WO2011150164A1 - Composition de revêtement transparent et procédé de réparation en fin de ligne utilisant la composition de revêtement transparent - Google Patents

Composition de revêtement transparent et procédé de réparation en fin de ligne utilisant la composition de revêtement transparent Download PDF

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Publication number
WO2011150164A1
WO2011150164A1 PCT/US2011/038070 US2011038070W WO2011150164A1 WO 2011150164 A1 WO2011150164 A1 WO 2011150164A1 US 2011038070 W US2011038070 W US 2011038070W WO 2011150164 A1 WO2011150164 A1 WO 2011150164A1
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Prior art keywords
range
weight
composition
percent
silane functional
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PCT/US2011/038070
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English (en)
Inventor
Jun Lin
Marcy Zimmer
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E. I. Du Pont De Nemours And Company
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Publication of WO2011150164A1 publication Critical patent/WO2011150164A1/fr

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    • 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
    • C08G18/6295—Polymers of silicium containing compounds having carbon-to-carbon double 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
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/80—Masked polyisocyanates
    • C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/807—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with nitrogen containing compounds
    • 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

Definitions

  • the present disclosure is directed to a solventborne clearcoat composition containing blocked isocyanate, silane functional polymer and optionally, melamine crosslinking agents that can be cured at a relatively low temperature.
  • the present disclosure also relates to a method for the end of line repair of a defect in an original equipment manufacture coating composition that can occur during the manufacturing process of substrates, especially automobiles.
  • the repair coatings can be cured at relatively low temperatures and still provide the desired appearance and physical properties of the original cured coating composition.
  • the painting of automobiles during their manufacture is a time and energy intensive process.
  • the painting process comprises many steps and, in general, at least four different coating layers.
  • the first layer can be an electrocoat layer which provides a durable corrosion resistant layer.
  • the electrocoat layer is typically cured by baking prior to the application of a primer layer.
  • the primer layer provides a smooth and chip resistant layer is also usually baked prior to the application of the next layer which is typically a color or basecoat layer.
  • the basecoat layer provides the color area for the automobile.
  • One or more layers of basecoat composition are typically applied, optionally followed by a flash step to remove at least a portion of the solvent.
  • one or more layers of a clearcoat composition can be applied to provide a durable high gloss appearance to the substrate.
  • the applied layers of basecoat composition and clearcoat composition are usually cured in the same baking step.
  • repair coating compositions can be used to fix the damaged area so that it is virtually indistinguishable from the undamaged portions.
  • the coating compositions that are used to repair the damaged areas can be the same type of coating compositions that were originally applied. However, due to the relatively high curing temperature of the original coating compositions, it is more common to use different coating
  • repair coating compositions that have relatively lower curing temperatures. It is important that the repair coating compositions provide the same color, clarity, gloss and overall appearance to the repaired area and that they have similar physical properties such as, for example, humidity resistance, polishability, and adhesion. A properly repaired defect should be indistinguishable from the originally applied coatings for the service life of the automobile.
  • the present disclosure is related to a clearcoat composition.
  • the clearcoat composition is a solventborne clearcoat composition comprising a film forming binder wherein the film forming binder comprises;
  • silane functional polymer or silane functional oligomer b) silane functional polymer or silane functional oligomer
  • solventborne clearcoat composition further comprises one or more crosslinking catalysts.
  • Figure 1 is a graph showing the effect of various baking temperatures on the formation of free isocyanate groups for Comparative Clearcoat C.
  • Figure 2 is a graph showing the effect of various baking temperatures on the formation of free isocyanate groups for Clearcoat Example 2.
  • Figure 3 is a graph showing the effect of various baking temperatures on the formation of free isocyanate groups for Comparative Clearcoat D.
  • Figure 4 is a graph showing the effect of various baking temperatures on the formation of free isocyanate groups for Clearcoat Example 3.
  • Figure 5 shows a comparison of Comparative Clearcoat C and Clearcoat 2.
  • Figure 6 shows a comparison of Comparative Clearcoat D and Clearcoat 3.
  • (meth)acrylate means acrylate and/or methacrylate and the term (meth)acrylic means acrylic and/or methacrylic.
  • the phrase 'silane functional' means that the described component can have at least one hydrolyzable silane group.
