CA2234425A1 - Acrylic fluorocarbon polymer containing coatings - Google Patents

Acrylic fluorocarbon polymer containing coatings

Info

Publication number
CA2234425A1
CA2234425A1 CA002234425A CA2234425A CA2234425A1 CA 2234425 A1 CA2234425 A1 CA 2234425A1 CA 002234425 A CA002234425 A CA 002234425A CA 2234425 A CA2234425 A CA 2234425A CA 2234425 A1 CA2234425 A1 CA 2234425A1
Authority
CA
Canada
Prior art keywords
weight
carbon atoms
binder
polymerized
alkyl
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.)
Granted
Application number
CA002234425A
Other languages
French (fr)
Other versions
CA2234425C (en
Inventor
Douglas Robert Anton
Michael J. Darmon
William Frank Graham
Richard Ronald Thomas
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2234425A1 publication Critical patent/CA2234425A1/en
Application granted granted Critical
Publication of CA2234425C publication Critical patent/CA2234425C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/62Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6287Polymers of sulfur containing compounds having carbon-to-carbon double bonds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40High-molecular-weight compounds
    • C08G18/62Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6275Polymers of halogen containing compounds having carbon-to-carbon double bonds; halogenated polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6279Polymers of halogen containing compounds having carbon-to-carbon double bonds; halogenated polymers of compounds having carbon-to-carbon double bonds containing fluorine atoms

Abstract

A clear coating composition containing about 45-80 % by weight of a binder and 20-55 % by weight of an organic liquid; wherein the binder contains (A) about 40-90 % by weight, based on the weight of the binder, of an acrylic polymer containing polymerized hydroxyl containing monomers of the following group of hydroxy alkyl acrylate or methacrylates having 1-4 carbon atoms in the alkyl group, and polymerized alkyl acrylates and methacrylates having 1-18 carbon atoms in the alkyl groups, or styrene or any mixtures of the above and 0.1 - 5.0 % by weight, based on the weight of the acrylic polymer, of polymerized fluoroalkyl containing monomer represented by formula (I), where R is hydrogen or an alkyl group having 1-2 carbon atoms, n is an integer of 1-11 and R f is a fluoroalkyl containing group having at least 4 carbon atoms and (B) about 10-60 % by weight, based on the weight of the binder, of an organic polyisocyanate cross-linking agent; and where a cured layer of the coating composition has a combination of a water advancing contact angle of at least 100° and a hexadecane contact angle of at least 40°. A process for making the acrylic fluorocarbon polymer and articles coated with the composition also are part of this invention.
CA002234425A 1995-10-16 1996-10-11 Acrylic fluorocarbon polymer containing coatings Expired - Fee Related CA2234425C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US08/543,770 1995-10-16
US08/543,770 US5629372A (en) 1994-11-22 1995-10-16 Acrylic fluorocarbon polymer containing coating
PCT/US1996/016287 WO1997014732A1 (en) 1995-10-16 1996-10-11 Acrylic fluorocarbon polymer containing coatings

Publications (2)

Publication Number Publication Date
CA2234425A1 true CA2234425A1 (en) 1997-04-24
CA2234425C CA2234425C (en) 2005-05-10

Family

ID=24169499

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002234425A Expired - Fee Related CA2234425C (en) 1995-10-16 1996-10-11 Acrylic fluorocarbon polymer containing coatings

Country Status (9)

Country Link
US (1) US5629372A (en)
EP (1) EP0856020B1 (en)
JP (1) JPH11513734A (en)
AU (1) AU708759B2 (en)
BR (1) BR9611103A (en)
CA (1) CA2234425C (en)
DE (1) DE69617983T2 (en)
NZ (1) NZ321112A (en)
WO (1) WO1997014732A1 (en)

Families Citing this family (27)

