WO2007090131A1 - Coating system for cement composite articles - Google Patents
Coating system for cement composite articles Download PDFInfo
- Publication number
- WO2007090131A1 WO2007090131A1 PCT/US2007/061326 US2007061326W WO2007090131A1 WO 2007090131 A1 WO2007090131 A1 WO 2007090131A1 US 2007061326 W US2007061326 W US 2007061326W WO 2007090131 A1 WO2007090131 A1 WO 2007090131A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- article
- meth
- acrylate
- coating
- coating system
- Prior art date
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- -1 isodecyl Chemical group 0.000 claims description 51
- 239000000178 monomer Substances 0.000 claims description 25
- 238000000034 method Methods 0.000 claims description 23
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- 230000005855 radiation Effects 0.000 claims description 17
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- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 11
- 238000010894 electron beam technology Methods 0.000 claims description 11
- 235000019353 potassium silicate Nutrition 0.000 claims description 10
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- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 9
- 229910052913 potassium silicate Inorganic materials 0.000 claims description 9
- NNHHDJVEYQHLHG-UHFFFAOYSA-N potassium silicate Chemical compound [K+].[K+].[O-][Si]([O-])=O NNHHDJVEYQHLHG-UHFFFAOYSA-N 0.000 claims description 8
- 238000003847 radiation curing Methods 0.000 claims description 8
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- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000025600 response to UV Effects 0.000 description 1
- 238000007763 reverse roll coating Methods 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 235000019795 sodium metasilicate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 150000003510 tertiary aliphatic amines Chemical class 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 description 1
- RLQWHDODQVOVKU-UHFFFAOYSA-N tetrapotassium;silicate Chemical compound [K+].[K+].[K+].[K+].[O-][Si]([O-])([O-])[O-] RLQWHDODQVOVKU-UHFFFAOYSA-N 0.000 description 1
- POWFTOSLLWLEBN-UHFFFAOYSA-N tetrasodium;silicate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-][Si]([O-])([O-])[O-] POWFTOSLLWLEBN-UHFFFAOYSA-N 0.000 description 1
- 238000010257 thawing Methods 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 150000004072 triols Chemical class 0.000 description 1
- 229960004418 trolamine Drugs 0.000 description 1
- 239000002383 tung oil Substances 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 0.000 description 1
- 238000001771 vacuum deposition Methods 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000012855 volatile organic compound Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 150000007964 xanthones Chemical class 0.000 description 1
- INRGAWUQFOBNKL-UHFFFAOYSA-N {4-[(Vinyloxy)methyl]cyclohexyl}methanol Chemical compound OCC1CCC(COC=C)CC1 INRGAWUQFOBNKL-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/48—Macromolecular compounds
- C04B41/483—Polyacrylates
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/52—Multiple coating or impregnating multiple coating or impregnating with the same composition or with compositions only differing in the concentration of the constituents, is classified as single coating or impregnation
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/60—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only artificial stone
- C04B41/61—Coating or impregnation
- C04B41/62—Coating or impregnation with organic materials
- C04B41/63—Macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/60—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only artificial stone
- C04B41/61—Coating or impregnation
- C04B41/70—Coating or impregnation for obtaining at least two superposed coatings having different compositions
- C04B41/71—Coating or impregnation for obtaining at least two superposed coatings having different compositions at least one coating being an organic material
-
- E—FIXED CONSTRUCTIONS
- E04—BUILDING
- E04C—STRUCTURAL ELEMENTS; BUILDING MATERIALS
- E04C2/00—Building elements of relatively thin form for the construction of parts of buildings, e.g. sheet materials, slabs, or panels
- E04C2/02—Building elements of relatively thin form for the construction of parts of buildings, e.g. sheet materials, slabs, or panels characterised by specified materials
- E04C2/04—Building elements of relatively thin form for the construction of parts of buildings, e.g. sheet materials, slabs, or panels characterised by specified materials of concrete or other stone-like material; of asbestos cement; of cement and other mineral fibres
- E04C2/06—Building elements of relatively thin form for the construction of parts of buildings, e.g. sheet materials, slabs, or panels characterised by specified materials of concrete or other stone-like material; of asbestos cement; of cement and other mineral fibres reinforced
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/20—Resistance against chemical, physical or biological attack
- C04B2111/29—Frost-thaw resistance
-
- 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
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
- Y10T428/249932—Fiber embedded in a layer derived from a water-settable material [e.g., cement, gypsum, etc.]
-
- 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.]
