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
  • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16

Definitions

• Coatings used for the repair of a vehicle surface comprise several layers of different coating compositions such as primer, basecoat and clearcoat.
• Primer coating compositions are usually the initial coating layer applied in a vehicle coating repair process.
• the primer may be applied directly to bare metal or to an electrocoated substrate.
• a primer may also be applied to a substrate having one or more coating layers thereon. It is desirable that the coating cures quickly and that it provide a layer of paint that is sandable with sandpaper or other abrasive to remove imperfections from the coating layer.
• the thickness of the coating layer is from 25 ⁇ m to 100 ⁇ m.
• One class of coating compositions well known for use in primers, comprises a hydroxyl functional polymer, such as polyester or acrylic polymer, and a polyisocyanate. These two components react together after application to the substrate to form a polyurethane coating. These compositions are often thus referred to as 2K polyurethane coating compositions, although technically the polyurethane is formed through crosslinking. 2K Polyurethane primers of this general type have been known for at least 20 years.
• Primer/sealant compositions curable under ultraviolet and thermal conditions are disclosed in PCT/EP00/03401. These coating compositions however require resins with ultraviolet curable groups and thermally curable functionality such as isocyanate functionality. Thermal cure must be applied in addition to the ultraviolet cure to achieve adequate cure of the coating composition, requiring additional energy expenditure and longer curing times.
• Primer compositions curable under ultraviolet conditions only are disclosed in WO-01/74499 A1.
• This application discloses a primer coating and process for applying a primer coating to a substrate. This coating cures only under ultraviolet light.
• the present invention provides a primer coating composition curable under natural outdoor light or by ultraviolet lamp radiation.
• the coating dries quickly, is sandable and provides adhesion to bare metal, as well as corrosion and humidity resistance.
• This invention relates to a primer composition and a method of applying a primer composition to a substrate.
• the present invention provides a primer composition that can be cured by exposure to UV radiation having a very low UV-B content and substantially no UV-C content or under natural outdoor light within 2 to 5 minutes.
• the primer provides a tack free surface after curing under these conditions and exhibits good sanding characteristics, good hiding, and provides adhesion to cold rolled steel as well as e-coated substrates and substrates having aged coatings thereon.
• the primer coating composition comprises: A one or more compounds containing one ethylenically unsaturated free-radically polymerizable group per molecule; B) one or more compounds containing two or more ethylenically unsaturated free radically polymerizable groups per molecule; C) one or more pigments, fillers and/or dyes; D) less than 1.0% of one or more photoinitiators; and compounds selected from volatile organic solvents and customary additives and mixtures thereof.
• the process of priming a surface comprises: i) applying a UV radiation curable primer to the area to be primed; ii) exposing the primer to natural outdoor light or UV radiation provided by one or more UV lamps.
• the primer cures within 2 to 5 minutes under natural outdoor light or by UV radiation provided by one or more UV lamps having a UV-B:UV-A ratio of 1:1 or less and substantially no UV-C content.
• the process can be operated easily and safely in a typical automotive refinish bodyshop.
• the process is adaptable to an OEM coating application environment as well. Little or no organic solvent is emitted during the application and cure of the primer and the primer can be applied and cured to a non-tacky finish in a very short time.
• the UV radiation curable primer comprises: component A comprising one or more compounds containing one ethylenically unsaturated free-radically polymerizable group per molecule, present in an amount between 5-50% by weight, more preferably 10 to 40% by weight and most preferably 25 to 35% by weight; component B) comprising one or more compounds containing two or more ethylenically unsaturated free radically polymerizable groups per molecule present in an amount between 5-50% by weight, more preferably from 10-40% by weight and most preferably from 25 to 35% by weight; component C) comprising one or more pigments, fillers and/or dyes is present in an amount from 1-60% by weight, more preferably from 10 to 60% by weight; component D) comprising one or more photoinitiators is present in an amount from 0.1 to 0.98% by weight, more preferably form 0.1 to 0.95% by weight; component E) comprising volatile organic solvent
• the type and level of component A are chosen to give the composition a suitable viscosity and to dissolve components B and D.
• the choice and level of component A also affects the hardness of the coating.
