EP2064293A2 - Silane coating material and method for the production of a silane coating - Google Patents

Silane coating material and method for the production of a silane coating

Info

Publication number
EP2064293A2
EP2064293A2 EP07801334A EP07801334A EP2064293A2 EP 2064293 A2 EP2064293 A2 EP 2064293A2 EP 07801334 A EP07801334 A EP 07801334A EP 07801334 A EP07801334 A EP 07801334A EP 2064293 A2 EP2064293 A2 EP 2064293A2
Authority
EP
European Patent Office
Prior art keywords
silane
silanes
coating
coating material
silane coating
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP07801334A
Other languages
German (de)
French (fr)
Inventor
Stefan Sepeur
Nora Laryea
Carolin Thurn
Gerd Schlick
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nano X GmbH
Original Assignee
Nano X GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nano X GmbH filed Critical Nano X GmbH
Priority to EP11173058A priority Critical patent/EP2383312A1/en
Publication of EP2064293A2 publication Critical patent/EP2064293A2/en
Withdrawn legal-status Critical Current

Links

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
    • 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
    • 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

Definitions

  • the invention relates to a silane coating material and a method for producing a silane coating.
  • Silane coatings are known that are made of silicone resins.
  • building block molecules such as dimethylsiloxane or otherwise organically modified homologous species are precondensed until high molecular weight resins are present. These can then be hardened by commercially available starters. Such systems are used as coatings, building preservatives, sealants, etc.
  • silanes with two organically modified side chains are generally used.
  • silanes such as tetraethoxysilane (TEOS) or methyltriethoxysilane (MTEOS), but also organically modified silanes such as glycidoxypropyltriethoxysilane (GPTES, glyeo) or methacrylpropyltrimethoxysilane (MPTS), etc. hydrolyzed in the presence of a catalyst with water and precondensed.
  • TEOS tetraethoxysilane
  • MTEOS methyltriethoxysilane
  • GPTES glycidoxypropyltriethoxysilane
  • MPTS methacrylpropyltrimethoxysilane
  • the object of the invention is therefore to provide a method for producing a silane coating according to the preamble, in which the above-described disadvantages are avoided.
  • This object is achieved erf ⁇ ndungshack by a method for producing a silane coating, wherein one or more silanes, which are not or only slightly precondensed, are mixed with a reactant and then the resulting coating material is applied to a substrate and cured.
  • the molecular weight of the silane or silanes is greater than 200, in particular greater than 300, preferably greater than 500 and particularly preferably greater than 1000.
  • the molecular weight of the silanes is high, so that the reaction can be started on a surface without evaporating the uncondensed silanes.
  • the silane or silanes in organic side chains have polarized groups which are suitable for the formation of hydrogen bonds. It is also according to the invention that the vapor pressure of the silane or silanes is less than 2, preferably less than 1 and more preferably less than 0.5 hPa at 20 ° C.
  • silane (s) may therefore be expedient for the silane (s) to undergo an organic crosslinking reaction with homologous or non-homologous silanes or with organic monomers, oligomers or polymers before curing.
  • silane (s) precrosslinked isocyanosilanes with diols or polyols.
  • the organic molecular weight is larger than the inorganic one.
  • silanes are the following: 3-aminopropyltriethoxysilane, aminoethylaminopropyltrimethoxysilane, aminoethylaminopropyltrimethoxysilane,
  • the water content is at most 5%, preferably at most 1% and more preferably the reaction is carried out without the presence of water.
  • the humidity for the reaction is not disturbing.
  • silane or silanes are at least 5%, preferably at most 1% and more preferably not pre-crosslinked inorganic.
  • Lewis acids or Lewis bases in particular in the form of transition metal complexes, salts or particles, preferably micro- or nanoparticles, are used as reactants.
  • transition metal complexes, salts or particles are titanium, aluminum, tin or zirconium complexes.
  • particles in particular micro-, sub-micro- or nanoparticles are added as fillers.
  • An embodiment of the invention consists in that solvents, in particular alcohols, acetates, ethers or reaction diluents are added. It is also within the scope of the invention that matting agents, wetting dispersants, defoamers, waxes, biocides, preservatives or color pigments are added.
  • a development of the invention is that the coating material is wet-chemically, in particular by spraying, dipping, flooding, rolling, brushing or by evaporation in a vacuum applied to a substrate.
  • the substrate consists of metal, plastic, ceramic, lacquer, textiles, natural materials, such as wood and leather, on glass, mineral substances or composite materials.
  • the invention comprises that the coating material is cured after application at temperatures from room temperature to 1200 ° C, preferably from room temperature to 250 ° C, wherein the curing is preferably carried out thermally, with microwave radiation or UV radiation.
  • silane coating prepared by a method according to the invention.
  • the scratch-resistant, anti-corrosion, easy-to-clean, anti-fingerprint, anti-reflection, anti-fog, anti-scaling, diffusion barrier, radiation protection coating or self-cleaning, antibacterial, antimicrobial, tribological or hydrophilic coating is within the scope of the invention .
  • the resulting layer shows excellent scratch resistance.
  • Desmophen 1145 30.0 g of Desmophen 1145 are heated to 50 ° C. with 4.3 g of ICTES (isocyanatopropyltriethoxysilane) and admixed with 0.15 g of dibutyltin dilaurate. It is stirred for 1 h at 50 ° C and then cooled to RT.
  • ICTES isocyanatopropyltriethoxysilane
  • reaction product 10 g are dissolved in 8 g of 1-methoxy-2-propanol and 0.1 g
  • iron sheets are coated by means of spray application and at 150 ° C for 60 min. Hardened in a convection oven.
  • the layers show high scratch and corrosion resistance.
  • the layers show high scratch and corrosion resistance.

Abstract

The invention relates to a silane coating material and to a method for the production of a silane coating. In order to create a silane coating material according to the generic term, in which the disadvantages stated above can be avoided, a method for the production of a silane coating according to the invention is proposed, wherein one or more silanes that are not, or are only slightly, pre-condensed, are added to a reaction partner and the resulting coating material is applied to a substrate and cured. Surprisingly it has been found that by means of the reaction of higher molecular and possibly slightly pre-cross-linked silanes and a suitable reaction partner a new class of coating materials can be created. According to prior art, silanes are processed via sol-gel processes, starting with pre-condensed species. The procedural method according to the invention is advantageous insofar as no restrictions exist with regard to the working life, and additionally improved properties of the coating material are achieved, particularly high scratch resistance.

Description

Silanbeschichtungsmaterial und Verfahren zur Herstellung einer Silanbeschichtung Silane coating material and method of making a silane coating
Die Erfindung betrifft ein Silanbeschichtungsmaterial und ein Verfahren zur Herstellung einer Silanbeschichtung.The invention relates to a silane coating material and a method for producing a silane coating.
Es sind Silanbeschichtungen bekannt, die aus Silikonharzen hergestellt werden. Dazu werden Bausteinmoleküle wie Dimethylsiloxan oder anders organisch modifizierte homologe Spezies vorkondensiert, bis hochmolekulare Harze vorliegen. Diese können dann durch handelsübliche Starter gehärtet werden. Einsatz finden solche Systeme als Beschichtungen, Bautenschutzmittel, Dichtstoffe, usw.Silane coatings are known that are made of silicone resins. For this purpose, building block molecules such as dimethylsiloxane or otherwise organically modified homologous species are precondensed until high molecular weight resins are present. These can then be hardened by commercially available starters. Such systems are used as coatings, building preservatives, sealants, etc.
Um diese Systeme in einer beschichtungsfähigen Form zu halten, und damit keine Gelbildung erfolgt, werden im allgemeinen Silane mit zwei organisch modifizierten Seitenketten eingesetzt.In order to keep these systems in a coatable form and to prevent gelation, silanes with two organically modified side chains are generally used.
Diese Schichtsysteme haben hohe Temperaturbeständigkeit, zeigen aber meist nur moderate Abriebbeständigkeiten.These coating systems have high temperature resistance, but usually show only moderate abrasion resistance.
Drei- und vierfachvernetztbare Silane werden durch den Sol-Gel Prozess in eine verarbeitungsfähige Form gebracht. Bei diesem Prozess werden Silane wie Tetraethoxysilan (TEOS) oder Methyltriethoxysilan (MTEOS), aber auch organisch modifizierte Silane wie Glycidoxypropyltriethoxysilan (GPTES, Glyeo) oder Methacrylpropyltrimethoxysilan (MPTS) usw. bei Anwesenheit eines Katalysators mit Wasser hydrolysiert und vorkondensiert. Es entsteht ein beschichtungsfähiges SoI, das nach Applikation und Härtung dann als Beschichtung auf einer Oberfläche aufgetragen werden kann.Three- and four-fold cross-linkable silanes are brought into a workable form by the sol-gel process. In this process, silanes such as tetraethoxysilane (TEOS) or methyltriethoxysilane (MTEOS), but also organically modified silanes such as glycidoxypropyltriethoxysilane (GPTES, glyeo) or methacrylpropyltrimethoxysilane (MPTS), etc. hydrolyzed in the presence of a catalyst with water and precondensed. The result is a coatable SoI, which can then be applied after application and curing as a coating on a surface.
Es ergibt sich hierdurch ein zusätzliches organisches Netzwerk und die Beschichtungen sind im Allgemeinen sowohl kratzfest als auch hochvernetzt und chemikalienbeständig.This results in an additional organic network and the coatings are generally both scratch resistant and highly crosslinked and resistant to chemicals.
Allerdings entstehen bei der Synthese niedermolekulare Alkohole, wie Methanol und Ethanol, die einen niedrigen Flammpunkt aufweisen und schwierig zu entfernen sind. Diese können wie in der DE 198 16 136 Al beschrieben abrotiert werden oder über Phasentrennung abgetrennt werden, wie in der DE 100 63 519 Al beschrieben. Problematisch ist weiterhin die eingeschränkte Topfzeit, die sich dadurch ergibt, daß die Kondensationsreaktionen unkontrolliert weiterlaufen.However, in the synthesis, low molecular weight alcohols such as methanol and ethanol, which have a low flash point and are difficult to remove, are formed. These can be spun off as described in DE 198 16 136 A1 or via phase separation are separated, as described in DE 100 63 519 Al. Another problem is the limited pot life, which results from the fact that the condensation reactions continue uncontrolled.
Aufgabe der Erfindung ist es somit, ein Verfahren zum Herstellen einer Silanbeschichtung gemäß dem Oberbegriff zu schaffen, bei der die oben geschilderten Nachteile vermieden werden.The object of the invention is therefore to provide a method for producing a silane coating according to the preamble, in which the above-described disadvantages are avoided.
Diese Aufgabe wird erfϊndungsgemäß durch ein Verfahren zur Herstellung einer Silanbeschichtung gelöst, wobei ein oder mehrere Silane, die nicht oder nur geringfügig vorkondensiert sind, mit einem Reaktionspartner versetzt werden und dann das so entstandene Beschichtungsmaterial auf ein Substrat appliziert und gehärtet wird.This object is achieved erfϊndungsgemäß by a method for producing a silane coating, wherein one or more silanes, which are not or only slightly precondensed, are mixed with a reactant and then the resulting coating material is applied to a substrate and cured.
Überraschenderweise hat sich gezeigt, daß durch die Reaktion höhermolekularer und allenfalls geringfügig vorvernetzter Silane und geeigneter Reaktionspartner eine neue Klasse von Beschichtungsmaterialien geschaffen werden kann. Silane werden gemäß dem Stand der Technik über Sol-Gel-Prozesse verarbeitet, wobei von vorkondensierten Spezies ausgegangen wird. Die erfindungsgemäße Vorgehensweise, bei der eine Vorkondensationsreaktion weitgehend oder völlig vermieden wird, ist demgegenüber insofern vorteilhaft, als keine Restriktionen hinsichtlich der Topfzeit mehr vorliegen und zudem bessere Eigenschaften des Beschichtungsmaterials erreicht werden, insbesondere eine hohe Kratzfestigkeit.Surprisingly, it has been shown that a new class of coating materials can be created by the reaction of higher molecular weight and at most slightly pre-crosslinked silanes and suitable reactants. Silanes are processed according to the prior art via sol-gel processes, starting from precondensed species. The procedure according to the invention, in which a precondensation reaction is largely or completely avoided, is advantageous in that there are no more restrictions with regard to the pot life and, moreover, that a better scratch resistance is achieved.
Erfindungsgemäß ist vorgesehen, daß die Molekülmasse des bzw. der Silane größer als 200, insbesondere größer als 300, bevorzugt größer als 500 und besonders bevorzugt größer als 1.000 ist.According to the invention, it is provided that the molecular weight of the silane or silanes is greater than 200, in particular greater than 300, preferably greater than 500 and particularly preferably greater than 1000.
Es ist von Bedeutung, daß die Molmasse der Silane hoch ist, so daß die Reaktion auf einer Oberfläche gestartet werden kann, ohne daß die unkondensierten Silane abdampfen.It is important that the molecular weight of the silanes is high, so that the reaction can be started on a surface without evaporating the uncondensed silanes.
Es liegt im Rahmen der Erfindung, daß das bzw. die Silane in organischen Seitenketten polarisierte Gruppen aufweisen, die sich zur Ausbildung von Wasserstoffbrückenbindungen eignen. Ebenfalls ist erfindungsgemäß, daß der Dampfdruck des bzw. der Silane kleiner als 2, vorzugsweise kleiner als 1 und besonders bevorzugt kleiner als 0,5 hPa bei 20°C ist.It is within the scope of the invention that the silane or silanes in organic side chains have polarized groups which are suitable for the formation of hydrogen bonds. It is also according to the invention that the vapor pressure of the silane or silanes is less than 2, preferably less than 1 and more preferably less than 0.5 hPa at 20 ° C.
Es kann daher zweckmäßig sein, daß vor dem Härten das bzw. die Silane eine organische Vernetzungsreaktion mit homologen oder nichthomologen Silanen oder mit organischen Monomeren, Oligomeren oder Polymeren durchlaufen.It may therefore be expedient for the silane (s) to undergo an organic crosslinking reaction with homologous or non-homologous silanes or with organic monomers, oligomers or polymers before curing.
Hierunter wird eine organische Vernetzung zwischen zwei Silanen oder zwischen Silanen und organischen Molekülen über die organischen Funktionen verstanden, wodurch höhermolekulare Silane entstehen.This is understood as meaning an organic crosslinking between two silanes or between silanes and organic molecules via the organic functions, as a result of which higher molecular weight silanes are formed.
Es ist beispielsweise möglich, daß das bzw. die Silane mit Diolen oder Polyolen vorvernetzte Isocyanosilane sind.For example, it is possible for the silane (s) to be precrosslinked isocyanosilanes with diols or polyols.
In diesem Zusammenhang ist es bevorzugt, daß die organische Molekülmasse größer ist als die anorganische.In this connection, it is preferable that the organic molecular weight is larger than the inorganic one.
Als Silane kommen insbesondere die folgenden in Frage: 3-Aminopropyltriethoxysilan, Aminoethylaminpropyltrimethoxysilan, Aminoethylaminopropyltrimethoxysilan,Particularly suitable silanes are the following: 3-aminopropyltriethoxysilane, aminoethylaminopropyltrimethoxysilane, aminoethylaminopropyltrimethoxysilane,
Aminoethylaminopropylsilan, 3-Aminopropyltrimethoxysilan, N-(2-Aminoethyl)-3- aminopropyltrimethoxysilan, N-(2- Aminoethyl)-3 -aminopropylmethyldimethoxysilan, N-(2- Aminoethyl)-3-aminopropylmethyldimethoxysilan, N-Cyclohexyl-3-aminopropyl- trimethoxysilan, Benzylaminoethylaminopropyltrimethoxysilan, Vinylbenzylamino- ethylaminopropyltrimethoxysilan, Vinyltrimethoxysilan, Vinyltriethoxysilan,Aminoethylaminopropylsilane, 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, N-cyclohexyl-3-aminopropyl- trimethoxysilane, benzylaminoethylaminopropyltrimethoxysilane, vinylbenzylaminoethylaminopropyltrimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane,
Vinyldimethoxymethylsilan, Vinyl(tris)methoxyethoxy)silan, Vinylmethoxymethylsilan, Vinyltris(2-methoxyethoxy)silan, Vinyltriacetoxysilan, Methyltrimethoxysilan, n- Hexyltrimethoxysilan, n-Octyltriethoxysilan, Propyltrimethoxysilan, Propyltriethoxysilan, t- Butyltrimethoxysilan, Isobutyltriethoxysilan, Chloropropyltrimethoxysilan, 3- Glycidoxypropyltrimethoxysilan, 3 -Glycidoxypropyltriethoxysilan Glycidoxypropyl- methyldiethoxysilan, Phenyltrimethoxysilan, Phenyltriethoxysilan, Mercaptopropyl- trimethoxysilan, Bis-Triethoxysilylpropyldisulfidosilan, Bis-Triethoxysilyl- propyldisulfidosilan, Bis-Triethoxysilylpropyltetroasulfidosilan, Tetraethoxysilan, N- Cyclohexylaminomethylmethyldieethoxysilan, N-Cyclohexylaminomethyltriethoxysilan, N- Phenylaminomethyltrimethoxysilan, (Methacryloxymethyl)methyldimethoxysilan, Methacryl- oxymethyltrimethoxysilan, (Methacryloxymethyl)methyldiethoxysilan, Methacryloxymethyl- triethoxysilan, 3 -Methacry loxypropy ltrimethoxy silan, 3 -Methacryloxypropyltrimethoxysilan, 3 -Methacry loxypropy ltriacetoxysilan, (Isocyanatomethyl)methyldimethoxysilan, 3 - Isocyanatopropyltrimethoxysilan, 3-Trimethoxysilylmethyl-O-methylcarbamat, N-Vinyldimethoxymethylsilane, vinyl (tris) methoxyethoxy) silane, Vinylmethoxymethylsilan, vinyltris (2-methoxyethoxy) silane, vinyltriacetoxysilane, methyltrimethoxysilane, n-hexyltrimethoxysilane, n-octyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, t-butyltrimethoxysilane, isobutyltriethoxysilane, chloropropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3 - Glycidoxypropyltriethoxysilane, glycidoxypropylmethyldiethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, mercaptopropyltrimethoxysilane, bis-triethoxysilylpropyldisulfidosilane, bis-triethoxysilylpropyldisulfidosilane, bis-triethoxysilylpropyltetroasulfidosilane, tetraethoxysilane, N-cyclohexylaminomethylmethyldiethoxysilane, N-cyclohexylaminomethyltriethoxysilane, N-cyclohexylaminomethyltriethoxysilane, Phenylaminomethyltrimethoxysilane, (methacryloxymethyl) methyldimethoxysilane, methacrylic oxymethyltrimethoxysilan, (methacryloxymethyl) methyldiethoxysilane, triethoxysilane methacryloxymethyl, 3 -Methacry loxypropy ltrimethoxy silane, 3-methacryloxypropyltrimethoxysilane, 3 -Methacry loxypropy ltriacetoxysilan, (isocyanatomethyl) methyldimethoxysilane, 3 - isocyanatopropyltrimethoxysilane, 3-Trimethoxysilylmethyl- O-methylcarbamate, N-
Dimethoxy-(methyl)silylmethyl-O-methyl-carbamat, 3-(Triethoxysilyl)propylbernsteinsäure- anhydrid, Methyltrimethoxysilan, Methyltriethoxysilan, Dimethyldimethoxysilan, Dimethyldiethoxysilan, Trimethylethoxysilan, Isooctyltrimethoxysilan, Isooctyltriethoxysilan, Hexadecyltrimethoxysilan, (Octadecyl)methyldimethoxysilan, Phenyltriethoxysilan, (Cyclohexyl)methyldimethoxysilan, Dicyclopentyldimethoxysilan und Tetraethylsilikat.Dimethoxy- (methyl) silylmethyl-O-methyl-carbamate, 3- (triethoxysilyl) -propylsuccinic anhydride, methyltrimethoxysilane, methyltriethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, trimethylethoxysilane, isooctyltrimethoxysilane, isooctyltriethoxysilane, hexadecyltrimethoxysilane, (octadecyl) methyldimethoxysilane, phenyltriethoxysilane, (cyclohexyl) methyldimethoxysilane, Dicyclopentyldimethoxysilane and tetraethylsilicate.
Es liegt im Rahmen der Erfindung, daß der Wassergehalt maximal 5 %, vorzugsweise maximal 1% beträgt und besonders bevorzugt die Reaktion ohne Anwesenheit von Wasser durchgeführt wird.It is within the scope of the invention that the water content is at most 5%, preferably at most 1% and more preferably the reaction is carried out without the presence of water.
In der Regel ist die Luftfeuchtigkeit für die Reaktion nicht störend.In general, the humidity for the reaction is not disturbing.
Weiterhin ist vorgesehen, daß das bzw. die Silane maximal zu 5 %, bevorzugt maximal zu 1 % und besonders bevorzugt nicht anorganisch vorvernetzt sind.It is further provided that the silane or silanes are at least 5%, preferably at most 1% and more preferably not pre-crosslinked inorganic.
Zur Erfindung gehörig ist auch, daß als Reaktionspartner bis zu 20 %, bevorzugt 0,5 bis 50 Gew.-% Lewissäuren oder Lewisbasen, insbesondere in Form von Übergangsmetallkomplexen, -salzen oder -partikeln, bevorzugt Mikro- oder Nanopartikeln verwendet werden.It is also part of the invention that up to 20%, preferably 0.5 to 50% by weight of Lewis acids or Lewis bases, in particular in the form of transition metal complexes, salts or particles, preferably micro- or nanoparticles, are used as reactants.
In diesem Zusammenhang wird bevorzugt, daß die Übergangsmetallkomplexe, -salze oder - Partikel Titan-, Aluminium-, Zinn- oder Zirkoniumkomplexe sind.In this context, it is preferred that the transition metal complexes, salts or particles are titanium, aluminum, tin or zirconium complexes.