* Cited by examiner, † Cited by third party
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
JPH09157578A (en) * 1995-12-08 1997-06-17 Daikin Ind Ltd Fluorine-containing material for coating material and method for coating object therewith
US7268179B2 (en) * 1997-02-03 2007-09-11 Cytonix Corporation Hydrophobic coating compositions, articles coated with said compositions, and processes for manufacturing same
US5914384A (en) * 1997-11-21 1999-06-22 E. I. Du Pont De Nemours And Company Coating compositions containing a highly fluorinated hydroxyl containing additive
US6413588B1 (en) * 1999-01-11 2002-07-02 E. I. Du Pont De Nemours And Company Method of producing durable layered coatings
US6583223B2 (en) 2001-09-27 2003-06-24 Ppg Industries Ohio, Inc. Coating compositions which contain a low surface tension (meth) acrylate containing block copolymer flow control agent
US6841641B2 (en) 2001-09-27 2005-01-11 Ppg Industries Ohio, Inc. Copolymers comprising low surface tension (meth) acrylates
US6586530B1 (en) 2001-09-27 2003-07-01 Ppg Industries Ohio, Inc. Low surface tension (meth) acrylate containing block copolymer prepared by controlled radical polymerization
US7348389B2 (en) * 2003-09-22 2008-03-25 E. I. Du Pont De Nemours And Company Method for achieving recoat adhesion over a fluorinated topcoat
US7288282B2 (en) * 2003-09-22 2007-10-30 E. I. Du Pont De Nemours And Company Coating compositions containing a fluorinated organosilane polymer
US6933005B2 (en) * 2003-09-22 2005-08-23 E. I. Du Pont De Nemours And Company Method for achieving recoat adhesion over a fluorinated topcoat
KR20080009760A (en) * 2004-01-30 2008-01-29 그레이트 레이크스 케미칼 코퍼레이션 Compositions and halogenated compositions
KR20070000462A (en) * 2004-01-30 2007-01-02 그레이트 레이크스 케미칼 코퍼레이션 Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams, and foam stabilizers
JP2007526360A (en) * 2004-01-30 2007-09-13 グレート・レークス・ケミカル・コーポレーション Manufacturing method and system, composition, surfactant, monomer unit, metal complex, phosphate ester, glycol, aqueous film-forming foam, and foam stabilizer
WO2005074594A2 (en) 2004-01-30 2005-08-18 Great Lakes Chemical Corporation Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams, and foam stabilizers
US7300976B2 (en) * 2004-06-10 2007-11-27 3M Innovative Properties Company Fluorochemical oligomeric polish composition
US20070027349A1 (en) * 2005-07-28 2007-02-01 Stephan Brandstadter Halogenated Compositions
US20090137773A1 (en) * 2005-07-28 2009-05-28 Andrew Jackson Production Processes and Systems, Compositions, Surfactants, Monomer Units, Metal Complexes, Phosphate Esters, Glycols, Aqueous Film Forming Foams, and Foam Stabilizers
JP2009545653A (en) * 2006-08-03 2009-12-24 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー Telomer composition and method of manufacture
US8318656B2 (en) 2007-07-03 2012-11-27 E. I. Du Pont De Nemours And Company Production processes and systems, compositions, surfactants, monomer units, metal complexes, phosphate esters, glycols, aqueous film forming foams, and foam stabilizers
WO2009029512A2 (en) * 2007-08-24 2009-03-05 Rhodia, Inc. Two component waterborne polyurethane coatings for anti-graffiti application
EP2716680A1 (en) 2012-10-04 2014-04-09 Basf Se Fluorinated polymerizable compound
KR20150065775A (en) * 2012-10-04 2015-06-15 바스프 코팅스 게엠베하 Fluorine-containing non-aqueous coating composition, coating process, and the use of the coating composition
WO2015076314A1 (en) * 2013-11-20 2015-05-28 大阪有機化学工業株式会社 Clear coat composition
JP6157442B2 (en) * 2013-12-25 2017-07-05 大阪有機化学工業株式会社 Clear coat composition
CN107709477B (en) 2015-04-30 2021-10-29 科慕埃弗西有限公司 Durable architectural coatings comprising crosslinkable polymeric additives
DE202018102849U1 (en) 2018-05-22 2018-05-30 Zipps Skiwachse Gmbh Lubricant for use on sliding surfaces of winter sports equipment

