EP0700408A1 - Procede pour la production de revetements structures sur des surfaces en matiere plastique - Google Patents

Procede pour la production de revetements structures sur des surfaces en matiere plastique

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Publication number
EP0700408A1
EP0700408A1 EP94916968A EP94916968A EP0700408A1 EP 0700408 A1 EP0700408 A1 EP 0700408A1 EP 94916968 A EP94916968 A EP 94916968A EP 94916968 A EP94916968 A EP 94916968A EP 0700408 A1 EP0700408 A1 EP 0700408A1
Authority
EP
European Patent Office
Prior art keywords
weight
hydroxyl
acid
koh
agents
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.)
Ceased
Application number
EP94916968A
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German (de)
English (en)
Inventor
Annegret Vosskuhl
Bernhard Rubbert
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.)
BASF Coatings GmbH
Original Assignee
BASF Lacke und Farben 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 BASF Lacke und Farben AG filed Critical BASF Lacke und Farben AG
Publication of EP0700408A1 publication Critical patent/EP0700408A1/fr
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4063—Mixtures of compounds of group C08G18/62 with other macromolecular compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
    • C08G18/6241—Polymers of esters containing hydroxy groups of alpha-beta ethylenically unsaturated carboxylic acids with epoxy compounds other than alkylene oxides and hydroxyglycidyl compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
    • C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
    • C08G18/625—Polymers of alpha-beta ethylenically unsaturated carboxylic acids; hydrolyzed polymers of esters of these acids
    • C08G18/6258—Polymers of alpha-beta ethylenically unsaturated carboxylic acids; hydrolyzed polymers of esters of these acids the acid groups being esterified with polyhydroxy compounds or epoxy compounds during or after polymerization
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/0427—Coating with only one layer of a composition containing a polymer binder
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
    • 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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2475/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers

Definitions

  • the present invention relates to a method for producing structured coatings on plastic surfaces using coating agents based on binders containing hydroxyl groups and polyisocyanates as crosslinking agents, and using powdery structuring agents.
  • Plastic surfaces such as, for example, bumpers from automobiles, are often coated with structuring, matting lacquers in order to achieve structured plastic surfaces.
  • organic solvent-containing coating compositions based on hydroxyl-containing binders and polyisocyanates, which contain paste-like additives containing powdery structural agents and matting agents, in order to achieve structured surfaces of plastic parts on automobiles, in particular for refinishing.
  • ground polypropylene is used as the structural agent.
  • silica serves as a matting agent.
  • the coating composition which achieves the structured surface is adjusted to the degree of gloss of the plastic surface.
  • elasticized binders are used.
  • the present invention was therefore based on the object of avoiding the disadvantages described above of the previously known, structuring coating compositions.
  • a method should be provided for producing structured coatings on plastic surfaces, in particular for refinishing, using coating agents based on binders containing hydroxyl groups and polyisocyanates, this method briefly screening any dried product particles that may have formed the application should allow.
  • the coating agents used in the process should contain powdery structuring agents and the matting agents required to set the desired degree of gloss.
  • the method should allow the powdery structural agents to be incorporated into the plastic coating compositions without problems.
  • the object on which the present invention is based is surprisingly achieved by a method for producing structured coatings on plastics.
  • the process according to the invention is characterized in that it first contains a solution of the hydroxyl group-containing binder (I) with an elastic matt paste (A)
  • a2) 1 to 4% by weight, preferably 1.8 to 2.6% by weight, of a hydroxyl-containing cardura-modified acrylate copolymer with a hydroxyl number of 30 to 250 mg KOH / g and one
  • the total weight of the elastic matt paste (A) being 100% by weight in each case, is mixed, the elastic matt paste (A) being sieved, if appropriate, before or after mixing with the solution of the hydroxyl-containing binder (I), then the mixture together with polyisocyanates (II) as crosslinking agent, optionally further organic solvents and with the pulverulent one Structuring agent is mixed, the coating composition obtained is applied to the plastic substrate and the coating is dried.
