EP2694607A1 - Polysiloxan-konzentrat und verfahren zur hydrophobierung von oberflächen unter verwendung des konzentrats - Google Patents
Polysiloxan-konzentrat und verfahren zur hydrophobierung von oberflächen unter verwendung des konzentratsInfo
- Publication number
- EP2694607A1 EP2694607A1 EP11712248.1A EP11712248A EP2694607A1 EP 2694607 A1 EP2694607 A1 EP 2694607A1 EP 11712248 A EP11712248 A EP 11712248A EP 2694607 A1 EP2694607 A1 EP 2694607A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- concentrate
- polysiloxane
- pressure
- preparation
- concentrate according
- 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- Withdrawn
Links
- 239000012141 concentrate Substances 0.000 title claims abstract description 44
- -1 Polysiloxane Polymers 0.000 title claims abstract description 33
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 32
- 238000000034 method Methods 0.000 title claims description 20
- 239000000839 emulsion Substances 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims description 12
- 239000003995 emulsifying agent Substances 0.000 claims description 10
- 238000004140 cleaning Methods 0.000 claims description 9
- 229920006294 polydialkylsiloxane Polymers 0.000 claims description 5
- 239000002023 wood Substances 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- 239000004566 building material Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 4
- 229930195733 hydrocarbon Natural products 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 150000002334 glycols Chemical group 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 238000005406 washing Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000006260 foam Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 238000003892 spreading Methods 0.000 description 3
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- 239000004890 Hydrophobing Agent Substances 0.000 description 2
- 240000002871 Tectona grandis Species 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 2
- 239000004569 hydrophobicizing agent Substances 0.000 description 2
- UPGSWASWQBLSKZ-UHFFFAOYSA-N 2-hexoxyethanol Chemical compound CCCCCCOCCO UPGSWASWQBLSKZ-UHFFFAOYSA-N 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 230000006266 hibernation Effects 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/009—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone characterised by the material treated
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/45—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements
- C04B41/46—Coating or impregnating, e.g. injection in masonry, partial coating of green or fired ceramics, organic coating compositions for adhering together two concrete elements with organic materials
- C04B41/49—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes
- C04B41/4905—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon
- C04B41/495—Compounds having one or more carbon-to-metal or carbon-to-silicon linkages ; Organo-clay compounds; Organo-silicates, i.e. ortho- or polysilicic acid esters ; Organo-phosphorus compounds; Organo-inorganic complexes containing silicon applied to the substrate as oligomers or polymers
- C04B41/4961—Polyorganosiloxanes, i.e. polymers with a Si-O-Si-O-chain; "silicones"
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/60—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone of only artificial stone
- C04B41/61—Coating or impregnation
- C04B41/62—Coating or impregnation with organic materials
- C04B41/64—Compounds having one or more carbon-to-metal of carbon-to-silicon linkages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
- C11D3/3742—Nitrogen containing silicones
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/007—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process employing compositions comprising nanoparticles
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/02—Processes; Apparatus
- B27K3/15—Impregnating involving polymerisation including use of polymer-containing impregnating agents
- B27K3/153—Without in-situ polymerisation, condensation, or cross-linking reactions
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of 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; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
Definitions
- the invention relates to a polysiloxane concentrate and a process for the hydrophobization of surfaces of porous mineral building materials and building coatings and wood.
- porous building materials and building coatings and wood are variously exposed to pollution by environmental influences and the like. Because of their surface texture. This is especially true for such surfaces in the garden area, in addition, the growth of algae, lichens and moss can affect the appearance and usability of the surfaces.
- the treatment with hydrophobicizing agents can provide a remedy here, however, the spreading, especially in large-scale objects such. As house facades and patio areas, or complex designed surfaces such. B. in garden furniture, associated with a very high amount of time.
- the hydrophobizing agents must be applied so evenly and over the entire surface that a uniform appearance of the treated surfaces is achieved.
- the protection often has to be renewed after a certain period of use if the effect is to be retained. Again, then a lot of time is required.
- the object of the invention is therefore to provide a means and a method for the hydrophobization of surfaces, with which the surfaces can be treated as needed in a simple manner and without much time, with a uniform even in large-scale spreading and complex surfaces Treatment result should be achieved.
