EP1789497A1 - Couche de finition en silicone presentant une resistance aux salissures amelioree et une meilleure adhesivite avec des particules de l'enveloppe nucleaire - Google Patents

Couche de finition en silicone presentant une resistance aux salissures amelioree et une meilleure adhesivite avec des particules de l'enveloppe nucleaire

Info

Publication number
EP1789497A1
EP1789497A1 EP05787184A EP05787184A EP1789497A1 EP 1789497 A1 EP1789497 A1 EP 1789497A1 EP 05787184 A EP05787184 A EP 05787184A EP 05787184 A EP05787184 A EP 05787184A EP 1789497 A1 EP1789497 A1 EP 1789497A1
Authority
EP
European Patent Office
Prior art keywords
units
optionally
radicals
radical
copolymers
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Withdrawn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
EP05787184A
Other languages
German (de)
English (en)
Inventor
Julia Henn
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie AG
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 Wacker Chemie AG filed Critical Wacker Chemie AG
Publication of EP1789497A1 publication Critical patent/EP1789497A1/fr
Withdrawn legal-status Critical Current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
    • 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
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/54—Silicon-containing compounds
    • 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
    • C08L83/10—Block- or graft-copolymers containing polysiloxane sequences

Definitions

  • Silicone topcoat with improved soil repellence and improved adhesion with core shell particles Silicone topcoat with improved soil repellence and improved adhesion with core shell particles
  • the invention relates to a composition and moldings, sheet or elastomer.
  • the object of the invention is to improve the known state of the art, in particular to further improve the soil repellency and the bondability.
  • the invention relates to a composition producible using
  • R is the same or different, optionally halogenated hydrocarbon radicals having 1-18 carbon atoms per radical or ORI, where R 1 may be identical or different and is hydrogen or a monovalent, if appropriate Substituted hydrocarbon radical having 1-8 carbon atom (s), with the proviso that 0.01 to 3.0 wt .-% Si-bound radicals OR 1 are contained per molecule, and optionally one or more polymer components selected from the group consisting out:
  • R 2 is a monovalent, optionally substituted hydrocarbon radical
  • R 3 is a monovalent organic radical, x is 0 or 1, (3) silicone particles
  • radicals R are preferably alkyl radicals, such as the methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, tert. Butyl, n-pentyl, iso-pentyl, neo-pentyl and tert. - pentyl radical; Hexyl radicals, such as the n-hexyl radical; Heptyl radicals, such as the n-heptyl radical; Octyl radicals, such as the n-octyl radical and iso-
  • Octyl radicals such as the 2, 2, 4-trimethylpentyl radical
  • Nonyl radicals such as the n-nonyl radical
  • Decyl radicals such as the n-decyl radical
  • Dodecyl radicals such as the n-dodecyl radical
  • Octadecyl radicals such as the n-octadecyl radical
  • Alkenyl radicals such as the vinyl and allyl radicals
  • Cycloalkyl radicals such as cyclopentyl, cyclohexyl, cycloheptyl and methylcyclohexyl radicals.
  • substituted radicals R are cyanoalkyl radicals, such as the ⁇ -cyanoethyl radical, and halogenated hydrocarbon radicals, for example haloalkyl radicals, such as the 3, 3, 3-trifluoro-n-propyl radical, 2, 2, 2, 2 ', 2', 2 ' Hexafluoroisopropyl radical, heptafluoroisopropyl radical.
  • cyanoalkyl radicals such as the ⁇ -cyanoethyl radical
  • halogenated hydrocarbon radicals for example haloalkyl radicals, such as the 3, 3, 3-trifluoro-n-propyl radical, 2, 2, 2, 2 ', 2', 2 ' Hexafluoroisopropyl radical, heptafluoroisopropyl radical.
  • radical R is preferably methyl or ethyl.
  • the radical R 1 is preferably hydrogen atom and optionally substituted hydrocarbon radicals having 1 to 8 carbon atoms, where hydrogen and alkyl radicals having 1 to 3 carbon atoms, in particular the methyl, ethyl and isopropyl radicals, are particularly preferred ,
  • radicals R 1 are the examples given for the radical R with 1 to 8 carbon atoms.
  • radicals R 2 are preferably optionally substituted hydrocarbon radicals having 1-18 carbon atom (s), particularly preferred are alkyl radicals such as methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl , tert-butyl, n-pentyl, iso-pentyl, neo-pentyl, tert.
