WO2003082998A1 - Beschichtungsfluid auf wasserbasis - Google Patents
Beschichtungsfluid auf wasserbasis Download PDFInfo
- Publication number
- WO2003082998A1 WO2003082998A1 PCT/DE2003/001028 DE0301028W WO03082998A1 WO 2003082998 A1 WO2003082998 A1 WO 2003082998A1 DE 0301028 W DE0301028 W DE 0301028W WO 03082998 A1 WO03082998 A1 WO 03082998A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- water
- silane
- coating
- hydrolysis
- coating fluid
- Prior art date
Links
- 238000000576 coating method Methods 0.000 title claims abstract description 46
- 239000011248 coating agent Substances 0.000 title claims abstract description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 239000012530 fluid Substances 0.000 title claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 20
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 12
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910000077 silane Inorganic materials 0.000 claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 239000002904 solvent Substances 0.000 claims abstract description 6
- 150000004756 silanes Chemical class 0.000 claims description 10
- 238000001035 drying Methods 0.000 claims description 7
- 230000007062 hydrolysis Effects 0.000 claims description 7
- 238000006460 hydrolysis reaction Methods 0.000 claims description 7
- 230000000694 effects Effects 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- BPCXHCSZMTWUBW-UHFFFAOYSA-N triethoxy(1,1,2,2,3,3,4,4,5,5,8,8,8-tridecafluorooctyl)silane Chemical compound CCO[Si](OCC)(OCC)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)CCC(F)(F)F BPCXHCSZMTWUBW-UHFFFAOYSA-N 0.000 claims description 3
- 150000001343 alkyl silanes Chemical class 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- SNGREZUHAYWORS-UHFFFAOYSA-N perfluorooctanoic acid Chemical compound OC(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F SNGREZUHAYWORS-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 125000001033 ether group Chemical group 0.000 claims 1
- 238000005187 foaming Methods 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 238000005498 polishing Methods 0.000 claims 1
- 238000005507 spraying Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 4
- 239000000243 solution Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 11
- 238000005299 abrasion Methods 0.000 description 8
- 239000011521 glass Substances 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 229910008051 Si-OH Inorganic materials 0.000 description 4
- 229910006358 Si—OH Inorganic materials 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- -1 ether alcohols Chemical class 0.000 description 4
- 239000005871 repellent Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 3
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 239000000919 ceramic Substances 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000005357 flat glass Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 230000002940 repellent Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 239000005046 Chlorosilane Substances 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000000181 anti-adherent effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910010293 ceramic material Inorganic materials 0.000 description 1
- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000010438 granite Substances 0.000 description 1
- JEGUKCSWCFPDGT-UHFFFAOYSA-N h2o hydrate Chemical compound O.O JEGUKCSWCFPDGT-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000009991 scouring Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 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
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/30—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with silicon-containing 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
- C04B41/009—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
- C04B41/46—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
- C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
- C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
- C04B41/4922—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as monomers, i.e. as organosilanes RnSiX4-n, e.g. alkyltrialkoxysilane, dialkyldialkoxysilane
- C04B41/4933—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as monomers, i.e. as organosilanes RnSiX4-n, e.g. alkyltrialkoxysilane, dialkyldialkoxysilane containing halogens, i.e. organohalogen silanes
-
- 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
- C04B41/64—Compounds having one or more carbon-to-metal of carbon-to-silicon linkages
-
- 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
- C04B41/80—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only ceramics
- C04B41/81—Coating or impregnation
- C04B41/82—Coating or impregnation with organic materials
- C04B41/84—Compounds having one or more carbon-to-metal of carbon-to-silicon linkages
Definitions
- the present invention relates to what is claimed in the preamble.
- the present invention is concerned with water-based coatings which harden at room temperature.
- Coatings and coating materials based on water, also with non-stick properties, are known per se, like their production.
- the actual effective anti-adhesive coating component is thus made water-compatible by auxiliaries, some of which remain in the product and / or impede self-crosslinking or crosslinking with the substrate and / or have to be removed in a complex, in particular thermal manner, so that at all the desired typically hydrophobic effect is obtained.