Family Cites Families (27)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2803615A (en) * 1956-01-23 1957-08-20 Minnesota Mining & Mfg Fluorocarbon acrylate and methacrylate esters and polymers
CH1121365D (en) * 1964-08-14
US3318852A (en) * 1965-04-05 1967-05-09 Minnesota Mining & Mfg Fluorine-containing polymers
FR2476097A1 (en) * 1980-02-19 1981-08-21 Ugine Kuhlmann
US4396680A (en) * 1981-03-04 1983-08-02 E. I. Du Pont De Nemours And Co. Substrate coated with crater resistant acrylic enamel
US4371657A (en) * 1981-03-04 1983-02-01 E. I. Du Pont De Nemours And Company Crater resistant acrylic enamel
JPS5834866A (en) * 1981-08-27 1983-03-01 Dainippon Ink & Chem Inc Composition for urethane coating
FR2540131B1 (en) * 1983-01-28 1986-04-04 Atochem COMPOSITIONS AND METHOD FOR OLEOPHOBIC AND HYDROPHOBIC TREATMENT OF CONSTRUCTION MATERIALS
JPS60184513A (en) * 1984-03-02 1985-09-20 Showa Denko Kk Production of graft polymer
JPS6114267A (en) * 1984-06-29 1986-01-22 Showa Denko Kk Water-and oil-repellent paint
JPS6123656A (en) * 1984-07-11 1986-02-01 Kansai Paint Co Ltd Anti-icing organic coating composition
JPS6123657A (en) * 1984-07-11 1986-02-01 Kansai Paint Co Ltd Anti-icing organic resin coating composition
JPS6195078A (en) * 1984-10-15 1986-05-13 Kansai Paint Co Ltd Anti-icing organic resin coating composition
US5159017A (en) * 1986-01-17 1992-10-27 Nippon Paint Co., Ltd. Crosslinked polymer microparticles and coating composition containing the same
JPS62267376A (en) * 1986-05-15 1987-11-20 Atom Kagaku Toryo Kk Paint composition
US4812337A (en) * 1986-11-25 1989-03-14 Kansai Paint Company, Limited Metallic coating method
US4722545A (en) * 1987-05-04 1988-02-02 Ford Motor Company Method and apparatus for determining the center position of a vehicular steering system
JP2508760B2 (en) * 1987-10-20 1996-06-19 旭硝子株式会社 Water and oil repellent with dirt removability
US4791166A (en) * 1988-03-23 1988-12-13 Hoechst Celanese Corporation Fluorocarbon polymer compositions and methods
JPH02182712A (en) * 1989-01-10 1990-07-17 Nok Corp Novel isocyanate group-containing acrylic copolymer and composition of same copolymer
JPH0312269A (en) * 1989-06-12 1991-01-21 Mitsubishi Rayon Co Ltd Film forming method
DE3943127A1 (en) * 1989-12-28 1991-07-04 Hoechst Ag URETHANES AS ALIPHATIC FLUORO ALCOHOL, ISOCYANATES AND CARBONIC ACIDS, PROCESS FOR THEIR PREPARATION AND THEIR USE
US5206286A (en) * 1990-04-02 1993-04-27 Ppg Industries, Inc. Aqueous emulsion polymers prepared with crosslinkable non-ionic surfactants
DE4027594A1 (en) * 1990-08-31 1992-03-05 Herberts Gmbh WATER-DUMBABLE COPOLYMER, THEIR PRODUCTION AND USE, AND AQUEOUS COATING AGENTS
GB9026687D0 (en) * 1990-12-07 1991-01-23 Vascutek Ltd Process for providing a low-energy surface on a polymer
US5250698A (en) * 1992-08-05 1993-10-05 Ciba-Geigy Corporation 2-(2-hydroxy-3-perfluoroalkyl thiomethyl-5-alkylphenyl)2H-benzotriazoles and stabilized compositions thereof
US5629372A (en) * 1994-11-22 1997-05-13 E. I. Du Pont De Nemours And Company Acrylic fluorocarbon polymer containing coating

Also Published As

Publication number Publication date
EP0856020B1 (en) 2001-12-12
NZ321112A (en) 2000-01-28
AU708759B2 (en) 1999-08-12
US5629372A (en) 1997-05-13
AU7439096A (en) 1997-05-07
DE69617983D1 (en) 2002-01-24
CA2234425C (en) 2005-05-10
WO1997014732A1 (en) 1997-04-24
JPH11513734A (en) 1999-11-24
BR9611103A (en) 1999-07-13
DE69617983T2 (en) 2002-08-22
EP0856020A1 (en) 1998-08-05

Similar Documents

Publication Publication Date Title
CA2234425A1 (en) Acrylic fluorocarbon polymer containing coatings
CA2234421A1 (en) Coating compositions of an acrylic fluorocarbon polymer and a fluorinated polyisocyanate
WO1997014733B1 (en) Coating compositions of an acrylic fluorocarbon polymer and a fluorinated polyisocyanate
BR9814017A (en) Coating composition and coated substrate.
CA2207928A1 (en) Curable compositions composite coatings and process for having improved mar and abrasion resistance
AR001606A1 (en) Curable polymer composition polymer particles comprising it water-based coating composition comprising it and substrate coated with said composition
EP0195323A2 (en) Soil release composition and use thereof
CA2055379C (en) Heat-curable resin composition containing acrylic polymer having alicyclic epoxide functions
TW291486B (en)
TW334441B (en) Acrylic emulsion coatings for rubber articles
BR9815279A (en) Composition for coating and substrate
CA1212797A (en) Adherent ultraviolet cured coatings
CA2039409A1 (en) Resin composition for powder coatings
EP1291373A3 (en) Radiation curable composition comprising fluorinated urethaneoligomer
GB2310211A (en) Active energy ray-curable resin composition
KR900000436A (en) Coating composition comprising an anhydride containing polymer, glycidyl component and monomer or oligomeric anhydride component
DE69318165D1 (en) THERMOCURING GLYCIDYL MODIFIED ACRYLIC POWDER COATINGS
EP0960917A4 (en) Water-base metallic paint composition and method of forming overcoat
CA2253158A1 (en) Coating compositon containing an amine functional dispersed polymer and an isocyanate curing agent
KR900000434A (en) Multicomponent Coating Composition
CA1273731A (en) Curable aminoalkyl(meth) acrylate copolymer compositions
KR900009703A (en) How to prevent contamination of the polymerization apparatus while polymerizing α-olefin
BR0214927A (en) Transparent layer composition with enhanced adhesion
CA2234370A1 (en) Coating compositions of an acrylic polymer and a fluorinated polyisocyanate
WO1988005093A3 (en) Imparting stain resistance to colored fibrous substrates

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed