US20010018130A1 - Capped silicone film and method of manufacture thereof - Google Patents
Capped silicone film and method of manufacture thereof Download PDFInfo
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- US20010018130A1 US20010018130A1 US09/803,280 US80328001A US2001018130A1 US 20010018130 A1 US20010018130 A1 US 20010018130A1 US 80328001 A US80328001 A US 80328001A US 2001018130 A1 US2001018130 A1 US 2001018130A1
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- 0 *[Si](*)(C)OC Chemical compound *[Si](*)(C)OC 0.000 description 21
- IJOOHPMOJXWVHK-UHFFFAOYSA-N C[Si](C)(C)Cl Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 description 7
- SCPQQTCBAZBSHB-UHFFFAOYSA-N C.CO[SiH](C)Cl.[H]C Chemical compound C.CO[SiH](C)Cl.[H]C SCPQQTCBAZBSHB-UHFFFAOYSA-N 0.000 description 1
- UMBAOMDCAGVBRD-UHFFFAOYSA-N C.CO[Si](C)(C)Cl.[H]O[H] Chemical compound C.CO[Si](C)(C)Cl.[H]O[H] UMBAOMDCAGVBRD-UHFFFAOYSA-N 0.000 description 1
- LALBHMHCIILMCT-UHFFFAOYSA-N CCOCOCO[Si](C)(C)OC Chemical compound CCOCOCO[Si](C)(C)OC LALBHMHCIILMCT-UHFFFAOYSA-N 0.000 description 1
- POPACFLNWGUDSR-UHFFFAOYSA-N CO[Si](C)(C)C Chemical compound CO[Si](C)(C)C POPACFLNWGUDSR-UHFFFAOYSA-N 0.000 description 1
- UFQLARJRCRUBGU-UHFFFAOYSA-N CO[Si](C)(C)O(C)(C)[SiH2]O[Si](C)(C)CO[Si](C)(C)C Chemical compound CO[Si](C)(C)O(C)(C)[SiH2]O[Si](C)(C)CO[Si](C)(C)C UFQLARJRCRUBGU-UHFFFAOYSA-N 0.000 description 1
- GMSNQDIZNYRHLZ-UHFFFAOYSA-N CO[Si](C)(C)OC.C[Si](C)(Cl)Cl Chemical compound CO[Si](C)(C)OC.C[Si](C)(Cl)Cl GMSNQDIZNYRHLZ-UHFFFAOYSA-N 0.000 description 1
- ODGVKFPULYAWTB-UHFFFAOYSA-N CO[Si](C)(C)OCOCOCCl Chemical compound CO[Si](C)(C)OCOCOCCl ODGVKFPULYAWTB-UHFFFAOYSA-N 0.000 description 1
- OFVNBXKUSXLVAE-UHFFFAOYSA-N CO[Si](C)(C)O[Si](C)(C)Cl.[H]C Chemical compound CO[Si](C)(C)O[Si](C)(C)Cl.[H]C OFVNBXKUSXLVAE-UHFFFAOYSA-N 0.000 description 1
- AAPLIUHOKVUFCC-UHFFFAOYSA-N C[Si](C)(C)O Chemical compound C[Si](C)(C)O AAPLIUHOKVUFCC-UHFFFAOYSA-N 0.000 description 1
- CETANPCZXSPGGP-UHFFFAOYSA-N C[Si](C)(Cl)Cl.[H]OC Chemical compound C[Si](C)(Cl)Cl.[H]OC CETANPCZXSPGGP-UHFFFAOYSA-N 0.000 description 1
- LGFGQBHWAUMJKO-UHFFFAOYSA-N [H]C.[H]O[Si](C)(C)OC Chemical compound [H]C.[H]O[Si](C)(C)OC LGFGQBHWAUMJKO-UHFFFAOYSA-N 0.000 description 1
- GDBVVZGIJIYSSB-UHFFFAOYSA-N [H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H] Chemical compound [H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O.[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H].[H]O[H] GDBVVZGIJIYSSB-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N [H]O[H] Chemical compound [H]O[H] XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/36—Successively applying liquids or other fluent materials, e.g. without intermediate treatment
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/18—Processes for applying liquids or other fluent materials performed by dipping
- B05D1/185—Processes for applying liquids or other fluent materials performed by dipping applying monomolecular layers
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
- B05D3/10—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by other chemical means
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
-
- 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
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- 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]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Definitions
- This invention relates generally to silicone films, and more specifically to application of such films to glass and other surfaces.