  • Both polyaddition resins and polycondensation resins are suitable as binders (I) containing hydroxyl groups.
  • Hydroxyl group-containing polyacrylate resins with OH numbers from 30 to are particularly preferred
  • the number average molecular weights of the preferred hydroxyl-containing polyacrylates are usually between 1000 and 10,000, measured in each case with GPC against the polystyrene standard.
  • the hydroxyl groups are introduced into the polyacrylate resin by using monomers containing hydroxyl groups. 20 to 60% by weight, based in each case on the total weight of the monomers used, of at least one hydroxyl-containing, ethylenically unsaturated monomer are usually used.
  • Suitable hydroxyl-containing, ethylenically unsaturated monomers are hydroxyalkyl esters of ⁇ , ⁇ -unsaturated carboxylic acids with primary or secondary hydroxyl groups.
  • Suitable hydroxyalkyl esters of ⁇ , ⁇ -unsaturated carboxylic acids with primary hydroxyl groups are hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxyamyl acrylate, hydroxyhexyl acrylate, hydroxy octyl acrylate and the corresponding methacrylates.
  • Examples of usable hydroxyalkyl esters with a secondary hydroxyl group are 2-hydroxypropyl acrylate, 2-Hydroxybutylacrylat, 3-Hydroxybutylacrylat and the corresponding methacrylates called.
  • a hydroxyl group-containing monomer can be at least partially a reaction product of one mole of hydroxyethyl acrylate and / or hydroxyethyl methacrylate and an average of 2 moles of £-caprolactone.
  • a reaction product of acrylic acid and / or methacrylic acid with the equivalent amount of a glycidyl ester of a carboxylic acid with a tertiary ⁇ -carbon atom can also be used at least partially as the hydroxyl-containing monomer.
  • vinylaromatic compounds such as, for example, styrene, vinyltoluenes, ⁇ -methylstyrene, chlorostyrenes, o-, m- or p-methylstyrene, 2,5-dimethylstyrene, p-methoxistyrene, p-tert-butylstyrene , p-Dimethyl-a inostyrene, p-acetamidostyrene and m-vinylphenol in question.
  • styrene vinyltoluenes
  • ⁇ -methylstyrene chlorostyrenes
  • o-, m- or p-methylstyrene 2,5-dimethylstyrene
  • p-methoxistyrene p-tert-butylstyrene
  • p-Dimethyl-a inostyrene p-acetamidostyrene
  • ethylenically unsaturated, copolymerizable monomers are also suitable, such as, for example, alkyl esters of olefinically unsaturated carboxylic acids.
  • alkyl esters of olefinically unsaturated carboxylic acids examples include methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isopropyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (meth) acrylate, isoamyl (meth) acrylate, Hexyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, 3,5,5-trimethylhexyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth
  • ethylenically unsaturated comonomers are alkoxyethyl acrylates, aryloxyethyl acrylates and the corresponding methacrylates. Small amounts of carboxyl group groups can also be used to improve compatibility.
  • polymerized pen-containing monomers examples include unsaturated carboxylic acids, such as, for example, acrylic acid, methacrylic acid, itaconic acid, crotonic acid and half esters of maleic and fu aric acid.
  • Monomer components are in the presence of organic solvents in the absence of oxygen, e.g. by working in a nitrogen atmosphere.
  • the polymerization reaction is carried out at temperatures of about 100 to 180 ° C using suitable ones
  • Polymerization initiators and optionally polymerization regulators are carried out.
  • the polymerization is preferably carried out in high-boiling, organic solvents which are inert towards the monomers used.
  • Particularly preferred binders (I) containing hydroxyl groups are acrylate copolymers with a hydroxyl number of 30 to 250 mg KOH / g, which are obtainable by copolymerization of
  • component (Ia) wherein at least partially reaction products of acrylic acid and / or methacrylic acid with the glycidyl ester of a carboxylic acid with a tertiary ⁇ -carbon atom are used as component (Ia).
  • component (Ia) examples of the hydroxyalkyl esters of ⁇ , ⁇ -ethylenically unsaturated carboxylic acids have already been described.
  • component (Ia) reaction products of acrylic acid and / or methacrylic acid with the equivalent amount of a glycidyl ester of a carboxylic acid with a tertiary ⁇ -carbon atom are used at least in part.
  • Glycidyl esters of strongly branched monocarboxylic acids are available under the trade name "Cardura".
  • the reaction of the acrylic acid or methacrylic acid with the glycidyl ester of a carboxylic acid with a tertiary ⁇ -carbon atom can take place before, during or after the
  • vinyl esters of monocarboxylic acids can be used as comonomers (component Ib).
  • Vinyl esters of monocarboxylic acids with 5 to 15 carbon atoms per molecule branched in the ⁇ -position are preferably used.
  • the vinyl ester of p-tertiary butyl benzoic acid is also particularly preferred.
  • Examples of other suitable vinyl esters are vinyl acetate and vinyl propionate.
  • hydroxyl-containing binders (I) are hydroxyl-containing polyesters. Polyester-modified polyacrylates, such as those e.g. are described in DE-A-40 24 204.
  • Suitable polyisocyanates (II) are:
  • Aromatic isocyanates such as, for example, 2,4-, 2,6-tolylene diisocyanate and mixtures thereof, 4,4'-diphenylmethane diisocyanate, m-phenylene, p-phenylene, 4,4-diphenyl, 1,5 -Naphthalene, 1,4-naphthalene, 4, -Toluyidin-, xylylene diisocyanate and substituted aromatic Systems such as dianisidine diisocyanates, 4,4-diphenyl ether diisocyanates or chlorodiphenylene diisocyanates and higher functional aromatic isocyanates such as 1,3,5-triisocyanatobenzene, 4,4 ', 4''- triisocyanate triphenyl methane, 2,4,6-triisocyanatotoluene and 4,4'-diphenyldimethylmethane-2,2 ', 5,5 , -tetraisocyanate; cycloalipha
  • Diisocyanates with differently reactive isocyanate groups such as isophorone diisocyanate, are preferably used.
  • Isocyanate prepolymers with a higher molecular weight are also suitable. These include adducts of tolylene diisocyanate and trimethylolpropane, a biuret formed from 3 molecules of hexamethylene diisocyanate and the trimers of hexamethylene diisocyanate and 3,5,5-trimethyl-l-isocyanato-3-isocyanatomethylcyclohexane.
  • the amount of crosslinking agent used is chosen so that the ratio of the isocyanate groups of component (II) to the sum of the hydroxyl groups of the coating agent is in the range from 1: 3 to 3: 1.
  • the coating compositions contain one or more organic solvents. These solvents are usually used in amounts of 20 to 65% by weight, based in each case on the total weight of the coating agent.
  • suitable solvents are higher-substituted aromatics, such as, for example, solvent naphtha, heavy benzene, various types of Solvesso, various types of Shell sol and deasol, and higher-boiling aliphatic and cycloaliphatic hydrocarbons, such as, for example various white spirits, mineral turpentine, tetralin and decalin as well as various esters, such as ethyl glycol acetate, butyl glycol acetate, ethyl diglycol acetate and others.
  • a solution of the hydroxyl group-containing binder (I) is first mixed with an elastic matt paste (A), the elastic matt paste (A) being sieved before or after mixing with the binder solution, if necessary.
  • the sieving process can of course u. It may not be necessary if there are no dried-on interfering particles.
  • This matting paste contains 12 to 12 as components
  • polyesters 25% by weight, preferably 16 to 21% by weight, of a saturated hydroxyl-containing polyester with a hydroxyl number of 100 to 160 mg KOH / g and an average number-average molecular weight of 800 to 2,500.