  • the hydrolyzable silane group has a formula according to -Si-(OR) 3-x R 1 x wherein R is an alkyl group having in the range of from 1 to 4 carbon atoms, R 1 is an alkyl group having in the range of from 1 to 4 carbon atoms and x is 0, 1 or 2.
  • Polysiloxanes that is, compounds having -Si-O-Si- bonds, are excluded from this definition.
  • the disclosure provides temperatures for the curing of the applied layer or layers of the solventborne clearcoat composition.
  • the given temperature and/or temperature ranges describe the temperatures to which the solventborne coating composition is heated to cure the coating composition. Any fractional temperature should be rounded to the closest whole number temperature, for example, a curing temperature of 87.7°C will be considered to be 88°C.
  • the temperature of the solventborne coating composition can be monitored in a number of ways, including, for example, using an infrared thermometer. Other methods to measure the curing temperature are known to those in the art and may be employed.
  • the term clearcoat refers to the state of a dried and cured layer of the composition. Prior to drying and curing, the clearcoat composition may be transparent, translucent or opaque in appearance.
  • the phrase 'manufacturing line' means the path that a substrate takes during its original manufacture.
  • the substrate can be moved continuously along the line while it is being manufactured, it can be moved from one station to the next during its manufacture or the substrate may be manufactured using a combination of individual stations and a moving line.
  • the movement of the substrate along the line can be facilitated by the use of robots or other power equipment, or it may be physically moved by a person or persons.
  • a solventborne clearcoat composition comprising a film forming binder wherein the film forming binder comprises or consists essentially of a blocked polyisocyanate and a silane functional polymer and/or silane functional oligomer can produce a solventborne clearcoat composition that has a relatively lower curing temperature than a solventborne clearcoat composition without the silane functional polymer and/or oligomer.
  • the film-forming binder can further include melamine resin and/or another crosslinkable polymer that is different than the silane functional
  • the term solventborne means that the liquid carrier of a coating composition comprises less than 50 percent by weight of water, based on the total amount of liquid carrier. In some embodiments, the liquid carrier comprises less than 10 percent by weight of water, and in further embodiments, the liquid carrier comprises less than 1 percent by weight of water. [21] It has also been found that the curing temperature can be made even lower by using a waterborne basecoat that comprises a blocked acid catalyst wherein the acid blocking agent is a weak amine, such as, for example, n-methylmorpholine.
  • the term weak amine refers to an ammonium ion that can disassociate from a counter acid anion at a temperature of less than or equal to the curing temperature of the solventborne clearcoat composition to form an amine and an acid.
  • the term waterborne means that the liquid carrier of a coating composition comprises greater than or equal to 50 percent by weight of water, based on the total amount of liquid carrier. In some embodiments, the liquid carrier can comprise more than 60 percent by weight of water and, in still further embodiments, the liquid carrier can comprise more than 70 percent by weight of water.
  • the solventborne clearcoat composition comprises a film forming binder wherein the film forming binder comprises or consists essentially of;
  • the solventborne coating composition further comprises one or more crosslinking catalysts.
  • the film forming binder comprises or consists essentially of in the range of from 5 to 30 percent by weight of blocked polyisocyanate, in the range of from 20 to 80 percent by weight of silane functional polymer or oligomer; in the range of from 0 to 30 percent by weight of melamine resin; in the range of from 0 to 40 percent by weight of another crosslinkable polymer; and the solventborne clearcoat composition further comprises in the range of from 0.5 to 4 percent by weight of crosslinking catalyst, wherein all percentages by weight are based on the total amount of film forming binder.
  • the film forming binder comprises or consists essentially of in the range of from 10 to 25 percent by weight of blocked polyisocyanate, in the range of from 30 to 70 percent by weight of silane functional polymer or oligomer; in the range of from 5 to 25 percent by weight of melamine resin; in the range of from 5 to 30 percent by weight of another crosslinkable polymer; and the solventborne clearcoat composition further comprises in the range of from 0.7 to 3.5 percent by weight of crosslinking catalyst, wherein all percentages by weight are based on the total amount of film forming binder.
