EP1530510A1 - Procede d'impermeabilisation de la surface d'un substrat tout en conservant sa porosite - Google Patents
Procede d'impermeabilisation de la surface d'un substrat tout en conservant sa porositeInfo
- Publication number
- EP1530510A1 EP1530510A1 EP03795121A EP03795121A EP1530510A1 EP 1530510 A1 EP1530510 A1 EP 1530510A1 EP 03795121 A EP03795121 A EP 03795121A EP 03795121 A EP03795121 A EP 03795121A EP 1530510 A1 EP1530510 A1 EP 1530510A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- titanate
- metal
- solution
- substrate
- activator
- 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- Withdrawn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
- 239000000758 substrate Substances 0.000 title claims abstract description 67
- 230000002209 hydrophobic effect Effects 0.000 title claims abstract description 12
- 238000000034 method Methods 0.000 title claims description 36
- 238000000576 coating method Methods 0.000 title abstract description 9
- 239000011248 coating agent Substances 0.000 title abstract description 8
- -1 titanic acid ester Chemical class 0.000 claims abstract description 80
- YHWCPXVTRSHPNY-UHFFFAOYSA-N butan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] YHWCPXVTRSHPNY-UHFFFAOYSA-N 0.000 claims abstract description 49
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 49
- 239000012190 activator Substances 0.000 claims abstract description 46
- 150000002902 organometallic compounds Chemical class 0.000 claims abstract description 13
- 229910052751 metal Inorganic materials 0.000 claims abstract description 12
- 239000002184 metal Substances 0.000 claims abstract description 12
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims abstract description 10
- JMXKSZRRTHPKDL-UHFFFAOYSA-N titanium ethoxide Chemical compound [Ti+4].CC[O-].CC[O-].CC[O-].CC[O-] JMXKSZRRTHPKDL-UHFFFAOYSA-N 0.000 claims abstract description 10
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000002253 acid Substances 0.000 claims abstract description 7
- 150000002148 esters Chemical class 0.000 claims abstract description 7
- 230000000737 periodic effect Effects 0.000 claims abstract description 6
- HKJYVRJHDIPMQB-UHFFFAOYSA-N propan-1-olate;titanium(4+) Chemical compound CCCO[Ti](OCCC)(OCCC)OCCC HKJYVRJHDIPMQB-UHFFFAOYSA-N 0.000 claims abstract description 6
- BSDOQSMQCZQLDV-UHFFFAOYSA-N butan-1-olate;zirconium(4+) Chemical compound [Zr+4].CCCC[O-].CCCC[O-].CCCC[O-].CCCC[O-] BSDOQSMQCZQLDV-UHFFFAOYSA-N 0.000 claims abstract description 5
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 5
- 239000011701 zinc Substances 0.000 claims abstract description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 4
- VCRNTIHFDZPJIA-UHFFFAOYSA-N 2-ethylhexan-1-ol zirconium Chemical compound [Zr].CCCCC(CC)CO.CCCCC(CC)CO.CCCCC(CC)CO.CCCCC(CC)CO VCRNTIHFDZPJIA-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229910052719 titanium Inorganic materials 0.000 claims description 5
- 239000010936 titanium Substances 0.000 claims description 5
- 229910052723 transition metal Inorganic materials 0.000 claims description 5
- 150000003624 transition metals Chemical class 0.000 claims description 5
- 229910052726 zirconium Inorganic materials 0.000 claims description 3
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- KTXWGMUMDPYXNN-UHFFFAOYSA-N 2-ethylhexan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-].CCCCC(CC)C[O-] KTXWGMUMDPYXNN-UHFFFAOYSA-N 0.000 abstract description 4
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 68
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 63
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 62
- 229920001296 polysiloxane Polymers 0.000 description 58
- 239000007787 solid Substances 0.000 description 48
- 238000009736 wetting Methods 0.000 description 33
- 239000012295 chemical reaction liquid Substances 0.000 description 32
- 238000001035 drying Methods 0.000 description 32
- 238000002156 mixing Methods 0.000 description 32
- 239000012153 distilled water Substances 0.000 description 22
- 238000005507 spraying Methods 0.000 description 19
- 241000218657 Picea Species 0.000 description 18
- 230000001680 brushing effect Effects 0.000 description 17
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 239000002023 wood Substances 0.000 description 13
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 12
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 description 12
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 11
- 238000011282 treatment Methods 0.000 description 11
- 239000008096 xylene Substances 0.000 description 11
- 239000007789 gas Substances 0.000 description 8
- 230000035699 permeability Effects 0.000 description 8
- 150000001491 aromatic compounds Chemical class 0.000 description 7
- 239000008399 tap water Substances 0.000 description 7
- 235000020679 tap water Nutrition 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 6
- 239000004205 dimethyl polysiloxane Substances 0.000 description 6