-
- 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]
- Y10T428/31815—Of bituminous or tarry residue
-
- 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
Definitions
- Cement composite articles are becoming more and more common for use in building materials. Many of these articles are prepared from inexpensive materials, such as cement, wood (cellulose) fibers, natural (glass) fibers and polymers. These articles usually are prepared in the form of cement fiberboard substrates such as siding panels and boards. The substrate or articles can be made using methods such as extrusion or using a Hatschek machine.
- Fig. 1 is a schematic cross-sectional view of a coated fiber cement article.
- Fig. 1 is a schematic cross-sectional view of a coated fiber cement article.
- a "latex" polymer means a dispersion or emulsion of polymer particles formed in the presence of water and one or more secondary dispersing or emulsifying agents (e.g., a surfactant, alkali-soluble polymer or mixtures thereof) whose presence is required to form the dispersion or emulsion.
- the secondary dispersing or emulsifying agent is typically separate from the polymer after polymer formation.
- a reactive dispersing or emulsifying agent may become part of the polymer particles as they are formed.
- compositions comprising a wax compound means that the composition includes one or more wax compounds.
- the term "olefinic group” refers to the reactive ethylenic unsaturated functional group in an olefinic compound.
- the present invention provides a coating system for a cement f ⁇ berboard substrate, such as a cement fiberboard siding product or other cement composite article.
- the coating system is a radiation-curable coating system applied to the substrate, wherein the coating system includes an aqueous dispersion of polymer particles (e.g., a latex polymer, water-dispersible polymer, or mixtures thereof), and one or more olefinic compounds.
- the coating system includes one or more coating compositions that may be applied in one or more layers, wherein each of the one or more coating compositions is preferably an aqueous composition or can be mixed with another composition (e.g., on the substrate) to form an aqueous composition.
- a coated article 10 of the present invention is shown in schematic cross-sectional view.
- Article 10 includes a cement fiberboard substrate 12.
- Substrate 12 typically is quite heavy and may for example have a density of about 1 to about 1.6 g/cm 3 or more.
- the first major surface 14 of substrate 12 maybe embossed with small peaks or ridges 16 and valleys 18, e.g., so as to resemble roughsawn wood.
- Major surface 14 may have a variety of other surface configurations, and may resemble a variety of building materials other than roughsawn wood.
- Layer or layers 20 of the disclosed coating system lie atop and partially penetrate surface 14, and desirably are applied to article 10 at the location where article 10 is manufactured. Layers 20 help to protect substrate 12 against one or more of exposure to moisture, freeze-thaw cycles, UV exposure or atmospheric carbon dioxide. Layers 20 also may provide a firrnly-adhered base layer upon wTiich one or more firmly-adhered layers of final topcoat 22 may be formed.
- Final topcoat 22 desirably is both decorative and weattier-resistant, and maybe applied to article 10 at the location where article 10 is manufactured or after article 10 has been attached to a building or other surface.
- a variety of cement fiberboard substrates may be employed in the disclosed articles.
- the disclosed substrates typically include cement and a filler.
- Exemplary fillers include wood, fiberglass, polymers or mixtures thereof.
- the substrates can be made using methods such as, extrusion, the Hatschek method, or other methods known in the art. See, e.g., U.S. Patent Application No. 2005/0208285 Al (corresponds to International Patent Application No. WO 2005/071179 Al); Australian Patent Application No. 2005100347; International Patent Application No. WO 01/68547 Al ; International Patent Application No. WO 98/45222 Al; U.S. Patent Application Nos. 2006/0288909 Al and 2006/0288909 Al ; and Australian Patent Application No.
- fiber cement substrates are commercially available.
- preferred fiber cement siding products are available from James Hardie Building Products Inc. of Mission Viejo, CA, including those sold as James Hardie Building Products Inc. of Mission Viejo, CA, including those sold as James Hardie Building Products Inc. of Mission Viejo, CA, including those sold as James Hardie Building Products Inc. of Mission Viejo, CA, including those sold as James Hardie Building Products Inc. of Mission Viejo, CA, including those sold as
- HARDIEHOMETM siding HARDIPANELTM vertical siding, HARDIPLANKTM lap siding, HARDIESOFFITTM panels, HARDITRIMTM planks and HARDISHINGLETM siding.
- These products are available with an extended warranty, and are said to resist moisture damage, to require only low maintenance, to not crack, rot or delaminate, to resist damage from extended exposure to humidity, rain, snow, salt air and termites, to be non-combustible, and to offer the warmth of wood and the durability of fiber cement.
- Other suitable fiber cement siding substrates include AQUAP ANELTM cement board products from Knauf USG Systems GmbH & Co.
- CEMPLANKTM CEMP ANELTM and CEMTRIMTM cement board products from Cemplank of Mission Viejo, CA
- WEATHERBOARDSTM cement board products from CeitainTeed Corporation of Valley Forge, PA
- MAXITILETM MAXISHAKETM AND MAXISLATETM cement board products from MaxiTile Inc. of Carson, CA
- BRESTONETM CINDERSTONETM, LEDGESTONETM, NEWPORT BRICKTM, SIERRA PREMIUMTM and VINTAGE BRICKTM cement board products from Nichiha U.S.A., Inc. of Norcross, GA, EVERNICETM cement board products from Zhangjiagang Evernice Building Materials Co., Ltd.
- Exemplary coating compositions for this embodiment include: 5 (iii) at least one water-dispersible polymer and at least one olefinic compound; or (iv) at least one water-dispersible polymer, at least one olefinic compound and at least one water-soluble silicate salt.
- the coating system includes at least one latex polymer and at least one water-dispersible polymer.
- Exemplary coating compositions for this embodiment include: (v) at least one latex polymer, at
- the coating system includes a first coating composition that includes at least one olefinic compound, and a second coating composition that includes at least one latex polymer. The two coating compositions may be applied to the substrate sequentially or concurrently and sequentially or simultaneously cured using radiation.
- the coating system includes a first coating composition that includes at least one olefinic compound, and a second coating composition that includes at least one water-dispersible polymer. The two coating compositions may be applied to the substrate sequentially or concurrently and sequentially or simultaneously cured using radiation.
- the coating system includes a first coating composition that includes at least one olef ⁇ nic compound, and a second coating composition that includes at least one latex polymer and at least one water-dispersible polymer.
- the two coating compositions maybe applied to the substrate sequentially or concurrently and sequentially or simultaneously cured using radiation.
- a variety of polymeric materials may be employed in the disclosed aqueous dispersions of polymer particles including (meth)acrylics, vinyls, oil- modified polymers, polyesters, polyurethanes, polyamides, chlorinated polyolefins, and mixtures or copolymers thereof.
- Latex polymers are readily synthesized at modest cost and provide a preferred class of aqueous dispersions of polymer particles. Latex polymers are typically prepared through chain-growth polymerization, using one or more olefinic compounds (preferably monomers).
- Non-limiting examples of olefinic compounds which may be used to prepare latex polymers include ethylene, butadiene, propene, butene, iso-butene, acrylic acid, methacrylic acid, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, 2- ethylhexyl methacrylate, hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxybutyl methacrylate, glycidyl methacrylate, 4-hydroxybutyl acrylate glycidylether, acrylamide, methylacrylamide, styrene, ⁇ -methyl styrene, vinyl toluene,
- the latex polymer is a (meth)acrylic polymer.
- the latex polymers axe typically stabilized using one or more nonionic or anionic emulsifiers ⁇ viz., surfactants), used either alone or together.
- the latex polymers may be stabilized with an alkali-soluble polymer.
- Alkali-soluble polymers may be prepared by making a polymer with acrylic oi methacrylic acid oi other polymc ⁇ zablc acid monomer (usually greater than 10%) and solubilizing the polymer by addition of ammonia or other base. See, e.g., U.S. Patent Application Serial Nos. 11/300,070 and 11/342,412.
- alkali- soluble polymers include JONCR YL TM 675 and JONCRYL 678
- One exemplary process for preparing alkali soluble polymers is outlined in US Patent 5,962,571.
- NEOCARTM 2300, NEOCAR 820 and NEOCAR 2535 available from Dow Chemical Co.
- Other exemplary latex polymers include the latex polymers described in co- pending U.S. Patent Application Serial No. 11/560,329 filed November 15, 2006.
- the latex polymer may optionally also be functionalizcd with olefinic groups or other crosslinkable groups where it is desiied to enable the latex polymer to participate in radiation curing.
- Exemplary functionalized latex polymers include ROSHIELD TM 3120 (available from Rohm & Haas) and the AAEM-functional latex polymers disclosed in U S. Patent Application Serial Nos. 11/300,070 filed December 14, 2005 and 11/342,412 filed January 30, 2006, and in the above-mentioned Application Serial No. 11/560,329.
- Water-dispersible polyurethanes may be made in a variety of ways.
- One method for preparing water-dispersible polyurethanes involves reacting one or more isocyanates with one or more hydroxy compounds that include an appropriate functional group.
- exemplary such functional groups include salt-forming groups.
- basic salt forming groups can be introduced by reacting a suitable compound (e.g., a polyisocyanate) with a compound containing active hydrogen groups and active basic groups neutralized with an acid.
- exemplary compounds having active hydrogen groups and active basic groups include aliphatic, cycloaliphatic and heterocyclic amino alcohols, diols and triols, amines, diamines, triamines, tetramines and amides.
- Exemplary neutralizing acids include organic acids such as formic acid and acetic acid and inorganic acids such as hydrochloric acid and sulfuric acid.
- Polyurethanes can also be made water-dispersible by incorporating amine or acid functionality.
- Water-based anionically stabilized polyurethane polymers can be prepared by reacting polyols and dihydroxy carboxylic acid compounds with an excess of diisocyanate to provide a carboxylic acid functional prepolymer having NCO terminal groups. The acid groups can be neutralized with tertiary amines to provide salt groups and the neutralized prepolymer can be dispersed in water.
- the anionic stabilizing group of the water-dispersible polyurethane polymers may be replaced with a cationic stabilizing group or a nonionic stabilizing group, to facilitate water dispersibility.
- a polyurethane may be rendered water-dispersible by ionic stabilization using either an acid or a base.
- the water-dispersible polymer may optionally also be functionalized with olefinic groups or other crosslinkable groups where it is desired to enable the water- dispersible polymer to participate in radiation curing.
- olef ⁇ nic groups may be introduced into a water-dispersible polyurethane by reacting a hydroxy- functional (meth)acrylate, hydroxy-functional allyl ether, hydroxy-functional vinyl ether, monoglycerides or diglycerides with the aforementioned isocyanate, or by reacting an ester polyol or oil-modified polymer (including alkyd oil-modified polymers) containing auto-oxidative carbon-carbon double bonds with the aforementioned isocyanate.
- Preferred olefinic groups include (meth)acrylate groups and groups containing auto-oxidative carbon-carbon double bonds.
- Exemplary isocyanates include diisocyanates, triisocyanates and other polyisocyanates.
- Preferred polyisocyanates have about 4 to 25 carbon atoms and about 2 to 4 isocyanate groups per molecule, and include aliphatic, cycloaliphatic and aromatic isocyanates, and mixtures thereof.
- Exemplary hydroxy-functional (meth)acrylates include alkyl and cycloalkyl hydroxy-functional (meth)acrylates. such as 2-hydroxyethyl (meth)acrylates, 3-hydroxypropyl (meth)acrylates, 4-hydroxybutyl (meth)acrylates, 2- hydroxy-2-methylethyl (meth)acrylates, and 4-hydroxycyclohexyl (meth)acrylates, as well as other similar hydroxy-functional aliphatic (meth)acrylates.
- hydroxy-functional (meth)acrylates include hydroxy-functional (meth)acrylate polyesters such as caprolactone 2-((meth)acryloyloxy)ethyl esters, dicaprolactone 2- ((meth)acryloyloxy)ethyl esters, higher molecular weight caprolactone homologues and hydroxy-functional (meth)acrylate polyethers.
- Exemplary hydroxy-functional (meth)allyl ethers contain at least one hydroxyl group and one or more allyl ether groups, such as hydroxyethyl allyl ether, hydroxypropyl allyl ether, trimethylolpropane monoallyl ether, trimethylolpropane diallyl ether, trimethylolethane monoallyl ether, trimethylolpropane dimethallyl ether (TMPDE), and the like.
- allyl ether groups such as hydroxyethyl allyl ether, hydroxypropyl allyl ether, trimethylolpropane monoallyl ether, trimethylolpropane diallyl ether, trimethylolethane monoallyl ether, trimethylolpropane dimethallyl ether (TMPDE), and the like.
- Exemplary ester polyols containing auto-oxidative carbon-carbon double bonds maybe made by reaction of an aromatic or aliphatic polyol containing at least two hydroxyl groups per molecule with an unsaturated fatty acid containing auto- oxidative carbon-carbon double bonds.
- Exemplary polyols include ethylene glycol, ethylene glycol, propylene glycol, 1,3-propane diol, 1,3-butylene glycol, 1,4-butane diol, bisphenol A, trimethylol propane, trimethylol ethane, pentaerythritol, glycerin, neopentyl glycol, cyclohexane dimethanol, and mixtures thereof.
- Exemplary oils include linseed oil, soybean oil, safflower oil, tall oil, sunflower oil, dehydrated caster oil, castor oil, ricine oil, tung oil, sardine oil, olive oil, cottonseed oil and mixtures thereof.
- Exemplary polyols include ethylene glycol, propylene glycol, 1,3-propane diol, 1,3-butylene glycol, 1,4-butane diol, bisphenol A, trimethylol propane, trimethylol ethane, pentaerythritol, glycerin, neopentyl glycol, cyclohexane dimethanol, and mixtures thereof.
- Oil-modified polymers may also be used as latex polymers or if appropriately stabilized as water-dispersible polymers.
- oil-modified polymers include polymers that contain oils or oil based derivatives such as glyceride oils (monoglycerides, diglycerides, and the like), fatty acids, fatty amines, and mixtures thereof.
- oils or oil based derivatives such as glyceride oils (monoglycerides, diglycerides, and the like), fatty acids, fatty amines, and mixtures thereof.
- examples of such oil-modified polymers include alkyds, oil- modified polyurethanes, oil-modified polyamides, oil-modified acrylics, and mixtures or copolymers thereof.
- the oil-modified polymer is an oil-modified polyurethane or an alkyd.
- the olefinic compounds also include oligomers or polymers having at least one site of unsaturation which can react, optionally in the presence of an initiator, to provide polymeric or crosslinked products.
- exemplary olefinic monomers include (meth)acrylate esters of unsubstituted or substituted Ci-C 1S alcohols such as tripropylene glycol, isobornyl alcohol, isodecyl alcohol, phenoxyethyl alcohol, £r ⁇ -hydroxyethyl isocyanurate, trimethylolpropane ethoxylate (TMPTA), ditrimethylolpropane ethoxylate (diTMPTA), hexanediol, ethoxylated neopentyl glycol, propoxylated neopentyl glycol, ethoxylated phenol, polyethylene glycol, bisphenol A ethoxylate, trimethylolpropane, propoxylated glycerol, pent
- Preferred olefinic monomers include trimethylolpropane tri(meth)acrylate, bisphenol A ethoxylate di(meth)acrylate, propoxylated glycerol tri(meth)acrylate, trimethylolpropane ethoxylate tri(meth)acrylate, di- (trimethyolpropane tetra(rneth)acrylate), or combination thereof.
- the olefinic monomer may contain a (C 1 -C 15 ) alcohol radical such as hydroxymethyl, 1- hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxybutyl, 4-hydroxybutyl, 1-hydroxypentyl, 5-hydroxypentyl, 1-hydroxyhexyl, 6-hydroxyhexyl, 1,6-dihydroxyhexyl, 1,4-dihydroxybutyl. and the like.
- a (C 1 -C 15 ) alcohol radical such as hydroxymethyl, 1- hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxybutyl, 4-hydroxybutyl, 1-hydroxypentyl, 5-hydroxypentyl, 1-hydroxyhexyl, 6-hydroxyhexyl, 1,6-dihydroxyhexyl, 1,4-dihydroxybutyl. and the like.
- Exemplary allyl ether monomers contain one or more allyl ether groups which typically are bonded to a core structural group which can be based on a wide variety of polyhydric alcohols.
- suitable polyhydric alcohols include neopentyl glycol, trimethylolpropane, ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, trimethylene glycol, triethylene glycol, trimethylolethane, pentaerythritol, glycerol, diglycerol, 1,4-butanediol, 1,6- hexanediol, 1,4-cyclohexanedim.ethanol, and any of the other polyols mentioned above in connection with the (meth)acrylate esters.
- exemplary allyl ether monomers include hydroxyethyl allyl ether, hydroxypropyl allyl ether, trimethylolpropane monoallyl ethei 1 , trimethylolpropane diallyl ether, trimethylolethane monoallyl ether, trimethylolethane diallyl ether, glycerol monoallyl ether, glycerol diallyl ether, pentaerythritol monoallyl ether, pentaerythritol diallyl ether, pentaerythritol triallyl ether, 1,2,6-hexanetriol monoallyl ether, 1,2,6- hexanetriol diallyl ether, and the like.
- Preferred allyl ethers include poly propoxylated and ethoxylated forms of allyl ethers.
- the disclosed coating systems or coating compositions preferably contain about 2 to about 50 % by weight separate olefinic compounds based on the total weight of the non-volatile components in the coating system, more preferably about 5 to about 40 % by weight and most preferably about 10 to about 35 % by weight.
- a subset of the previously mentioned olefinic compounds ⁇ e.g., hexanediol di(meth)acrylate, trimethylolpropane tri(meth)acrylate and di-trimethyolpropane tetta(meth)acrylate) have multiple (e.g., two or more) reactive groups. These monomers or oligomers can function as crosslinking agents. Crosslinking can also occur when the aqueous dispersion of polymer particles has been functionahzed so that the polymer can participate in radiation curing.
- the term "reactive sites" or “active groups” refers to a group that can react to form a covalent bond linking or otherwise chemically joining two or more molecules.
- a Wet Adhesion Test may be carried out as follows to evaluate adhesion of the coating system after a coated cement f ⁇ berboard substrate has been saturated with water. According to this test procedure, coated substrates (e.g., fiber cement boards) are soaked in room temperature water for 24 hours. After soaking, the boards are removed from the water and kept at room temperature for 24 hours. A six-inch (15.24 cm) length of 3M HD 250 tape is applied to the surface of the board with the long axis of the tape in the direction of any embossing patterns that may be present.
- coated substrates e.g., fiber cement boards
- the coating systems or coating compositions desirably have a VOC of less than about 5 %, based on the total weight of the coating system, preferably a VOC of less than about 2 %, more preferably a VOC of less than about 0.5 %.
- the olef ⁇ nic compounds are curable by radiation, e.g., visible light, ultra violet light, electron beam, and the like.
- An initiator system is not required for electron beam curing but for other radiation sources typically will be chosen based on the particular type of curing energy (e.g., UV, visible light or other energy) and curing mechanism ⁇ e.g., free-radical, cationic or other curing mechanism) employed.
- Exemplary azo compounds include 2,2-azo bis-(2,4-dimethylpentane- nitrile), 2,2-azo bis-(2-methylbutanenitrile) and 2,2-azo bis-(2-methylpropanenitrile).
- Exemplary cationic-gencrating photoinitiators include super acid- generating photoinitiators such as triaryliodonium salts, triarylsulfonium salts and the like.
- a preferred triarylsulfonium salt is triphenyl sulfonium hexafluorophosphate.
- Exemplary cleavage-type photoinitiators include ⁇ , ⁇ - diethoxyacetophenone (DEAP); dimethoxyphenylacetophenone (IRGACURETM 651); hydroxycyclo-hexylphenylketone (IRGACURETM 184); 2-hydroxy-2-methyl-l- phenylpropan-1-one (DAROCUR TM 1173); a 25:75 blend of bis-(2,6- dimethoxybenzoyl)-2,4,4-trimethylpentyl phosphine oxide and 2-hydroxy-2-methyl-l- phenylpropan-1-one (IRGACURE TM 1700), a 50:50 blend of hydroxycyclo- hexylphenylketone andbenzophenone (IRGACURE TM 500), 50:50 blend of 2,4,6- trmiethylbenzoyl-diphenyl-phosphineoxide and 2-hydroxy-2-methyl- 1 -phenyl-propan- 1-
- a coating composition having a latex polymer, a (meth)acrylate and a vinyl ether functional group typically may include an oc-cleavage-type or hydrogen abstraction type photoinitiator for polymerization of the (meth)acrylate groups and a cationic-generating photoinitiator for polymerization of the vinyl ether groups.
- the coating composition or system may also include a co- initiator or photoinitiator synergist.
- co-initiators include (1) tertiary aliphatic amines such as methyl diethanol amine and triethanol amine; (2) aromatic amines such as amylparadimethylaminobenzoate, 2-n-butoxyethyl-4- (dimethylamino) benzoate, 2-(dirnethylamino)ethylbenzoate, ethyl-4- (dimethylaminojbenzoate and 2-ethylhexyl-4-(dimethylamino)benzoate; (3) (meth)acrylated amines such as EBECRYLTM 7100 and UVECRYLTM P 104 and Pl 15, all from UCB RadCv ⁇ e Specialties; and (4) amino-functional acrylate or methacrylate resin or oligomer blends such as EBECRYLTM 3600 or
- the preferred amount of photoinitiator present in the coating systems can be from about 0.2 to about 15 wt. % of the non-volatile components. More preferably the photoinitiator can be from about 0.5 to about 10 wt. %, and most preferably the photoinitiator can be from about 0.75 to about 5 wt. % of the non-volatile components.
- the coating systems may also contain an optional coalescent and many coalescents are known in the ait.
- the optional coalescent is preferably a low VOC coalescent such as is described in U.S. Pat. No. 6,762,230.
- Compositions including a latex polymer will also include a secondary dispersing or emulsifying agent, such as a nonionic or anionic surfactant, as described above.
- the secondary dispersing or emulsifying agent may also assist in combining an olefinic compound with the latex polymer.
- B2 Latex polymer and water-dispersible polymer e.g., a polyurethane dispersion
- B3 Latex polymer and water-soluble silicate salt
- compositions B1-B6 further comprising one or more olefinic compounds and an optional initiator (e.g., a UV photoinitiator).
- an optional initiator e.g., a UV photoinitiator
- composition A An example of a coating composition for use in the coating system includes one or more olefinic compounds and an optional initiator.
- Monomeric and oligomeric olefinic compounds are preferred with monoraeric olefinic compounds being most preferred.
- An exemplary preferred monomeric olefinic compound is trimethylolpropane tri-acrylate (TMPTA) (available from Sartomer).
- An exemplary preferred initiator is 2-hydroxy-2-methyl-l-phenylpropan-l-one (DAROCURTM 1173, available from Ciba).
- Composition Bl Another example of a coating composition for use in the coating system includes an aqueous latex polymer ⁇ e.g., EPS 2505, EPS 2502, EPS 2520 or EPS 2568 latex polymer; available from EPS) or AIRFLEX EF811
- aqueous latex polymer e.g., EPS 2505, EPS 2502, EPS 2520 or EPS 2568 latex polymer; available from EPS
- Composition B2 Another example of a coating composition for use in the coating system includes an aqueous mixture of (i) latex polymer (e.g., those used in Composition Bl); and (ii) water-dispersible polymer (e.g., a polyurethane dispersion such as EPS 4208 (available from EPS) or LUX 399 (available from Alberdirik Boley)).
- latex polymer e.g., those used in Composition Bl
- water-dispersible polymer e.g., a polyurethane dispersion such as EPS 4208 (available from EPS) or LUX 399 (available from Alberdirik Boley)
- composition B6 « Another example of a coating composition for use in the coating system includes an aqueous mixture of (i) water-dispersible polymer (e.g., those used in Composition B2) and (ii) a water-soluble silicate salt (e.g., potassium silicate).
- a water-soluble silicate salt e.g., potassium silicate
- compositions Cl to C6 The aforementioned exemplary coating compositions Bl to B6 respectively further comprising one or more olef ⁇ nic compounds and an optional initiator (e.g., those used in Composition A).
- An example of a coating system that may be used to prepare a coated article includes a latex polymer, one or more olefinic monomers and an optional initiator. This system includes the application of coating composition Bl to the article, followed by or preceded by application of coating composition A to the article.
- Another example of a coating system that may be used to prepare a coated article includes a latex polymer, one or more olefinic oligomers and an optional initiator. This system includes the application of coating composition Bl to the article, followed or preceded by application of coating composition Cl to the article.
- Another example of a coating system that may be used to prepare a coated article includes a latex polymer, one or more olefinic monomers, a water-soluble silicate salt and an optional initiator. This system includes the application of coating composition C3 to the article.
- Another example of a coating system that may be used to prepare a coated article includes a latex polymer, a water-dispersible polymer, one or more olefinic oligomers, a water-soluble silicate salt and an optional initiator. This system includes the application of coating composition C2 to the article, followed or preceded by application of coating composition B3 to the article.
- Another example of a coating system that may be used to prepare a coated article includes a latex polymer, one or more olefinic monomers, a water-soluble silicate salt and an optional initiator. This system includes the application of coating composition B3 to the article, followed or preceded by application of coating composition C3 to the article.
- Another example of a coating system that may be used to prepare a coated article includes a water-dispersible polymer, one or more olefinic oligomers and an optional initiator. This system includes the application of coating composition C5 to the article.
- Apply a coating composition Apply one or more additional coating composition(s), dry to remove at least a portion of the water and subject the coating system to radiation cure (e g., electron beam or UV cure); and
- radiation cure e.g., electron beam or UV cure.
- the articles can be prepared by applying the coating system as a single coating composition or the coating system can be applied as multiple compositions.
- the applied coating composition(s) can be dried (to remove at least a portion of the water) prior to curing or addition of one or more additional coating compositions, or (ii) the coating composition(s) can be applied prior to drying the previously applied coating co ⁇ nposition(s), thus allowing the coating compositions to mix at an interface.
- the disclosed aqueous coating composition(s) are preferably applied at about 5 to 50 % solids by weight and more preferably at about 10 to 40 % solids.
- Preferred coating composition(s) contain less than 5 % volatile organic compounds based on the total composition weight, more preferably less than 0.5 %.
- the coating systems may be applied by any number of application techniques including but not limited to brushing (e.g., using a brush coater), direct roll coating, reverse roll coating, flood coating, vacuum coating, curtain coating and spraying.
- the various techniques each offer a unique set of advantages and disadvantages depending upon the substrate profile, morphology and tolerable application efficiencies. Lower viscosities facilitate uniform film control.
- the applied film thickness may be controlled for example by varying the application rate.
- the coated articles are coated on at least one major surface with the coating system. More preferably, the coated articles are coated on a major surface and up to four minor surfaces including any edges. Most preferably, the coated articles are coated on all (e.g., both) major surfaces, and up to four minor surfaces including any edges.
- a topcoat may be applied directly to the coating system.
- the coating systems and coating compositions described herein may be used in place of or in addition to coatings that the prior art has categorized as "sealers,” “primers” and
- topcoats are systems and compositions that fit neatly into any category per se and such terms should not be limiting.
- VAE vinyl acetate-ethylene
- DAROCUR 1173 2-Hydroxy-2-methyl-l-phenylpropan-l-one (Ciba, Ardsley, N.Y.)
- EPS 2505 A styrene acrylic latex (Engineered Polymer Solutions, Marengo, EL)
- Example Ia In a mixing vessel the following components are added under agitation:
- Example Ib The above procedure may be repeated, but without using the photoinitiator.
- Example 2a In a mixing vessel the following components are added under agitation:
- 11/560,329 should provide an improved freeze thaw and wet adhesion coating system for fiber cement.
- Example 2b The above procedure may be repeated, but without using the photoinitiator. The resulting mixture should cure upon exposure to electron beam radiation, and application of a topcoat as described in the above-mentioned U.S. Patent Application Serial Nos. 11/300,070, 11/342,412 and 11/560,329 should provide an improved freeze thaw and wet adhesion coating system for fiber cement. Examples 3 a and 3b
- Example 3a In a mixing vessel the following components were added under agitation: DAROCUR 1173 1.9 grams
- the coating system was allowed to de-air.
- the coating system was applied to a fiber cement article at a dry film thickness of 0.5 to 0.7 mils.
- the coated article was heated in an oven at 300 0 F (148.9°C) until the surface of the article was about 160 0 F (71.1°C).
- the resulting coating system was cured using ultraviolet light.
- Example 4a In a mixing vessel the following components are added under agitation:
- Example 4b The above procedure may be repeated, but without using the photoinitiator.
- the resulting mixture should cure upon exposure to electron beam radiation and application of a topcoat as described in the above-mentioned U.S. Patent Application Serial Nos. 11/300,070, 11/342,412 and 11/560,329 should provide an improved freeze thaw and wet adhesion coating system for fiber cement.
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Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
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AU2007211045A AU2007211045B2 (en) | 2006-01-31 | 2007-01-30 | Coating system for cement composite articles |
EP20070710405 EP1979293B1 (en) | 2006-01-31 | 2007-01-30 | Coating system for cement composite articles |
CA2636435A CA2636435C (en) | 2006-01-31 | 2007-01-30 | Coating system for cement composite articles |
PL07710405T PL1979293T3 (en) | 2006-01-31 | 2007-01-30 | Coating system for cement composite articles |
CN2007800041457A CN101379007B (en) | 2006-01-31 | 2007-01-30 | Coating system for cement composite articles |
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US76410306P | 2006-01-31 | 2006-01-31 | |
US60/764,103 | 2006-01-31 |
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PCT/US2007/061326 WO2007090131A1 (en) | 2006-01-31 | 2007-01-30 | Coating system for cement composite articles |
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US (2) | US8277934B2 (en) |
EP (1) | EP1979293B1 (en) |
CN (1) | CN101379007B (en) |
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CA (1) | CA2636435C (en) |
PL (1) | PL1979293T3 (en) |
WO (1) | WO2007090131A1 (en) |
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- 2007-01-30 PL PL07710405T patent/PL1979293T3/en unknown
- 2007-01-30 CA CA2636435A patent/CA2636435C/en not_active Expired - Fee Related
- 2007-01-30 US US11/669,134 patent/US8277934B2/en active Active
- 2007-01-30 US US11/669,131 patent/US8293361B2/en active Active
- 2007-01-30 EP EP20070710405 patent/EP1979293B1/en not_active Revoked
- 2007-01-30 CN CN2007800041457A patent/CN101379007B/en active Active
- 2007-01-30 AU AU2007211045A patent/AU2007211045B2/en not_active Ceased
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US9803045B2 (en) | 2004-12-17 | 2017-10-31 | Valspar Sourcing, Inc. | Aqueous coating compositions containing acetoacetyl-functional polymers, coatings, and methods |
US9790343B2 (en) | 2008-06-12 | 2017-10-17 | Avery Dennison Corporation | Porous material and method for producing the same |
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Also Published As
Publication number | Publication date |
---|---|
US20070259166A1 (en) | 2007-11-08 |
CA2636435C (en) | 2013-10-22 |
EP1979293A1 (en) | 2008-10-15 |
CA2636435A1 (en) | 2007-08-09 |
US8277934B2 (en) | 2012-10-02 |
US20070259188A1 (en) | 2007-11-08 |
AU2007211045B2 (en) | 2012-03-08 |
CN101379007B (en) | 2013-03-27 |
CN101379007A (en) | 2009-03-04 |
EP1979293B1 (en) | 2013-03-06 |
US8293361B2 (en) | 2012-10-23 |
PL1979293T3 (en) | 2013-08-30 |
AU2007211045A1 (en) | 2007-08-09 |
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