EP1417262A1 - Agent d'enduction, procede de fabrication associe et utilisation pour realiser des surfaces peintes structurees - Google Patents

Agent d'enduction, procede de fabrication associe et utilisation pour realiser des surfaces peintes structurees

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Publication number
EP1417262A1
EP1417262A1 EP02774486A EP02774486A EP1417262A1 EP 1417262 A1 EP1417262 A1 EP 1417262A1 EP 02774486 A EP02774486 A EP 02774486A EP 02774486 A EP02774486 A EP 02774486A EP 1417262 A1 EP1417262 A1 EP 1417262A1
Authority
EP
European Patent Office
Prior art keywords
weight
parts
coating compositions
acid
structured
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Withdrawn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
EP02774486A
Other languages
German (de)
English (en)
Inventor
Christian Wamprecht
Christian Füssel
Beate Baumbach
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.)
Covestro Deutschland AG
Original Assignee
Bayer MaterialScience 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 Bayer MaterialScience AG filed Critical Bayer MaterialScience AG
Publication of EP1417262A1 publication Critical patent/EP1417262A1/fr
Withdrawn legal-status Critical Current

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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
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • 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
    • C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
    • C08G18/4205—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups
    • C08G18/4208—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups
    • C08G18/4211—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols
    • C08G18/4219—Polycondensates having carboxylic or carbonic ester groups in the main chain containing cyclic groups containing aromatic groups derived from aromatic dicarboxylic acids and dialcohols from aromatic dicarboxylic acids and dialcohols in combination with polycarboxylic acids and/or polyhydroxy compounds which are at least trifunctional
    • 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
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/68—Unsaturated polyesters
    • 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
    • C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
    • 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
    • C09D175/06—Polyurethanes from polyesters
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24355—Continuous and nonuniform or irregular surface on layer or component [e.g., roofing, etc.]
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24355—Continuous and nonuniform or irregular surface on layer or component [e.g., roofing, etc.]
    • Y10T428/24446—Wrinkled, creased, crinkled or creped
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24355—Continuous and nonuniform or irregular surface on layer or component [e.g., roofing, etc.]
    • Y10T428/24471—Crackled, crazed or slit