  • -Pentylrest Hexyl radicals, such as the n-hexyl radical and iso-hexyl radicals; Heptyl radicals, such as the n-heptyl radical and iso-heptyl radicals; Octyl radicals, such as the n-octyl radical and iso-octyl radicals, such as the 2, 2, 4-trimethylpentyl radical. Preference is given to the methyl and ethyl radical.
  • hydrocarbon radicals R 2 which may be substituted by an ether oxygen atom are the methoxyethyl, the ethoxyethyl, the methoxy-n-propyl and the methoxy-iso-propyl radical.
  • radicals R 1 are preferably optionally substituted hydrocarbon radicals having 1-18 carbon atom (s), particularly preferred are alkyl radicals such as methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl , tert-butyl, n-pentyl, iso-pentyl, neo-pentyl, tert.
  • Hexyl radicals such as the n-hexyl radical and iso-hexyl radicals
  • Heptyl radicals such as the n-heptyl radical and iso-heptyl radicals
  • Octyl radicals such as the n-octyl radical and iso-octyl radicals, such as the 2, 2, 4-trimethylpentyl radical
  • Nonyl radicals such as the n-nonyl radical and iso-nonyl radicals
  • Decyl radicals such as the n-decyl radical and iso-decyl radicals
  • Dodecyl radicals such as the n-
  • Dodecyl radical and iso-dodecyl radicals Dodecyl radical and iso-dodecyl radicals; Octadecyl radicals, such as the n-octadecyl radical and iso-octadecyl radicals; Alkenyl radicals, such as the vinyl and allyl radicals; Cycloalkyl radicals, such as cyclopentyl, cyclohexyl, cycloheptyl radicals and methylcyclohexyl radicals; Aryl radicals, such as the phenyl, naphthyl, anthryl and
  • Alkaryl radicals such as o-, m-, p-tolyl radicals, xylyl radicals, ethylphenyl radicals, o-, m-, p-vinylphenyl radicals and the nonylphenyl radical
  • aralkyl radicals such as the benzyl radical, the ⁇ - and the ⁇ -phenylethyl radical
  • Isocyanalkyl radicals such as the isocyanopropyl radical, isocyanethyl radical, isocyanhexyl radical
  • Isocyanoctylrest wherein the Isocyanpropylrest is preferred and (Meth) acryloxy radicals such as the methacryloxypropyl radical, acryloxypropyl radical, methacryloxyhexyl radical, acryloyloxyhexyl radical, the methacryloxypropyl radical being preferred.
  • halogenated hydrocarbon radicals R are haloalkyl radicals, such as the 3-chloro-n-propyl radical, the 3,3,3-trifluoro-n-propyl radical, the 2,2,2,2,2 ', 2', 2'-hexafluoroisopropyl radical , Heptafluorisopropylrest, and Halogenarylreste, such as the o-, m- and p-chlorophenyl.
  • the ratio M units to T units is 0 to 1.8: 1, preferably 0.1 to 1.2: 1 and particularly preferably 0.3 to 0.8: 1 and in the case of the polyorganosiloxanes (A2), the ratio of M units to Q units is 0.00 to 2.7: 1, preferably 0.01 to 2.1: 1, more preferably 0.1 to 1.8: 1.
  • the polyorganosiloxanes according to the invention form a polymer of 2-500, preferably 4-300 monomer units.
  • the polymer components (Al) and (A2) can be used alone or in each case as mixtures or reaction products of
  • Organosiloxane units are used. Preference is given to polymer components, such as the resin solution K or the resin solution K.
  • Solvents such as toluene, xylene, acetone,
  • the solvents are used in amounts of preferably 10 to 98% by weight, preferably 30 to
  • the polymer components (Al) and (A2) can be used alone or as mixtures in a ratio of 1:20 to 20: 1, preferably 1:10 to 10: 1.
  • vinyl chloride-hydroxypropyl acrylate copolymers can also be used as polymer components (B).
  • Such products are commercially available from Vinnolit GmbH under the name Vinnolit E 15/40 A.
  • Or (C) copolymers of vinyl acetate and ethylene can also be used as polymer components. By methods known in the literature, copolymers can be prepared from both monomers in any desired ratio.
  • the polymer components (A1), (A2), (B) and (C) are preferred, and the polymer components (A1) and (A2) are particularly preferred.
  • the polymer components are contained in amounts of 2-70% by weight in the compositions according to the invention. Preferably, an amount of 5-50 wt.%, Particularly preferred is an amount of 10-40 wt.%.
  • silanes (2) are Preferred examples of silanes (2).
  • Methacryloxypropyltrimethoxysilane (trade name Silane GF)
  • Methyltriethoxysilane (trade name Silane Ml-Triethoxy -
  • Tetraethoxysilane (trade name TES 28 - Wacker-Chemie
  • Methyltrimethoxysilane (trade name Ml-trimethoxy - Wacker-Chemie GmbH)
  • Ml-trimethoxy - Wacker-Chemie GmbH (trade name Ml-trimethoxy - Wacker-Chemie GmbH)
  • Isocyanatopropyltrimethoxysilane (trade name Silane Y 9030 UCC).
  • the silanes are contained in amounts of 0.1-20 wt.%, Preferably from 0.5 to 10 wt.% Contained.
  • the polymer components are used with the silanes (2) or mixtures thereof in a ratio of 100: 1 to 100: 30, more preferably 100: 2 to 100: 20.