Weiterhin kann vorgesehen sein, daß als Füllstoffe Partikel, insbesondere Mikro-, Submikro- oder Nanopartikel zugegeben werden.Furthermore, it can be provided that particles, in particular micro-, sub-micro- or nanoparticles are added as fillers.
Eine Ausbildung der Erfindung besteht darin, daß Lösungsmittel, insbesondere Alkohole, Acetate, Äther oder Reaktionsverdünner zugesetzt werden. Ebenfalls liegt es im Rahmen der Erfindung, daß Mattierungsstoffe, Netzdispergiermittel, Entschäumer, Wachse, Biozide, Konservierungsmittel oder Farbpigmente zugesetzt werden.An embodiment of the invention consists in that solvents, in particular alcohols, acetates, ethers or reaction diluents are added. It is also within the scope of the invention that matting agents, wetting dispersants, defoamers, waxes, biocides, preservatives or color pigments are added.
Eine Weiterbildung der Erfindung besteht darin, daß das Beschichtungsmaterial naßchemisch, insbesondere durch Sprühen, Tauchen, Fluten, Rollen, Streichen oder aber durch Verdampfen im Vakuum auf ein Substrat aufgetragen wird.A development of the invention is that the coating material is wet-chemically, in particular by spraying, dipping, flooding, rolling, brushing or by evaporation in a vacuum applied to a substrate.
Hierbei ist es erfindungsgemäß, daß das Substrat aus Metall, Kunststoff, Keramik, Lack, Textilien, Naturstoffen, wie Holz und Leder, auf Glas, mineralischen Substanzen oder Verbundmaterialien besteht.In this case, it is according to the invention that the substrate consists of metal, plastic, ceramic, lacquer, textiles, natural materials, such as wood and leather, on glass, mineral substances or composite materials.
Weiterhin umfaßt die Erfindung, daß das Beschichtungsmaterial nach dem Auftragen bei Temperaturen von Raumtemperatur bis 1.200°C, vorzugsweise von Raumtemperatur bis 250°C gehärtet wird, wobei das Härten vorzugsweise thermisch, mit Mikrowellenstrahlung oder UV-Strahlung erfolgt.Furthermore, the invention comprises that the coating material is cured after application at temperatures from room temperature to 1200 ° C, preferably from room temperature to 250 ° C, wherein the curing is preferably carried out thermally, with microwave radiation or UV radiation.
Im Rahmen der Erfindung liegt auch eine Silanbeschichtung, hergestellt durch ein erfindungsgemäßes Verfahren.In the context of the invention is also a silane coating prepared by a method according to the invention.
Ebenso liegt die Kratzfest-, Antikorrosions-, Easy-to-Clean-, Antifingerprint-, Antireflex-, Antibeschlag-, Verzunderungsschutz-, Diffusionssperr-, Strahlenschutz-Beschichtung oder als selbstreinigende, antibakterielle, antimikrobielle, tribologische oder hydrophile Beschichtung im Rahmen der Erfindung.Likewise, the scratch-resistant, anti-corrosion, easy-to-clean, anti-fingerprint, anti-reflection, anti-fog, anti-scaling, diffusion barrier, radiation protection coating or self-cleaning, antibacterial, antimicrobial, tribological or hydrophilic coating is within the scope of the invention ,
Nachfolgend wird die Erfindung anhand von Ausführungsbeispielen näher erläutert.The invention will be explained in more detail by means of exemplary embodiments.
Beispiel 1 :Example 1 :
11,8 g Hexandiol werden mit 49,5 g ICTES (Isocyanatopropyltriethoxysilan) auf 50 0C unter Rühren erwärmt und mit 0,1 g Dibutylzinndilaurat versetzt. Es wird 30 min. bei 50 °C weitergerührt und dann auf RT abgekühlt. 5 g Addukt (s. o.) werden in 10 g 1 -Methoxy-2-propanol gelöst und mit 0,2 g11.8 g of hexanediol are heated with 49.5 g of ICTES (isocyanatopropyltriethoxysilane) to 50 0 C with stirring and mixed with 0.1 g of dibutyltin dilaurate. It will take 30 min. stirred at 50 ° C and then cooled to RT. 5 g of adduct (see above) are dissolved in 10 g of 1-methoxy-2-propanol and treated with 0.2 g
Aluminiumacetylacetonat versetzt.Aluminum acetylacetonate added.
Nach Auftragen (z.B. Fluten) auf eine Polycarbonatplatte wird für 50 min. bei 120 0C imAfter application (eg flooding) on a polycarbonate plate is for 50 min. at 120 0 C in
Umluftofen gehärtet.Convection oven hardened.
Die erhaltene Schicht zeigt hervorragende Kratzbeständigkeit.The resulting layer shows excellent scratch resistance.
Beispiel 2:Example 2:
30.0 g Desmophen 1145 werden mit 4,3 g ICTES (Isocyanatopropyltrieethoxysilan) auf 50 °C erwärmt und mit 0,15 g Dibutylzinndilaurat versetzt. Es wird 1 h bei 50 °C weitergerührt und dann auf RT abgekühlt.30.0 g of Desmophen 1145 are heated to 50 ° C. with 4.3 g of ICTES (isocyanatopropyltriethoxysilane) and admixed with 0.15 g of dibutyltin dilaurate. It is stirred for 1 h at 50 ° C and then cooled to RT.
10 g Reaktionsprodukt (s.o.) werden in 8 g 1 -Methoxy-2-propanol gelöst und mit 0,1 g10 g of reaction product (see above) are dissolved in 8 g of 1-methoxy-2-propanol and 0.1 g
Aluminiumacetylacetonat vermischt.Aluminum acetylacetonate mixed.
Mit der erhaltenen Beschichtungslösung werden Eisenbleche mittels Spritzapplikation beschichtet und bei 150 °C für 60 min. im Umluftofen gehärtet.With the obtained coating solution iron sheets are coated by means of spray application and at 150 ° C for 60 min. Hardened in a convection oven.
Die Schichten zeigen eine hohe Kratz- und Korrosionsbeständigkeit.The layers show high scratch and corrosion resistance.
Beispiel 3:Example 3:
22.1 g Aminopropyltriethoxysilan werden mit 27,8 g Glycidoxypropyltriethoxysilan bei 45 °C gerührt und für 45 min. bei dieser Temperatur belassen.22.1 g of aminopropyltriethoxysilane are stirred with 27.8 g of glycidoxypropyltriethoxysilane at 45 ° C and for 45 min. leave at this temperature.
10 g des Reaktionsgemisches werden in 12 g Isopropanol gelöst und mit 0,3 g Acetylaceton versetzt.10 g of the reaction mixture are dissolved in 12 g of isopropanol and mixed with 0.3 g of acetylacetone.
Nach dem Fluten auf Aluminiumbleche werden die Schichten bei 120 °C für 20 min. imAfter flooding on aluminum sheets, the layers at 120 ° C for 20 min. in the
Umluftofen gehärtet.Convection oven hardened.
Die Schichten zeigen eine hohe Kratz- und Korrosionsbeständigkeit.The layers show high scratch and corrosion resistance.
Beispiel 4:Example 4:
24,8 g 3-Methoxypropyltriethoxysilan werden in 12 g 1 -Methoxy-2-propanol gelöst und mit 2,5 g Ebecryl 1259 und 2,0 g Desmodur N 3300 versetzt und bei 40°C für 2 h temperiert. Danach wird das Gemisch mit 0,24 g Zirkoniumacetylacetonat versetzt. Das Gemisch wird auf eine PMMA-Platte durch Fluten aufgetragen und mit ca. 2,5 J/cm2 mit einer Hg- Mitteldrucklampe bestrahlt und anschließend für 2 h bei 8O0C temperiert. Die Schichten zeigen eine hohe Kratz- und Abriebbeständigkeit bzw. Chemikalienbeständigkeit gegenüber Säuren und Basen. 24.8 g of 3-methoxypropyltriethoxysilane are dissolved in 12 g of 1-methoxy-2-propanol and admixed with 2.5 g of Ebecryl 1259 and 2.0 g of Desmodur N 3300 and heated at 40 ° C. for 2 h. Thereafter, the mixture is treated with 0.24 g of zirconium acetylacetonate. The mixture is applied to a PMMA plate by flooding and irradiated with about 2.5 J / cm 2 with a Hg medium-pressure lamp and then tempered for 2 h at 8O 0 C. The layers show high scratch and abrasion resistance or chemical resistance to acids and bases.