  • the branching of the polyester should be 0.2 to 0.6 mol / kg.
  • These polyesters are tough, soft polyester types.
  • Aromatic polycarboxylic acids in combination with aliphatic polycarboxylic acids are preferably used for the production of the polyesters.
  • Examples include: phthalic acid, isophthalic acid, terephthalic acid, halophthalic acids, such as tetrachloric or tetrabromophthalic acid, adipic acid, glutaric acid, azelaic acid, sebacic acid, fumaric acid, maleic acid, trimellitic acid, pyromelitic acid and others.
  • esterifiable derivatives of the above-mentioned polycarboxylic acids such as, for example, their mono- or polyvalent esters with aliphatic alcohols with 1 to 4 carbon atoms or hydroxy alcohols with 1 to 4 carbon atoms.
  • Anhydrides of the above acids are used, if they exist. If appropriate, cycloaliphatic carboxylic acids can also be used.
  • Monocarboxylic acids such as, for example, benzoic acid, tertiary butylbenzoic acid, lauric acid, isononanoic acid and fatty acids of naturally occurring oils, can also be used together with the polycarboxylic acids.
  • Suitable alcohol components for the preparation of the hydroxyl-containing polyesters are polyhydric alcohols, such as ethylene glycol, propanediols, butanediols, hexanediols, neopentylglycol, diethylene glycol, cyclohexanediol, cyclohexanedimethanol, trimethylpentanediol, ethylbutylpropanediol, ditrimethylolprool, propane, trimethyethyl, propane, trimethyethyl, propane, trimethyethyl, propane, trimethyethyl, propane, trimethyethyl, propane, trimethyethyl, propane, trimethyethyl, propane, trimethyethyl, propane, trimethyethyl, propylene, trimethyethyl, propylene, trimethyeth
  • the acid number of the hydroxyl-containing polyesters should not be greater than 5 mg KOH / g.
  • the hydroxyl-containing polyesters are prepared by the known methods of esterification, such as described in Ulimann's Encyclopedia of Industrial Chemistry, Volume 14, pages 80 to 106 (1963).
  • the reaction is usually carried out at temperatures between 180 and 280 ° C., if appropriate in the presence of a suitable esterification catalyst.
  • the production of the polyesters is usually carried out in small amounts of a suitable solvent were carried out as entrainer.
  • the matting paste (A) contains as component a2) 1 to 4% by weight, preferably 1.8 to 2.6% by weight, of a hydroxyl-containing cardura-modified acrylate copolymer with a hydroxyl number of 30 to 250 mg KOH / g and an acid number of 0 to 50 mg KOH / g.
  • the hydroxyl groups are incorporated into the cardura-modified acrylate resin by using hydroxyl group-containing monomers, usually 20 to 60% by weight, based in each case on the total weight of the monomers used, of at least one hydroxyl group-containing ethylenically unsaturated monomer.
  • Hydroxyalkyl esters ⁇ , ⁇ -ethylenically unsaturated carboxylic acids with primary or secondary hydroxyl groups are suitable as hydroxyl-containing monomers. Mixtures of hydroxyalkyl esters with primary and secondary hydroxyl groups can of course also be used. Examples of suitable hydroxyalkyl esters of ⁇ , ⁇ -ethylenically unsaturated carboxylic acids with primary hydroxyl groups are hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxybutyl acrylate, hydroxyamyl acrylate, hydroxyhexyl acrylate, hydroxy-octyl acrylate and the corresponding methacrylates. 2-Hydroxypropyl acrylate, 2-hydroxybutyl acrylate, 3-hydroxybutyl acrylate and the corresponding methacrylates may be mentioned as examples of usable hydroxyalkyl esters with a secondary hydroxyl group.
  • Component a2) is a cardura-modified acrylate copolymer, ie at least in part is used as a hydroxyl group-containing A monomer is used as a reaction product of acrylic acid and / or methacrylic acid with the equivalent amount of a glycidyl ester of a carboxylic acid with a tertiary ⁇ -carbon atom.
  • These glycidyl esters of strongly branched monocarboxylic acids are available under the trade name "Cardura".
  • the reaction of the acrylic acid or methacrylic acid with the glycidyl ester of a carboxylic acid with a tertiary ⁇ -carbon atom can take place before, during or after the polymerization.
  • comonomers for the preparation of the cardura-modified acrylate copolymers are: vinylaromatic compounds, for example styrene, vinyltoluenes, ⁇ -methylstyrene, chlorostyrenes, o-, m- and p-methylstyrene, 2,5-dimethylstyrene, p-methoxistyrene, p- tert-butyl styrene, p-dimethylaminostyrene, p-acetamidostyrene and m-vinylphenol; Alkyl esters of olefinically unsaturated carboxylic acids, such as methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, isopropyl
  • (meth) acrylate isobutyl (meth) acrylate, pentyl (meth) acrylic, isoamyl (meth) acrylate, hexyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl ( meth) acrylate, 3,5,5-trimethylhexyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, hexadecyl (meth) acrylate, octadecyl (meth) acrylate, octadecenyl (meth) acrylate and the corresponding Esters of maleic, croton, isoerotonic, vinylacetic and itaconic acid; Alkoxyethyl acrylates and aryloxyethyl acrylates and the corresponding meth
  • the cardura-modified polyacrylates containing hydroxyl groups are generally prepared by means of solution polymerization. Such methods are known in the literature and are described, for example, earlier in this application.
  • the matt paste (A) contains 0 to 3% by weight of a cellulose ester (component a3)).
  • suitable cellulose esters are cellulose nitrate, cellulose esters of organic acids, such as acetic acid, propionic acid and butyric acid, cellulose acetobutyrate being preferably used.
  • the elastic matt paste A) contains 35 to 60% by weight, preferably 45 to 55% by weight, of organic solvents.
  • suitable solvents are more highly substituted aromatics, e.g. Solvent naphtha, heavy benzene, various Solvesso types, various Shell sol types and Deasol as well as higher-boiling aliphatic and cycloaliphatic hydrocarbons, e.g. various white spirits, mineral turpentine, tetralin and decalin as well as various esters, e.g. Butyl acetate, ethyl glycol acetate, butyl glycol acetate, ethyl diglycol acetate and others.
  • the elastic matt paste A) contains 12 to 25% by weight, preferably 15 to 22% by weight, matting agent.
  • matting agents are commercially available silicas, such as pyrogenic silica or silica gels.
  • the elastic matt paste A) may contain
  • Catalysts, wetting agents and, if necessary, other paint auxiliaries agents and additives are suitable as catalysts.
  • Suitable wetting agents are polymer wetting agents based on polyacrylate and / or polyester.
  • suitable commercial products are Disperbyk 160, Disperbyk 161 (manufacturer: Byk-Chemie) and Efka 400 and Efka 401 (manufacturer: Efka).
  • paint auxiliaries and additives are leveling agents, such as silicone oils, plasticizers, such as phosphoric acid esters and phthalic acid esters, viscosity-controlling additives, UV absorbers, light stabilizers and, if appropriate, fillers.
  • the elastic matt paste is produced in a known manner by mixing and optionally dispersing the individual components.
  • the mixing ratio between the organic binder solution and the elastic matt paste (A) is, for example, 1: 1.
  • the organic binder solution is mixed well with the elastic matt paste and stored in conventional packaging until further use. Then a sieving process with the commonly used high-speed sieves is possible in order to remove any contamination, such as dried product particles.
  • the elastic matting paste (A) it is also possible to subject the elastic matting paste (A) to a screening process before mixing with the binder solution. However, it is preferred to carry out the screening process that may be necessary only after the components have been mixed.