  • compositions are preferably prepared in organic solvents such as tetrahydrofuran, toluene, acetone, naphtha, gasoline, methyl ethyl ketone, xylene, butyl alcohol, ethyl acetate, isopropyl acetate, isopropanol.
  • organic solvents such as tetrahydrofuran, toluene, acetone, naphtha, gasoline, methyl ethyl ketone, xylene, butyl alcohol, ethyl acetate, isopropyl acetate, isopropanol.
  • Organic solvents are contained in amounts of 10 to 90 wt.%, Preferably 30-85 wt.%.
  • compositions are optionally mixed with condensation catalysts, such as preferably organic tin compounds or organic zirconium compounds such as preferably zirconium butoxide, dibutyltin dilaurate, dibutyltin oxide, dioctyltin dilaurate, dibutyltin diacetate.
  • condensation catalysts such as preferably organic tin compounds or organic zirconium compounds such as preferably zirconium butoxide, dibutyltin dilaurate, dibutyltin oxide, dioctyltin dilaurate, dibutyltin diacetate.
  • condensation catalysts are dibutyltin dilaurate, dibutyltin acetate, zirconium butylate.
  • the condensation catalysts are contained in amounts between 0-10 wt.%. Preferably, amounts of 0-5 wt.%, Particularly preferred amounts of 0-2 wt.%.
  • peroxides in particular organic peroxides preferred.
  • organic peroxides are peroxyketal, e.g. For example, 1,1-bis (tert-butyl peroxy) -3, 3, 5-trimethylcyclohexane, 2,2-bis (tert-butylperoxy) butane and the like, diacyl peroxides, such as.
  • tert-butyl-cumyl peroxide As di-tert-butyl peroxide, tert-butyl-cumyl peroxide, dicumyl peroxide, 2, 5-dimethyl-2, 5-di (tert-butylperoxy) hexane t-butyl per-ethylhexanoate, and similar and peresters, such as.
  • t-butyl per-ethylhexanoate (tradename peroxan PO) is Interox TBPIN
  • Peroxides are preferably used in amounts of from 0 to 5% by weight, in particular from 0 to 3% by weight, in each case based on the weight of compound used in the process according to the invention.
  • water in amounts of 0-20 wt.%, Preferably 0-10 wt.% are added.
  • compositions consist of either silicone resins mixed with functional silanes and hydrolyzed in organic solvents or of organic (co) polymers copolymerized with functional silanes.
  • the silicone particles are preferably elastomeric particulate copolymers having a core-shell structure composed of a core a) consisting of an organosilicon polymer and an organopolymer shell c) or two shells b) and c), wherein the inner shell b) consists of a organosilicon polymer, wherein, the copolymer is composed of a) 0.05 to 95% by weight, based on the total weight of the copolymer, of a core polymer of the general formula (R 4 2 Si0 2/2) ⁇ . (R 4 Si0 3/2) y.
  • Particulate copolymers consisting of a core a), an inner shell b) and a shell c) are preferably composed of: a) 0.05 to 90% by weight, particularly preferably 0.1 to 35% by weight, based on the total weight of the copolymer Core polymers (R 4 SiO 3/2) y .
  • radicals R are preferably alkyl radicals, such as the methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, amyl, hexyl radical; Alkenyl radicals, such as the vinyl and allyl radical and
  • butenyl Aryl radicals, such as the phenyl radical; or substituted hydrocarbon radicals. Examples of these are halogenated hydrocarbon radicals, such as the chloromethyl, 3-chloropropyl, 3-bromopropyl, 3,3,3-trifluoropropyl and 5,5,5,4,4,3,3-heptafluoropentyl radical, and the chlorophenyl radical rest;
  • Mercaptoalkyl radicals such as 2-mercaptoethyl and 3-mercaptopropyl
  • Cyanoalkyl radicals such as the 2-cyanoethyl and 3-cyanopropyl radicals
  • Aminoalkyl radicals such as the 3-aminopropyl radical
  • Acyloxyalkyl radicals such as 3-acryloxypropyl and 3-methacryloxypropyl
  • Hydroxyalkyl radicals such as the hydroxypropyl radical.
  • radicals methyl, ethyl, propyl, phenyl, vinyl, 3-methacryloxypropyl and 3-mercaptopropyl are particularly preferred, with less than 30 mol% of the radicals in the siloxane polymer being vinyl, 3-methacryloxypropyl or 3-mercaptopropyl groups.
  • the organosilicon shell polymer b) preferably consists of dialkylsiloxane units (R 4 2SiC> 2/2) > where R 4 has the meanings methyl or ethyl.
  • monomers for the organic polymer portion c) are preferably acrylic or methacrylic esters of aliphatic alcohols having 1 to 10 carbon atoms, acrylonitrile, styrene, p-methylstyrene, ⁇ -methylstyrene, vinyl acetate, vinyl propionate, maleimide, vinyl chloride, ethylene, butadiene, isoprene and chloroprene.
  • styrene and acrylic esters and methacrylic acid esters of aliphatic alcohols having 1 to 4 carbon atoms for example methyl (meth) acrylate, ethyl (meth) acrylate or butyl (meth) acrylate. Both homopolymers and copolymers of said monomers are suitable as the organic polymer fraction.