- 239000003973 paint Substances 0.000 description 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 6
- 229920002522 Wood fibre Polymers 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000002025 wood fiber Substances 0.000 description 5
- 239000004568 cement Substances 0.000 description 4
- 239000011093 chipboard Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 229920000180 alkyd Polymers 0.000 description 3
- 239000004567 concrete Substances 0.000 description 3
- 239000004922 lacquer Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 240000000731 Fagus sylvatica Species 0.000 description 2
- 235000010099 Fagus sylvatica Nutrition 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 238000004321 preservation Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000010409 thin film Substances 0.000 description 2
- YOBOXHGSEJBUPB-MTOQALJVSA-N (z)-4-hydroxypent-3-en-2-one;zirconium Chemical compound [Zr].C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O YOBOXHGSEJBUPB-MTOQALJVSA-N 0.000 description 1
- 241000208140 Acer Species 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 239000002969 artificial stone Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000003139 biocide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- JZULKTSSLJNBQJ-UHFFFAOYSA-N chromium;sulfuric acid Chemical compound [Cr].OS(O)(=O)=O JZULKTSSLJNBQJ-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011094 fiberboard Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000010422 painting Methods 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 229920000548 poly(silane) polymer Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920003257 polycarbosilane Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001843 polymethylhydrosiloxane Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001709 polysilazane Polymers 0.000 description 1
- 229920000734 polysilsesquioxane polymer Polymers 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 235000020095 red wine Nutrition 0.000 description 1
- 238000009418 renovation Methods 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 125000003396 thiol group Chemical group [H]S* 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- CHJMFFKHPHCQIJ-UHFFFAOYSA-L zinc;octanoate Chemical compound [Zn+2].CCCCCCCC([O-])=O.CCCCCCCC([O-])=O CHJMFFKHPHCQIJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B41/00—After-treatment of mortars, concrete, artificial stone or ceramics; Treatment of natural stone
- C04B41/009—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
- C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
- C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
- C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
- C04B2111/00241—Physical properties of the materials not provided for elsewhere in C04B2111/00
- C04B2111/00267—Materials permeable to vapours or gases
Definitions
- the present invention relates to a method for hydrophobizing the surface of a porous substrate while maintaining its porosity.
- a hydrophobic barrier layer is formed on the surface of the porous substrate, which shields the substrate from the outside, but this not only reduces or prevents water absorption and / or water permeability, but also an impairment of the gas absorption capacity and / or gas permeability coated substrate.
- Coatings of this known type take place, for example, on raw or coated surfaces of wood or wood-based materials by staining, dyeing, painting, varnishing, etc. using solvent-based and / or water-dilutable paints.
- film-forming paints are used which, when dried, leave a more or less compact film with an average thickness of 10 to 100 ⁇ m on the coated surface.
- the cover layer formed in this way has a moderate to good barrier effect against liquid water, while its permeability to water vapor decreases with its thickness.
- the coating of the surface of a substrate with a hydrophobic thin layer is known, for example, from WO-98/53921: the surface to be treated is treated with reagents containing Si-H residues in the presence of an activator based on a platinum metal; in this way the surface of a non-porous substrate such as metal or glass or a porous substrate such as sandstone, concrete, wood or textile. Whether the porosity of the substrate and in particular its gas absorption capacity and / or gas permeability is maintained after the treatment is not addressed in WO-98/53921, but is more or less to be expected with the specified layer thicknesses in the range of a few nanometers. A platinum metal compound is used in this process, which is correspondingly expensive.
- the method according to the invention forms a hydrophobic thin layer on the surface of the treated substrate as a result of the treatment of the surface with at least one reagent which contains Si-H radicals in the presence of an activator which comprises at least one metal-organic compound of a transition metal.
