WO2009029512A3 - Two component waterborne polyurethane coatings for anti-graffiti application - Google Patents
Two component waterborne polyurethane coatings for anti-graffiti application Download PDFInfo
- Publication number
- WO2009029512A3 WO2009029512A3 PCT/US2008/073988 US2008073988W WO2009029512A3 WO 2009029512 A3 WO2009029512 A3 WO 2009029512A3 US 2008073988 W US2008073988 W US 2008073988W WO 2009029512 A3 WO2009029512 A3 WO 2009029512A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- waterborne polyurethane
- coatings
- graffiti
- polyurethane coatings
- hydrophilically modified
- Prior art date
Links
Classifications
-
- 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
-
- 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
- C08G18/6275—Polymers of halogen containing compounds having carbon-to-carbon double bonds; halogenated polymers of compounds having carbon-to-carbon double bonds
- C08G18/6279—Polymers of halogen containing compounds having carbon-to-carbon double bonds; halogenated polymers of compounds having carbon-to-carbon double bonds containing 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/703—Isocyanates or isothiocyanates transformed in a latent form by physical means
- C08G18/705—Dispersions of isocyanates or isothiocyanates in a liquid medium
- C08G18/706—Dispersions of isocyanates or isothiocyanates in a liquid medium the liquid medium being water
-
- 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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/08—Copolymers of styrene
- C08L25/14—Copolymers of styrene with unsaturated esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
Abstract
Two component (2K) waterborne polyurethane coating compositions which when cured achieve excellent anti-graffiti properties at low VOC level (below 100 g/L) are disclosed. The composition comprises (A) a fluorinated polyol and optionally a non-fluorinated polyol; and (B), a blend of polyisocyanates comprising a hydrophilically modified trimer of hexamethylene diisocyanate (HDT) and a hydrophilically modified trimer of isophorone diisocyanate (IPDT). The glass transition temperature of the ambient cured coatings, crosslinked network structure, and fluorine content at the surface enable excellent anti-graffiti properties. The waterborne coatings of the invention have excellent recoatability and exceptional chemical resistance.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP08798466.2A EP2188343B1 (en) | 2007-08-24 | 2008-08-22 | Two component waterborne polyurethane coatings for anti-graffiti application |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US95777007P | 2007-08-24 | 2007-08-24 | |
US60/957,770 | 2007-08-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2009029512A2 WO2009029512A2 (en) | 2009-03-05 |
WO2009029512A3 true WO2009029512A3 (en) | 2009-04-23 |
Family
ID=40382800
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2008/073988 WO2009029512A2 (en) | 2007-08-24 | 2008-08-22 | Two component waterborne polyurethane coatings for anti-graffiti application |
Country Status (3)
Country | Link |
---|---|
US (1) | US7875672B2 (en) |
EP (1) | EP2188343B1 (en) |
WO (1) | WO2009029512A2 (en) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009029512A2 (en) | 2007-08-24 | 2009-03-05 | Rhodia, Inc. | Two component waterborne polyurethane coatings for anti-graffiti application |
US20130012627A1 (en) * | 2008-05-28 | 2013-01-10 | Funston Sr Randall A | 2K waterborne polyurethane coating system and methods thereof |
JP4769288B2 (en) * | 2008-12-26 | 2011-09-07 | Sriスポーツ株式会社 | Two-component curable urethane-based waterborne paint for golf balls |
RU2520454C2 (en) * | 2009-01-09 | 2014-06-27 | Айдиапэйнт Инк. | Solidified under environmental conditions water-based coatings for surfaces, allowing writing and erasing |
CN101585995B (en) * | 2009-07-08 | 2011-05-04 | 兰州迅美漆业科技有限公司 | Oil-based anti-graffiti adhesion resistant paint and preparation method thereof |