- the object of the present invention is to provide something new for commercial use.
- the invention thus proposes a method for producing a coating fluid, in which a hydrophobic and / or oleophobic silane with a water-miscible solution medium added, water added for pre-hydrolysis and the pre-hydrolyzate is diluted.
- auxiliaries it was found that it is not necessary to use auxiliaries in order to obtain coating solutions which can be used according to the invention for days and weeks. It was found that the absence of hydrophilic auxiliaries significantly increases the performance of the coating material and that the coatings obtained are characterized by rapid curing at room temperature and a previously unattained durability.
- the hydrophobic silanes can form a surfactant structure upon hydrolysis by forming Si-OH groups in conjunction with the hydrophobic / oleophobic residue and can self-disperse in water. This structure can only act as a surfactant until condensates are formed by Si-O-Si bonding and the hydrophobic properties of the condensate dominate. If the hydrolyzed silane is dispersed in water, there is a high probability that a micellar structure will result, in which the Si-OH groups are present "outwards" to the water side and the hydrophobic / oleophobic residues protrude inside the micelle.
- the Si-OH group-rich coating materials are enriched by the evaporation of the water during application and then quickly condense with themselves and the substrate. This enables very firmly adhering coatings to be produced.
- certain admixtures and auxiliary substances can be added to the fluid to improve the application and coating properties, which improve the properties and do not impair them. It is thus possible to add nanoparticles such as Ti02, Si02, Zr02, Sn02, ' Zn02, exfoliated layered silicates (all types known to the person skilled in the art); Surfactants can be added in a formulation as cleaning agents with a coating effect, as spreading aids, etc., with the addition of fluorosurfactants being preferred. Metal alkoxides of Zr, Ti, Sn, Zn, Al and others can be added as well as other salts in order to obtain known associated properties. Defoamers, odorants, dyes and pigments and / or to further improve the properties and / or achieve other properties, fluoropolymers can also be added in dissolved or dispersed form.
- nanoparticles such as Ti02, Si02, Zr02, Sn02, ' Zn02, exfoliated layered silicates (all types
- silanes can be used as silanes per se, in particular also hydrophilic silanes in low concentrations ⁇ 20% based on the solid.
- the silanes actually used depend on the behavior actually desired. If a primarily water-repellent behavior is desired, alkyl silanes can be used; on the other hand, if water and oil repellent properties are desired, pure fluoroalkyl silanes or mixtures containing fluroalkyl silanes can be used.
- Curing is preferably carried out at room temperature; In order to accelerate the curing processes and / or to be able to use crosslinking compounds only at elevated temperatures, it is also possible to effect curing at up to 350 ° C. For this purpose, it is possible, for example in a manufacturing process for tiles or other ceramics, to utilize the residual heat of production by applying the fluid to the heated surface or the fluid to be cold
- the field of application includes a large number of applications, such as textiles, in which the coating material is introduced as a concentrate in the last rinse, the fluid is applied to textiles before ironing or drying, in particular sprayed on, leather, metal, wood, plastics, but also and in particular mineral surfaces such as concrete, natural stones such as sandstone, granite or marble, glasses, in particular mineral glasses, in particular flat glass such as window panes and / or ceramic materials, in particular sanitary ceramics, in particular tiles, the use of the coating fluid here having the advantage that it due to the fact that less than 5% organic solvents such as alcohols etc. are contained in the finished coating fluid when sprayed into a manufacturing oven without Explosion protection can be done.
- a cleaning care coating for household purposes is possible.
- Example 1 2.56 g of tridecafluorooctyltriethoxysilane is dissolved in 26.2 g of isopropanol and mixed with 0.06 g of perfluorooctanoic acid and 11.3 g of deionized water. The mixture is stirred at room temperature for 30 minutes and then poured into 460 g of deionized water. After stirring for 5 minutes, the water-based coating solution is sprayed with a pump trigger onto a window pane which has been thoroughly pre-cleaned with an abrasive cleaner and water. The coating solution forms a uniform film with foam bubbles, but it wets homogeneously.