Claims

PATENTANSPRÜCHE
1. Verfahren zum Herstellen einer Silanbeschichtung, dadurch gekennzeichnet, daß ein oder mehrere Silane, die nicht oder nur geringfügig vorkondensiert sind, mit einem Reaktionspartner versetzt werden und dann das so entstandene Beschichtungsmaterial auf ein Substrat appliziert und gehärtet wird.1. A method for producing a silane coating, characterized in that one or more silanes, which are not or only slightly precondensed, are mixed with a reactant and then the resulting coating material is applied to a substrate and cured.
2. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß die Molekülmasse des bzw. der Silane größer als 200, insbesondere größer als 300, bevorzugt größer als 500 und besonders bevorzugt größer als 1.000 ist.2. The method according to claim 1, characterized in that the molecular weight of the silane (s) greater than 200, in particular greater than 300, preferably greater than 500 and more preferably greater than 1,000.
3. Verfahren gemäß Anspruch 2, dadurch gekennzeichnet, daß das bzw. die Silane in organischen Seitenketten polarisierte Gruppen aufweisen, die sich zur Ausbildung von Wasserstoffbrückenbindungen eignen.3. The method according to claim 2, characterized in that the silane (s) in organic side chains have polarized groups which are suitable for the formation of hydrogen bonds.
4. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß der Dampfdruck des bzw. der Silane kleiner als 2, vorzugsweise kleiner als 1 und besonders bevorzugt kleiner als 0,5 hPa bei 20°C ist.4. The method according to claim 1, characterized in that the vapor pressure of the silane (s) is less than 2, preferably less than 1 and more preferably less than 0.5 hPa at 20 ° C.
5. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß vor dem Härten das bzw. die Silane eine organische Vernetzungsreaktion mit homologen oder nichthomologen Silanen oder mit organischen Monomeren, Oligomeren oder Polymeren durchlaufen.5. The method according to claim 1, characterized in that before curing or the silanes or an organic cross-linking reaction with homologous or non-homologous silanes or with organic monomers, oligomers or polymers.
6. Verfahren gemäß Anspruch 5 dadurch gekennzeichnet, daß die organische Molekülmasse größer ist als die anorganische.6. The method according to claim 5, characterized in that the organic molecular weight is greater than the inorganic.
7. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß der Wassergehalt maximal 5 %, vorzugsweise maximal 1% beträgt und besonders bevorzugt die Reaktion ohne Anwesenheit von Wasser durchgeführt wird. 7. The method according to claim 1, characterized in that the water content is at most 5%, preferably at most 1%, and more preferably the reaction is carried out without the presence of water.
8. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß das bzw. die Silane maximal zu 5 %, bevorzugt maximal zu 1 % und besonders bevorzugt nicht anorganisch vorvernetzt sind.8. The method according to claim 1, characterized in that the or the silanes are at least 5%, preferably at most 1%, and more preferably not pre-crosslinked inorganic.
9. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß als Reaktionspartner bis zu 20 %, bevorzugt 0,5 bis 50 % Lewissäuren oder Lewisbasen, insbesondere in Form von Übergangsmetallkomplexen, -salzen oder -partikeln, bevorzugt Mikro- oder Nanopartikeln verwendet werden.9. The method according to claim 1, characterized in that as reactants up to 20%, preferably 0.5 to 50% Lewis acids or Lewis bases, in particular in the form of transition metal complexes, salts or particles, preferably micro- or nanoparticles are used.
10. Verfahren gemäß Anspruch 9, dadurch gekennzeichnet, daß die Übergangsmetallkomplexe, -salze oder -partikel Titan-, Aluminium-, Zinn- oder Zirkoniumkomplexe sind.10. The method according to claim 9, characterized in that the transition metal complexes, salts or particles are titanium, aluminum, tin or zirconium complexes.
11. Verfahren gemäß Anspruch 1 , dadurch gekennzeichnet, daß als Füllstoffe Partikel, insbesondere Mikro-, Submikro- oder Nanopartikel zugegeben werden.11. The method according to claim 1, characterized in that as fillers particles, in particular micro-, sub-micro- or nanoparticles are added.
12. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß Lösungsmittel, insbesondere Alkohole, Acetate, Äther oder Reaktionsverdünner, zugesetzt werden.12. The method according to claim 1, characterized in that solvents, in particular alcohols, acetates, ethers or reaction diluents are added.
13. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß Mattierungsstoffe, Netzdispergiermittel, Entschäumer, Wachse, Biozide, Konservierungsmittel oder Farbpigmente zugesetzt werden.13. The method according to claim 1, characterized in that matting agents, Netzdispergiermittel, defoamers, waxes, biocides, preservatives or color pigments are added.
14. Verfahren gemäß Anspruch 1, dadurch gekennzeichnet, daß das Beschichtungsmaterial naßchemisch, insbesondere durch Sprühen, Tauchen, Fluten, Rollen, Streichen, Drucken, Schleudern, Rakeln oder aber durch Verdampfen im Vakuum auf ein Substrat aufgetragen wird.14. The method according to claim 1, characterized in that the coating material is applied wet-chemically, in particular by spraying, dipping, flooding, rolling, brushing, printing, spinning, knife coating or by evaporation in a vacuum on a substrate.
15. Verfahren gemäß Anspruch 14, dadurch gekennzeichnet, daß das Substrat aus Metall, Kunststoff, Keramik, Lack, Gewebe, Textilien, Naturstoffen, wie Holz oder Leder, auf Glas, mineralischen Substanzen oder Verbundmaterialien besteht. 15. The method according to claim 14, characterized in that the substrate made of metal, plastic, ceramic, paint, fabric, textiles, natural materials such as wood or leather, glass, mineral substances or composite materials.
16. Verfahren gemäß Anspruch 14, dadurch gekennzeichnet, daß das Beschichtungsmaterial nach dem Auftragen bei Temperaturen von Raumtemperatur bis 1.200°C, vorzugsweise von Raumtemperatur bis 250°C gehärtet wird, wobei das Härten vorzugsweise thermisch, mit Mikrowellenstrahlung oder UV-Strahlung erfolgt.16. The method according to claim 14, characterized in that the coating material is cured after application at temperatures from room temperature to 1200 ° C, preferably from room temperature to 250 ° C, wherein the curing is preferably carried out thermally, with microwave radiation or UV radiation.
17. Silanbeschichtung, hergestellt durch ein Verfahren gemäß der Ansprüche 1 bis 16.17. Silane coating, produced by a process according to claims 1 to 16.
18. Verwendung der Beschichtung gemäß Anspruch 17 als Kratzfest-, Anti- korrosions-, Easy-to-Clean-, Antifingerprint-, Antireflex-, Antibeschlag-, Verzunderungsschutz-, Diffusionssperr-, Strahlenschutz-Beschichtung oder als selbstreinigende, antibakterielle, antimikrobielle, tribologische oder hydrophile Beschichtung. 18. Use of the coating according to claim 17 as scratch-resistant, anti-corrosion, easy-to-clean, anti-fingerprint, anti-reflection, anti-fog, anti-scaling, diffusion barrier, radiation protection coating or as a self-cleaning, antibacterial, antimicrobial, Tribological or hydrophilic coating.
EP07801334A 2006-09-18 2007-09-10 Silane coating material and method for the production of a silane coating Withdrawn EP2064293A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP11173058A EP2383312A1 (en) 2006-09-18 2007-09-10 Silane coating material and method for manufacturing same