- this transition metal is preferably a metal of subgroup IV or II of the periodic table, such as titanium, zirconium or zinc, and this metal-organic compound is preferably easily hydrolyzable.
- the method according to the invention makes it possible to largely prevent the wetting of the surface of a porous substrate by water and the resultant water absorption and / or water permeability (ie to reduce it to such an extent that the surface can be regarded as non-wetted), while maintaining the Porosi- tat of the substrate, in particular its gas absorption capacity and / or gas permeability are maintained.
- the permeability of the thin film formed to water vapor and the maintenance of the porosity of the treated substrate can essentially be explained by the thinness of the layer, while it can be assumed that the good adhesion achieved by the thin film to covalent bonds, ie to a reaction between the surface to be treated and the reagent in the presence of the activator.
- the hydrophobic thin layer formed on the surface of the substrate by the method according to the invention remains invisible and does not noticeably or insignificantly impair the gas absorption capacity and / or gas permeability of the substrate, while nevertheless successfully hydrophobizing the surface of the substrate.
- organic titanium compounds can be mentioned, inter alia titanium acid esters, including preferably tetrabutyl titanate (ie titanium (IV) butoxide), but also tetraethyl titanate, tetrapropyl titanate, tetraisopropyl titanate, tetraisooctyl titanate, tetrakis (2-ethylhexyl) titanate and the like, and also zirconium organic compounds, including tetrabutyl zirconate, tetra octyl zirconate, tetrakis (2,4-pentandionato) zirconate and the like.
- Zinc-organic compounds, including dioctyl zincate can be mentioned as examples of suitable metal-organic compounds of a metal of subgroup II of the periodic table.
- Substrates whose surface has hydroxyl, carboxyl, ammonium, amino and / or imino residues can be treated with the desired success, in particular substrates made of high molecular weight organic compounds containing the residues mentioned.
- suitable substrates are substrates made from cellulose or cellulose derivatives or from proteins, for example wood, wood-based materials (such as chipboard, medium-density fibreboard, multilayer board, wood fiber board, cements), paper, silk, cardboard, wool, linen, flax, hemp and the like, as well as objects made from them.
- Suitable substrates with surfaces having the abovementioned residues can also result from a surface treatment of polymers: Examples of these are substrates made of polyamide, polyethylene terephthalate and polypropylene with a pretreated, namely by corona, plasma or flame treatment and the like, or by means of strong oxidizing agents such as chromium sulfuric acid , Hydrogen peroxide and the like modified surface. Substrates that can be treated with the desired success can also occur in mixed form: for example, wood fibers, glue, papers and / or plastics can be present on the surface of wood-based materials at the same time. In addition, it is to be expected that substrates whose surface has mercapto residues can also be treated with the desired success.
- the method according to the invention can be applied to substrates with a naturally weathered surface, and the surface of the substrate can be both planar and non-planar.
- the use of the method according to the invention is not restricted by the size and / or nature of the surface to be treated. That is why plates, continuous foils, whole objects, inside and outside surfaces and appropriately pretreated surfaces, for example of plastics and artificial stones, can be treated with the desired success.
- the process according to the invention is applied to polymers (in the broadest sense), if appropriate after their surface pretreatment, a wide range of properties of the treated surface can be achieved because the treated polymers in addition to the required hydroxyl, carboxyl, ammonium, amino and / or imino residues can have further functional residues and / or the pretreated polymer surfaces can be modified further, for example through oxidation, which opens up a variety of possible applications.
- Silanes, polysilanes, siloxanes, polysilazanes, polyhydrosiloxanes, polycarbosilanes, polysiloxanes and polysilsesquioxanes can be mentioned as examples of suitable reagents containing Si-H radicals.
- suitable reagents are solids or liquids which, as such or in a medium, are in liquid, pasty or solid form and can be used, for example, as a solution, emulsion, suspension, foam or spray.
- the activator can be used, for example, in the form of a solid, solution, emulsion, suspension, foam, spray or other systems containing liquid and / or solid phases.
- the activator and reagent can first be mixed together and the resulting mixture is then applied to the surface to be treated.
- Activator and / or reagent can also first be mixed with other substances and only then applied to the surface to be treated.