Definitions

  • Coating agent a process for its production and its use for the production of structured lacquer surfaces
  • the present invention relates to a coating composition, a method for the same
  • Metal and plastic surfaces e.g. B. in the automotive sector, are often coated with structuring, optionally matting lacquers in order to achieve structured surfaces.
  • organic solvent-containing coating compositions based on binders containing hydroxyl groups and polyisocyanate crosslinkers, which contain paste-like additives containing powdery structuring agents and matting agents, in order to achieve structured surfaces on e.g. B. use plastic parts on automobiles, especially for automotive refinishing.
  • Ground polypropylene for example, is used as the structuring agent.
  • Silicic acid for example, can serve as a matting agent.
  • the coating composition achieving the structured surface is adjusted to the gloss level of the plastic surface.
  • elasticizing binders are used.
  • DE-A 43 38 265 describes the coating of strip-shaped substrates in the coil coating process with coating agents based on solvents which contain highly crosslinked polymer powders, so-called microgels. The use of these powders achieves special surface effects.
  • the object of the invention is to provide coating compositions, their production and their use for the production of structured lacquer surfaces, in which the incorporation of special structuring powdery auxiliaries can be dispensed with.
  • the invention relates to coating compositions based on binders containing hydroxyl groups, crosslinking substances, amine compounds and optionally further OH-functional substances, characterized in that they contain:
  • compositions according to the invention preferably contain:
  • compositions according to the invention particularly preferably contain
  • the invention also relates to a process for producing the coating compositions according to the invention and corresponding ready-to-use paints based on these coating compositions, characterized in that components A) to C) and optionally D) are mixed with one another and, if appropriate, auxiliaries and additives such as paint components, such as z. B. pigments and / or fillers and additives and solvents, added and formulated into a ready-to-use lacquer.
  • auxiliaries and additives such as paint components, such as z. B. pigments and / or fillers and additives and solvents
  • the invention also relates to the use of the coating compositions according to the invention in a process for producing structured coatings on any heat-resistant substrates, characterized in that the coating composition according to the invention or a lacquer based on the coating composition according to the invention by customary methods, such as, for example, B. spraying, dipping, flooding, rolling, brushing, etc. applied to any heat-resistant substrate and the paint film is then baked at temperatures of 90 to 500 ° C, preferably 110 to 400 ° C.
  • the hydroxy-functional polyester component A) contained in the coating composition according to the invention is at least one hydroxy-functional polyester with a hydroxyl number of 20 to 240 mg KOH / g, preferably 25 to 200 mg KOH / g and particularly preferably 30 to 160 mg KOH / g ,
  • the acid number is below 30 mg KOH / g, preferably below 25 mg KOH / g and particularly preferably below 20 mg KOH / g.
  • the glass transition temperature of the polyester component a) is -60 to +100 ° C, preferably -50 to +80 ° C and particularly preferably -40 to +70 ° C.
  • the number average molecular weight of the polyester polyols is approximately 500 to 50,000 g / mol, preferably approximately 600 to 30,000 g / mol and particularly preferably approximately 700 to 20,000 g / mol.
  • a total of 6 groups of monomer components can be used in the production of the hydroxy-functional polyesters:
  • diethylene glycol triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, polyethylene, polypropylene or
  • mono alcohols such as As ethanol, 1- and 2-propanol, 1- and 2-butanol, 1-hexanol, 2-ethylhexanol, cyclohexanol and benzyl alcohol.
  • dicarboxylic acids or their anhydrides of the molecular weight range 98 to about 600 such as.
  • polyester A monocarboxylic acids, such as. B. benzeoic acid, cyclohexane carboxylic acid, 2-ethyl-hexanoic acid, caproic acid, caprylic acid, capric acid, lauric acid, natural and synthetic fatty acids.
  • the polyester A) is prepared in a manner known per se using methods such as those described in “Ullmann's Encyclopedia of Industrial Chemistry”, Verlag Chemie Weinheim, 4th Edition (1980), Volume 19, pages 61 ff. Or H. Wagner and HF Sarx, "Lackkunstharze", Carl Hanser Verlag, Kunststoff (1971), pages 86 to 152 are described in detail.
  • the esterification is carried out, optionally in the presence of a catalytic amount of a conventional esterification catalyst, such as. B. acids, bases or transition metal compounds, e.g. B. titanium tetrabutylate or dibutyltin oxide, at esterification temperatures of 80 to 260 ° C, preferably 120 to 250 ° C and particularly preferably 160 to 240 ° C.
  • a conventional esterification catalyst such as. B. acids, bases or transition metal compounds, e.g. B. titanium tetrabutylate or dibutyltin oxide
  • esterification temperatures 80 to 260 ° C, preferably 120 to 250 ° C and particularly preferably 160 to 240 ° C.
  • the esterification reaction is carried out until the desired values for the hydroxyl and acid number are reached.
  • the polyester polyols are dissolved in suitable solvents.
  • esters such. B.
  • ethyl acetate butyl acetate, methoxypropyl acetate, methyl glycol acetate, ethyl glycol acetate, diethylene glycol monomethyl ether acetate; Ketones such as B. methyl ethyl ketone, methyl isobutyl ketone, methyl amyl ketone; Aromatics such as B. toluene and xylene and the higher-boiling hydrocarbon mixtures customary in paint chemistry.
  • the crosslinker component B) of the coating composition according to the invention consists of at least one aminoplast resin and / or at least one blocked polyisocyanate.
  • aminoplast resins are melamine-formaldehyde or urea-formaldehyde condensation products.
  • Suitable melamine resins are all conventional non-etherified or etherified with saturated monoalcohols having 1 to 4 carbon atoms melamine-formaldehyde condensates, as described, for. B. in the
  • FR-PS 943 411 or DH Solomon The Chemistry of Organic Film Formers, 235-240, John Wiley & Sons, Inc., New York, 1967.
  • the melamine resins can also be wholly or partly by other crosslinking aminoplasts, such as. B. in "Methods of Organic Chemistry” (Houben-Weyl), Vol. 14/2, Part 2, 4th ed. Georg Thieme Verlag, Stuttgart, 1963, 319 ff. If it is weather-resistant paint applications, blocked polyisocyanates based on aromatic polyisocyanates are unsuitable. For applications in which, however, the lightfastness of the coatings are not particularly demanding, blocked polyisocyanates can be used
  • Uretdione and isocyanurate and / or innnooxacuazmdione structures can be used as crosslinking components after reversible blocking of the still free isocyanate groups.
  • Such basic compounds containing isocyanurate groups are described, for example, in the patents DE-A 1090196, EP-A 0 003 505, DE-A 1101 394, US-A 3 358 010, US-A 3 903 127, US-A 4 324 879, US Pat.
  • the base polyisocyanates or mixtures thereof are preferably blocked with blocking agents such as. B. ⁇ -caprolactam, acetone oxime, butanone oxime, cyclohexanone oxime, diethyl malonate and diethyl acetoacetate, so that, as a rule, complete blocking of the free isocyanate groups is achieved.
  • the blocking reaction of the free isocyanate groups with ⁇ -caprolactam or butanone oxime takes place at temperatures between 100 to 130 ° C, such as. B. in DE-A 3 004 876.
  • Catalysts e.g. B. organotin compounds, in amounts between 0.01 to 0.1 wt .-%, based on the total weight, are used.
  • the blocking reaction with malonic esters or acetoacetic acid esters takes place in a manner known per se (cf. DE-A 2 342 603 or 2 550 156) with the aid of basic catalysts, such as, for. As sodium phenolate, sodium methylate or other alkali alcoholates. Other organic alkali compounds, such as. B. sodium malonate come into consideration.
  • the catalysts are used in an amount of 0.01% to 2%, based on the total weight of the reaction components.
  • dialkyl malonate used should be at least 1 mole per isocyanate equivalent; however, it is appropriate to use a 5 to 20% excess of blocking agent.
  • Isocyanate groups and part of the hydroxyl groups of the polyester polyol is a mixture of blocked polyisocyanates and excess polyester polyol A) for which the equivalent ratio of blocked polyisocyanate groups to hydroxyl groups is within the range of 0.6: 1 to 2: 1.
  • component B) would consist of said reaction product between partially blocked polyisocyanate and the polyester polyol.
  • the blocking reaction can be carried out without solvent or in the presence of a solvent which is inert to isocyanate groups. Such solvents have already been mentioned above.
  • the amine component C) of the coating compositions according to the invention consists of at least one organic compound with at least one tertiary amino group and optionally further functional groups.
  • Suitable compounds are, for example, tertiary aliphatic amines, such as. B.
  • Amino group is part of a ring system, such as.
  • B 1-methylpyrrolidine, 1-ethyl pyrrolidine, N- (2-hydroxyethyl) pyrrolidine, 1-memylpiperidine, 1-ethylpiperidine, N- (2-hydroxyethyl) piperidine, l-methyl-4-piperidone, N, N-dimethylpiperazine, 1,4,5,6-tetrahydro-1,2-dimethylpyrimidine, 1,4-diazabicyclo [2,2,2] octane, 2,3,4,6,7,8-hexahydropyrrolo [ 1,2-a] pyrimindine, 2,3,4,6,7,8,9,10-octahydropyrimidine [1,2-a] azepine, 1,3,5-tris (2-hydroxyethyl) hexahydro- l, 3,5-triazine, N-methylmorpholine, N- (2-hydroxyethyl) morpholine,
  • the coating compositions of the invention can, in addition to the essential binder components A) to C), the further binder component D) and more contain other auxiliaries and additives (additives) that are common in the coatings industry.
  • the binder component D) includes, for example, other organic polyhydroxyl compounds which do not correspond to the description of A) and which are known from polyurethane coating technology, such as, for example, conventional polyester, polyether, polycarbonate or preferably polyacrylate polyols. These polyacrylate polyols are e.g. B. in paint solvents of the type mentioned soluble copolymers of hydroxy-functional unsaturated monomers, such as. B.
  • hydroxyethyl and / or hydroxypropyl (meth) acrylate with other olefinically unsaturated monomers such as. B. methyl methacrylate, styrene, acrylic acid, ethyl acrylate, butyl acrylate, acrylonitrile or mixtures of such monomers.
  • polyhydroxyl compounds which do not correspond to the definition of A) are used, if at all, in amounts of up to 20% by weight, based on the total amount of the coating composition according to the invention. If such polyhydroxyl compounds are also used, the amount of crosslinker component B) must of course be within the range specified above
  • auxiliaries and additives are the usual solvents with a boiling point of at least 75 ° C or a boiling range above 75 ° C.
  • the upper limit of the boiling point or boiling range of the solvents used depends on the respective stoving conditions. The higher the baking temperature, the higher the boiling point or boiling range of the solvents to be used.
  • suitable solvents are: Aromatic hydrocarbons, such as. As toluene, xylene, tetralin, cumene, and technical mixtures of aromatics with narrow boiling intervals, for. B. ®Sovesso 100, 150 and 200 from
  • Ketones such as B. methyl isobutyl ketone, diisobutyl ketone, isophorone, cyclo- hexanone and esters such as e.g. B. n-hexyl acetate, ethyl glycol acetate, ethyl acetate, butyl acetate, methoxypropylacetate or mixtures of such solvents.
  • the solvents can either, as already stated, in the preparation of the polyols A) or D), in the preparation of the crosslinking resins B), as solvents or