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102006044310A DE102006044310A1 (en) 2006-09-18 2006-09-18 Silane coating material and method of making a silane coating material
PCT/DE2007/001602 WO2008034409A2 (en) 2006-09-18 2007-09-10 Silane coating material and method for the production of a silane coating

Publications (1)

Publication Number Publication Date
EP2064293A2 true EP2064293A2 (en) 2009-06-03

Family

ID=39104990

Family Applications (2)

Application Number Title Priority Date Filing Date
EP11173058A Withdrawn EP2383312A1 (en) 2006-09-18 2007-09-10 Silane coating material and method for manufacturing same
EP07801334A Withdrawn EP2064293A2 (en) 2006-09-18 2007-09-10 Silane coating material and method for the production of a silane coating

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP11173058A Withdrawn EP2383312A1 (en) 2006-09-18 2007-09-10 Silane coating material and method for manufacturing same

Country Status (9)

Country Link
US (2) US20090326146A1 (en)
EP (2) EP2383312A1 (en)
JP (2) JP5419693B2 (en)
KR (1) KR101407162B1 (en)
CN (2) CN101589117B (en)
CA (1) CA2663713A1 (en)
DE (1) DE102006044310A1 (en)
RU (2) RU2441894C2 (en)
WO (1) WO2008034409A2 (en)

Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1732707B1 (en) 2004-03-19 2015-04-22 Commonwealth Scientific and Industrial Research Organisation Activation method
EP1828335B1 (en) 2005-01-21 2010-03-10 Commonwealth Scientific And Industrial Research Organisation Activation method using modifying agent
DE102007020404A1 (en) * 2006-09-18 2008-10-30 Nano-X Gmbh Process for the preparation of a coating material
DE102006044310A1 (en) * 2006-09-18 2008-03-27 Nano-X Gmbh Silane coating material and method of making a silane coating material
KR101013413B1 (en) * 2008-01-07 2011-02-14 한국과학기술연구원 Method for the fabrication of transparent gas barrier film using plasma surface treatment
EP2254960A1 (en) * 2008-03-18 2010-12-01 Nano-X GmbH Method for the production of a highly abrasion-resistant vehicle paint, vehicle paint, and the use thereof
WO2012016626A1 (en) * 2010-08-02 2012-02-09 Oechsler Aktiengesellschaft Process for producing a coloured fibre composite material and this fibre composite material, and formed part produced therefrom
CN101917826B (en) * 2010-08-03 2013-08-21 东莞市仁吉电子材料有限公司 Method for increasing bonding force between conductor and non-conductive polymer dielectric layer in substrate of printed circuit board
RU2456710C1 (en) * 2011-01-18 2012-07-20 Государственное образовательное учреждение высшего профессионального образования "Саратовский государственный технический университет" (СГТУ) Nanocomposite antireflection coating in form of thick film and method of making said coating
KR101249782B1 (en) * 2011-03-04 2013-04-03 대주나노솔라주식회사 Heat-curable dip-coating composition
KR101860710B1 (en) * 2011-07-27 2018-05-25 삼성전자주식회사 Anti-finger print coating composition and film using the same
US9035082B2 (en) 2011-10-10 2015-05-19 Cytonix, Llc Low surface energy touch screens, coatings, and methods
DE102011054615A1 (en) * 2011-10-19 2013-04-25 Nano-X Gmbh Process for producing hardenable materials
WO2013060767A2 (en) 2011-10-27 2013-05-02 Dsm Ip Assets B.V. Polymer, compositions and process for preparing them
SE1151043A1 (en) * 2011-11-07 2013-05-08 Hwq Relining Systems Aktiebolag Coating a pipe or pipe system with a polymeric material
DE102012204290A1 (en) 2012-03-19 2013-09-19 Evonik Degussa Gmbh Adducts of isocyanatoalkyl-trialkoxysilanes and aliphatic, alkyl-branched diols or polyols
CN104395368B (en) * 2012-06-20 2019-08-06 赢创德固赛有限公司 Coating agent with high Scratch Resistance
KR20140069801A (en) * 2012-11-30 2014-06-10 삼성전자주식회사 Mutifunctional coating structure and forming method for the same
DE102013001498A1 (en) 2013-01-29 2014-07-31 NANO - X GmbH Paint structure and its use as vehicle paint, marine paint, building protection or industrial paint
EP2886205A1 (en) 2013-12-19 2015-06-24 Institute of Solid State Physics, University of Latvia Method for antireflective coating protection with organosilanes
EP2905296B1 (en) * 2014-02-10 2015-12-23 Evonik Degussa GmbH Copolymers made of isocyanatoalkyltrialkoxysilanes and urethane diols
CA2972923C (en) * 2015-02-11 2019-04-30 Allied Bioscience, Inc. Anti-microbial coating and method to form same
EP3085718B1 (en) 2015-04-21 2024-04-17 Covestro Deutschland AG Siloxane groups containing polyisocyanurate plastic and method for producing the same
US10634349B2 (en) 2015-08-24 2020-04-28 General Electric Company Wear pad system for turbine combustion systems and method for coupling wear pad into turbine combustion system
CN108291004B (en) 2015-09-30 2021-10-29 赢创运营有限公司 Isocyanatoalkylalkoxysilane adducts modified by silicone resins and uses thereof
ES2681484T3 (en) 2015-10-29 2018-09-13 Evonik Degussa Gmbh Coating agent with alkoxysilane alkyl isocyanate monoalphanates
CN105734991A (en) * 2016-03-30 2016-07-06 江阴芗菲服饰有限公司 Vacuum evaporation coating type anti-corrosion polyester fabric lining
CN105780253A (en) * 2016-03-30 2016-07-20 江阴芗菲服饰有限公司 Anti-reflecting scraper bar coating type ramie fabric
CN105696364A (en) * 2016-03-30 2016-06-22 江阴芗菲服饰有限公司 Centrifugal coating type scratching-proof polyester textile fabric
CN109563358B (en) * 2016-05-27 2021-06-11 Swimc有限公司 1K 100% solids dry erase coating composition
US10767080B2 (en) 2016-05-27 2020-09-08 The Sherwin-Williams Company 1K waterborne dry-erase coating composition
EP3263616B8 (en) 2016-06-27 2020-01-15 Evonik Operations GmbH Alkoxysilane functionalized allophanate-containing coating agent
EP3263619A1 (en) 2016-06-27 2018-01-03 Evonik Degussa GmbH Alkoxysilane and allophanate functionalised coating agent
ES2927985T3 (en) 2016-08-09 2022-11-14 Covestro Intellectual Property Gmbh & Co Kg Silane-functional polymeric polyurethanes
KR101937947B1 (en) 2017-01-25 2019-01-11 주식회사 파인 Method of coating thin film for enhancing durability through improvement of slip and antifouling properties
CN109749671B (en) * 2017-11-02 2020-12-08 3M创新有限公司 Acrylate pressure-sensitive adhesive containing nano siloxane condensate, adhesive sheet and preparation method thereof
EP3841142A1 (en) 2018-08-21 2021-06-30 Evonik Operations GmbH Heat-curable coating compositions containing silane-functional polyurethane resins catalyzed by amidine salts
US11326017B2 (en) 2018-09-10 2022-05-10 Evonik Operations Gmbh Tin-free catalysis of silane-functional polyurethane crosslinkers
US11359100B2 (en) 2018-09-10 2022-06-14 Evonik Operations Gmbh Tin-free catalysis of silane-functional polyurethane crosslinkers
US20210346912A1 (en) 2018-10-30 2021-11-11 Covestro Intellectual Property Gmbh & Co. Kg Multi-layer paint structure with improved layer adhesion
WO2020089019A1 (en) 2018-10-30 2020-05-07 Covestro Deutschland Ag Method for producing a multilayer coating structure with a top layer made of silane group-containing prepolymers
US20220119645A1 (en) * 2019-02-05 2022-04-21 Silberline Limited New Product
CN110006965A (en) * 2019-04-11 2019-07-12 厦门英仕卫浴有限公司 A kind of intelligent shower of real-time detection chlorine residue
CN114008113B (en) * 2019-05-22 2023-05-02 株式会社钟化 Resin composition, method for producing same, and multicomponent curable resin composition
IT202000030179A1 (en) 2020-12-11 2022-06-11 Crossing Srl SURFACE ANTIMICROBIAL TREATMENTS
US20220281211A1 (en) * 2021-03-02 2022-09-08 Nlu Products, L.L.C. Environmentally friendly screen protector
CN114907769B (en) * 2022-05-31 2023-03-10 紫荆花涂料（上海）有限公司 High-hardness inorganic fire-resistant ceramic-like coating and preparation method and application thereof

