WO2008058678A1 - Matériaux de revêtement contenant une cire d'ester réactive et des nanoparticules d'oxyde mixte - Google Patents

Matériaux de revêtement contenant une cire d'ester réactive et des nanoparticules d'oxyde mixte Download PDF

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Publication number
WO2008058678A1
WO2008058678A1 PCT/EP2007/009719 EP2007009719W WO2008058678A1 WO 2008058678 A1 WO2008058678 A1 WO 2008058678A1 EP 2007009719 W EP2007009719 W EP 2007009719W WO 2008058678 A1 WO2008058678 A1 WO 2008058678A1
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nanoparticles
coating compositions
compositions according
reactive ester
acid
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PCT/EP2007/009719
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German (de)
English (en)
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Anja Heinze
Heino Heckmann
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Clariant Finance (Bvi) Limited
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Publication of WO2008058678A1 publication Critical patent/WO2008058678A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F292/00—Macromolecular compounds obtained by polymerising monomers on to inorganic materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/10—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to inorganic materials
    • 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
    • C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C09D151/10—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to inorganic materials

Definitions

  • the invention relates to coating compositions containing reactive ester waxes and mixed oxide nanoparticles consisting of 50 to 99.9 wt .-% alumina and 0.1 to 50 wt .-% oxides of elements of the I. or II. Main group of the Periodic Table, said nanoparticles modified with a silane or siloxane on the surface.
  • the aluminum oxide in the mixed oxide nanoparticles is preferably present in the rhombohedral ⁇ -modification (corundum).
  • the mixed oxides according to the present invention preferably have a particle size of less than 1 ⁇ m, preferably less than 0.2 ⁇ m and particularly preferably between 0.001 and 0.1 ⁇ m.
  • Particles of this size according to the invention are to be referred to below as
  • the mixed oxide nanoparticles used according to the invention can be prepared by different processes described below.
  • agglomerates of these mixed oxides are used, which are then deagglomerated to the desired particle size.
  • These agglomerates can be prepared by methods described below.
  • Such agglomerates can be prepared, for example, by various chemical syntheses. These are usually precipitation reactions (hydroxide precipitation, hydrolysis of organometallic compounds) with subsequent calcination. Crystallization seeds are often added to reduce the transition temperature to the ⁇ -alumina. The sols thus obtained are dried and thereby converted into a gel. The further calcining then takes place at temperatures between 350 ° C and 650 ° C. For the conversion to Ot-Al 2 O 3 must then be annealed at temperatures around 1000 0 C. The processes are described in detail in DE 199 22 492.
  • the desired molecules are obtained from chemical reactions of a Precursorgases or by rapid cooling of a supersaturated gas.
  • the formation of the particles occurs either through collision or the constant equilibrium evaporation and condensation of molecular clusters.
  • the newly formed particles grow by further collision with product molecules (condensation) and / or particles (coagulation). If the coagulation rate is greater than that of the new growth or growth, agglomerates of spherical primary particles are formed.
  • Flame reactors represent a production variant based on this principle. Nanoparticles are formed here by the decomposition of precursor molecules in the flame at 1500 ° C.-2500 ° C.
  • Small particles can also be formed from drops with the help of centrifugal force, compressed air, sound, ultrasound and other methods.
  • the drops are then converted into powder by direct pyrolysis or by in situ reactions with other gases.
  • the spray and freeze drying should be mentioned.
  • precursor drops are transported through a high temperature field (flame, oven), resulting in rapid evaporation of the volatile component or initiating the decomposition reaction to the desired product.
  • the desired particles are collected in filters.
  • the production of BaTiO 3 from an aqueous solution of barium acetate and titanium lactate can be mentioned here.
  • the nanoparticles must be released. This is preferably done by grinding or by treatment with ultrasound. According to the invention, this deagglomeration is carried out in the presence of a solvent and a coating agent, preferably a silane or siloxane, which saturates the resulting active and reactive surfaces during the milling process by a chemical reaction or physical attachment and thus prevents reagglomeration.
  • a coating agent preferably a silane or siloxane, which saturates the resulting active and reactive surfaces during the milling process by a chemical reaction or physical attachment and thus prevents reagglomeration.
  • the nano-mixed oxide remains as a small particle. It is also possible to add the coating agent after deagglomeration.
  • agglomerates are used which, as described in Ber. DKG 74 (1997) no. 11/12, pp. 719-722, as previously described.