  • the mixture of the organic binder solution and of the elastic matt paste (A) is mixed together with the polyisocyanate crosslinking agents (II), optionally further organic solvents, and with the powdery structuring agent .
  • Ground plastics such as e.g. enamelled polyamide and ground polypropylene.
  • sanded sand and ground glass are also suitable.
  • Suitable commercially available polypropylene structuring agents are available under the trade name Propyltex 2OS, 50, 100S, 140S, 200S, 200SF and 325S (manufacturer: Micro Powders, INC.), Texture 5388, 5380, 5384, 5382 and 5386 (manufacturer : Shamrock).
  • Suitable hollow glass microspheres that can be used as structuring agents are available under the trade name Scotchlite Glass Bubbles (manufacturer: 3 M Kunststoff GmbH).
  • the particle size of the structural agents used is selected depending on the application.
  • the average particle size of the structuring agent is preferably in the range from 40 to 250 ⁇ m.
  • the structuring agent is usually used in a proportion of 3 to 8% by weight, preferably on the total weight of the finished coating composition.
  • the amount of polyisocyanate crosslinking agent (II) is chosen such that the number of free hydroxyl groups pen to the number of isocyanate groups is in the range from 3: 1 to 1: 3.
  • organic solvents are also added to the mixture in order to adjust the coating composition to a suitable application viscosity, and the coating composition is usually applied to the plastic substrate by spraying.
  • the method according to the invention is preferably used for the repair coating of plastic surfaces of automobiles, for example bumpers.
  • the method offers the particular advantage that the coating composition can be subjected to a screening process shortly before application in order to remove dried-on product particles which can lead to painting errors.
  • the addition of the structuring agent as a concentrate has the advantage that the
  • the coating composition can be mixed with the respective amount of a structuring agent in a flexible manner.
  • a saturated polyester containing hydroxyl groups is produced by the customary polyester production process. represents from 1.0 mol of 1,6-hexanediol, 0.2 mol of trimethylol propane, 0.65 mol of isophthalic acid, 0.1 mol of phthalic anhydride and 0.25 mol of adipic acid.
  • the polyester has an OH number of 145 mg KOH / g and an acid number of 1 mg KOH / g.
  • a 70% solution of the polyester in butyl acetate is prepared.
  • the mixture is heated to 140'C, then the following become from the monomer tank within 3 h
  • the following components are evenly metered from the initiator tank within 3.5 h:
  • the matting pastes AI) and A2) are produced by mixing and dispersing the following components:

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Paints Or Removers (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)

Abstract

L'invention a pour objet un procédé pour la production de revêtements structurés sur des surfaces en matière plastique, dans lequel on utilise des agents de revêtement à base de liants renfermant des groupes hydroxyle et des polyisocyanates, ainsi que des agents de structure sous forme de poudre. Le procédé est caractérisé en ce qu'on mélange tout d'abord une solution du liant renfermant des groupes hydroxyle (I) avec une pâte mate élastique (A) renfermant a1) 12 à 25 % en poids d'un polyester saturé contenant des groupes hydroxyle, ayant un indice d'hydroxyle de 100 à 160 mg KOH/g et un poids moléculaire moyen de 800 à 2500; a2) 1 à 4 % en poids d'un copolymérisat d'acrylate carduramodifié contenant des groupes hydroxyle, ayant un indice d'hydroxyle de 30 à 250 mg KOH/g et un indice d'acide de 0 à 50 mg KOH/g; a3) 0 à 3 % en poids d'ester de cellulose; a4) 35 à 60 % en poids d'un solvant organique; a5) 12 à 25 % en poids d'un agent de matage; et, éventuellement, des catalyseurs, des agents de réticulation et, le cas échéant, d'autres produits auxiliaires et adjuvants, le poids total de la pâte mate élastique (A) atteignant à chaque fois 100 % en poids. La pâte mate élastique (A) est tamisée, éventuellement avant ou après mélange avec la solution du liant contenant des groupes hydroxyle (I), puis le produit obtenu est mélangé avec des polyisocyanates (II) comme agents de réticulation, le cas échéant avec d'autres solvants organiques et avec l'agent de structure en poudre. On applique ensuite la composition de revêtement obtenue sur le substrat en matière plastique et on sèche le revêtement.