  • the finely divided elastomeric graft copolymers have an average particle size (diameter) of 10 to 300 nm, preferably from 30 to 150 nm, measured by the transmission electron microscope.
  • the particle size distribution is very uniform, the graft copolymers are monomodal, that is, the particles have a maximum in the particle size distribution and a polydispersity factor 02 of at most 0.2, measured by the transmission electron microscope.
  • the production of the core-shell structure is preferably carried out according to EP 492 376 (Wacker Chemie GmbH) and examples thereof.
  • the silicone elastomer particles preferably have a particle size of 80-120 nm and are in methyl isobutyl ketone.
  • Other solvents such as toluene, acetone and ethyl acetate and butyl acetate are possible, but MIBK has been found to be particularly advantageous.
  • Another object of the invention is a process for the preparation of a composition wherein the components of the composition are reacted or mixed using Polymer components (1)
  • R is the same or different, optionally halogenated
  • R ⁇ may be the same or different and is hydrogen or a monovalent optionally substituted hydrocarbon radical having 1-8
  • Carbon atom (s) means, with the proviso that 0.01 to 3.0 wt .-% Si-bound radicals OR 1 are contained per molecule, and optionally one or more polymer components selected from the group consisting of:
  • R 2 is a monovalent, optionally substituted hydrocarbon radical
  • R 1 is a monovalent organic radical, x is 0 or 1,
  • R, R-L, R ⁇ and R ⁇ are the examples given above for the radicals R, RI, R 2 and R ⁇ .
  • compositions according to the invention can be carried out in stirring and mixing plants, as are customary in the chemical industry.
  • the systems should be temperature-controlled in the range of -10 0 C to +150 0 C and temperature controllable. Because of the use of organic solvents explosion protection is essential.
  • compositions are prepared by simply mixing the individual components at temperatures which correspond to the ambient room temperature. However, it is also possible to carry out reactions, such as polymerization, condensations or reaction on reactive groups. This then requires a thermal control of the reaction processes. Such methods are between 0 0 C and
  • compositions are prepared under normal atmospheric pressure.
  • production can also take place at overpressure up to 20 bar or in vacuum up to 20 mbar.
  • Another object of the invention is a molded body, sheet or elastomer, which is coated with a composition of the invention.
  • the composition of the invention further serves as a protective coating elastomeric moldings or as a topcoat for one or both sides coated with elastomeric materials sheet.
  • These fabrics may be films or textiles, in particular woven, knitted, knitted or nonwoven fabrics of chemical, natural or mineral fibers. Examples include injection molding or extrusion moldings of elastomeric materials such as natural rubber, nitrile rubber, butyl rubber or silicone rubber.
  • Textile supports coated with elastomeric materials e.g. Conveyor belts, compensators, protective clothing, electrical insulating hoses, electrical insulating mats, coated textiles suitable for textile constructions, e.g. Tents, covers, tarpaulins can be used according to the inventive equipment with the topcoat according to the invention scratch-resistant, dirt-repellent surfaces with reduced friction factor against themselves and other materials and a good bondability with silicone rubber adhesives.
  • the top coat is applied to silicone-coated textile membranes in layers of 3-50g / m 2 . Layer thicknesses of 5-15g / m 2 are ideal. On the one hand, the top coat must have sufficient adhesion to the base coat. For another, he has to be glued, ie a silicone adhesive must have sufficient adhesion to the top coat. The adhesion of the layers is measured, for example, according to DIN 53 530 and should be at least 150N / 5cm.
  • compositions of the invention may be applied by spraying, brushing, knife coating, roller printing, screen printing, dipping or similar techniques.
  • topcoats are dirt-repellent, scratch-resistant and have reduced friction factors to themselves and to other materials such as glass, metal, plastics, fabrics, etc.
  • Surfaces of silicone rubber molded parts, injection molded parts, insulating tubes, medical articles, fabrics coated with silicone rubber, nonwovens, felts, films or papers are usually treated with the topcoats according to the invention.