  • the film forming binder comprises or consists essentially of in the range of from 12 to 20 percent by weight of blocked polyisocyanate, in the range of from 35 to 60 percent by weight of silane functional polymer or oligomer; in the range of from 5 to 20 percent by weight of melamine resin; in the range of from 10 to 25 percent by weight of another crosslinkable polymer; and the solventborne clearcoat composition further comprises in the range of from 1 to 3 percent by weight of crosslinking catalyst, wherein all percentages by weight are based on the total amount of film forming binder.
  • the blocked polyisocyanate can be a polyisocyanate blocked by any of the known blocking agents.
  • the blocking agents can be selected from the group consisting of pyrazole, alkyl pyrazoles, dialkyl pyrazoles, imidazoles and pyridines.
  • the blocking agent is a pyrazole compound having a formula;
  • each R 2 is independently an alkyl group having in the range of from 1 to 4 carbon atoms, an alkenyl group having in the range of from 2 to 4 carbon atoms, an aromatic group, or an ester group having 1 to 4 carbon atoms in the ester portion; and q is an integer from 0 to 3. In further embodiments, q is 2 and both R 2 groups are methyl.
  • the blocked polyisocyanate can be produced from any of the known polyisocyanates.
  • the polyisocyanate can be an aliphatic diisocyanate, an aromatic diisocyanate or a diisocyanate containing both aliphatic and aromatic groups.
  • homopolymers and copolymers of polyisocyanates can be used.
  • Such polymeric polyisocyanates are well known in the art and can include, for example, the isocyanurates, allophonates, biurets and/or uretidiones of diisocyanates or polyisocyanates.
  • aliphatic polyisocyanates are used since the presence of aromatic polyisocyanates can cause yellowing of the coating composition over time.
  • Suitable polyisocyanates can include, for example, hexamethylene diisocyanate, isophorone diisocyanate, 4,4'- dicyclohexyl methane diisocyanate, 1 ,4-cyclohexane diisocyanate, 1 ,5-naphthalene diisocyanate, 4,6-xylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, 4,4-diphenylmethane diisocyanate, 1 ,2-propylene diisocyanate, tetramethylene diisocyanate, 2,3-butylene diisocyanate, octamethylene diisocyanate, 2,2,4-trimethyl hexamethylene diisocyanate, dodecamethylene diisocyanate
  • a silane functional polymer and/or silane functional oligomer can be included as part of the film forming binder.
  • the silane functional polymer can comprise or consist essentially of silane functional (meth)acrylate polymers, silane functional polyesters, silane functional polyurethanes, silane functional polyesterurethanes or a combination thereof.
  • Silane functional polymers and/or silane functional oligomers are well known in the art and, in some
  • Suitable silane functional oligomers can, in some embodiments, comprise a compound, such as, for example, 3-aminopropyl trimethoxysilane, or, in other embodiments, can comprise an oligomeric component comprising polymerized silane functional (meth)acrylate monomers, having a number average weight in the thousands of Daltons.
  • the silane functional (meth)acrylate polymer or silane functional oligomer can be produced by the polymerization of a monomer mixture comprising or consisting essentially of in the range of from 20 to 95 percent by weight of alkyl (meth)acrylate monomers and 5 to 80 percent by weight of silane functional ethylenically unsaturated monomers.
  • the silane functional polymer or silane functional oligomer can be produced by the polymerization of a monomer mixture comprising or consisting essentially of in the range of from 25 to 75 percent by weight of alkyl (meth)acrylate monomers, 10 to 40 percent by weight of silane functional ethylenically unsaturated monomers and 15 to 65 percent by weight other monomers. All percentages by weight are based on the total weight of monomers in the monomer mixture.
  • the alkyl (meth)acrylate monomers can contain crosslinkable functional groups or they can be free of crosslinkable functional groups.
  • Suitable crosslinkable functional groups can include, for example, hydroxyls, thiols, amines, epoxies, urethanes, carboxylic acids or a combination thereof.
  • at least a portion (greater than 10 percent by weight) of the alkyl (meth)acrylate monomers in the monomer mixture contain a crosslinkable functional group.
  • Suitable (meth)acrylate monomers that contain a crosslinkable functional group can include, for example, 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 3-hydroxyl propyl (meth)acrylate, 2-aminoethyl (meth)acrylate, N-t-butyl aminoethyl (meth)acrylate, glycidyl (meth)acrylate, 2-mercaptoethyl (meth)acrylate, (meth)acrylic acid or a combination thereof.
  • silane functional monomers that may be present in the monomer mixture are not included in the at least a portion of monomers that contain a crosslinkable functional group.
  • Suitable (meth)acrylate monomers that are free from crosslinkable functional groups can include, for example, alkyl
  • (meth)acrylates having in the range of from 1 to 20 carbon atoms in the ester portion, such as, for example, methyl (meth)acrylate, ethyl (meth)acrylate, propyl
  • ester portion can be linear, branched, cyclic or a combination thereof.
  • Suitable silane functional ethylenically unsaturated monomers can include silane functional (meth)acrylate monomers and/or silane functional vinyl monomers.
  • the silane functional ethylenically unsaturated monomer can include monomers having a structure according to the formula;
  • R, R 1 and x are as defined previously, R 3 is H or CH 3 and R 4 is an optionally substituted alkyl group having in the range of from 1 to 10 carbon atoms that can be linear, branched, cycloaliphatic or a combination thereof.
  • Silane functional groups can also be introduced into a polymer or an oligomer by the post reaction of a polymer or an oligomer having suitable reactive functional groups with a silane functional molecule having a reactive functional group.
  • a polymer or an oligomer having suitable reactive functional groups with a silane functional molecule having a reactive functional group.
  • (meth)acrylate polymer containing hydroxyl functional groups can be produced that is subsequently contacted with an isocyanate functional silane molecule such as, for example, 3-isocyanatopropyl trimethoxysilane to produce a silane functional
  • an isocyanate functional silane molecule such as, for example, 3-isocyanatopropyl trimethoxysilane to produce a silane functional
  • (meth)acrylate polymer In some embodiments of this reaction, less than a stoichiometric amount of isocyanate functional silane molecules can be used for each hydroxyl group to provide a silane functional (meth)acrylic polymer having both hydroxyl and silane functional groups.
  • the silane functional (meth)acrylate polymer and/or oligomer can also include other monomers. Suitable other monomers can include, for example, styrene, alpha- methyl styrene, p-methyl styrene, vinyl acetate, acrylonitrile, methacrylonitrile, vinyl esters of VERSATIC ® acid, vinyl chloride, vinylidene chloride, vinyl pyridine, vinyl pyrrolidone or a combination thereof.
  • the silane functional polymer can be silane functional polyesters, silane functional polyurethanes, silane functional polyesterurethanes or a combination thereof.
  • a branched polymer such as for example, a branched polyester, a branched polyurethane or a branched
  • polyesterurethane each having a plurality of hydroxyl groups can be produced according to known methods. At least a portion of the hydroxyl groups can then be contacted with a silane functional compound having at least one group that is reactive with a hydroxyl group, for example, 3-isocyanatopropyl trimethoxysilane, to form the silane functional polymer.
  • a silane functional compound having at least one group that is reactive with a hydroxyl group for example, 3-isocyanatopropyl trimethoxysilane
  • the silane functional polymer formed from the branched polymer contains both hydroxyl and silane functional groups.
  • the film forming binder of the solventborne clearcoat composition can also comprise in the range of from 0 to 30 percent by weight of a melamine resin.
  • the melamine can be a monomeric melamine resin, a polymeric melamine resin or a combination thereof.
  • Suitable melamine resins can include, for example, partially or fully alkylated melamine-formaldehyde condensates that contain methylol groups that have been further etherified with an alcohol, preferably one that contains 1 to 6 carbon atoms.
  • Monohydric alcohols that can be employed for this purpose include methanol, ethanol, propanol, butanol, and cyclohexanol.
  • Suitable melamine resins are commercially available from, for example, Cytec Industries, Inc. under the trademark CYMEL ® melamines and from Ineos Melamines, under the trade name RESIMENE ® melamines.
  • the crosslinkable polymer that is different than the silane functional polymer/oligomer can be any of the commonly known crosslinkable polymers.
  • the crosslinkable polymer can be a (meth)acrylic polymer, a polyester, a polyether or a polyurethane. Combinations thereof can also be used. Typically, such polymers have a crosslinkable functional group that is a hydroxyl group or an amino group.
  • the crosslinkable polymer is an acrylic polymer having hydroxyl functional groups.
  • the crosslinkable polymer can be a solventborne crosslinkable polymer similar to many known in the art.
  • the solventborne clearcoat composition can further comprise one or more crosslinking catalysts.
  • the catalysts can be selected from the group consisting of, for example, dialkyl tin diesters, dibutyl tin dilaurate, dibutyl tin diacetate, dibutyl tin dioxide, dibutyl tin dioctoate, tin octoate, aluminum titanate, aluminum chelates, zirconium chelate, sulfonic acids, such as dodecylbenzene sulfonic acid, alkyl acid phosphates, such as phenyl acid phosphate or a combination thereof.
  • the crosslinking catalysts can be a mixture of two or more catalysts, such as, for example, a dialkyi tin diester and an acid catalyst.
  • a combination of dodecyl benzene sulfonic acid and dibutyl tin dilaurate can be used.
  • the solventborne clearcoat composition can further comprise additives that are common to clearcoat compositions.
  • additives can include, for example, light stabilizers, light absorbers, organic solvents, rheology control agents, small amounts of pigments that can be used to tint the clearcoat to provide enhanced aesthetic effects, moisture scavengers, anti-popping agents, flow additives or a combination thereof.
  • the solventborne clearcoat composition is suitable for use over a variety of substrates, such as, for example, plastic, wood, metal or previously coated substrates.
  • the substrate can be a previously coated metal substrate, comprising, for example, one or more layers of an electrocoat composition, one or more layers of a primer composition, one or more layers of a basecoat composition or a combination thereof.
  • the solventborne clearcoat composition can be applied over a basecoat composition that can be a waterborne basecoat composition or a solventborne basecoat composition. If the substrate is a waterborne basecoat, the waterborne basecoat composition, in some embodiments, can comprise a blocked acid catalyst, such as, for example, an acid catalyst blocked with a weak amine.
  • the solventborne clearcoat composition can be applied to a dried and cured layer of a basecoat composition, while in other embodiments, the solventborne clearcoat composition can be applied wet-on-wet to a layer of basecoat composition.
  • wet-on-wet is meant that one or more layers of a coating composition are applied to one or more layers of another coating composition before the first applied layers have been cured.
  • one or more layers of basecoat composition can be applied to a substrate followed by a flash drying step to remove at least a portion of the solvent of the basecoat composition.
  • flash drying means a step that is intended to remove at least a portion of the solvent, and, in general, is not intended to initiate any curing of the applied coating composition.
  • one or more layers of the solventborne clearcoat composition can be applied to the basecoat composition.
  • the applied solventborne clearcoat composition can optionally be flash dried to remove at least a portion of the solvent and then the applied layers of basecoat and clearcoat composition can be baked to cure them.
  • the method of producing a dried and cured layer of the solventborne clearcoat composition can comprise or consist essentially of the steps of;
  • the solventborne clearcoat composition comprises a film forming binder wherein the film forming binder comprises;
  • silane functional polymer or silane functional oligomer b) silane functional polymer or silane functional oligomer
  • solventborne coating composition further comprises one or more crosslinking catalysts.
  • the curing temperature of step 3) can be performed at a range of temperatures wherein the lowest temperature of the range can be from 80°C to 95°C and the upper temperature of the range can be from 104°C to 1 15°C.
  • the curing temperature of step 3) can be 80°C, 81 °C, 82°C, 83°C, 84°C, 85°C, 86°C, 87°C, 88°C, 89°C, 90°C, 91 °C, 92°C, 93°C, 94°C, 95°C, 96°C, 97°C, 98°C, 99°C, 100°C, 101 °C, 102°C, 103°C, 104°C, 105°C, 106°C, 107°C, 108°C, 109°C, 1 10°C, 1 1 1 °C, 1 12°C, 1 13°C, 1 14°C, 1 15°C,
  • step 1 can include the application of one or more layers of the solventborne clearcoat composition followed by step 2) flash drying the applied solventborne clearcoat composition to remove at least a portion of the solvent.
  • the solventborne clearcoat composition can be useful for the end of line repair of an original equipment manufacture (OEM) coating composition.
  • OEM original equipment manufacture
  • end of line repair is meant that a defect of the OEM coating composition is repaired at any point in the manufacturing process after the original coating compositions of the product have been applied and cured.
  • the process of end of line repair of a defect of a dried and cured OEM coating composition on a substrate comprises or consists essentially of;
  • the solventborne clearcoat composition comprises a film forming binder wherein the film forming binder comprises or consists essentially of;
  • solventborne coating composition further comprises one or more crosslinking catalysts.
  • the removing step 3) can be done by processes known to those in the art, such as, for example, mechanically grinding using, for example, abrasives or sand paper or can be done chemically, for example, by wiping the damaged area with a paint removal solvent.
  • the end of line repair can also include an additional step after step 6) of applying an additional layer of the solventborne clearcoat composition wherein the solventborne clearcoat composition has been diluted with an organic solvent.
  • the dilution ratio can range from 1 part by weight of the solventborne clearcoat composition to 0.5 parts by weight of organic solvent up to a dilution ratio of 1 part by weight of the solventborne clearcoat composition to 3 parts by weight of organic solvent. In one embodiment, the dilution ratio is 1 part by weight of the solventborne clearcoat composition to 1 part by weight of organic solvent. This is sometimes called a cut-in clearcoat and can help to smooth the applied layers of repair coating compositions creating a better appearance.
  • the curing temperature of step 8) can be performed at a range of temperatures wherein the lowest temperature of the range can be from 80°C to 95°C and the upper temperature of the range can be from 104°C to 1 15°C.
  • the curing temperature of step 8) can be 80°C, 81 °C, 82°C, 83°C, 84°C, 85°C, 86°C, 87°C, 88°C, 89°C, 90°C, 91 °C, 92°C, 93°C, 94°C, 95°C, 96°C, 97°C, 98°C, 99°C, 100°C, 101 °C, 102°C, 103°C, 104°C, 105°C, 106°C, 107°C, 108°C, 109°C, 1 10°C, 1 1 1 °C, 1 12°C, 1 13°C, 1 14°C, 1 15°C,
  • the solventborne clearcoat composition can be applied to a waterborne basecoat composition.
  • the solventborne clearcoat composition can be applied to a layer of a waterborne basecoat composition wherein the waterborne basecoat composition comprises a blocked acid catalyst.
  • the waterborne basecoat composition can comprise a blocked acid catalyst that is an acid catalyst blocked with a weak amine.
  • the acid catalyst can be those catalysts typically used in waterborne basecoats, for example, organic compounds containing one or more sulfonic acids groups.
  • the blocked acid catalyst can be the n-methyl morpholine salt of dodecylbenzene sulfonic acid.
  • the weak amine can be ⁇ , ⁇ -dimethyl isopropanol amine, or N,N- dimethyl ethanol amine, or amines having a pKa of less than 9.5 and boiling point of less than 150°C. While not wishing to be bound by theory, it is thought that the weak amine, after disassociation from the catalyst, can migrate out of the basecoat layer, into the applied layer of clearcoat composition and can facilitate the curing of the clearcoat composition.
  • the solventborne clearcoat composition can be used as a refinish clearcoat for the repair of a damaged vehicle, for example, by the owner of the vehicle or by a refinish facility.
  • HEA 2-hydroxyethyl acrylate
  • HEMA 2-hydroxyethyl methacrylate
  • MAPTS Methacrolyloxypropyl trimethoxy silane
  • BMA Butyl methacrylate
  • EHA 2-ethyl hexyl acrylate
  • RESIMENE ® CE-4514 is available from Ineos Melamines LLC, Springfield, Massachusetts.
  • TINIUVIN ® 328, 928, 079 and 123 light stabilizers are available from BASF, Florham Park, New Jersey.
  • DISPARALON ® L1984 is available from King Industries, Norwalk,
  • Trimethyl Orthoacetate is available from Chem Central, Bedford Park, Illinois.
  • AEROSIL ® R972 silica is available from Evonik Degussa GmbH, Frankfurt, Germany.
  • AROMATIC ® 100 solvent is available from ExxonMobil, Houston, Texas.
  • DESMODUR® BL-3575 dimethyl pyrazole blocked polyisocyanate is available from Bayer MaterialScience, Pittsburgh, Pennsylvania.
  • Polymers 1 and 2 were prepared by copolymerizing, in the presence of a 2/1 SOLVESSO ® 100 Aromatic Solvent/butanol mixture, the monomer mixtures described in Table 1 in the presence of 8 parts by weight of VAZO ® 67 catalyst.
  • the resulting polymer solution was determined to have a solids content of 70 percent and a viscosity of F-R on the Gardner Holdt scale measured at 25 °C.
  • the polymer compositions have a weight average molecular weight of approximately 4,500 gram/mole as determined by GPC using polystyrene as a standard.
  • a clearcoat common soup was prepared by blending together the following ingredients in the order given:
  • the OEM panels that were used in these examples were produced according to the following procedure. Steel panels were coated with CORMAX ® VI electrocoat and cured. The electrocoated panels were then coated with a layer of primer surfacer (product code 554-DN082) which was then baked to cure the applied layer of coating composition according to the manufacturers instructions. The primed panels were then coated with a waterborne OEM black basecoat (product code 562- AB921 ) and a clearcoat (product code RK-8032) and baked in a 135°C oven for 20 minutes. All of the coatings are available from DuPont Performance Coatings, Wilmington, Delaware.
  • each of the coating examples of Table 3 were reduced to 30 seconds #4 Ford cup with ethyl 3-ethoxy propionate and the reduced clearcoat compositions were then hand sprayed in two coats to a dry film thickness of about 40 microns onto the OEM panels with a 30 second flash between the first and the second clearcoat.
  • the clearcoats were flashed for 30 minutes at ambient temperature and then baked in a 90°C oven for 24 minutes. These panels were then subjected to 10 day humidity and checked for haze, blistering, and clearcoat to clearcoat coat adhesion by Ford adhesion test method FLTM-B1106-1.
  • the clearcoats from Table 3 were then sprayed over the flashed basecoat to form a wedge of clearcoat composition having a dry film build of about 38.1 micrometer starting at the sanded corner of the panel to be less than about 2.5 micrometer about 1 centimeter past the sanded area.
  • butyl acetate was added to the clearcoats to reduce the solids of the clearcoats by 70%.
  • a layer of the reduced clearcoat composition was applied to an area overlapping both the repair clearcoat composition and the OEM clearcoat composition. The repaired panels were then baked in a 90°C oven for 20 minutes.
  • the baked panels were subject to light sanding in the bridging area with 2000-grit sanding paper, followed by 3 minutes of polishing with 3M ® FINESSE-IT ® Extrafine Polish (product number 06002). These panels were visually evaluated for haze in the repaired area versus the OEM area, and examined for the presence of haze or texture in the bridging area.
  • Comparative Clearcoat A was too soft to polish, though it showed excellent clearcoat adhesion.
  • Comparative Clearcoat B showed acceptable hardness, however, at a cure temperature of 90°C, it had poor clearcoat adhesion and unacceptable 10 day humidity resistance.
  • the end of line repairability was also unacceptable due to difficulty in removing the bridging line between the OEM and the repair areas, a result of poor clearcoat adhesion.
  • Clearcoat 1 had acceptable properties in all tests.
  • DISPARLON ® L-1984 acrylic polymer 50% in AROMATIC ® 100 available from King Industries, Norwalk, Connecticut
  • Figure 1 shows the effect of baking temperatures on the isocyanate formation of Comparative Clearcoat C.
  • Figure 2 shows the effect of baking temperatures on the isocyanate formation of Clearcoat 2.
  • Figure 3 shows the effect of baking temperatures on the isocyanate formation of Comparative Clearcoat D.
  • Figure 4 shows the effect of baking temperatures on the isocyanate formation of Clearcoat 3. Comparing Figure 1 (Comparative Clearcoat C) with Figure 2
  • Figure 5 shows a comparison of Comparative Clearcoat C (represented by the diamonds) and Clearcoat 2 (represented by the squares) and shows that the presence of the silane functional polymer can lower the curing temperature about
  • Figure 6 shows a comparison of Comparative Clearcoat D (represented by the diamonds) and Clearcoat 3 (represented by the squares) and shows that the presence of the silane functional polymer can lower the curing temperature of the isocyanate about 5 to 10°C.
  • Comparative catalyst A is dodecylbenzene sulfonic acid blocked with AMP, and is commonly used as a catalyst in many acid-catalyzed coating compositions, while Catalyst Examples 1 and 2 used N-methyl morpholine and N,N-dimethyl isopropanol amine which are more volatile and less basic than AMP.