• the type and level of component B is chosen to provide suitable adhesion, flexibility, hardness and solvent resistance.
• the ethylenically unsaturated groups in component A and component B are principally acrylate groups as this results in rapid cure rate.
• Examples of compounds suitable as component A are alpha-beta unsaturated aliphatic compounds such as 1-octene, 1-hexene and 1-decene, vinyl esters such as vinyl acetate, styrene, substituted styrenes such as alpha-methylstyrene or p-methylstyrene, esters of methacrylic acid and esters of acrylic acid.
• component A is selected from alkyl esters of acrylic acid such as butyl acrylate, t-butyl acrylate, isobornyl acrylate, isodecyl acrylate, 2-ethylhexyl acrylate, lauryl acrylate, cyclohexyl acrylate and octyl acrylate. More preferably component A comprises isobornyl acrylate and/or 2-ethylhexyl acrylate.
• Examples of compounds suitable as component B include diacrylates such as hexanediol diacrylate or tripropyleneglycol diacrylate, triacrylates such as trimethylolpropane triacrylate, alkoxylated trimethylolpropane triacrylate or pentaerythritol triacrylate, polyacrylates such as pentaerythritol tetraacrylate or dipentaerythritol hexaacrylate, urethane acrylates such as Ebecryl 8402, or Ebercryl 8301 available from UCB Chemicals or Actilane 251 available from Akcros Chemicals or unsaturated polyesters such as polyesters prepared with maleic anhydride as one of the monomeric components.
• component B comprises one or more urethane acrylates, more preferably component B comprises a mixture of di- and poly-functional urethane acrylates.
• component C may be any known pigment or filler.
• Conventional pigments such as titanium dioxide iron oxide, lithopone and zinc oxide can be included.
• Suitable fillers include clays, barytes, mica, talcs, zinc sulfate, calcium sulfate and calcium carbonate.
• Component C can include those pigments known to inhibit corrosion such as strontium chromate, zinc phosphate and barium metaborate.
• Preferred pigments and fillers are those that do not interfere substantially with the radical cure.
• component C comprises zinc phosphate, barium sulphate, and talc.
• the types and levels of pigments are chosen principally in order to achieve excellent sandability and corrosion resistance, while providing minimum cure time under outdoor natural light conditions or under ultraviolet lamp exposure conditions as specified herein.
• the levels and types of pigments and fillers are chosen to achieve a pigment to binder ratio of between 0.8 and 2.0, most preferably between 1.2 and 1.8.
• Primer compositions containing preferred pigments are often transparent or translucent. In many cases it is desirable if the thickness of the coating can be estimated during application.
• a dye in the composition Suitable dyes include metal complex dyes such as the Zapon(R) range available from BASF Aktiengesellschaft. When a dye is present, it is preferably present at a level of 0.005-1% by weight based on the total composition, more preferably 0.02-0.05%.
• a metal flake pigment in the composition Suitable metal flake pigments include aluminium flake pigments such as the Stappa range available from Eckart-Werke. When metal flake pigment is present, it is preferably present at a level of 0.1-10% by weight based on the total composition, more preferably 0.25-1%.
• Component D can be any photoinitiator(s) capable of generating free radicals when exposed to radiation having a UV-B: UV-A ratio of 1:1 or less.
• the photoinitiator(s) are capable of generating free radicals when exposed to radiation having a UV-B:UV-A ratio is 0.2:1 or less, more preferably 0.05:1 or less and even more preferably 0.025:1 or less.
• Preferred photoinitiators include acyl phosphine oxides, for example Irgacure 819 or benziketals such as Irgacure 651, available from Ciba Specialty Chemicals.
• the primer contains 0.1% to 0.98% by weight of component D.
• the volatile organic solvent can be any solvent which will dissolve components A, B, D and F. It can be an aliphatic or an aromatic hydrocarbon such as Solvesso 100®, a mixture of aromatic solvents having an aromatic solvent content of 99.5% by weight and comprising primarily C9-10 dialkyl and trialkyl benzenes.