- the finished coating solution can be used for coating for several weeks if the solution is stored at ⁇ 20 ° C.
- Example 2 The solution from Example 1 is sprayed on concrete block. After drying, you keep a very well hydrophobic and oleophobic surface.
- Example 3 The solution from Example 1 is mixed with 0.5 g of lauryl sulfate and stirred for 30 minutes.
- Example 4 The solution from Example 1 is sprayed onto a variety of surfaces to be coated using a commercially available spray gun (e.g. Sata Jet) such that a thin, closed film is formed in each case.
- a commercially available spray gun e.g. Sata Jet
- the amount required has been shown to depend on the surface properties of the substrate (smooth or rough, absorbent or non-absorbent) and is approx. 10-20 g / sqm. After drying, a largely transparent and invisible film of silane condensate is distinguished.
- the coated tiles and glass plates were rubbed in a defined manner using an abrasion tester from Braive Instruments "Washability Tester" and then the contact angle against water was measured.
- a high contact angle indicates an intact coating
- a low contact angle indicates a layer damaged by abrasion.
- a 4 x 9 cm mason sponge soaked with scouring milk was used as the abrasion medium, the coating weight was 500 g and the plates were cleaned with water and isopropanol after the abrasion test before determining the contact angle.
- the error of the measurement taking into account all sources of error was approx. 4%. From the observation of the prior art for solvent-based coatings, it can be concluded that a contact angle of> 80 ° after 1000 cycles can be assessed as very good.
- Example 5 The solution from Example 1 is injected into a circulating air drying cabinet with a capacity of approximately 60 liters by means of a spray gun. The temperature of the drying cabinet during injection is 250 ° C. The objects to be coated (glazed tiles and glass plates) are distributed in the cabinet at various heights and arrangements.
- the drying cabinet is kept at 250 ° C. for a further 30 minutes, then switched off. After cooling, the test specimens to be coated are examined for abrasion resistance using the method described in Example 4.
- the result shows the excellent abrasion resistance of the coatings applied by this process.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Structural Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Paints Or Removers (AREA)
Abstract
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2003229500A AU2003229500A1 (en) | 2002-03-28 | 2003-03-28 | Water-based coating fluid |
DE10391116T DE10391116D2 (de) | 2002-03-28 | 2003-03-28 | Beschichtungsfluid auf Wasserbasis |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10214313.7 | 2002-03-28 | ||
DE10214313 | 2002-03-28 | ||
DE10214312.9 | 2002-03-28 | ||
DE10214312 | 2002-03-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2003082998A1 true WO2003082998A1 (de) | 2003-10-09 |
Family
ID=28676037
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/DE2003/001028 WO2003082998A1 (de) | 2002-03-28 | 2003-03-28 | Beschichtungsfluid auf wasserbasis |
Country Status (3)
Country | Link |
---|---|
AU (1) | AU2003229500A1 (de) |
DE (1) | DE10391116D2 (de) |
WO (1) | WO2003082998A1 (de) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9067821B2 (en) | 2008-10-07 | 2015-06-30 | Ross Technology Corporation | Highly durable superhydrophobic, oleophobic and anti-icing coatings and methods and compositions for their preparation |
US9074778B2 (en) | 2009-11-04 | 2015-07-07 | Ssw Holding Company, Inc. | Cooking appliance surfaces having spill containment pattern |
US9139744B2 (en) | 2011-12-15 | 2015-09-22 | Ross Technology Corporation | Composition and coating for hydrophobic performance |
US9179773B2 (en) | 2008-06-27 | 2015-11-10 | Ssw Holding Company, Inc. | Spill containing refrigerator shelf assembly |