  • the blocked catalysts of Table 7 were each added to a waterborne white basecoat (product code 562S62101 ), available from DuPont Performance Coatings, Wilmington, DE) at 2 percent by weight. These three waterborne white basecoats were then sprayed to electrocoated and primed steel panels to obtain a dry film build of 23 to 28 micrometers (0.9 to 1.1 mil) under similar booth conditions described in previous sections. The sprayed panels were flashed in an 82°C oven for 10 minutes. After cooling to room temperature, Clearcoat 1 was then spray over each of these basecoats to obtain a dry film build in the range of from 46 to 51 micrometers (1.8-2.0 mil), and baked in a 90°C oven for 20 minutes. Table 8 shows the comparative Tukon hardness and humidity resistance of the different coatings.
  • Table 8 shows that the when cured at relatively low temperatures, the control white basecoat/clearcoat and the comparative white basecoat/clearcoat using a comparative catalyst A have lower Tukon hardness and humidity resistance when compared to white basecoat/clearcoat compositions comprising weak amine catalysts. This result indicates incomplete curing of the control example and of the white basecoat/clearcoat with comparative catalyst A.
  • the white basecoat/clearcoat with catalyst examples 1 and 2 showed higher Tukon hardness and acceptable humidity resistance even though the baking temperature was relatively low.

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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)
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  • Wood Science & Technology (AREA)
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Abstract

L'invention porte sur une composition de revêtement transparent au solvant qui comporte un polyisocyanate bloqué et un polymère à fonctionnalité silane ou un oligomère à fonctionnalité silane qui peut être durci à une température de durcissement relativement basse. L'invention porte également sur un procédé de réparation d'un substrat en fin de ligne, pendant sa fabrication, à l'aide de la composition de revêtement transparent au solvant.
PCT/US2011/038070 2010-05-27 2011-05-26 Composition de revêtement transparent et procédé de réparation en fin de ligne utilisant la composition de revêtement transparent WO2011150164A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014120644A1 (fr) * 2013-01-30 2014-08-07 Allnex Ip S.À.R.L. Compositions de revêtement monocomposantes à température de durcissement basse

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040072931A1 (en) * 2002-06-27 2004-04-15 Christoph Thiebes Composition comprising a blocked polyisocyanate
US20050186349A1 (en) * 2003-03-18 2005-08-25 Loper Scott W. Scratch and mar resistant low VOC coating composition
US20060047036A1 (en) * 2004-08-30 2006-03-02 Jun Lin Clearcoat composition compatible with both waterborne and solventborne basecoats
US20080214693A1 (en) * 2005-03-18 2008-09-04 Basf Coatings Aktiengesellschaft Integrated Coating Material System Based on Uv-A-Curable Solventborne Coating Materials, Process for Producing it, and Use Thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040072931A1 (en) * 2002-06-27 2004-04-15 Christoph Thiebes Composition comprising a blocked polyisocyanate
US20050186349A1 (en) * 2003-03-18 2005-08-25 Loper Scott W. Scratch and mar resistant low VOC coating composition
US20060047036A1 (en) * 2004-08-30 2006-03-02 Jun Lin Clearcoat composition compatible with both waterborne and solventborne basecoats
US20080214693A1 (en) * 2005-03-18 2008-09-04 Basf Coatings Aktiengesellschaft Integrated Coating Material System Based on Uv-A-Curable Solventborne Coating Materials, Process for Producing it, and Use Thereof

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014120644A1 (fr) * 2013-01-30 2014-08-07 Allnex Ip S.À.R.L. Compositions de revêtement monocomposantes à température de durcissement basse
CN104955908A (zh) * 2013-01-30 2015-09-30 湛新Ip有限公司 单包装低温固化涂料组合物
KR20150112964A (ko) * 2013-01-30 2015-10-07 올넥스 아이피 에스에이알엘 1 팩 저온 경화 코팅 조성물
JP2016511307A (ja) * 2013-01-30 2016-04-14 オルネクス イペ エス．アー．エール．エル １液低温硬化コーティング組成物
TWI601792B (zh) * 2013-01-30 2017-10-11 湛新智財有限公司 單份低溫固化塗布組成物、其製備方法及其使用方法
KR102269973B1 (ko) 2013-01-30 2021-06-28 알넥스 네덜란드 비. 브이. 1 팩 저온 경화 코팅 조성물
US11098220B2 (en) 2013-01-30 2021-08-24 Allnex Netherlands B.V. One pack low temperature cure coating compositions

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