EP94916968A 1993-05-28 1994-05-17 Procede pour la production de revetements structures sur des surfaces en matiere plastique Ceased EP0700408A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE4317784A DE4317784A1 (de) 1993-05-28 1993-05-28 Verfahren zur Erzeugung von strukturierten Beschichtungen auf Kunststoffoberflächen
DE4317784 1993-05-28
PCT/EP1994/001590 WO1994028045A1 (fr) 1993-05-28 1994-05-17 Procede pour la production de revetements structures sur des surfaces en matiere plastique

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EP0700408A1 true EP0700408A1 (fr) 1996-03-13

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US (1) US5759630A (fr)
EP (1) EP0700408A1 (fr)
JP (1) JPH08510490A (fr)
BR (1) BR9406626A (fr)
CA (1) CA2163886A1 (fr)
DE (1) DE4317784A1 (fr)
WO (1) WO1994028045A1 (fr)
ZA (1) ZA942934B (fr)

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IL116255A (en) * 1995-01-05 2004-02-19 Du Pont High-solids coating composition
NL1003495C1 (nl) † 1996-07-03 1997-08-05 Boogaard Beheer B V Preparaat en werkwijze voor het aanbrengen van een anti-sliplaag op een oppervlak en voortbrengsel voorzien van een anti-sliplaag.
FR2752848A1 (fr) * 1996-08-30 1998-03-06 Douelle Jean Composition pour revetement de surfaces antidegradations, son procede de preparation et ses utilisations
US6458885B1 (en) * 1998-05-29 2002-10-01 Ppg Industries Ohio, Inc. Fast drying clear coat composition
EP1055693A1 (fr) * 1999-05-26 2000-11-29 Shell Internationale Researchmaatschappij B.V. Composition de revêtement durcissable
EP1243606A1 (fr) * 2001-03-19 2002-09-25 Four Trend, Inc. Une composition de résine pour des surfaces ayant un fini mat et un procédé pour leur préparation
DE10137507A1 (de) * 2001-07-31 2003-02-13 Bayer Ag Beschichtungsmittel, ein Verfahren zu dessen Herstellung und dessen Verwendung zur Erzeugung von strukturierten Lackoberflächen
JP4455012B2 (ja) 2003-11-05 2010-04-21 トヨタ自動車株式会社 ２液硬化型ポリウレタン塗料組成物及び塗装物品
US8415015B2 (en) 2009-04-30 2013-04-09 E I Du Pont De Nemours And Company Matting agent composition containing polytrimethylene ether diol and use thereof
GB2496644B (en) * 2011-11-17 2016-06-22 Altro Ltd Non-slip coating composition
US20150210885A1 (en) 2012-07-24 2015-07-30 Akzo Nobel Coatings International B.V. Matting Paste Composition
WO2015055337A1 (fr) * 2013-10-16 2015-04-23 Basf Coatings Gmbh Composition de revêtement aqueuse et réalisation de couches de laque de finition en utilisant la composition de revêtement
WO2017164934A1 (fr) 2016-03-25 2017-09-28 The Sherwin-Williams Company Compositions de revêtement protecteur texturées non glissantes pour des surfaces de véhicule

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WO1994028045A1 (fr) 1994-12-08
ZA942934B (en) 1995-01-05
DE4317784A1 (de) 1994-12-01
US5759630A (en) 1998-06-02
BR9406626A (pt) 1996-02-06
JPH08510490A (ja) 1996-11-05
CA2163886A1 (fr) 1994-12-08

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