  • Important properties of the base material such as tensile strength, elongation, elasticity, tear propagation resistance, resistance to heat and cold, to chemicals or light, are not affected by the surface treatment.
  • compositions according to the invention can also be applied to silicone rubber moldings, injection-molded parts, insulating tubes, etc.
  • the application is thus not limited to coated fabrics only.
  • the compositions according to the invention consist not only of pure silicone resins, but also of copolymers and silicone components. This makes it possible to use several properties, such as dirt repellency, scratch resistance and reduced frictional resistance with just one topcoat achieve.
  • the topcoats do not lead to the stiffening of the base material, as is the case with the known methods. This is a significant advantage, especially in the field of coated textiles.
  • the silicone topcoat according to the invention has improved soil repellency, a smooth, non-blocking surface, a low coefficient of friction and a very good bondability.
  • the topcoat can be applied in a single operation. Together with the base coating so only two operations are required.
  • coated fabrics knitted fabrics, crocheted or felted, it is possible to work with commercially available liquid silicone rubbers as a basecoat. Methods are known which make it possible, by adding adhesion promoters, to achieve sufficient adhesion without a primer.
  • the silicone particles can also be incorporated in addition-crosslinking silicone binder systems.
  • 13050 g of the dispersion were made inert in a 15 1 reactor with nitrogen and adjusted to pH 4.
  • 90 g of methyl methacrylate were metered in and the polymerization was started by addition of 5.2 g (0.6% by weight, based on monomer) of K 2 S 2 O 8 and 18 g (2.1% by weight, based on monomer) of NaHSC> 3 (37% by weight in water).
  • NaHSOß 37Gew% in water
  • the plant with contents is cooled to room temperature and 108kg methyltriethoxysilane (trade name Ml triethoxysilane Wacker Chemie GmbH), 54kg tetraethoxysilane (trade name TES28 of Wacker Chemie GmbH), 54kg vinyltriethoxysilane (trade name Geniosil GF56 of Wacker Chemie GmbH) and 5kg Zirkoniumbutylat in said Added with stirring.
  • Ih is stirred at room temperature, then 900 kg of acetone and 44kg of water are added with stirring and Ih stirred.
  • 239kg silicone elastomer particles in organic solvents (trade name MIBK 444206 of Wacker Chemie GmbH) was added.
  • MIBK 444206 of Wacker Chemie GmbH trade name MIBK 444206 of Wacker Chemie GmbH
  • the topcoat of the invention is used with 5 wt.%
  • Hydrogendimethylpolysiloxan (trade name crosslinker W of Wacker Chemie GmbH) blended and applied by knife coating on a glass fabric with double-sided silicone rubber coating of Elastosil R 401/40 (trade name of Wacker Chemie GmbH).
  • the total weight of the coated fabric is 240 g / m 2
  • the membrane without topcoat has a soil repellency of 5-5-6.
  • Adhesion with a silicone adhesive tape gives adhesion values of 217N / 5cm.
  • stain rejections between 4-4-3 and 2-3-2 are achieved, as well as adhesion levels between 0 and 106N / 5cm.
  • the membrane with the topcoat according to the invention has a soil repellency of 2-2-1 and adhesion values of 233N / 5cm. The soiling results and the adhesion values are only slightly reduced by outdoor weathering for 6 months.
  • the measurement results show that the topcoat according to the invention has good soil repellency and good cleaning performance.
  • the adhesion values in the gluing test are significantly higher than the required value.
  • a polyester fabric with 100 g / m 2 gross weight is provided on both sides with a silicone coating of silicone liquid rubber (coating weight 100 g / m).
  • the coated fabric without topcoat has stains of 5-4-4.
  • the coated fabric with topcoat has soils from 3-3-2. The improvement in soiling remains clear even after 5 washing cycles at 60 0 C.
  • the coating weight of the topcoat is 5 g / m 2 .
  • the topcoat according to the invention improves the static and kinetic friction coefficient.
  • the scrub test according to DIN ISO 5981 shows that the abrasion resistance of the coating is not adversely affected.
  • silicone adhesive tape for example from Elastosil R 4001/40, trade name of Wacker Chemie GmbH, thickness 0.6 mm
  • the adhesion of the adhesive bond is measured according to DIN 53 530 in peel test.
  • the aim of the development was to achieve a total layer adhesion of 150N / 5cm or better.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Graft Or Block Polymers (AREA)
  • Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
  • Silicon Polymers (AREA)