  • the starting point here is aluminum chlorohydrate, which has the formula A 1 (OH) x Cl y, where x is a number from 2.5 to 5.5 and y is a number from 3.5 to 0.5 and the sum of x and y is always 6 amounts to.
  • This aluminum chlorohydrate is mixed with crystallization seeds as an aqueous solution, then dried and then subjected to a thermal treatment (calcination).
  • aqueous solutions Preference is given to starting from about 50% aqueous solutions, as they are commercially available. Such a solution is mixed with nuclei which promote the formation of the ⁇ -modification of Al 2 O 3 . In particular, such nuclei cause a lowering of the temperature for the formation of the ⁇ -modification in the subsequent thermal treatment.
  • nuclei As germs are preferably in question finely disperse corundum, diaspore or hematite. Particular preference is given to using finely divided ⁇ -Al 2 O 3 nuclei having an average particle size of less than 0.1 ⁇ m. In general, 2 to 3 wt .-% of germs based on the resulting alumina from.
  • This starting solution additionally contains oxide formers in order to produce the oxides MeO in the mixed oxide.
  • the chlorides of the elements of the I. and II. Main group of the Periodic Table, in particular the chlorides of the elements Ca and Mg, but also other soluble or dispersible salts such as oxides, oxychlorides, carbonates or sulfates.
  • the amount of oxide generator is such that the finished nanoparticles contain from 0.01 to 50% by weight of the oxide Me.
  • the oxides of the I. and II. Main group may be present as a separate phase in addition to the alumina or with this real mixed oxides such as spinels, etc. form.
  • the term "mixed oxides" in the context of this invention should be understood to include both types.
  • This suspension of aluminum chlorohydrate, germs and oxide formers is then evaporated to dryness and subjected to a thermal treatment (calcination).
  • This calcination is carried out in suitable devices, for example in push-through, chamber, tube, rotary kiln or microwave ovens or in a fluidized bed reactor.
  • suitable devices for example in push-through, chamber, tube, rotary kiln or microwave ovens or in a fluidized bed reactor.
  • the temperature for the calcination should not exceed 1400 0 C.
  • the lower temperature limit depends on the desired yield of nanocrystalline mixed oxide, the desired residual chlorine content and the content of germs.
  • the formation of the nanoparticles begins at about 500 0 C, but to keep the chlorine content low and the yield of nanoparticles high, but you will work preferably at 700 to 1100 ° C, especially at 1000 to 1100 ° C.
  • agglomerates accumulate in the form of nearly spherical nanoparticles. These particles consist of Al 2 O 3 and MeO. The content of MeO acts as an inhibitor of crystal growth and keeps the crystallite size small. As a result, the agglomerates, as obtained by the calcination described above, clearly differ from the particles used in the process described in WO 2004/069 400, which are coarser, inherently homogeneous particles and not agglomerates of pre-fabricated nanoparticles.
  • the agglomerates are preferably comminuted by wet grinding in a solvent, for example in an attritor mill, bead mill or stirred mill.
  • a solvent for example in an attritor mill, bead mill or stirred mill.
  • a suspension of nanoparticles having a d50 value of less than 100 nm is obtained.
  • Another possibility for deagglomeration is sonication.
  • Coating agents such as e.g. Silanes or siloxanes there are two possibilities.
  • deagglomeration can be carried out in the presence of the coating agent, for example by adding the coating agent to the mill during milling.
  • a second possibility consists of first destroying the agglomerates of the nanoparticles and then treating the nanoparticles, preferably in the form of a suspension in a solvent, with the coating agent.
  • Suitable solvents for deagglomeration are both water and conventional solvents, preferably those which are also used in the paint industry, such as alcohols, in particular methanol, ethanol, isopropanol or 1-butanol, ketones, in particular acetone, methyl ethyl ketone or methyl isobutyl ketone , Ethers, in particular tetrahydrofuran or esters, O
  • an inorganic or organic acid for example HCl, HNO3, formic acid or acetic acid
  • the amount of acid may be 0.1 to 5 wt .-%, based on the mixed oxide.
  • the coating agent preferably a silane or siloxane
  • the nanoparticles thus treated precipitate are separated and dried to a powder, for example by freeze-drying.
  • Suitable coating agents are preferably silanes or siloxanes or mixtures thereof.