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4345053A (en) * 1981-07-17 1982-08-17 Essex Chemical Corp. Silicon-terminated polyurethane polymer
EP1535940A1 (en) * 2003-11-27 2005-06-01 Wacker-Chemie GmbH Process for the preparation of organyloxysilylterminated polymers

Family Cites Families (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1207594A (en) * 1967-03-16 1970-10-07 Union Carbide Corp One component room temperature vulcanizable silicon terminated polymers
US4250074A (en) * 1979-09-06 1981-02-10 Ameron, Inc. Interpenetrating polymer network comprising epoxy polymer and polysiloxane
FR2581650B1 (en) * 1985-05-13 1987-09-18 Celliose Sa HIGH-HARDNESS, ABRASION-RESISTANT VARNISH, PROCESS FOR THEIR PREPARATION, AND APPLICATION OF SUCH VARNISHES TO THE COATING OF SOLID SUBSTRATES
JPS62149764A (en) * 1985-12-24 1987-07-03 Shin Etsu Chem Co Ltd Fluorine-containing coating agent
GB8627314D0 (en) * 1986-11-14 1986-12-17 Ici Plc Curing composition
CA2099618A1 (en) * 1990-12-17 1992-06-18 Isidor Hazan Automotive coating comprising an organosilane polymer
US5244696A (en) * 1990-12-17 1993-09-14 E. I. Du Pont De Nemours And Company Automotive coating composition comprising an organosilane polymer
US5252660A (en) * 1990-12-17 1993-10-12 E. I. Du Pont De Nemours And Company Coating comprising solution organosilane polymer and silane functional dispersed polymer
CA2034851A1 (en) * 1991-01-24 1992-07-25 Chak-Kai Yip Amine functional silane modified epoxy resin composition and weatherstrip coatings made therefrom
US5312943A (en) * 1992-10-13 1994-05-17 Caschem, Inc. Dual curing conformal coatings
KR100214288B1 (en) * 1993-04-16 1999-08-02 성재갑 Compositions for antifogging coating and molding articles using the same
JPH07224118A (en) * 1994-02-10 1995-08-22 Mitsui Toatsu Chem Inc Curable composition and method for curing the same
FR2718143B1 (en) * 1994-03-29 1996-11-29 Saint Gobain Vitrage Composition for a non-wettable coating.
US5939491A (en) * 1997-08-01 1999-08-17 Ppg Industries Ohio, Inc. Curable compositions based on functional polysiloxanes
US5977255A (en) * 1997-10-06 1999-11-02 Dow Corning Corporation Glycidoxy-functional polymer cured with amine-functional organosilicon compound
DE19816136A1 (en) * 1998-04-09 1999-10-14 Inst Neue Mat Gemein Gmbh Nanostructured moldings and layers and their production via stable water-soluble precursors
US6534568B1 (en) * 1998-04-24 2003-03-18 Crompton Corporation Powder coating or adhesives employing silanes or silane treated fillers
DE19857317A1 (en) * 1998-12-11 2000-06-15 Inst Neue Mat Gemein Gmbh domestic appliances
DE19857316A1 (en) * 1998-12-11 2000-06-15 Inst Neue Mat Gemein Gmbh Powder-coated substrates with a topcoat based on silanes containing epoxy groups
US6376608B1 (en) * 1999-08-11 2002-04-23 Ppg Industries Ohio, Inc. Curable powder film-forming composition having improved chemical resistance
US6475329B1 (en) * 1999-10-04 2002-11-05 Tyco Electronics Corporation Primer for silicone compositions
JP2001146572A (en) * 1999-11-19 2001-05-29 Jsr Corp Coating composition and cured film obtained therefrom
IL151391A0 (en) * 2000-02-28 2003-04-10 Adsil Non-aqueous coating compositions formed from silanes and metal alcoholates
DE10039404A1 (en) * 2000-08-06 2002-07-25 Georg Wagner Process for the preparation of pigmented compositions according to the sol-gel process, etc.
KR100816931B1 (en) * 2000-10-04 2008-03-25 제이에스알 가부시끼가이샤 Composition of Cyclic Olefin Addition Copolymer and Cross-Linked Material
DE10063519A1 (en) * 2000-12-20 2002-07-04 Nano X Gmbh Low-solvent sol-gel systems
DE10152853A1 (en) * 2001-10-25 2003-05-15 Ntc Nano Tech Coatings Gmbh Mixture and process for the production of crosslinked compositions based on modified polysiloxanes as well as coatings and moldings produced therewith
DE10158437A1 (en) * 2001-11-29 2003-06-12 Nano X Gmbh Coating for permanent hydrophilization of surfaces and their use
DE10159288B4 (en) * 2001-12-04 2015-10-01 Nano-X Gmbh Process for the permanent coating of a substrate
GB0207351D0 (en) * 2002-03-28 2002-05-08 Avecia Bv Aqueous coating composition
DE10237270A1 (en) * 2002-08-14 2004-03-04 Consortium für elektrochemische Industrie GmbH Silane crosslinkable coating formulations
US20040099845A1 (en) 2002-10-10 2004-05-27 Simendinger William H. Anti-corrosion composition
DE10304127A1 (en) * 2003-02-03 2004-08-12 Basf Coatings Ag Curable mixtures, processes for their preparation and their use
KR100533905B1 (en) 2003-02-27 2005-12-07 주식회사 루밴틱스 Anti-fogging coating composition comprising ultra-violet light curable hydrophilic organic-inorganic hybrid materials
US20050112286A1 (en) * 2003-11-25 2005-05-26 Nguyen Phui Q. Process for multilayer coating of substrates
US7238745B2 (en) * 2003-12-15 2007-07-03 Bayer Materialscience Llc Aqueous polyurethane/urea dispersions containing alkoxysilane groups
US6867318B1 (en) * 2004-06-30 2005-03-15 Nalco Company Composition for coating of aluminum
JP4573023B2 (en) * 2004-07-23 2010-11-04 信越化学工業株式会社 Curable resin composition for fuel cell electrolyte membrane, electrolyte membrane, method for producing the same, electrolyte membrane / electrode assembly, method for producing the same
EP1802721A4 (en) 2004-10-05 2007-12-26 Newsouth Innovations Pty Ltd Hydrophobic and lyophobic coating
DE102004050747A1 (en) * 2004-10-19 2006-04-27 Basf Coatings Ag Coating compositions containing adducts with alkoxysilane functionality
DE102004050748A1 (en) * 2004-10-19 2006-04-20 Basf Coatings Aktiengesellschaft High scratch resistant and highly elastic coating agents based on alkoxysilanes
US7781493B2 (en) * 2005-06-20 2010-08-24 Dow Global Technologies Inc. Protective coating for window glass
DE102005034347A1 (en) * 2005-07-22 2007-01-25 Consortium für elektrochemische Industrie GmbH Paints containing particles
US7435787B2 (en) * 2005-09-14 2008-10-14 Momentive Performance Materials Inc. Process for the continuous production of silylated resin
DE102005052940A1 (en) * 2005-11-03 2007-05-10 Degussa Gmbh Process for coating substrates
DE102006009004A1 (en) * 2006-02-23 2007-09-06 Sustech Gmbh & Co. Kg Multifunctional star-shaped prepolymers, their preparation and use
DE102006044310A1 (en) * 2006-09-18 2008-03-27 Nano-X Gmbh Silane coating material and method of making a silane coating material
KR100838809B1 (en) * 2007-05-03 2008-06-17 성균관대학교산학협력단 Temperature and ph-sensitive block copolymer having excellent gel strength and method of making the same and injectable hydrogles using thereof
US20090032088A1 (en) * 2007-08-03 2009-02-05 Mario Rabinowitz Sealants for Solar Energy Concentrators and Similar Equipment
EP2254960A1 (en) * 2008-03-18 2010-12-01 Nano-X GmbH Method for the production of a highly abrasion-resistant vehicle paint, vehicle paint, and the use thereof