Abstract

L'invention concerne une composition pouvant être obtenue au moyen de constituants polymères (1) : (A1) des polyorganosiloxanes d'unités (unités T) de formule (R1Si-O3/2) et éventuellement d'unités (unités M) de formule (R3Si-O1/2) et/ou (A2) des polyorganosiloxanes d'unités (unités Q) de formule (Si-O4/2) et éventuellement d'unités (unités M) de formule (R3Si-O1/2), où R désigne des groupes hydrocarbonés identiques ou différents, éventuellement halogénés et présentant 1 à 18 atomes de carbone par groupe ou OR1, R1 pouvant être identique ou différent et désignant hydrogène ou un groupe hydrocarboné monovalent éventuellement substitué présentant 1 à 8 atomes de carbone, à condition que 0,01 à 3,0 % en poids de groupes OR1 à liaison Si soient contenus par molécule, et éventuellement d'un ou de plusieurs constituants polymères sélectionnés dans le groupe constitué par : (B) les copolymères d'hydroxypropylacrylate et de chlorure de vinyle, (C) les copolymères d'éthylène et d'acétate de vinyle, (D) le chlorure de polyvinyle, (E) le polyamide (F), le polyester, (G) les copolymères de polyester et d'acrylate, (H) les copolymères de polyester et de polyamide (I) les copolymères de polyester et d'acétate de vinyle et (J) les monomères (méth)acrylate, à condition qu'ils soient copolymérisés avec des silanes contenant des groupes (méth)acrylate à liaison Si, et au moyen de silane (2) de formule générale R3xSi(OR2)4-x, dans laquelle R2 représente un groupe hydrocarboné monovalent éventuellement substitué ; R3 représente un groupe organique monovalent et x désigne 0 ou 1, de particules de silicone (3), éventuellement de solvants (4), éventuellement de catalyseurs (5) et éventuellement d'eau (6).
EP05787184A 2004-09-14 2005-09-08 Couche de finition en silicone presentant une resistance aux salissures amelioree et une meilleure adhesivite avec des particules de l'enveloppe nucleaire Withdrawn EP1789497A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004044418A DE102004044418A1 (de) 2004-09-14 2004-09-14 Silicondecklack mit verbesserter Schmutzabweisung und verbesserter Verklebbarkeit mit Kernhülle-Partikel
PCT/EP2005/009676 WO2006029759A1 (fr) 2004-09-14 2005-09-08 Couche de finition en silicone presentant une resistance aux salissures amelioree et une meilleure adhesivite avec des particules de l'enveloppe nucleaire