- the glass is coated with a film consisting of chains of silicone molecules, with each chain chemically bound at one end to the surface of the glass.
- Each chain contains from dozens to hundreds of dimethylsiloxane (DMS) units and is terminated at its free end by either a hydroxyl (OH) group or a chlorine attached to a silicon, which soon reacts with water vapor in the air to produce OH groups.
- DMS dimethylsiloxane
- OH hydroxyl
- This existing film is in use on a number of glass products as well as other silica-containing products such as granite, porcelain, earthenware and stoneware, and for the most part, has performed satisfactorily.
- the water-repellence of the film is limited to some extent by the presence of the terminal OH groups, which are highly water-attracting.
- Another object of the invention is to produce a family of silicone films for treating a variety of products such as the silica-containing products previously mentioned as well as organic substances including paper, cotton, nylon, leather, and wood, in order to improve the surface properties of those products.
- a silicone film is attached to a surface by chemical bonding.
- the silicone film consists of chains of siloxane groups, each chain terminating in an end molecule which is either an ester, an ether, or a halogen.
- the end molecule is allowed to react with water, either water vapor in the surrounding air or by covering the surface with liquid water, to produce an end OH group.
- the surface is then contacted with a capping agent which reacts with the OH group to produce a new end group which improves the properties of the film.
- siloxane groups used, as well as the composition of the capping agent.
- the siloxane groups have the formula
- R consists of nonpolar groups
- R 1 consists of inert groups.
- R consists of polar or nonpolar groups.
- R 1 could consist of chemically active groups, enabling the surface to be used as a solid state ion exchanger or an attachment point for chemically bound enzymes, chelating agents, dyes, chemical indicators or other substances.
- FIG. 1 is a diagrammatic representation of a surface coated with a prior art water-repellent film
- FIG. 2 is a diagrammatic representation of a surface coated with a water-repellent film manufactured using the process of the present invention.
- FIG. 1 shows a surface G which has been treated with a water-repellent film using a prior art process.
- the surface G is glass, but the process may actually be used to treat any surface containing OH or nitrogen hydrogen bonds, such as silica-containing surfaces including granite, porcelain, earthenware and stoneware, as well as organic substances including cotton, paper, nylon, leather and others.
- the film comprises chains of dimethylsiloxane (DMS) groups. Each chain is chemically bonded at one end to an oxygen (O) molecule, which in turn is chemically bonded to the surface G.
- the opposite end of each chain includes either a hydroxyl (OH) group or a chlorine attached to silicone, which will soon react with water vapor in the surrounding air to produce an OH group.
- DMS dimethylsiloxane
- the surface is treated with dimethyldichlorosilane using Portable Vapor machines which may be adapted to fixed site chambers for large volume operations, or by using a wipe-on method or a dipping or spraying procedure. Where necessary, cyclohexylamine is used as a primer to ensure sufficient moisture for the chemical reaction to take place.
- a dimethyldichlorosilane molecule approaches an O—H group at the surface, as shown below:
- n is around 100 or more.
- the groups in the brackets are highly water repellent. However, the chlorine atom at the end of the chain slowly reacts over several hours with water vapor in the air to result in a product having the formula:
- TMS trimethylchlorosiloxane
- the silicone film produced by the process of steps (a)-(i) above is one specific example of the invention, intended for water-repellent applications.
- the moistened surface G is first contacted with silane groups having the formula
- R represents polar or nonpolar groups including hydrocarbons or halogenated hydrocarbons
- X is selected from the group consisting of esters, ethers, and halogens.
- the silane groups then react with the OH or nitrogen hydrogen bonds and water at the surface G to chemically bond the film to the surface G, in a process analogous to step (b) above.
- a series of reactions analogous to those shown in steps (b)-(f) above results in a polymer having the formula:
- n is around 100 or more.
- the X atom at the end of the chain then reacts with water vapor in the surrounding air resulting in a molecule having the formula:
- R 1 may include any combination of inert and reactive groups.
- the capping agent reacts with the OH group at the end of the chain, resulting finally in a chain having the formula:
- R consists of nonpolar groups and R 1 consists of chemically inert groups. If R consists of approximately 50% methyl groups and 50% phenyl groups, the abrasion-resistance of the film is improved.
- the abrasion-resistance of the film can also be improved by connecting the DMS chains with methyltrichlorosilane (which causes branched chains and additional ends). The methyltrichlorosilane would cause the chains to be tied together in a three-dimensional structure, which would resist abrasion better than a two-dimensional structure.
- R consists of polar or nonpolar groups. If R 1 is selected from chemically reactive groups, the end molecule can provide an attachment point for enzymes, chelating agents, ion exchange elements, chemical indicators and other substances.
Abstract
A silicone film is attached to a surface by chemical bonding. The silicone film consists of chains of siloxane groups, each chain terminating in an end molecule which is either an ester, an ether, or a halogen. The end molecule is allowed to react with water to produce an OH group. The surface is then contacted with a capping agent which reacts with the OH group to produce a new end group which improves the properties of the film.
Description
- 1. Field of the Invention
- This invention relates generally to silicone films, and more specifically to application of such films to glass and other surfaces.
- 2. Description of the Prior Art
- Various methods exist for manufacturing easily cleanable, water repellent glass products, including shower doors, windshields, glass entry doors and glass partitions in restaurants. Two such methods are disclosed in U.S. Pat. Nos. 5,415,927 to Hirayama et el. and 4,263,350 to Valimont.
- In another method currently in use, the glass is coated with a film consisting of chains of silicone molecules, with each chain chemically bound at one end to the surface of the glass. Each chain contains from dozens to hundreds of dimethylsiloxane (DMS) units and is terminated at its free end by either a hydroxyl (OH) group or a chlorine attached to a silicon, which soon reacts with water vapor in the air to produce OH groups. This existing film is in use on a number of glass products as well as other silica-containing products such as granite, porcelain, earthenware and stoneware, and for the most part, has performed satisfactorily. However, the water-repellence of the film is limited to some extent by the presence of the terminal OH groups, which are highly water-attracting.
- Accordingly, it is an object of the present invention to improve the water-resistance of silicone films on glass, and to provide a support film for chemically active substances.
- Another object of the invention is to produce a family of silicone films for treating a variety of products such as the silica-containing products previously mentioned as well as organic substances including paper, cotton, nylon, leather, and wood, in order to improve the surface properties of those products.
- Briefly, to achieve the desired objects of the instant invention in accordance with the preferred embodiments thereof, a silicone film is attached to a surface by chemical bonding. The silicone film consists of chains of siloxane groups, each chain terminating in an end molecule which is either an ester, an ether, or a halogen. The end molecule is allowed to react with water, either water vapor in the surrounding air or by covering the surface with liquid water, to produce an end OH group. The surface is then contacted with a capping agent which reacts with the OH group to produce a new end group which improves the properties of the film.
-
-
- For water-repellent applications, R consists of nonpolar groups, and R1 consists of inert groups. For non-water-repellent applications, R consists of polar or nonpolar groups. In other applications, R1 could consist of chemically active groups, enabling the surface to be used as a solid state ion exchanger or an attachment point for chemically bound enzymes, chelating agents, dyes, chemical indicators or other substances.
- The foregoing and further and more specific objects and advantages of the instant invention will become readily apparent to those skilled in the art from the following detailed description of the preferred embodiments thereof taken in conjunction with the drawings in which:
- FIG. 1 is a diagrammatic representation of a surface coated with a prior art water-repellent film; and
- FIG. 2 is a diagrammatic representation of a surface coated with a water-repellent film manufactured using the process of the present invention.
- Turning now to the drawings, attention is first directed to FIG. 1, which shows a surface G which has been treated with a water-repellent film using a prior art process. In the most widely-used application of the process, the surface G is glass, but the process may actually be used to treat any surface containing OH or nitrogen hydrogen bonds, such as silica-containing surfaces including granite, porcelain, earthenware and stoneware, as well as organic substances including cotton, paper, nylon, leather and others. The film comprises chains of dimethylsiloxane (DMS) groups. Each chain is chemically bonded at one end to an oxygen (O) molecule, which in turn is chemically bonded to the surface G. The opposite end of each chain includes either a hydroxyl (OH) group or a chlorine attached to silicone, which will soon react with water vapor in the surrounding air to produce an OH group.
-
-
- molecules at the surface would be much greater than the number of O—H groups on the surface (a ratio of about 100:1).
- Next, the surface is treated with dimethyldichlorosilane using Portable Vapor machines which may be adapted to fixed site chambers for large volume operations, or by using a wipe-on method or a dipping or spraying procedure. Where necessary, cyclohexylamine is used as a primer to ensure sufficient moisture for the chemical reaction to take place. After the dimethyldichlorosilane has been applied, a dimethyldichlorosilane molecule approaches an O—H group at the surface, as shown below:
-
-
-
-
-
-
-
- which is equivalent to the structure shown in FIG. 1. The Si—O—H group at the end of this final product is water-attracting, thus reducing the overall water repellence of the entire film, and creating a site for undesirable chemical reactions.
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- which is equivalent to the structure shown in FIG. 2. Because the TMS group at the end of the chain is chemically inert, the water-resistance of the film is much greater than that of the prior art film.
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- wherein R represents polar or nonpolar groups including hydrocarbons or halogenated hydrocarbons, and X is selected from the group consisting of esters, ethers, and halogens. The silane groups then react with the OH or nitrogen hydrogen bonds and water at the surface G to chemically bond the film to the surface G, in a process analogous to step (b) above. A series of reactions analogous to those shown in steps (b)-(f) above results in a polymer having the formula:
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- The properties of the film manufactured using this process will depend on the choice of R and R1, and to a lesser extent, X. Choosing X from the chloro group gives the lowest material cost and gives a faster reaction time, while esters and ethers are less reactive but produce less troublesome coproducts and require different processing conditions.
- In general, for water repellent applications, R consists of nonpolar groups and R1 consists of chemically inert groups. If R consists of approximately 50% methyl groups and 50% phenyl groups, the abrasion-resistance of the film is improved. The abrasion-resistance of the film can also be improved by connecting the DMS chains with methyltrichlorosilane (which causes branched chains and additional ends). The methyltrichlorosilane would cause the chains to be tied together in a three-dimensional structure, which would resist abrasion better than a two-dimensional structure.
- For non-water repellent applications, R consists of polar or nonpolar groups. If R1 is selected from chemically reactive groups, the end molecule can provide an attachment point for enzymes, chelating agents, ion exchange elements, chemical indicators and other substances.
- Various other modifications and variations to the embodiments herein chosen for purposes of illustration will readily occur to those skilled in the art. To the extent that such variations and modifications do not depart from the spirit of the invention, they are intended to be included within the scope thereof which is assessed only be a fair interpretation of the following claims.
Claims (40)
1. A process for treating a surface of a substrate G containing OH or nitrogen hydrogen bonds and surrounded by air, the process including the steps of:
a) moistening the surface with water;
wherein
R represents polar or nonpolar groups including hydrocarbons or halogenated hydrocarbons, and
X is selected from the group consisting of esters, ethers, and halogens;
c) allowing the silane groups to react with the OH or nitrogen hydrogen bonds and water at the surface to create a film formed of chains having the formula
wherein n is around 100 or more;
d) allowing the X atom at the end of the chain to react with water to produce a molecule having the structure
at the end of the chain; and
wherein R1 may include any combination of inert and reactive groups; and
2. The process according to , wherein the substrate G includes silica molecules.
claim 1
3. The process according to , wherein the substrate G is formed from a material selected from the group consisting of glass, ceramics and silica-containing minerals.
claim 2
4. The process according to , wherein the substrate G includes organic molecules.
claim 1
5. The process according to , wherein R is methyl.
claim 1
6. The process according to , wherein R is selected from the group consisting of phenyl, ethyl, methyl, butyl, amyl, and larger alkyl groups.
claim 1
7. The process according to , wherein R consists of 50% methyl groups and 50% phenyl groups, resulting in improved abrasion resistance of the film.
claim 1
8. The process according to , wherein R consists of polar groups.
claim 1
9. The process according to , wherein R consists of nonpolar groups.
claim 1
10. The process according to , wherein R1 consists of chemically inert groups.
claim 1
11. The process according to , wherein R1 consists of chemically reactive groups.
claim 1
12. The process according to , wherein the step of contacting the surface with silane groups comprises chemically depositing the siloxane groups on the surface using a vapor machine.
claim 1
13. The process according to , wherein the step of contacting the surface with silane groups comprises a wipe-on method.
claim 1
14. The process according to , wherein the step of contacting the surface with silane groups comprises a dipping, or spraying procedure.
claim 1
15. The process according to , wherein the step of moistening the surface comprises a step of priming the surface with cyclohexylamine.
claim 1
16. A process for manufacturing water-resistant glass G in an environment including air, comprising the steps of:
wherein
R consists of nonpolar groups,
X is selected from the groups consisting of esters, ethers and halogens, and
n is around 100 or more,
the film being chemically bonded with the glass;
b) allowing the X atom at the end of the chain to react with water to produce a molecule having the structure
at the end of the chain; and
wherein R1 consists of inert groups; and
17. The process according to , wherein the somewhat water-resistant film comprises chains of dimethylsiloxane.
claim 16
18. The process according to , wherein the capping agent is trimethylchlorosilane.
claim 16
19. The process according to , wherein R is selected from the group consisting of phenyl, ethyl, methyl, butyl, amyl and larger alkyl groups.
claim 16
20. The method according to , wherein R comprises approximately 50% methyl groups and 50% phenyl groups, resulting in improved abrasion-resistance of the highly water-resistant film.
claim 16
21. A process for treating a surface of a substrate G containing OH or nitrogen hydrogen bonds and surrounded by air, the process including the steps of:
a) moistening the surface with water;
wherein
R consists of polar or nonpolar groups, and
X is selected from the group consisting of esters, ethers and halogens;
c) allowing the silane groups to react with the OH or nitrogen hydrogen bonds and water at the surface to create a film formed of chains having the formula
wherein
n is around 100 or more, and
the film is chemically bonded to the surface;
d) allowing the X atom at the end of the chain to react with water to produce a molecule having the structure
at the end of the chain; and
wherein R1 consists of chemically active groups, and
f) allowing the capping agent to react with the molecule to result in a new end molecule having the formula
wherein the new end molecule serves as a solid state ion exchanger or attachment point for chemically bound enzymes, chelating agents, dyes, chemical indicators, or the like.
22. The process according to , wherein the substrate G includes silica molecules.
claim 21
23. The process according to , wherein the substrate G is formed from a material selected from the group consisting of glass, ceramics, and silica-containing minerals.
claim 22
24. The process according to , wherein the substrate G includes organic molecules.
claim 21
25. The process according to , wherein R is methyl.
claim 21
26. The process according to , wherein the film consists of chains of dimethylsiloxane.
claim 21
27. A film for altering the properties of a surface G containing OH or nitrogen hydrogen bonds and surrounded by air, the film consisting of a polymer including:
wherein
R represents polar or nonpolar groups including hydrocarbons or halogenated hydrocarbons;
b) a chain of siloxane groups having a first end and a second end, the first end of the chain being chemically bound to the silicon molecule of the anchor group, the chain having the formula
where n is around 100 or more; and
c) a terminal group of molecules chemically bound to the second end of the chain, the terminal group having the structure
where R1 may include any combination of inert and reactive groups.
28. The film according to , wherein R1 is the same as R.
claim 27
29. The film according to , wherein R is methyl.
claim 27
30. The film according to , wherein R is selected from the group consisting of phenyl, ethyl, methyl, butyl, amyl, and larger alkyl groups.
claim 27
31. The film according to , wherein R consists of polar groups.
claim 27
32. The film according to , wherein R consists of nonpolar groups.
claim 27
33. The film according to , wherein R1 consists of chemically inert groups.
claim 27
34. The film according to , wherein R1 consists of chemically reactive groups.
claim 27
35. In a process of manufacturing a water-resistant film for protecting a surface G containing OH or nitrogen hydrogen bonds wherein the process comprises the step of coating the glass with a polymer having
wherein
R consists of nonpolar groups, and
ii) a chain of siloxane groups, the chain having a first end and a second end, the first end of the chain being chemically bound to the silicon molecule of the anchor group, the chain having the formula
where n is around 100 or more, and
iii) a terminal group of molecules chemically bound to the second end of the chain, the terminal group having the formula
wherein
R1 consists of inert groups, and
X is selected from the group consisting of esters, ethers and halogens, the improvement comprising the steps of
a) allowing the X atom of the terminal group to react with water to produce a new terminal group having the formula
wherein R1 consists of inert groups.
36. The improvement according to , wherein the siloxane groups consist of dimethylsiloxane groups.
claim 35
37. The improvement according to , wherein the final terminal group consists of a trimethylsiloxane group.
claim 36
38. The improvement according to , wherein R1 is the same as R.
claim 35
39. The improvement according to , wherein R is selected from the group consisting of phenyl, ethyl, methyl, butyl, amyl, and larger alkyl groups.
claim 35
40. The improvement according to , wherein the step of replacing the new terminal group comprises the substeps of:
claim 35
b) allowing the capping agent to react with the new terminal group to result in an inert final terminal group.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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US09/803,280 US20010018130A1 (en) | 1998-11-03 | 2001-03-09 | Capped silicone film and method of manufacture thereof |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/185,202 US6245387B1 (en) | 1998-11-03 | 1998-11-03 | Capped silicone film and method of manufacture thereof |
US09/803,280 US20010018130A1 (en) | 1998-11-03 | 2001-03-09 | Capped silicone film and method of manufacture thereof |
Related Parent Applications (1)
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---|---|---|---|
US09/185,202 Division US6245387B1 (en) | 1998-11-03 | 1998-11-03 | Capped silicone film and method of manufacture thereof |
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US20010018130A1 true US20010018130A1 (en) | 2001-08-30 |
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Family Applications (2)
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US09/185,202 Expired - Lifetime US6245387B1 (en) | 1998-11-03 | 1998-11-03 | Capped silicone film and method of manufacture thereof |
US09/803,280 Abandoned US20010018130A1 (en) | 1998-11-03 | 2001-03-09 | Capped silicone film and method of manufacture thereof |
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US09/185,202 Expired - Lifetime US6245387B1 (en) | 1998-11-03 | 1998-11-03 | Capped silicone film and method of manufacture thereof |
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US (2) | US6245387B1 (en) |
EP (1) | EP1137496B1 (en) |
JP (1) | JP4230114B2 (en) |
KR (1) | KR100436522B1 (en) |
CN (1) | CN1201871C (en) |
AT (1) | ATE320861T1 (en) |
AU (1) | AU764724B2 (en) |
BR (1) | BR9915824A (en) |
CA (1) | CA2349480C (en) |
DE (2) | DE69930503T2 (en) |
EC (1) | ECSP034889A (en) |
ES (1) | ES2171370T3 (en) |
IL (1) | IL142940A (en) |
NZ (1) | NZ528143A (en) |
WO (1) | WO2000025938A1 (en) |
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US9074778B2 (en) | 2009-11-04 | 2015-07-07 | Ssw Holding Company, Inc. | Cooking appliance surfaces having spill containment pattern |
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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 |
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DE2559259A1 (en) | 1975-12-31 | 1977-07-14 | Dynamit Nobel Ag | SILANE WITH DISCONNECTED FUNCTIONAL GROUPS AS ADHESION MEDIA |
US4263350A (en) | 1979-12-31 | 1981-04-21 | Ppg Industries, Inc. | Silane release surfaces on glass |
US4539061A (en) * | 1983-09-07 | 1985-09-03 | Yeda Research And Development Co., Ltd. | Process for the production of built-up films by the stepwise adsorption of individual monolayers |
JPH04185641A (en) * | 1990-11-20 | 1992-07-02 | Fujitsu Ltd | Production of heat-resistant resin composition and insulation film |
EP0511548B1 (en) * | 1991-04-30 | 1997-07-09 | Matsushita Electric Industrial Co., Ltd. | Chemically adsorbed film and method of manufacturing the same |
JP3007436B2 (en) * | 1991-04-30 | 2000-02-07 | 松下電器産業株式会社 | Siloxane-based molecular film |
JPH0597478A (en) | 1991-10-04 | 1993-04-20 | Nippon Sheet Glass Co Ltd | Water repellent glass article and its production |
US5372851A (en) | 1991-12-16 | 1994-12-13 | Matsushita Electric Industrial Co., Ltd. | Method of manufacturing a chemically adsorbed film |
JP2804693B2 (en) * | 1993-03-19 | 1998-09-30 | 松下電器産業株式会社 | Siloxane-based surface treatment agent, its production method and its use |
JPH06264051A (en) * | 1993-03-15 | 1994-09-20 | Matsushita Electric Ind Co Ltd | Film for preventing ice and snow accretion and its production |
US5723172A (en) | 1994-03-11 | 1998-03-03 | Dan Sherman | Method for forming a protective coating on glass |
US5665424A (en) | 1994-03-11 | 1997-09-09 | Sherman; Dan | Method for making glass articles having a permanent protective coating |
FR2722493B1 (en) | 1994-07-13 | 1996-09-06 | Saint Gobain Vitrage | MULTI-LAYERED HYDROPHOBIC GLAZING |
JPH09268281A (en) | 1996-03-29 | 1997-10-14 | Toray Dow Corning Silicone Co Ltd | Water-repellent composition for motor vehicle glass and water-repellent glass for motor vehicle |
-
1998
- 1998-11-03 US US09/185,202 patent/US6245387B1/en not_active Expired - Lifetime
-
1999
- 1999-01-29 AU AU23494/99A patent/AU764724B2/en not_active Ceased
- 1999-01-29 WO PCT/US1999/001939 patent/WO2000025938A1/en active IP Right Grant
- 1999-01-29 DE DE69930503T patent/DE69930503T2/en not_active Expired - Lifetime
- 1999-01-29 DE DE1137496T patent/DE1137496T1/en active Pending
- 1999-01-29 JP JP2000579367A patent/JP4230114B2/en not_active Expired - Fee Related
- 1999-01-29 CA CA002349480A patent/CA2349480C/en not_active Expired - Fee Related
- 1999-01-29 KR KR10-2001-7005600A patent/KR100436522B1/en not_active IP Right Cessation
- 1999-01-29 AT AT99903486T patent/ATE320861T1/en active
- 1999-01-29 EP EP99903486A patent/EP1137496B1/en not_active Expired - Lifetime
- 1999-01-29 IL IL14294099A patent/IL142940A/en not_active IP Right Cessation
- 1999-01-29 ES ES99903486T patent/ES2171370T3/en not_active Expired - Lifetime
- 1999-01-29 CN CNB998153583A patent/CN1201871C/en not_active Expired - Fee Related
- 1999-01-29 NZ NZ528143A patent/NZ528143A/en not_active IP Right Cessation
- 1999-01-29 BR BR9915824-8A patent/BR9915824A/en not_active IP Right Cessation
-
2001
- 2001-03-09 US US09/803,280 patent/US20010018130A1/en not_active Abandoned
-
2003
- 2003-12-11 EC EC2003004889A patent/ECSP034889A/en unknown
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US10240049B2 (en) | 2011-02-21 | 2019-03-26 | Ross Technology Corporation | Superhydrophobic and oleophobic coatings with low VOC binder systems |
US10317129B2 (en) | 2011-10-28 | 2019-06-11 | Schott Ag | Refrigerator shelf with overflow protection system including hydrophobic layer |
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Also Published As
Publication number | Publication date |
---|---|
IL142940A (en) | 2004-12-15 |
BR9915824A (en) | 2001-10-16 |
KR100436522B1 (en) | 2004-06-16 |
EP1137496A1 (en) | 2001-10-04 |
CN1332658A (en) | 2002-01-23 |
US6245387B1 (en) | 2001-06-12 |
CA2349480A1 (en) | 2000-05-11 |
EP1137496A4 (en) | 2004-08-04 |
JP2002528270A (en) | 2002-09-03 |
AU764724B2 (en) | 2003-08-28 |
NZ528143A (en) | 2005-02-25 |
ES2171370T1 (en) | 2002-09-16 |
CN1201871C (en) | 2005-05-18 |
JP4230114B2 (en) | 2009-02-25 |
ECSP034889A (en) | 2004-06-28 |
KR20010080935A (en) | 2001-08-25 |
DE1137496T1 (en) | 2002-08-22 |
ATE320861T1 (en) | 2006-04-15 |
ES2171370T3 (en) | 2006-07-16 |
IL142940A0 (en) | 2002-04-21 |
EP1137496B1 (en) | 2006-03-22 |
DE69930503T2 (en) | 2006-11-02 |
WO2000025938A1 (en) | 2000-05-11 |
DE69930503D1 (en) | 2006-05-11 |
AU2349499A (en) | 2000-05-22 |
CA2349480C (en) | 2005-06-07 |
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