- the activator can first be applied to the surface to be treated, which is only then treated with the reagent.
- the reverse procedure i.e. The treatment of the surface first with the reagent and then with the activator is also possible and can lead to a very deep treatment if the reagent is left over for a long time.
- hydrophobic thin layers with different properties can be produced on the surface of the treated substrate, which in turn opens up a variety of possible uses, for example as a protective, impregnating, covering, coloring agent. , Decorative, reflection, adhesion promoter, biocompatibility, adhesive, adhesive, sliding, anti-blocking, anti-flame, non-stick, anti-graffiti, anti-fog, separating and / or demolding layers.
- the energy of the hydrophobic thin layers formed can be varied so that, for example, differently wettable hydrophilic, oleophilic, hydrophobic or oleophobic thin layers can be produced with different contact angles.
- the method according to the invention enables their surface modification with corresponding applications in the protection or renovation of buildings, monuments and / or works of art, as well as in various areas of the construction, automotive and machine industries.
- the method according to the invention enables the formation of well-adhering, weather-resistant, colorless and invisible, water-impermeable but water-vapor-permeable thin layers (which can be hydrophobic or hydrophilic, or oleophobic or oleophilic) directly on the wood or on wood surfaces previously coated with organic substances, for example on raw, stained, glazed, impregnated or lacquered surfaces of wood and wood-based materials such as medium-density fibreboard, chipboard, multi-layer board, wood fiber cement, which can then be used indoors or outdoors.
- the method according to the invention can also be used for fungicide-free protective treatment (preservation and / or preservation) of wood.
- the method according to the invention can be combined with other treatments in order to achieve or intensify effects of the type mentioned above.
- the good adhesion of the thin layer to the treated surface of the substrate in combination with the properties of the thin layer itself that can be achieved on its free surface result in a wide variety of applications, including for the thermal application of plastics which are sprayed directly onto the treated surface or can be injected, or for non-stick finishing of wooden cement boards, for antigraffiti treatment, for fungicide treatment, for biocide treatment, for the treatment of skiing surfaces and the like.
- the following examples illustrate individual aspects of the invention, the method according to the invention being used under room conditions. However, the method according to the invention can also be carried out without problems under other atmospheric conditions, for example under carbon dioxide, nitrogen, etc. at temperatures other than room temperature and under pressure or vacuum.
- Solid beech served as substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in toluene was used as the activator.
- the mixing ratio was 8% tetrabutyl titanate solid per 100 parts of polysiloxane. 10 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- Example 2 Solid spruce served as substrate.
- the mixing ratio was 8 parts tetrabutyl titanate solid to 100 parts polysiloxane. 10 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- Example 3 Solid spruce served as a substrate, radial cut.
- a 5% solution of hydride-terminated polysiloxane 40 mPas with an Si content of 4.2 mmol / g in ethyl acetate was used as the reagent.
- a 1% solution of tetrabutyl titanate in butyl acetate 98/100 was used as an activator.
- the mixing ratio was 10 parts tetrabutyl titanate solid to 100 parts polysiloxane. 10 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated end grain wood surface could not be wetted.
- a medium-density fibreboard with a thickness of 19 mm served as the substrate.
- Reagent was a 10% solution of trimethylsilyl-terminated polysiloxane 45 mPAs in ethyl acetate techn. A 1% solution of tetrabutyl titanate in ethyl acetate was used as the activator. The mixing ratio was 10 parts tetrabutyl titanate solid to 100 parts polysiloxane. 20 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface of the medium-density fiberboard could not be wetted either on the cut edge or on the surface.
- Example 5 A pure silk tie painted with silk paints served as the substrate.
- a 5% solution of trimethylsilyl-terminated polysiloxane 45 mPAs with 7.8 mmol / g Si-H content in ethyl acetate was used as the reagent.
- a 1% solution of tetrabutyl titanate in ethyl acetate was used as the activator.
- the mixing ratio was 5 parts tetrabutyl titanate solid to 100 parts polysiloxane. 10 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the wetting behavior of red wine of 12.0% alcohol by dripping was examined: the treated silk tie surface did not absorb the test reagent and remained free of stains.
- a 13 mm thick chipboard was used as the substrate.