Publications (1)

Publication Number Publication Date
EP1789497A1 true EP1789497A1 (fr) 2007-05-30

Family

ID=35385685

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05787184A Withdrawn EP1789497A1 (fr) 2004-09-14 2005-09-08 Couche de finition en silicone presentant une resistance aux salissures amelioree et une meilleure adhesivite avec des particules de l'enveloppe nucleaire

Country Status (7)

Country Link
US (1) US20080045631A1 (fr)
EP (1) EP1789497A1 (fr)
JP (1) JP2008513556A (fr)
KR (1) KR20070049236A (fr)
CN (1) CN101018826A (fr)
DE (1) DE102004044418A1 (fr)
WO (1) WO2006029759A1 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102007007336A1 (de) * 2007-02-14 2008-08-21 Wacker Chemie Ag Redispergierbare Kern-Schale Polymere und ein Verfahren zu deren Herstellung
KR101774984B1 (ko) 2013-12-09 2017-09-05 쓰리엠 이노베이티브 프로퍼티즈 컴파니 경화성 실세스퀴옥산 중합체, 조성물, 물품, 및 방법
US10392538B2 (en) 2014-06-20 2019-08-27 3M Innovative Properties Company Adhesive compositions comprising a silsesquioxane polymer crosslinker, articles and methods
US10370564B2 (en) 2014-06-20 2019-08-06 3M Innovative Properties Company Adhesive compositions comprising a silsesquioxane polymer crosslinker, articles and methods
US9957416B2 (en) 2014-09-22 2018-05-01 3M Innovative Properties Company Curable end-capped silsesquioxane polymer comprising reactive groups
KR20170063735A (ko) 2014-09-22 2017-06-08 쓰리엠 이노베이티브 프로퍼티즈 캄파니 실세스퀴옥산 중합체 코어와 실세스퀴옥산 중합체 외층, 및 반응성 기를 포함하는 경화성 중합체
US9896601B2 (en) 2015-05-27 2018-02-20 Gaco Western, LLC Dirt pick-up resistant silicone compositions
WO2017202692A1 (fr) 2016-05-24 2017-11-30 Basf Coatings Gmbh Produits de revêtement et revêtements réalisés avec ceux-ci ayant des propriétés antisalissures et de nettoyage ou autonettoyage améliorées et utilisation de ceux-ci
KR102692406B1 (ko) * 2018-09-11 2024-08-07 신에쓰 가가꾸 고교 가부시끼가이샤 실리콘 수지와 폴리올레핀계 수지의 접착용 프라이머 조성물, 및 실리콘 수지와 폴리올레핀계 수지의 접착 방법

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4040986A1 (de) * 1990-12-20 1992-06-25 Wacker Chemie Gmbh Elastomere pfropfcopolymerisate mit kern-huelle-struktur
DE4217561A1 (de) * 1992-05-27 1993-12-02 Wacker Chemie Gmbh Wäßrige Dispersionen von Organopolysiloxanen
FR2724661B1 (fr) * 1994-09-16 1997-10-24 Rhone Poulenc Chimie Dispersion silicone aqueuse, reticulable en un elastomere adherent, selon un mecanisme reactionnel de condensation
DE4444780A1 (de) * 1994-12-15 1996-06-20 Wacker Chemie Gmbh Zusammensetzung für die Beschichtung von Formteilen oder elastomeren Materialien
JP3151390B2 (ja) * 1995-08-09 2001-04-03 信越化学工業株式会社 水性シリコーン組成物
DE19617379A1 (de) * 1996-04-30 1997-11-06 Wacker Chemie Gmbh Vorvernetzte Siliconelastomer-Partikel mit Organopolymerhülle als Formulierungsbestandteil in wäßrigen Lackzubereitungen
TWI222455B (en) * 1998-02-13 2004-10-21 Kanegafuchi Chemical Ind Aqueous emulsion containing silicone rubber particles and process for preparing the same
US6057386A (en) * 1998-06-10 2000-05-02 Dow Corning Toray Silicone Co. Ltd. Silicone oil emulsion, composition and method of manufacture
JP2002201282A (ja) * 2000-12-28 2002-07-19 Jsr Corp ポリオルガノシロキサン粒子の水系分散体およびその製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006029759A1 *