• toluene or xylene examples include alcohols such as n-butanol or isopropanol, esters such as iso-butyl acetate, n-butyl acetate, n-propyl acetate, methyl acetate or ethyl acetate, ketones such as acetone, methyl isobutyl ketone or methyl ethyl ketone, ethers, ether-alcohols or ether-esters such as ethyl 3-ethoxypropionate, propylene glycol methyl ether, propylene glycol ethyl ether, propylene glycol n-propyl ether or propylene glycol t-butyl ether or a mixture of any of these.
• alcohols such as n-butanol or isopropanol
• esters such as iso-butyl acetate, n-butyl acetate, n-propyl
• the level and type of solvent used will depend on the viscosity of the other components and the intended application method.
• the primer contains no volatile organic solvent.
• the primer composition may also contain, as component F, conventional additives such as photosynergists, adhesion promoters, pigment dispersants, flow aids, wetting aids and rheology modifiers.
• conventional additives such as photosynergists, adhesion promoters, pigment dispersants, flow aids, wetting aids and rheology modifiers.
• the process of priming a surface comprises; i) applying a UV radiation curable primer to the area to be primed; ii) curing the primer with natural light or UV radiation provided by one or more UV lamps.
• the primer composition is cured by exposure to UV radiation. When several applications of primer are used, the primer can be cured after each application or only after the final application.
• the ratio of UV-B content to UV-A content of the radiation is 1:1 or less.
• the UV-B to UV-A ratio is 0.2:1 or less, more preferably 0.05:1 or less and even more preferably 0.025:1 or less.
• the radiation has substantially no UV-C content.
• UV-A radiation is any radiation falling within the 320-400 nm wavelength interval
• UV-B radiation is any radiation falling within the 280-320 nm wavelength
• UV-C radiation is any radiation falling within the 200-280 nm wavelength interval.
• the UV light source applied has intensity ranges as follows: UVA intensity is from 0.8 to 1.6 Joules/cm 2 , the UVB intensity is from 0.001 to 0.5 Joules/cm 2 and the UVC intensity is from 0.001 to 0.3 Joules/cm 2 .
• the radiation may be provided by any suitable UV lamp and preferably the lamp(s) are positioned so that they are between 5 and 60 cm away from the surface of the primer. More preferably the lamp(s) are positioned so that they are from 10 to 30 cm away from the surface of the primer.
• the primer When the primer is cured by exposure to natural outdoor light to cure, preferably the primer is exposed to the natural outdoor light for 1 to 10 minutes. Outdoor natural light providing curing conditions have an intensity of from 5 to 100 mJoules/cm 2 . In one embodiment the coating cured to a non-tacky surface after 5 minute exposure to outdoor light having an intensity of 45-65 mJoules/cm 2 .
• the primer When the primer is cured by lamp radiation, exposure to the lamp radiation is for from 30 seconds to 10 minutes, more preferably from 1 to 3 minutes. Alternatively, the primer may be cured by exposure to a combination of both natural outdoor light and UV lamp radiation.
• the outdoor visible light has a wavelength of between 320 and 430 nm.
• the spectral output of a given radiation source can be measured with an energy dispersive spectrograph comprising a monochrometer and light detector whose sensitivity is known at the relevant wavelengths.
• the ratio of UB-B:UV-A is arrived at by integrating the intensities of spectral output in the respective wavelength ranges.
• An example of a suitable instrument is the model 440 spectrometer available from Spectral Instruments, Arlington Ariz., USA.
• the primer can be sanded using sand- or glasspaper prior to topcoating. If any sticky uncured surface layer exists, it is removed by wiping the surface of the primer with a volatile organic cleaning solvent prior to optionally sanding and topcoating.
• the volatile organic cleaning solvent can be an aliphatic or aromatic hydrocarbon such as Solvesso 100(R), toluene or xylene, an alcohol such as n-butanol or isopropanol, an ester such as butyl acetate or ethyl acetate, a ketone such as acetone, methyl isobutyl ketone or methyl ethyl ketone, an ether, an ether-alcohol or an ether-ester, water or a mixture of any of these.