- a 10% solution of trimethylsilyl-terminated polysiloxane 100 mPAs with 3.8 mmol / g Si-H content in naphtha (bp approx. 130-160 ° C.) was used as the reagent.
- the activator served a 1% solution of tetrabutyl titanate in white spirit freed from aromatic compounds.
- the mixing ratio was 7 parts tetrabutyl titanate solid to 100 parts polysiloxane.
- 20 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated chipboard could not be wetted either on the surface or on the cut edge.
- Example 8 An impregnated and dark red-brown, solvent-containing spruce board of unknown origin, which had been impregnated and glazed with an oil / alkyd resin glaze, was used as the substrate and was exposed to the weather for 5 years.
- a 5% solution of trimethylsilyl-terminated polysiloxane 500 mPAs with 2.1 mmol / g Si-H content in naphtha (bp. Approx. 130-160 ° C.) was used as the reagent.
- a 1% solution of tetrabutyl titanate in white spirit freed from aromatic compounds served as the activator.
- the mixing ratio was 7 parts tetrabutyl titanate solid to 100 parts polysiloxane.
- Exposed sandstone of the "rorschacher sandstone" type served as the substrate.
- a 10% solution of dimethylsiloxane-methylhydrogensiloxane copolymer 45 mPas in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in toluene was used as the activator.
- the mixing ratio was 7% solid tetrabutyl titanate per 100 parts of polysiloxane.
- 30 g / m 2 of the reaction liquid were applied by spraying. After drying overnight, the water wetting behavior was examined by spraying with tap water: the treated surface could not be wetted.
- a fiber cement facade painted with a solvent-based facade paint based on acrylate served as the substrate.
- a 5% solution of Si-H-terminated polydimethylsiloxane 500 mPas in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in white spirit with 18% by weight of aromatic compounds served as the activator.
- the mixing ratio was 10% solid to 100 parts of polysiloxane. 50 g / m 2 of the reaction liquid were applied by spraying. After drying overnight, the water Wetting behavior examined by spraying with tap water: The treated surface could not be wetted.
- Example 12 A weathered shutter, painted with a silicone alkyd resin paint, served as the substrate.
- a 5% solution of Si-H-terminated polydimethylsiloxane 3 cSt in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in white spirit with 18% by weight of aromatic compounds served as the activator.
- the mixing ratio was 7% solid tetrabutyl titanate per 100 parts of polysiloxane. 50 g / m 2 of the reaction liquid were applied by spraying. After drying overnight, the water wetting behavior was examined by spraying with tap water: the treated surface could not be wetted.
- a tennis ball of an unknown brand served as the substrate.
- a 5% solution of Si-H-terminated polydimethylsiloxane 100 cSt in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in white spirit with 18% by weight of aromatic compounds served as the activator.
- the mixing ratio was 7% solid tetrabutyl titanate per 100 parts of polysiloxane. 10 g of the reaction liquid were applied uniformly over the surface by spraying. After drying overnight, the water wetting behavior was examined by submerging it several times in tap water: the treated tennis ball did not get wet.
- An interior plaster served as the substrate.
- a 5% solution of Si-H-terminated polydimethylsiloxane 500 cSt in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in white spirit with 18% by weight of aromatic compounds served as the activator.
- the mixing ratio was 7% solid tetrabutyl titanate per 100 parts of polysiloxane.
- Oak parquet pieces served as the substrate.
- a 5% solution of Si-H-terminated polydimethylsiloxane 1000 cSt in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in toluene was used as the activator.
- the mixing ratio was 8% tetrabutyl titanate solid per 100 parts of polysiloxane.
- 20 g / m 2 of the reaction liquid were applied to the cut edges by spraying. After drying overnight at room temperature, the water wetting behavior of the cut edges was examined by dripping on distilled water for 30 minutes: the treated surface could not be wetted.
- Maple parquet straps served as the substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in toluene was used as the activator.
- the mixing ratio was 8% tetrabutyl titanate solid per 100 parts of polysiloxane.
- 20 g / m 2 of the reaction liquid were applied to the cut edges by spraying. After drying overnight at room temperature, the water wetting behavior of the cut edges was examined by dripping on distilled water for 30 minutes: the treated surface could not be wetted.