Also Published As

Publication number Publication date
CN101018826A (zh) 2007-08-15
WO2006029759A1 (fr) 2006-03-23
US20080045631A1 (en) 2008-02-21
DE102004044418A1 (de) 2006-03-30
KR20070049236A (ko) 2007-05-10
JP2008513556A (ja) 2008-05-01

Similar Documents

Publication Publication Date Title
EP1789497A1 (fr) Couche de finition en silicone presentant une resistance aux salissures amelioree et une meilleure adhesivite avec des particules de l'enveloppe nucleaire
DE69020509T2 (de) Mit selbstklebender Polysiloxankautschukzusammensetzung beschichtete Gewebe.
EP1193303B1 (fr) Compositions de revêtement et matières à mouler ayant des propriétés antiadhésives et antisalissures
EP0882105B1 (fr) Particules d'elastomere de silicone prereticulees a enveloppe organopolymere s'utilisant comme constituant de formulation de peintures aqueuses
DE69208498T2 (de) Siloxan-Beschichtungszusammensetzung für einen Sicherheitsluftsack
EP1634918A1 (fr) Laque de finissage à adhésivité améliorée et résistanteaux salissures
CN107922739A (zh) 包含聚硅氧烷大分子单体单元的共聚物，其制备方法及其在涂料组合物和聚合模塑化合物中的用途
DE2837074A1 (de) Haertbares vinylpolymerisat mit sinylgruppe und verfahren zu seiner herstellung
KR102322737B1 (ko) 폴리에테르 및 폴리실록산 세그먼트를 갖는 중합체
US10487240B2 (en) Silicone based emulsion, method for making same, and waterborne co-binder resin compositions comprising such emulsions
EP1745107A2 (fr) Composition contenant des particules a fonction alcoxysilyle, reticulable sous l'effet de l'humidite
EP0608888B1 (fr) Compositions d'organopolysiloxanes réticulables en élastomères
JP2019537641A (ja) 水性艶消しコーティング組成物
DE68917858T2 (de) Thermoplastisches Harz aus der Serie von Polyorganosiloxanen und die Zusammensetzungen davon.
EP0718355A2 (fr) Compositions pour le revêtement des articles moulés ou des matériaux élastomères
EP1354900B1 (fr) Copolymères organosiliciques extrudables à faible migration et haute transparence, leur préparation et utilisation
CA2285111A1 (fr) Emulsions aqueuses contenant des particules de caoutchouc de silicone
DE69623107T2 (de) Teilchenförmiger silikonmodifizierter acrylkautschuk,teilchenförmiges pfropfcopolymer auf der basis von silikonmodifiziertem acrylkautschuk und thermoplastische harzmasse
EP0550259B1 (fr) Composition de résine durcissable
WO2009138388A1 (fr) Utilisation de copolymères organosiliciés comme modificateurs de la résistance au choc
EP2247670B1 (fr) Mélanges polymères contenant des copolymères de polyorganosiloxane/polyurée
EP1355972B1 (fr) Copolymeres thermoplastiques greffes par silicone, leur production et leur utilisation
DE102008044410A1 (de) Multifunktionelle Polyorganosiloxane
DE102008040551B3 (de) Verwendung von Polyvinylester-Festharzen als Schlagzähmodifizierer für Duroplasten
DE10064092A1 (de) Thermoplastische Siliconblockcopolymere deren Herstellung und Verwendung

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: 20070309

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): BE DE FR GB NL

17Q First examination report despatched

Effective date: 20070719

DAX Request for extension of the european patent (deleted)
RBV Designated contracting states (corrected)

Designated state(s): BE DE FR GB NL

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: 20081007