• Solvesso 100(R) toluene or xylene
• an alcohol such as n-butanol or isopropanol
• an ester such as butyl acetate or ethyl acetate
• a ketone such as acetone, methyl isobutyl ketone or methyl ethyl ketone
• an ether an ether-alcohol or an ether-ester
• the primer may be topcoated with any suitable refinish system in order to achieve the desired final color and appearance.
• the primer can be coated with a waterborne basecoat such as Glasurit L-90 available from BASF, followed by application of a soventborne urethane clearcoat such as 923-450 available from BASF.
• the primer can be topcoated with a solventborne basecoat such as Glasurit L-55 available from BASF, followed by application of a soventborne urethane clearcoat such as 923-450 available from BASF.
• it can be topcoated with a solventborne single layer urethane topcoat such as Glasurit 22 line available from BASF.
• a spot repair refers to a repair of damage that is limited to small area of a vehicle panel, usually less than 50 cm.
• a substrate coated or partially coated by the process of the invention is also provided.
• a primer paste formulation was prepared as follows: Amount Ingredient (grams) Difunctional Urethane Acrylate 1 11.1 Hexafunctional Urethane Acrylate I 2 5.6 Hexafunctional Urethane Acrylate II 3 5.6 Tripropylene glycol diacrylate 7.0 Solvent 6.3 Rheology Control Agent 0.7 Dispersing Agent 0.4 Talc 16.7 Barium Sulfate 16.7 Zinc Phosphate 16.7 Mono-oxide black 0.3 Methyl ethyl ketone 5.7
• the primer was formed by the addition of the primer paste to the following: Ingredient Amount (grams) Primer Paste Formulation 174.1 169.5 165.8 155.8 Photoinitiator Solution from 10 15 19 30 Ex. 1 Acetone 20.0 15.0 11.0 — Acidic Adhesion Promoter 4.3 4.3 4.3 4.3 4.3
• Coatings were prepared according to Example 2 and applied to a cold rolled steel (CRS) substrate in two coats with a one-minute flash dry between coats. After the second coat was applied, the film was flash dried for 3 minutes then cured under one of the following conditions:
• Adhesion was determined by the X-scribe test, the test score indicating the amount of paint remaining following the test.
• Primer Cured in Outdoor Natural Light The following ingredients were mixed together to form the primer composition.
• Amount Ingredient (grams) Difunctional Urethane Acrylate 1 10.6 Hexafunctional Urethane 5.3 Acrylate I 2 Hexafunctional Urethane 5.3 Acrylate II 3 Tripropylene glycol diacrylate 6.7 Solvent 6.0 Rheology Control Agent 0.7 Dispersing Agent 0.35 Talc 15.9 Barium Sulfate 15.9 Zinc Phosphate 15.9 Mono-oxide black 0.26 Methyl ethyl ketone 5.4 Acetone 8.6 DS 3194 0.8 Photoinitiator 0.16 Adhesion promoter 2.1

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• Chemical & Material Sciences (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Wood Science & Technology (AREA)
• Organic Chemistry (AREA)
• Paints Or Removers (AREA)
• Application Of Or Painting With Fluid Materials (AREA)

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• 2003
  • 2003-10-15 US US10/686,870 patent/US20040254257A1/en not_active Abandoned
  • 2003-11-18 ES ES03786945T patent/ES2345047T3/es not_active Expired - Lifetime
  • 2003-11-18 CA CA002480189A patent/CA2480189A1/en not_active Abandoned
  • 2003-11-18 JP JP2005503959A patent/JP4567595B2/ja not_active Expired - Fee Related
  • 2003-11-18 AT AT03786945T patent/ATE466907T1/de not_active IP Right Cessation
  • 2003-11-18 DE DE60332502T patent/DE60332502D1/de not_active Expired - Lifetime
  • 2003-11-18 AU AU2003295742A patent/AU2003295742B2/en not_active Ceased
  • 2003-11-18 BR BR0313329-0A patent/BR0313329A/pt not_active Application Discontinuation
  • 2003-11-18 MX MXPA04008704A patent/MXPA04008704A/es unknown
  • 2003-11-18 WO PCT/US2003/037223 patent/WO2005005556A1/en active Application Filing
  • 2003-11-18 EP EP03786945A patent/EP1631629B1/en not_active Expired - Lifetime
• 2008
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