- Beech parquet straps served as the substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in butyl acetate 98/100 was used as the reagent.
- a 1% solution of tetrabutyl titanate in toluene was used as the activator.
- the mixing ratio was 8% tetrabutyl titanate solid per 100 parts of polysiloxane.
- 20 g / m 2 of the reaction liquid were applied to the cut edges by spraying. After drying overnight at room temperature, the wetting behavior the cut edges were examined by brushing on a water-thinnable parquet sealing lacquer: the parquet lacquer did not adhere to the treated surface.
- Cross-sections of pine branches served as the substrate.
- a 10% solution of hydride-terminated polysiloxane of molecular weight 26,000 in xylene was used as the reagent.
- a 1% solution of tetrabutyl titanate in toluene was used as the activator.
- the mixing ratio was 7% solid tetrabutyl titanate to 100 parts polysiloxane.
- 50 g / m 2 of the reaction liquid were applied to the cut edges by spraying. After drying overnight at room temperature, the wetting behavior of the cut edges was investigated by dripping tap water: the treated surface could not be wetted.
- Solid spruce served as the substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in toluene was used as the reagent.
- a 1% solution of tetrabutyl titanate in xylene was used as an activator.
- the mixing ratio was 8 parts tetrabutyl titanate solid to 100 parts polysiloxane.
- the spruce test specimens were immersed in the reaction liquid for 5 seconds. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- Solid ash served as the substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in toluene was used as the reagent.
- a 1% solution of tetrabutyl titanate in xylene was used as an activator.
- the mixing ratio was 8 parts tetrabutyl titanate solid to 100 parts polysiloxane.
- the ash test specimens were immersed in the reaction liquid for 10 seconds. After drying overnight at room temperature, the water wetting behavior was determined by dripping on distillation Water was examined for two hours: the treated surface could not be wetted.
- Example 21 A raw blockboard was used as the substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in toluene was used as the reagent.
- a 1% solution of tetrabutyl titanate in xylene was used as an activator.
- the mixing ratio was 8 parts tetrabutyl titanate solid to 100 parts polysiloxane.
- the block board was once brushed with the reaction liquid. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- a new concrete control panel served as the substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in toluene was used as the reagent.
- a 1% solution of tetrabutyl titanate in xylene was used as an activator.
- the mixing ratio was 8 parts tetrabutyl titanate solid to 100 parts polysiloxane.
- the control panel was brushed once on all sides with the reaction liquid. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- a new precision control panel served as the substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in toluene was used as the reagent.
- a 1% solution of tetrabutyl titanate in xylene was used as the activator.
- the mixing ratio was 8 parts tetrabutyl titanate solid to 100 parts polysiloxane.
- the control panel was brushed once on all sides with the reaction liquid. After drying overnight at room temperature, the water wetting behavior was determined by dripping on distilled water examined for two hours: the treated surface could not be wetted.
- Example 24 Nordic spruce, radial cut, solid served as substrate.
- the mixing ratio was 8% tetrakis (2,4-pentanedionato) zirconate solid to 100 parts of polysiloxane.
- 40 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- Example 29 Nordic spruce, radial cut, solid served as substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in naphtha (bp. Approx. 130-160 ° C.) was used as the reagent.
- a 1% solution of tetraisopropyl titanate in toluene was used as the activator.
- the mixing ratio was 8% solid tetraisopropyl titanate per 100 parts of lysiloxan. 40 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- Example 31 Nordic spruce, radial cut, solid served as substrate.
- a 5% solution of hydride-terminated polysiloxane with a molecular weight of 26,000 in naphtha (bp. Approx. 130-160 ° C.) was used as the reagent.
- a 1% solution of tetraisooctyl titanate in toluene was used as an activator.
- the mixing ratio was 8% solid tetraisooctyl titanate per 100 parts polysiloxane.
- 40 g / m 2 of the reaction liquid were applied by brushing. After drying overnight at room temperature, the water wetting behavior was examined by dripping on distilled water for two hours: the treated surface could not be wetted.
- concentrations and times given in the examples given above were chosen so that practical conditions for coating a surface, for example with an impregnating were simulated with it.
- the method according to the invention can also be carried out with other concentrations, application quantities and / or exposure times.