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4345053A (en) * 1981-07-17 1982-08-17 Essex Chemical Corp. Silicon-terminated polyurethane polymer
EP1535940A1 (en) * 2003-11-27 2005-06-01 Wacker-Chemie GmbH Process for the preparation of organyloxysilylterminated polymers

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
"Acclaim Polyol 12200 N", 18 March 2013 (2013-03-18), XP055165093, Retrieved from the Internet <URL:http://tecci.bayer.de/coatings/emea/en/Acclaim_Polyol_12200_N_en.pdf?para=62adb70397a6fed1dabd8d4f482f8458> [retrieved on 20150127] *
ANONYMOUS: "RÖMPP - Polyole - Georg Thieme Verlag KG", 1 March 2011 (2011-03-01), XP055165096, Retrieved from the Internet <URL:https://roempp.thieme.de/roempp4.0/do/data/RD-16-03456> [retrieved on 20150127] *
See also references of WO2008034409A2 *

Also Published As

Publication number Publication date
JP5419693B2 (en) 2014-02-19
WO2008034409A2 (en) 2008-03-27
DE102006044310A1 (en) 2008-03-27
JP2012066243A (en) 2012-04-05
RU2011142123A (en) 2013-04-27
CN101589117B (en) 2013-03-06
CN102533103A (en) 2012-07-04
CA2663713A1 (en) 2008-03-27
US20090326146A1 (en) 2009-12-31
CN101589117A (en) 2009-11-25
EP2383312A1 (en) 2011-11-02
WO2008034409A3 (en) 2008-12-04
RU2009114821A (en) 2010-10-27
KR20090055641A (en) 2009-06-02
RU2441894C2 (en) 2012-02-10
JP2010503519A (en) 2010-02-04
US20120029143A1 (en) 2012-02-02
KR101407162B1 (en) 2014-06-13

Similar Documents

Publication Publication Date Title
WO2008034409A2 (en) Silane coating material and method for the production of a silane coating
EP2385076B1 (en) Method for producing a coating material
DE19880901B3 (en) Preparation of aqueous resin for coating - by mixing a composite resin comprising polysiloxane and polymer segments with polysiloxane
EP1355993B1 (en) Process for the production of solvent-poor sol-gel-systems
DE60221383T2 (en) SILICONE COMPOSITION FOR A WATER REPELLENT COATING
DE4020316B4 (en) Process for the production of a lacquer and its use
WO2009115079A1 (en) Method for the production of a highly abrasion-resistant vehicle paint, vehicle paint, and the use thereof
WO2009021766A1 (en) Process for controlled hydrolysis and condensation of epoxy-functional organosilanes and the cocondensation thereof with further organofunctional alkoxysilanes
EP3036273A1 (en) Silicone resin compositions which can be cured at room temperature
WO1992021729A1 (en) Coating compositions based on fluorine-containing anorganic polycondensates, their production and their use
DE102007060334A1 (en) Silane-based and aqueous coating system, its preparation and use
DE102013216781A1 (en) coating materials
DE102007038313A1 (en) Inorganically-modified polyester binder composition, process for its preparation and its use
EP1210384A2 (en) Inorganic coating composition, a method for producing same and the use thereof
WO2014191481A1 (en) Method for immersion paint coating electrically conductive substrates while post-treating the immersion paint coating with an aqueous sol-gel composition prior to curing the coating
EP1896521A1 (en) Silicone resins having a defined reactivity
DE102006032077A1 (en) Hybrid polymer materials by copolymerization
EP0849332B1 (en) Process for the production of coatings on substrates and a coating material therefor
DE102008044410A1 (en) Multifunctional polyorganosiloxanes
WO2001009253A1 (en) Use of self-organizing coatings on the basis of fluorine-free polyfunctional organosilanes in the production of ultrahydrophobic coatings

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20090318

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC MT NL PL PT RO SE SI SK TR

AX Request for extension of the european patent

Extension state: AL BA HR MK RS

RIN1 Information on inventor provided before grant (corrected)

Inventor name: SCHLICK, GERD

Inventor name: THURN, CAROLIN

Inventor name: LARYEA, NORA

Inventor name: SEPEUR, STEFAN

17Q First examination report despatched

Effective date: 20090902

DAX Request for extension of the european patent (deleted)
DAC Divisional application: reference to earlier application (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20150811