  • suitable coating agents are all substances which can bind physically to the surface of the mixed oxides (adsorption) or which can bond to form a chemical bond on the surface of the mixed oxide particles. Since the surface of the mixed oxide particles is hydrophilic and free hydroxy groups are available, suitable coating agents are alcohols, compounds having amino, hydroxyl, carbonyl, carboxyl or mercapto functions, silanes or siloxanes. Examples of such coating compositions are polyvinyl alcohol, mono-, di- and tricarboxylic acids, amino acids, amines, waxes, surfactants, hydroxycarboxylic acids, organosilanes and organosiloxanes.
  • Suitable silanes or siloxanes are compounds of the formulas
  • n is an integer meaning 1 ⁇ n ⁇ 1000, preferably 1 ⁇ n ⁇ 100
  • m is an integer 0 ⁇ m ⁇ 12
  • p is an integer 0 ⁇ p ⁇ 60
  • q is an integer 0 ⁇ q ⁇ 40
  • r is an integer 2 ⁇ r ⁇ 10 and s is an integer 0 ⁇ s ⁇ 18 and
  • Y is a reactive group, for example ⁇ , ⁇ -ethylenically unsaturated groups, such as (meth) acryloyl, vinyl or allyl groups, amino, amido, ureido, hydroxyl, epoxy, isocyanato, mercapto, sulfonyl, Phosphonyl, trialkoxylsilyl,
  • X is a .functional oligomer with t an integer 2 ⁇ t ⁇ 8 and
  • the t-functional oligomer X is preferably selected from:
  • Oligomers of (meth) acrylic acid amides oligomers of (meth) acrylic acid imides, oligomers of (meth) acrylonitrile, particularly preferably oligoethers, oligoesters, oligourethanes.
  • radicals of oligoethers are compounds of the type - (C a H 2a -O) b - C 3 H 23 - or O- (C a H 2a -O) b -C a H 2 aO with 2 ⁇ a ⁇ 12 and 1 ⁇ b ⁇ 60, for example a diethylene glycol, triethylene glycol or tetraethylene glycol residue, a dipropylene glycol, tripropylene glycol, tetrapropylene glycol residue, a dibutylene glycol, tributylene glycol or tetrabutylene glycol residue.
  • residues of Oligoestem are compounds of the type -C b H 2b - (C (CO) C 3 H 23 - (CO) O- C b H 2b -) c - or -OC b H 2b - (C (CO ) C 3 H 23 - (CO) O-
  • silanes of the type defined above are, for. Hexamethyldisiloxane, octamethyltrisiloxane, other homologous and isomeric compounds of the series Si n O n -I (CH 2) 2 n + 2 , where n is an integer 2 ⁇ n ⁇ 1000, e.g. B. Polydimethylsiloxane 200® fluid (20 cSt).
  • Dihydrohexamethytrisiloxane, Dihydrooctamethyltetrasiloxan other homologous and isomeric compounds of the series H - [(Si-O) n (CH 3 ) 2n ] -Si (CH 3 ) 2 -H, where n is an integer 2 ⁇ n ⁇ 1000, preferred are the ⁇ , ⁇ -dihydropolysiloxanes, e.g. B. polydimethylsiloxane (hydride end groups, M n 580).
  • ⁇ -OH groups are also the corresponding difunctional compounds with epoxy, isocyanato, vinyl, AIIyI- and di (meth) acryloyl used, for.
  • R is an alkyl, such as. Methyl, ethyl, n-propyl, i-propyl, butyl,
  • R 1 is an alkyl, such as. For example, methyl, ethyl, n-propyl, i-propyl, butyl, R 1 is a cycloalkyl n is an integer of 1 - 20 x + y 3 x 1 or 2 y 1 or 2.
  • R is an alkyl, such as. As methyl, ethyl, propyl, m is a number between 0.1 - 20
  • Preferred silanes are the silanes listed below: triethoxysilane, octadecyltimethoxysilane,
  • 3-aminopropyltriethoxysilanes 3-aminopropyltrimethoxysilanes, 2-aminoethyl-3-aminopropyltrimethoxysilanes, triaminofunctional propyltrimethoxysilanes (DYNASYLAN® TRIAMINO from Degussa), N- (n-butyl-3-aminopropyltrimethoxysilanes, 3-aminopropylmethyldiethoxysilanes.