- the coating was carried out by brushing, spraying, spraying or dipping.
- the coating can also be carried out in another way, for example by flooding, misting, gassing, rolling, printing or rolling.
Abstract
Selon l'invention, au moins un réactif contenant des restes Si-H est mis en contact avec la surface à imperméabiliser du substrat en présence d'un activateur qui contient au moins un composé organo-métallique des sous-groupes IV et II de la classification périodique des éléments. Le composé organo-métallique est sélectionné, de préférence, parmi des composés organiques de titane, de zirconium et de zinc et peut être notamment un ester d'acide de titane sélectionné parmi le tétrabutyle de titane, tétra-éthyle de titane, tétrapropyle de titane, tétra-isopropyle de titane, tétra-isooctyle de titane et tétrakis(2-éthylhexyl)titane, un ester d'acide de zirconimum sélectionné notamment parmi le tétrabutyle de zirconate, tétraoctyle de zirconate et tétrakis(2,4pentandionato)zirconate ou un ester d'acide de zinc comme le dioctyle de zinkate. Le composé ograno-métallique est, de préférence, facile à hydrolyser.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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CH14632002 | 2002-08-27 | ||
CH14632002 | 2002-08-27 | ||
PCT/IB2003/003680 WO2004024407A1 (fr) | 2002-08-27 | 2003-08-15 | Procede d'impermeabilisation de la surface d'un substrat tout en conservant sa porosite |
Publications (1)
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EP1530510A1 true EP1530510A1 (fr) | 2005-05-18 |
Family
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EP03795121A Withdrawn EP1530510A1 (fr) | 2002-08-27 | 2003-08-15 | Procede d'impermeabilisation de la surface d'un substrat tout en conservant sa porosite |
Country Status (3)
Country | Link |
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EP (1) | EP1530510A1 (fr) |
AU (1) | AU2003253192A1 (fr) |
WO (1) | WO2004024407A1 (fr) |
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US8217381B2 (en) | 2004-06-04 | 2012-07-10 | The Board Of Trustees Of The University Of Illinois | Controlled buckling structures in semiconductor interconnects and nanomembranes for stretchable electronics |
US7943491B2 (en) | 2004-06-04 | 2011-05-17 | The Board Of Trustees Of The University Of Illinois | Pattern transfer printing by kinetic control of adhesion to an elastomeric stamp |
US7521292B2 (en) | 2004-06-04 | 2009-04-21 | The Board Of Trustees Of The University Of Illinois | Stretchable form of single crystal silicon for high performance electronics on rubber substrates |
KR101572992B1 (ko) | 2004-06-04 | 2015-12-11 | 더 보오드 오브 트러스티스 오브 더 유니버시티 오브 일리노이즈 | 인쇄가능한 반도체소자들의 제조 및 조립방법과 장치 |
US7799699B2 (en) | 2004-06-04 | 2010-09-21 | The Board Of Trustees Of The University Of Illinois | Printable semiconductor structures and related methods of making and assembling |
KR100635261B1 (ko) * | 2005-08-12 | 2006-10-23 | 주식회사 나노텍세라믹스 | 폴리머 배합물 기재의 접착개선제 및 이를 포함하는 폴리머배합조성물 |
KR101610885B1 (ko) | 2007-01-17 | 2016-04-08 | 더 보오드 오브 트러스티스 오브 더 유니버시티 오브 일리노이즈 | 프린팅기반 어셈블리에 의해 제조되는 광학 시스템 |
CN103872002B (zh) | 2008-03-05 | 2017-03-01 | 伊利诺伊大学评议会 | 可拉伸和可折叠的电子器件 |
US8946683B2 (en) | 2008-06-16 | 2015-02-03 | The Board Of Trustees Of The University Of Illinois | Medium scale carbon nanotube thin film integrated circuits on flexible plastic substrates |