  • auxiliaries and additives which may be present in the coating compositions of the invention are, for example, plasticizers of the type already mentioned by way of example, pigments, fillers, flow control agents, light stabilizers, UV absorbers or catalysts which accelerate the crosslinking reaction.
  • Acid numbers can be added to the coating compositions of the invention acidic catalysts. So z. B. the curing with the addition of 0.5 wt .-% p-toluenesulfonic acid, based on the sum of components A) and B), greatly accelerated. It is also possible to use polyesters of low acid numbers about 1 to 5% by weight, based on polyester, of an anhydride of a relatively acidic dicarboxylic acid, e.g. B. maleic anhydride, to subsequently increase the acid number and thus to reduce the baking temperatures without the addition of acidic catalysts, or to shorten the baking times.
  • polyesters of low acid numbers about 1 to 5% by weight, based on polyester, of an anhydride of a relatively acidic dicarboxylic acid, e.g. B. maleic anhydride
  • the coating compositions of the invention are mixtures which are liquid and stable in storage at room temperature and, as described above, can be formulated by further additions to paints which can be processed according to the invention.
  • the lacquers based on the coating compositions according to the invention are suitable for producing both pigmented and clear coatings on metals, heat-resistant plastics, if appropriate wood, ceramic, mineral substrates or glass.
  • the lacquers based on the coating compositions according to the invention are particularly suitable for the production of coatings on aluminum and
  • the substrates to be coated can be provided with suitable coatings before coating.
  • the amount of the coating compositions according to the invention used is generally such that dry layer thicknesses of 5 to 50 ⁇ m, preferably 10 to 45 ⁇ m and particularly preferably 15 to 40 ⁇ m are present. However, it is also possible to produce thicker layers.
  • the lacquers based on the coating compositions of the invention are cured in a temperature range from 90 to 500 ° C., preferably 110 to 400 ° C. and in a time of 45 to 0.25 minutes, preferably 35 to 0.50 minutes.
  • the cured coatings have a finely structured surface with excellent paint properties, such as. B. good
  • Phthalic anhydride and 0.45 g ® Fascat 4100 1 - 1 are weighed into a 5-1 stirred kettle equipped with a stirrer, a distillation bridge with column and with a nitrogen inlet tube and heated to 125 ° C.
  • the simple boiler volume nitrogen / h is passed through during the heating phase.
  • 1857 g of isophthalic acid and 294 g of adipic acid are added.
  • Nitrogen flow is increased to twice the boiler volume / h and under a head temperature limit of max. 105 ° C heated to 220 ° C.
  • the water of reaction is largely split off, a bottom temperature of 220 ° C. being reached towards the end. It is condensed at 220 ° C until an acid number of ⁇ 3 mg KOH / g is reached.
  • This results in approximately 4500 g of a polycondensation product with an acid number of 2.8 mg KOH / g and an OH number of 38 mg KOH / g. 1800 g of ® Solvesso 100 2) are added to 2700 g of this resin with stirring.
  • the result is a solution with a solids content of 60.4% by weight and a viscosity of 1644 mPas, measured at 23 ° C. in a rotary viscometer from Haake (Rotovisko RV 20).
  • pigmented coil coating lacquers are produced using customary coating technology methods and applied and cured to test sheets under customary coil coating conditions.
  • a regrind was produced according to the following pearl mill formulation:
  • the regrind was dispersed in a bead mill for about 30 minutes using silica quartz beads with a diameter of 2 mm. The ground material was then separated from the glass beads by sieving. The following paint components were added with stirring
  • the paint was adjusted with additional solvent Solvesso 200 ® S to a processing viscosity of 70 s (DLN 4 mm cup at 23 ° C).
  • the coated sheet had a pronounced, finely wrinkled or grained surface structure.
  • the paint was resistant to the action of solvents.
  • polyester AI 0.09 parts by weight of ® Cymel 303 3) 0.01 parts by weight of N, N-dimethylcyclohexylamine
  • polyester AI 8.41 parts by weight ® Cymel 303 3)
  • the red-brown paint obtained was applied and cured under the same conditions as in Example 4. The result is a red-brown coating with a finely wrinkled or grained surface that is resistant to the action of solvents.
  • Example 4 As in Example 4, the following paint components were used and processed into a white paint:
  • polyester A2 10.00 parts by weight polyester A2) 28.27 parts by weight titanium dioxide ® Tronox R-KB-4 3)
  • Example 7 The white lacquer obtained was applied and cured under the same conditions as in Example 4. The result is a white coating with a finely wrinkled or grained surface that is resistant to the action of solvents.
  • Example 7
  • Example 4 As in Example 4, the following paint components were used and processed into a white paint:
  • polyester A3 10.00 parts by weight polyester A3
  • titanium dioxide ® Tronox R-KB-4 10.00 parts by weight polyester A3
  • titanium dioxide ® Tronox R-KB-4 10.00 parts by weight polyester A3
  • polyester A3 2.93 parts by weight ® Cymel 303 3) 0.13 parts by weight N, N-dimethylcyclohexylamine 0.30 parts by weight ® Catalyst 1786 B 5) , 50% ig in ® Solvesso 200 S 2) 1.42 parts by weight ® Acronal 4F 6) , 50% in ® Solvesso 200 S 2)
  • the white lacquer obtained was applied and cured under the same conditions as in Example 4. The result is a white coating with a finely wrinkled or grained surface that is resistant to the action of solvents. Examples 8 to 10
  • examples 8 to 10 result in white coatings with a finely wrinkled or grained surface which are resistant to the action of solvents.
  • examples 16 to 19 result in high-gloss, white or red-brown coatings, but without a surface structure, which are resistant to the action of solvents.