  • the coating compositions are preferably added in molar ratios of mixed oxide nanoparticles to silane or siloxane of from 1: 1 to 10: 1.
  • the amount of solvent in the deagglomeration is generally 50 to 90 wt .-%, based on the total amount of mixed oxide nanoparticles and solvent.
  • the deagglomeration by grinding and simultaneous modification with the Besen ichtungssch preferably takes place at temperatures of 20 to 150 0 C, more preferably at 20 to 90 0 C.
  • the suspension is subsequently separated from the grinding beads.
  • the suspension can be heated to complete the reaction for up to 30 hours. Finally, the solvent is distilled off and the remaining residue is dried. It may also be advantageous to leave the modified mixed oxide nanoparticles in the solvent, to convert them into a solvent desired for the application and to use the dispersion for further applications.
  • the surface-modified mixed oxide nanoparticles prepared in this way are incorporated with the reactive ester waxes in any desired coating compositions.
  • the amount of such nanoparticles in the coating compositions is usually 1 to 8, preferably 2 wt .-%.
  • the reactive ester waxes in the context of the present invention are reaction products of a polyol, long-chain aliphatic carboxylic acids and at least one ethylenically unsaturated carboxylic acid, which may be oligomerized by the addition of a dicarboxylic acid.
  • long-chain aliphatic carboxylic acids it is possible to use all carboxylic acids having more than 7 carbon atoms, but preferably C 8 -C 22 -fatty acids and C 22 -C 5 -O-wax acids, either in pure form or else preferably in the form of mixtures of technical products such as coconut fatty acid, Tallow fatty acid, sunflower acid, montan wax acid, paraffin oxidate or olefin oxidate. to Molreflectssver deskrung the mixtures of long-chain carboxylic acids may still be mixed with small amounts of dicarboxylic acids such as adipic acid, dodecanedioic acid, Montanwachsdicarbonklaren.
  • polystyrene resin polyhydric aliphatic alcohols having 2 to 10
  • Carbon atoms and 2 to 10 OH groups are used, such as glycols, glycerol, trimethylolpropane, glycerol, pentaerythritol, sugar alcohols, sorbitol and their internal ethers such as sorbitans, their oligomers such as diglycerol, dipentaerythritol, their polymers such as polyglycols or polyglycerols or the alkoxylates of said polyols.
  • glycols such as glycols, glycerol, trimethylolpropane, glycerol, pentaerythritol, sugar alcohols, sorbitol and their internal ethers such as sorbitans, their oligomers such as diglycerol, dipentaerythritol, their polymers such as polyglycols or polyglycerols or the alkoxylates of said polyols.
  • ethylenically unsaturated carboxylic acids for example, acrylic acid, methacrylic acid, maleic acid, fumaric acid or itaconic acid, and their anhydrides or esters can be used.
  • the stoichiometry is chosen so that one mole of polyol fatty acid partial ester is reacted with one mole of the unsaturated carboxylic acid.
  • the reactive ester wax is exemplified on the reaction product of pentaerythritol, a mixture of long-chain aliphatic carboxylic acids based on technical montan wax acid and acrylic acid:
  • H 2 C CH-OC-OH 2 CC-CH 2 O-CO-Rm
  • the preparation of the reactive ester wax can be carried out by reacting the polyol with the long-chain aliphatic carboxylic acid to a partial ester, this can be further converted by esterification with a dicarboxylic acid to a polyester wax. An ethylenically unsaturated acid is then bound via esterification to this partial ester component, so that a solid reactive product having a melting point between 40 and 90 ° C. is formed.
  • Such reactive compounds are described in DE 100 03 118 and T b
  • the amount of reactive ester wax in the coating compositions is generally 2 to 10, preferably 2 to 4 wt .-%.
  • the coating compositions of the invention which are preferably paints, especially radiation-curable coatings, also contain conventional and known binders.
  • Reactive thinner such as DPGDA, TPGDA, HDDA, TMPTA as well as photoinitiators and various additives.
  • a polymerization takes place between the unsaturated groups in the paint binder and in the reactive ester wax.