US8886334B2 (en) | 2008-10-07 | 2014-11-11 | Mc10, Inc. | Systems, methods, and devices using stretchable or flexible electronics for medical applications |
JP5646492B2 (ja) | 2008-10-07 | 2014-12-24 | エムシー10 インコーポレイテッドMc10,Inc. | 伸縮可能な集積回路およびセンサアレイを有する装置 |
US8389862B2 (en) | 2008-10-07 | 2013-03-05 | Mc10, Inc. | Extremely stretchable electronics |
TWI671811B (zh) | 2009-05-12 | 2019-09-11 | 美國伊利諾大學理事會 | 用於可變形及半透明顯示器之超薄微刻度無機發光二極體之印刷總成 |
WO2011041727A1 (fr) | 2009-10-01 | 2011-04-07 | Mc10, Inc. | Boîtiers protecteurs avec des circuits électroniques intégrés |
JP6046491B2 (ja) | 2009-12-16 | 2016-12-21 | ザ ボード オブ トラスティーズ オブ ザ ユニヴァーシティー オブ イリノイ | コンフォーマル電子機器を使用した生体内での電気生理学 |
US9936574B2 (en) | 2009-12-16 | 2018-04-03 | The Board Of Trustees Of The University Of Illinois | Waterproof stretchable optoelectronics |
US10441185B2 (en) | 2009-12-16 | 2019-10-15 | The Board Of Trustees Of The University Of Illinois | Flexible and stretchable electronic systems for epidermal electronics |
KR101724273B1 (ko) | 2010-03-17 | 2017-04-07 | 더 보드 오브 트러스티즈 오브 더 유니버시티 오브 일리노이 | 생체흡수성 기판 상 이식가능한 바이오의료 장치 |
US9442285B2 (en) | 2011-01-14 | 2016-09-13 | The Board Of Trustees Of The University Of Illinois | Optical component array having adjustable curvature |
WO2012158709A1 (fr) | 2011-05-16 | 2012-11-22 | The Board Of Trustees Of The University Of Illinois | Barrettes de del à gestion thermique assemblées par impression |
JP2014523633A (ja) | 2011-05-27 | 2014-09-11 | エムシー10 インコーポレイテッド | 電子的、光学的、且つ/又は機械的装置及びシステム並びにこれらの装置及びシステムを製造する方法 |
EP2713863B1 (fr) | 2011-06-03 | 2020-01-15 | The Board of Trustees of the University of Illionis | Réseau d'électrodes de surface conformables, multiplexées de manière active et à haute densité, pour un interfaçage avec le cerveau |
CN108389893A (zh) | 2011-12-01 | 2018-08-10 | 伊利诺伊大学评议会 | 经设计以经历可编程转变的瞬态器件 |
EP2830492B1 (fr) | 2012-03-30 | 2021-05-19 | The Board of Trustees of the University of Illinois | Dispositifs électroniques montables sur des appendices et conformables à des surfaces et procédé de fabrication correspondant |
US9171794B2 (en) | 2012-10-09 | 2015-10-27 | Mc10, Inc. | Embedding thin chips in polymer |
JP2018524677A (ja) | 2015-06-01 | 2018-08-30 | ザ ボード オブ トラスティーズ オブ ザ ユニヴァーシティー オブ イリノイ | 無線電力及び近距離無線通信機能を備えた小型電子システム |
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US10925543B2 (en) | 2015-11-11 | 2021-02-23 | The Board Of Trustees Of The University Of Illinois | Bioresorbable silicon electronics for transient implants |
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CN107236546B (zh) * | 2017-06-23 | 2019-07-23 | 河北麦森钛白粉有限公司 | 与植物和/或微生物联用的土壤修复促进剂的制备方法 |
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US3639154A (en) * | 1968-07-20 | 1972-02-01 | Kanegafuchi Spinning Co Ltd | Process for manufacturing fibrous structure having excellent recovery from extension by treatment with polyorganosiloxane and a polyethylene glycol or derivative thereof |
WO1998053921A1 (fr) * | 1997-05-28 | 1998-12-03 | Global Surface Aktiengesellschaft | Procede d'enduction d'une surface |
-
2003
- 2003-08-15 AU AU2003253192A patent/AU2003253192A1/en not_active Abandoned
- 2003-08-15 EP EP03795121A patent/EP1530510A1/fr not_active Withdrawn
- 2003-08-15 WO PCT/IB2003/003680 patent/WO2004024407A1/fr not_active Application Discontinuation
Non-Patent Citations (1)
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WO2004024407A1 (fr) | 2004-03-25 |
AU2003253192A1 (en) | 2004-04-30 |
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