JP5258732B2 (en) * | 2009-10-30 | 2013-08-07 | ダンロップスポーツ株式会社 | Curing-type polyurethane water-based paint for golf balls and painted golf balls using the same |
CN101845257B (en) * | 2010-05-28 | 2012-07-04 | 彭文表 | Graffiti-resistant paint and use method thereof |
US9464160B2 (en) | 2010-08-27 | 2016-10-11 | The Chemours Company Fc, Llc | Fluorinated ethoxylated polyurethanes |
CA2755151C (en) | 2010-10-18 | 2014-06-17 | Valspar Sourcing, Inc. | Anti-graffiti coatings |
FR2971788B1 (en) * | 2011-02-22 | 2013-02-22 | Peintures Lagae | COMPOSITION FOR AQUEOUS PAINT INSCRIPTIBLE AND DRY CLEANABLE |
CN104245863B (en) * | 2012-04-17 | 2018-08-14 | 阿科玛股份有限公司 | Aqueous fluorine polymer glass coating |
US9387721B2 (en) | 2014-08-26 | 2016-07-12 | Covestro Llc | Coating compositions capable of producing surfaces with dry-erase properties |
US9376585B2 (en) | 2014-08-26 | 2016-06-28 | Covestro Llc | Coating compositions capable of producing surfaces with dry-erase properties |
EP3458261A4 (en) | 2016-05-20 | 2019-12-25 | Ideapaint, Inc. | Dry-erase compositions and methods of making and using thereof |
CN106280946A (en) * | 2016-08-15 | 2017-01-04 | 广州大学 | Transparent durable aqueous anti-doodling coating and painting method thereof |
ES2823248T3 (en) | 2016-10-18 | 2021-05-06 | Covestro Intellectual Property Gmbh & Co Kg | Hard coatings with high chemical and mechanical stability |
CN108192074B (en) * | 2016-12-08 | 2020-11-24 | 万华化学集团股份有限公司 | Preparation method of crosslinked polyurethane microspheres and/or polyurethane hollow microspheres |
JP2020015851A (en) * | 2018-07-26 | 2020-01-30 | 富士ゼロックス株式会社 | Aqueous emulsion, aqueous coating composition, and surface protection resin member |
US20200377757A1 (en) * | 2019-05-31 | 2020-12-03 | Construction Research & Technology Gmbh | Coating composition and coated substrate |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5629372A (en) * | 1994-11-22 | 1997-05-13 | E. I. Du Pont De Nemours And Company | Acrylic fluorocarbon polymer containing coating |
US20040192835A1 (en) * | 2002-02-27 | 2004-09-30 | Norbert Steidl | Aqueous fluoromodified polyurethane system for anti-graffiti and anti-soiling coatings |
US20050154175A1 (en) * | 1996-02-29 | 2005-07-14 | Minou Nabavi | Isocyanate-based compositions, their process for utilization, their utilization for producing coatings and coatings thus obtained |
WO2007071323A1 (en) * | 2005-12-19 | 2007-06-28 | Lanxess Deutschland Gmbh | Curable fluorinated copolymers and coatings and processes thereof |
Family Cites Families (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4716056A (en) * | 1986-12-24 | 1987-12-29 | Frank Fox | System for treating a surface |
EP0404895A4 (en) | 1988-12-14 | 1991-05-15 | Bramite Limited | Silicone modified polyurethanes |
WO1993006166A1 (en) | 1991-09-18 | 1993-04-01 | Transcontinental Marketing Group Inc. | One coat protective system for a surface |
US5352733A (en) | 1993-03-10 | 1994-10-04 | R. E. Hart Labs, Inc. | Water based, solvent free, two component aliphatic polyurethane coating |
US5508340A (en) * | 1993-03-10 | 1996-04-16 | R. E. Hart Labs, Inc. | Water-based, solvent-free or low voc, two-component polyurethane coatings |
ATE229044T1 (en) * | 1995-06-30 | 2002-12-15 | Asahi Chemical Ind | POLYISOCYANATE COMPOSITION HAVING HIGH EMULSIFABILITY AND STABILITY AND AQUEOUS COATING COMPOSITION CONTAINING THE SAME |
US5905099A (en) | 1995-11-06 | 1999-05-18 | Minnesota Mining And Manufacturing Company | Heat-activatable adhesive composition |
ATE184900T1 (en) | 1996-05-23 | 1999-10-15 | Doerken Ewald Ag | COATING FROM A POWDER PAINT WITH NON-STICK EFFECT AND METHOD FOR PRODUCING IT |
US6130309A (en) | 1996-09-20 | 2000-10-10 | Tyndale Plains-Hunter, Ltd. | Hydrophilic polyether polyurethanes containing carboxylic acid |
CA2189898A1 (en) | 1996-11-08 | 1997-06-30 | Louis Martin | Anti-graffiti protective and preventive repellent coating process |