  • lacquer binders for one-component and multi-component polymer systems the following components known from lacquer technology can be used:
  • mono- to polyfunctional acrylates for example butyl acrylate, ethylhexyl acrylate, norbornyl acrylate, butanediol diacrylate, hexanediol diacrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, trimethylolpropane triacrylate, mono- or polyethoxylated trimethylolpropane triacrylate, trimethylolpropane triethoxytriacrylate, pentaerythritol tetraethoxytriacrylate, pentaerythritol tetraethoxy-tetraacrylate, polyether acrylate, polyether acrylate, polyether acrylate,
  • Polyurethane acrylates for example Craynor ® CN 925, CN 981 of Cray Valley Resins GmbH, Ebecryl ® EB 1290 from UCB GmbH, Laromer® 8987 from BASF AG, Photomer® 6019 or Photomer ® 6010 the company. Cognis,
  • Polyester acrylates for example Craynor ® CN 292 from Cray Valley Resins GmbH, Laromer® ® LR 8800 from BASF AG, Ebecryl ® EB 800 UCB GmbH, Photomer ® 5429 F and Photomer ® 5960 F from. Cognis, Epoxy acrylates, for example Laromer® ® EA 81 from BASF AG, Ebecryl ® EB 604 UCB GmbH, Craynor ® CN104D80 of Cray Valley Resins GmbH, dendritic polyester / ether acrylates of the company. Perstorp Specialty Chemicals AG or the company. Bayer AG.
  • Binder additives which contain no reactive double bonds include, for example, the following products:
  • Polyurethane polymers and their precursors in the form of polyisocyanates, polyols, polyurethane prepolymers, as a capped prepolymer and as reacted polyurethanes in the form of a melt or solution are:
  • Polyols in the form of polyethers for example polyethylene glycol 400, Voranol ® P 400 and
  • Polycarbonates such as Desmophen ® C 200, hydroxyl-containing polyacrylates, for example,
  • Polyurethane prepolymers such as Desmodur ® E 4280 of Bayer AG, vestanate ® EP-U 423 from Degussa AG,
  • PMMA and further poly (meth) alkyl acrylates for example Plexisol ® P 550 and Degalan LP 50/01 ® from Degussa AG,
  • Polyvinyl acetate and its copolymers eg Vinnapas® ® B 100/20 VLE Wacker-Chemie GmbH.
  • the binder may also be chosen so that it is identical to the silane or siloxane used for functionalizing the nano-mixed oxide.
  • the binders preferably have a molecular weight of 100 to 800 g / mol.
  • the content of binder in the entire coating composition is preferably 80 to 99, in particular 90 to 99 wt .-%.
  • the coating compositions of the invention may also contain other additives, such as those customary in paint technology, such as reactive diluents, binder additives, solvents and co-solvents, waxes, matting agents, lubricants, defoamers, deaerators, leveling agents, thixotropic agents, thickeners, inorganic and organic pigments, fillers , Adhesion promoters, corrosion inhibitors, UV stabilizers, HALS compounds, free-radical scavengers, antistatics, wetting agents and / or the catalysts, cocatalysts, initiators, free-radical initiators, photoinitiators, photosensitizers, etc., which are required depending on the type of curing.
  • additives such as those customary in paint technology, such as reactive diluents, binder additives, solvents and co-solvents, waxes, matting agents, lubricants, defoamers, deaerators, leveling agents,
  • additives include polyethylene glycol, PE, Waxes, PTFE waxes, PP waxes, amide waxes, FT paraffins, montan waxes, grafted waxes, natural waxes, macro- and microcrystalline paraffins, polar polyolefin waxes, sorbitan esters, polyamides, polyolefins, PTFE, wetting agents or silicates in question.
  • Alumina to magnesium oxide was 99.5: 0.5%.
  • the powder was calcined in a rotary kiln at 1050 0 C.
  • the contact time in the hot zone was a maximum of 5 min.
  • a white powder was obtained whose grain distribution corresponded to the feed material.
  • An X-ray structure analysis showed that predominantly ⁇ -alumina is present.
  • the images of the SEM image taken showed crystallites in the range 10-100 nm, which are present as agglomerates.
  • the residual chlorine content was only a few ppm.
  • the mixed oxide thus obtained (MgO-doped corundum) was suspended in 120 g of methanol and deagglomerated in a vertical stirred ball mill from Netzsch (type PE 075). After 2 h, 20 g of 3- (trimethoxysilyl) propyl methacrylate (Dynasilan Memo, Degussa) were added and the suspension was deagglomerated in the stirred ball mill for a further 2 h. Subsequently, the suspension was separated from the beads. The suspension remains stable for weeks without evidence of sedimentation of the coated mixed oxide. The dispersion was converted by solvent exchange into the solvent suitable for the coating compositions.
  • Example 3 80 g of the mixed oxide (MgO doped corundum) from example 1 were suspended in 120 g of acetone and deagglomerated in a vertical stirred ball mill from Netzsch (type PE 075). After 2 h, 15 g of trimethoxy-octylsilane and 5 g of 3- (trimethoxysilyl) -propyl methacrylate (Dynasilan Memo, Degussa) were added, and the suspension was deagglomerated in the recycle ball mill for a further 2 h. Subsequently, the suspension was separated from the beads. The suspension remains stable for weeks without evidence of sedimentation of the coated mixed oxide. The dispersion was converted by solvent exchange into the solvent suitable for coating compositions.
  • the coated mixed oxides from Examples 1 to 3 were tested for scratch resistance, gloss and sliding friction together with a reactive ester wax in paint.
  • the application examples refer to the tests in a 100% UV varnish and show the improved matting, a higher scratch protection and a good slip.
  • Tego Airex 920 ® TEGO
  • Irgacure ® 500 CIBA
  • the mixed oxide nanoparticles of Examples 1 to 3 were in
  • DPGDA Dipropylene glycol diacrylate
  • a reactive Esterwachs was (Ceridust ® 5091 from the company. Clariant) dispersed under high shear forces in the binder.
  • Ceridust ® 5091 is a mixture of the reaction product of pentaerythritol with a mixture of long-chain carboxylic acids based on technical montan wax acid and acrylic acid (reactive Esterwachs) and an amide wax.
  • the paints were applied to glass plates at a wet film thickness of 30 ⁇ m, hardened with UV radiation and, using the micro-gloss from BYK-Gardner, the gloss was determined at an angle of 20 °. As the values in the following table show, the combination of nanoparticles and ester wax achieves a stronger matting compared to the two additives individually.
  • the paints were applied to glass plates with a 30 ⁇ m wet film thickness and cured. Using scotch-brite sponges (No. 96, 3M company) and various weights were on the abrasion tester (mtv Messtechnik) the scratch resistance determined by the residual gloss measured after scratching at an angle of 20 ° and the gloss reduction (initial gloss minus Gloss after scratching).
  • the sliding friction coefficient was determined by means of a Friction / Peel Tester (Twing-Albert) and a carriage with a leather sole (load 349 g).

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Abstract

L'invention concerne des matériaux de revêtement, notamment une peinture, contenant une cire d'ester réactive et des nanoparticules d'oxyde mixte constituées de 50 à 99,9 % en poids d'oxyde d'aluminium et de 0,1 à 50 % en poids d'oxydes d'éléments du groupe principal I ou II du tableau périodique. Selon l'invention, ces nanoparticules sont modifiées au niveau de leur surface par un silane ou un siloxane.
PCT/EP2007/009719 2006-11-16 2007-11-09 Matériaux de revêtement contenant une cire d'ester réactive et des nanoparticules d'oxyde mixte WO2008058678A1 (fr)

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DE102006054013.1 2006-11-16
DE200610054013 DE102006054013A1 (de) 2006-11-16 2006-11-16 Beschichtungsmassen enthaltend reaktive Esterwachse und Mischoxid-Nanopartikel

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012045902A1 (fr) 2010-10-07 2012-04-12 Consejo Superior De Investigaciones Científicas (Csic) Procédé permettant l'enrobage et la fonctionnalisation de nanoparticules par réaction de michael

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EP1120395A2 (fr) * 2000-01-26 2001-08-01 Clariant GmbH Composés polymérisables et leur utilisation comme cire
US6841497B1 (en) * 1999-05-14 2005-01-11 Fraunhofer-Gesellschaft Zur Foerderung Der Angewandten Forschung E.V. Method of producing aluminum oxides and products obtained on the basis thereof
DE102005000824A1 (de) * 2005-01-05 2006-07-13 Consortium für elektrochemische Industrie GmbH Nanopartikelhaltige Organocopolymere
WO2007020063A2 (fr) * 2005-08-18 2007-02-22 Clariant International Ltd Matieres d'enduction contenant des nanoparticules d'oxyde mixte
WO2007020062A2 (fr) * 2005-08-18 2007-02-22 Clariant International Ltd. Matieres d'enduction contenant des nanoparticules modifiees par des silanes

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