- the polysiloxane concentrate according to the invention is particularly suitable for application in diluted form by means of high-pressure cleaning devices, with which even large and complex surfaces can be treated quickly and evenly.
- the surfaces to be treated are preferably cleaned with a high-pressure cleaning device prior to treatment with the concentrate according to the invention, preferably using a cleaning agent offered in each case for the surfaces.
- the concentrate according to the invention is preferably diluted to an application concentration which contains in particular about 3 wt .-% to about 6 wt .-% concentrate.
- the polysiloxane concentrations are in the range of 0.03 wt .-% to 0.5 wt .-%, and thus significantly below the recommended concentrations in the literature.
- the treated surfaces are hydrophobic but otherwise remain optically unchanged.
- Concentrates have proven to be particularly suitable which comprise as polysiloxane a modified polyalkylsiloxane, in particular a modified polydialkylsiloxane.
- polyaminofunctional polydialkylsiloxanes are suitable from units of the formula (I):
- R 2 denotes identical or different monovalent, nitrogen-free, optionally halogen-substituted, SiC-bonded C 1 -C 6 -hydrocarbon radicals,
- R 3 denotes identical or different monohydric, optionally halogen-substituted, SiC-bonded basic nitrogen-containing C 1 -C 6 -hydrocarbon radicals
- R 4 may be the same or different and is a hydrogen atom or
- Ci - C 6 alkyl radicals a 0, 1, 2 or 3, preferably 0, 1 or 2, b 0, 1, 2 or 3, preferably 0, 1 or 2, an average of at least 0.05, and c 0 or 1, with the proviso that the sum of a, b and c is less than or equal to 3 and that the amine number of the organopolysiloxane (B) is at least 0.01.
- the average value of b is about 1 to about 2.
- the alkoxy group OR 4 is selected from a Ci - C 5 - alkoxy group, and represents in particular methoxy, ethoxy and propoxy. More preferably, the alkoxy group OR 4 is found only in terminal units of the formula (I).
- R 5 and R 6 preferably independently of one another represent a C 1 -C 3 -alkylene group. Particularly preferred are the groups exemplified above, which fall under the formula (II).
- the concentrate of the invention typically contains an emulsifier to stabilize the polysiloxane in the emulsion.
- Preferred concentrates according to the invention comprise a non-surfactant emulsifier.
- Particularly preferred examples are the diethylene glycol monobutyl ether (butyldiglycol) and the ethylene glycol monohexyl ether (hexyl glycol).
- the function of the emulsifiers is important in order to keep the polysiloxanes in water in a very finely divided emulsion, with nano-particulate emulsions in particular being of advantage for exposing the surfaces to be treated pore-deep to the hydrophobizing agent.
- Particle sizes of about 20 nm to about 50 nm, for example about 25 nm, in the emulsion are particularly preferred.
- the polysiloxane is preferably used in the form of a preparation concentrate, on the one hand simplifies the storage and on the other hand simplifies the dosage on the low pressure or high pressure side of the high pressure cleaning device, in which the concentrate, in particular the polysiloxane concentrate according to the invention described above, to a predetermined Diluted application concentration and then discharged with the pressure jet of the high-pressure cleaner.
- the process according to the invention preferably uses use concentrations of about 3% by weight to about 6% by weight of the concentrate in the pressure jet.
- concentration of the polysiloxane is then about 0.03 wt .-% to about 0.5 wt .-%.
- the preparation according to the invention can be applied with very good results already at temperatures in the range of about 10 ° C. or higher, for example the typical tap water temperature of about 12 ° C. to about 20 ° C.
- the preparation is applied at a slightly elevated temperature, the drying of the treated surfaces, especially outdoors, can be accelerated.
- the preparation is preferably applied at a temperature of about 30 ° C to about 50 ° C to the surface to be hydrophobized.
- the preparation at low pressure it is sufficient and therefore preferred to apply the preparation at low pressure to the surface to be hydrophobicized.
- Particularly suitable are the so-called foam nozzles offered for the high-pressure cleaning devices, with which a particularly economical application of the polysiloxane preparation is possible.