JP2001521050A (en) | 1997-10-29 | 2001-11-06 | ビアノバ・レジンス・インコーポレイテッド | Aqueous polyurethane dispersions and paints made therefrom |
US6383651B1 (en) * | 1998-03-05 | 2002-05-07 | Omnova Solutions Inc. | Polyester with partially fluorinated side chains |
US6103327A (en) * | 1998-07-13 | 2000-08-15 | Worthen Industries, Inc. | Anti-graffiti/protective cover stocks for vinyl face stocks |
US6423381B1 (en) * | 1999-11-12 | 2002-07-23 | Martin Colton | Protective, transparent UV curable coating method |
US6472493B1 (en) | 1999-11-23 | 2002-10-29 | E. I. Du Pont De Nemours And Company | Clear coating composition having improved early hardness and water resistance |
IT1317725B1 (en) | 2000-01-17 | 2003-07-15 | Ausimont Spa | COMPOSITIONS FOR (PER) FLUOROPOLYETER COATINGS. |
DE10238146A1 (en) * | 2002-08-15 | 2004-02-26 | Basf Ag | A mixture containing an isocyanurate and an emulsifier useful for coating wood, paper, pasteboard, cardboard, textiles, leather, nonwovens, plastics surfaces, glass, ceramics, metals, coated metals, or as adhesives |
US20040109853A1 (en) | 2002-09-09 | 2004-06-10 | Reactive Surfaces, Ltd. | Biological active coating components, coatings, and coated surfaces |
US6933006B2 (en) | 2002-10-16 | 2005-08-23 | E. I. Du Pont De Nemours And Company | Process for the production of paint coating layers |
DE10331483A1 (en) | 2003-07-11 | 2005-02-10 | Construction Research & Technology Gmbh | Fluoromodified one- or two-component polyurethane resins, process for their preparation and their use |
ITMI20040106A1 (en) | 2004-01-27 | 2004-04-27 | Solvay Solexis Spa | POLIURETANI |
US20090143502A1 (en) | 2005-07-11 | 2009-06-04 | Wood Coatings Research Group, Inc. | Aqueous dispersions utilizing carboxyalkyl cellulose esters and water reducible polymers |
GB0517750D0 (en) | 2005-09-01 | 2005-10-12 | Proteckta Steel Ltd | Marking application method |
EP1801133A1 (en) | 2005-12-19 | 2007-06-27 | Lanxess Deutschland GmbH | Curable fluorinated copolymers and coatings and processes thereof |
EP1820809A1 (en) | 2006-02-17 | 2007-08-22 | Lanxess Deutschland GmbH | Coating of substrates with curable fluorinated copolymers |
US7989074B2 (en) * | 2006-06-09 | 2011-08-02 | Ndsu Research Foundation | Thermoset siloxane-urethane fouling release coatings |
WO2009029512A2 (en) | 2007-08-24 | 2009-03-05 | Rhodia, Inc. | Two component waterborne polyurethane coatings for anti-graffiti application |
-
2008
- 2008-08-22 WO PCT/US2008/073988 patent/WO2009029512A2/en active Application Filing
- 2008-08-22 US US12/196,620 patent/US7875672B2/en active Active
- 2008-08-22 EP EP08798466.2A patent/EP2188343B1/en active Active
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5629372A (en) * | 1994-11-22 | 1997-05-13 | E. I. Du Pont De Nemours And Company | Acrylic fluorocarbon polymer containing coating |
US20050154175A1 (en) * | 1996-02-29 | 2005-07-14 | Minou Nabavi | Isocyanate-based compositions, their process for utilization, their utilization for producing coatings and coatings thus obtained |
US20040192835A1 (en) * | 2002-02-27 | 2004-09-30 | Norbert Steidl | Aqueous fluoromodified polyurethane system for anti-graffiti and anti-soiling coatings |
WO2007071323A1 (en) * | 2005-12-19 | 2007-06-28 | Lanxess Deutschland Gmbh | Curable fluorinated copolymers and coatings and processes thereof |
Non-Patent Citations (1)
Title |
---|
MALSHE ,V. C. ET AL.: "Fluorinated acrylic copolymers. Part 1: Study of clearing coatings", PROGRESS IN ORGANIC COATINGS, vol. 53, no. 3, July 2005 (2005-07-01), pages 207 - 211, XP025391188 * |
Also Published As
Publication number | Publication date |
---|---|
US20090054570A1 (en) | 2009-02-26 |
US7875672B2 (en) | 2011-01-25 |
EP2188343B1 (en) | 2016-07-13 |
WO2009029512A2 (en) | 2009-03-05 |
EP2188343A2 (en) | 2010-05-26 |
EP2188343A4 (en) | 2010-10-27 |
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