US9388325B2 (en) | 2012-06-25 | 2016-07-12 | Ross Technology Corporation | Elastomeric coatings having hydrophobic and/or oleophobic properties |
US9546299B2 (en) | 2011-02-21 | 2017-01-17 | Ross Technology Corporation | Superhydrophobic and oleophobic coatings with low VOC binder systems |
US9914849B2 (en) | 2010-03-15 | 2018-03-13 | Ross Technology Corporation | Plunger and methods of producing hydrophobic surfaces |
US11786036B2 (en) | 2008-06-27 | 2023-10-17 | Ssw Advanced Technologies, Llc | Spill containing refrigerator shelf assembly |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05311156A (ja) * | 1992-05-11 | 1993-11-22 | Nissan Motor Co Ltd | 撥水処理剤 |
EP0657393A1 (de) * | 1993-12-08 | 1995-06-14 | Nippon Sheet Glass Co. Ltd. | Verfahren zur Erzeugung eines wasserabstossenden Films auf einem durchsichtigen Paneel |
EP0776925A2 (de) * | 1995-12-01 | 1997-06-04 | Nissan Chemical Industries Ltd. | Wasserabweisender Beschichtungsfilm mit niedrigem Brechungsindex |
US5997943A (en) * | 1996-04-02 | 1999-12-07 | Saint-Gobain Vitrage | Compound for a non-wettable coating, process for treatment of glass with the aid of the compound and products obtained |
US6177582B1 (en) * | 1996-12-03 | 2001-01-23 | Huels Aktiengesellschaft | Fluoroalkyl-functional organosiloxane-containing compositions based on alcohol, a process for their preparation and their use |
DE19947395A1 (de) * | 1999-10-01 | 2001-04-12 | Few Chemicals Gmbh Wolfen | Hochtemperaturbeständige Folien auf Cellulosetriacetat-Basis |
-
2003
- 2003-03-28 WO PCT/DE2003/001028 patent/WO2003082998A1/de not_active Application Discontinuation
- 2003-03-28 DE DE10391116T patent/DE10391116D2/de not_active Expired - Fee Related
- 2003-03-28 AU AU2003229500A patent/AU2003229500A1/en not_active Abandoned
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH05311156A (ja) * | 1992-05-11 | 1993-11-22 | Nissan Motor Co Ltd | 撥水処理剤 |
EP0657393A1 (de) * | 1993-12-08 | 1995-06-14 | Nippon Sheet Glass Co. Ltd. | Verfahren zur Erzeugung eines wasserabstossenden Films auf einem durchsichtigen Paneel |
EP0776925A2 (de) * | 1995-12-01 | 1997-06-04 | Nissan Chemical Industries Ltd. | Wasserabweisender Beschichtungsfilm mit niedrigem Brechungsindex |
US5997943A (en) * | 1996-04-02 | 1999-12-07 | Saint-Gobain Vitrage | Compound for a non-wettable coating, process for treatment of glass with the aid of the compound and products obtained |
US6177582B1 (en) * | 1996-12-03 | 2001-01-23 | Huels Aktiengesellschaft | Fluoroalkyl-functional organosiloxane-containing compositions based on alcohol, a process for their preparation and their use |
DE19947395A1 (de) * | 1999-10-01 | 2001-04-12 | Few Chemicals Gmbh Wolfen | Hochtemperaturbeständige Folien auf Cellulosetriacetat-Basis |
Non-Patent Citations (1)
Title |
---|
PATENT ABSTRACTS OF JAPAN vol. 018, no. 128 (C - 1174) 2 March 1994 (1994-03-02) * |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US10827837B2 (en) | 2008-06-27 | 2020-11-10 | Ssw Holding Company, Llc | Spill containing refrigerator shelf assembly |
US11786036B2 (en) | 2008-06-27 | 2023-10-17 | Ssw Advanced Technologies, Llc | Spill containing refrigerator shelf assembly |
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US9532649B2 (en) | 2008-06-27 | 2017-01-03 | Ssw Holding Company, Inc. | Spill containing refrigerator shelf assembly |
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US9067821B2 (en) | 2008-10-07 | 2015-06-30 | Ross Technology Corporation | Highly durable superhydrophobic, oleophobic and anti-icing coatings and methods and compositions for their preparation |
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US10240049B2 (en) | 2011-02-21 | 2019-03-26 | Ross Technology Corporation | Superhydrophobic and oleophobic coatings with low VOC binder systems |
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DE10391116D2 (de) | 2005-02-10 |
AU2003229500A1 (en) | 2003-10-13 |
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