- Preferred low pressures are in the range of about 10 to about 20 bar, measured as the nozzle pressure.
- FIG. 1 shows a schematic representation of a high-pressure cleaning device with a foam nozzle for carrying out the method according to the invention.
- glycol ether as emulsifier (butyldiglycol and hexylglycol in the weight ratio 5: 1)
- a similar concentrate can be obtained from the obtainable under the name WACKER ® HC 303 silicone oil emulsion by diluting with water to about 20%.
- a Karcher ® -Hochdruckrillian 10 which is equipped with a foam nozzle 14 may be used.
- the concentrate described above is filled into a reservoir 18 of a Karcher ® -Schaumdüse 14, which is equipped with a dosing sixteenth
- the foam nozzle 14 is connected with its inlet side to a high-pressure hose 12 of the Karcher ® -Hochtikreini- gers 10th
- the dosage is set.
- the foam nozzle 14 sucks the polysiloxane concentrate via the metering regulator 16 from the reservoir 18, wherein the concentrate is admixed with about 4.5% by weight of the pressurized water jet.
- the polysiloxane concentration is then in the pressurized water jet about 0.1 wt .-%.
- a filling of the reservoir 18 with about 0.5 I concentrate is typically sufficient for the treatment of a surface of the size of about 25 m 2 .
- An area of approx. 25 m 2 can be completely treated with the dilute concentrate (temperature approx. 15 ° C) in approx. 90 seconds.
- the concrete surface was allowed to dry at ambient conditions (20 ° C at about 40% relative humidity). If the surface to be treated is highly absorbent, a further treatment course is still connected when wet. If the surface is allowed to dry first, the hydrophobicizing agent would bead off the already (partially) hydrophobicized surface for the second treatment cycle, predominantly without much effect.
- the treated concrete surface dried over an untreated control surface after a complete sprinkling with water momentarily.
- the water beaded off the treated surface.
- a hydrophobic effect resulted, which lasted more than 12 months.
- the hydrophobing agent according to the invention dries without residue on the surface, the garden furniture can be used immediately after drying without stains on the clothes to get.
- the treatment of garden furniture is particularly recommended for hibernation of teak furniture.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Ceramic Engineering (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Structural Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Detergent Compositions (AREA)
Abstract
Description
Claims
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/EP2011/055135 WO2012130332A1 (de) | 2011-04-01 | 2011-04-01 | Polysiloxan-konzentrat und verfahren zur hydrophobierung von oberflächen unter verwendung des konzentrats |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2694607A1 true EP2694607A1 (de) | 2014-02-12 |
Family
ID=44625688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP11712248.1A Withdrawn EP2694607A1 (de) | 2011-04-01 | 2011-04-01 | Polysiloxan-konzentrat und verfahren zur hydrophobierung von oberflächen unter verwendung des konzentrats |
Country Status (2)
| Country | Link |
|---|---|
| EP (1) | EP2694607A1 (de) |
| WO (1) | WO2012130332A1 (de) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3041987A1 (de) * | 2013-09-03 | 2016-07-13 | Bluestar Silicones France SAS | Verfahren zur hydrophobierung und schmierung von pflanzenfasern |
| DK3068943T3 (da) | 2013-11-12 | 2019-10-07 | Invista Textiles Uk Ltd | Water repellent, soil resistant, fluorine-free compositions |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0768115B2 (ja) * | 1989-05-17 | 1995-07-26 | 花王株式会社 | 洗浄剤組成物 |
| DE19517346A1 (de) | 1995-05-11 | 1996-11-14 | Wacker Chemie Gmbh | Emulsionen von Organosiliciumverbindungen für die Hydrophobierung von Baustoffen |
-
2011
- 2011-04-01 EP EP11712248.1A patent/EP2694607A1/de not_active Withdrawn
- 2011-04-01 WO PCT/EP2011/055135 patent/WO2012130332A1/de not_active Ceased
Non-Patent Citations (2)
| Title |
|---|
| None * |
| See also references of WO2012130332A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2012130332A1 (de) | 2012-10-04 |
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Legal Events
| Date | Code | Title | Description |
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