-05-07 | Omnova Solutions Inc. | Polyester with partially fluorinated side chains |
| US6168866B1 (en) | 1998-08-19 | 2001-01-02 | 3M Innovative Properties Company | Abrasion and stain resistant curable fluorinated coating |
| JP3275859B2 (ja) | 1998-12-15 | 2002-04-22 | 村田機械株式会社 | コンベア装置 |
-
2001
- 2001-04-12 US US09/833,383 patent/US6465566B2/en not_active Expired - Fee Related
- 2001-06-20 AT AT01948526T patent/ATE345358T1/de not_active IP Right Cessation
- 2001-06-20 EP EP20010948526 patent/EP1297047B1/en not_active Expired - Lifetime
- 2001-06-20 MX MXPA02012667A patent/MXPA02012667A/es unknown
- 2001-06-20 JP JP2002509396A patent/JP2004502844A/ja active Pending
- 2001-06-20 BR BR0112219A patent/BR0112219A/pt not_active IP Right Cessation
- 2001-06-20 WO PCT/US2001/019725 patent/WO2002004538A2/en not_active Ceased
- 2001-06-20 DE DE2001624548 patent/DE60124548T2/de not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| WO2002004538A2 (en) | 2002-01-17 |
| JP2004502844A (ja) | 2004-01-29 |
| WO2002004538A3 (en) | 2002-08-22 |
| EP1297047A2 (en) | 2003-04-02 |
| BR0112219A (pt) | 2003-05-06 |
| DE60124548D1 (de) | 2006-12-28 |
| US6465566B2 (en) | 2002-10-15 |
| US20020026006A1 (en) | 2002-02-28 |
| ATE345358T1 (de) | 2006-12-15 |
| EP1297047B1 (en) | 2006-11-15 |
| MXPA02012667A (es) | 2003-05-14 |
| WO2002004538A8 (en) | 2002-02-21 |
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