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

Abstract

L'invention concerne un agent d'enduction, un procédé de fabrication associé et l'utilisation de cet agent pour réaliser des surfaces peintes structurées sur des substrats quelconques résistants à la chaleur, sur la base de liants contenant des groupes hydroxyle, de substances de réticulation et de composés amine.
EP02774486A 2001-07-31 2002-07-18 Agent d'enduction, procede de fabrication associe et utilisation pour realiser des surfaces peintes structurees Withdrawn EP1417262A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10137507 2001-07-31
DE10137507A DE10137507A1 (de) 2001-07-31 2001-07-31 Beschichtungsmittel, ein Verfahren zu dessen Herstellung und dessen Verwendung zur Erzeugung von strukturierten Lackoberflächen
PCT/EP2002/008008 WO2003011972A1 (fr) 2001-07-31 2002-07-18 Agent d'enduction, procede de fabrication associe et utilisation pour realiser des surfaces peintes structurees

Publications (1)

Publication Number Publication Date
EP1417262A1 true EP1417262A1 (fr) 2004-05-12

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP02774486A Withdrawn EP1417262A1 (fr) 2001-07-31 2002-07-18 Agent d'enduction, procede de fabrication associe et utilisation pour realiser des surfaces peintes structurees

Country Status (8)

Country Link
US (1) US6863863B2 (fr)
EP (1) EP1417262A1 (fr)
JP (1) JP2004536214A (fr)
KR (1) KR20040043172A (fr)
CN (1) CN1555401A (fr)
CA (1) CA2455880A1 (fr)
DE (1) DE10137507A1 (fr)
WO (1) WO2003011972A1 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7378136B2 (en) * 2004-07-09 2008-05-27 3M Innovative Properties Company Optical film coating
JP4408924B2 (ja) * 2007-09-26 2010-02-03 ハニー化成株式会社 紫外線硬化型カチオン電着塗料用組成物及びその塗膜
JP4561854B2 (ja) * 2008-03-27 2010-10-13 Ｂａｓｆコーティングスジャパン株式会社 ちぢみ模様塗料用樹脂組成物
KR200449537Y1 (ko) * 2009-10-08 2010-07-20 이명상 차량용 덮개
CN104130686B (zh) * 2013-04-30 2017-09-19 旭化成株式会社 多异氰酸酯组合物及涂料组合物
CN104130372A (zh) * 2013-04-30 2014-11-05 旭化成化学株式会社 多异氰酸酯组合物及使用其的涂料组合物
JP6045974B2 (ja) * 2013-05-10 2016-12-14 東罐マテリアル・テクノロジー株式会社 インクジェット用インク及びインクジェット印刷方法
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JP6329017B2 (ja) * 2013-06-28 2018-05-23 旭化成株式会社 ポリイソシアネート組成物
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KR20040043172A (ko) 2004-05-22
US6863863B2 (en) 2005-03-08
CA2455880A1 (fr) 2003-02-13
CN1555401A (zh) 2004-12-15
DE10137507A1 (de) 2003-02-13
US20030027922A1 (en) 2003-02-06
WO2003011972A1 (fr) 2003-02-13

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