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WO2025122364A1 - Composition de revêtement en poudre ayant un lissé d'application et une restriction d'écoulement de bord tranchant - Google Patents

Composition de revêtement en poudre ayant un lissé d'application et une restriction d'écoulement de bord tranchant Download PDF

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Publication number
WO2025122364A1
WO2025122364A1 PCT/US2024/057005 US2024057005W WO2025122364A1 WO 2025122364 A1 WO2025122364 A1 WO 2025122364A1 US 2024057005 W US2024057005 W US 2024057005W WO 2025122364 A1 WO2025122364 A1 WO 2025122364A1
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WO
WIPO (PCT)
Prior art keywords
powder coating
coating composition
thermoplastic
thermosetting resin
crosslinked
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Pending
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PCT/US2024/057005
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English (en)
Inventor
Robert Peterson
Joseph BYROM
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Hentzen Coatings Inc
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Hentzen Coatings Inc
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Publication of WO2025122364A1 publication Critical patent/WO2025122364A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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    • 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/03—Powdery paints
    • C09D5/033—Powdery paints characterised by the additives

Definitions

  • the present invention relates to a powder coating composition with a viscosity and cure profile optimized for good leveling while maintaining improved edge coverage of laser-cut materials as well as good smoothness and high gloss, and methods of preparing and applying the powder coating composition.
  • Powder coatings are often used to coat metal substrates. There are many benefits to using powder coatings versus conventional paint, such as the ability to provide a durable finish having a smooth finish. However, when a metal substrate is laser cut, the cut edge is inevitably sharp and difficult to coat in a manner that achieves the same coverage, durability, smoothness, and glossiness as the other surfaces of the substrate.
  • an edge pretreatment can be applied to laser-cut edges prior to applying a powder coating composition. While the pretreatment can provide good smoothness and edge coverage performance, the application of the pretreatment is an extra step that could be avoided if the powder coating composition itself were improved.
  • thermosetting resins and rheology modifiers that can be used to solve edge coverage problems, but these compositions do not achieve the same level of smoothness as conventional powder coating compositions applied to planar surfaces.
  • thermoplastics can improve powder coating application along cut edges, but these thermoplastics do not allow for a high gloss finish.
  • a powder coating composition in accordance with the invention, includes a thermosetting resin system, a catalyst, and a thermoplastic that has hydrogen bonding capabilities towards the thermosetting resin system.
  • the thermosetting resin system suitably includes at least one of the following: a carboxyl functional polyester crosslinked with triglycidyl isoctanurate (TGIC), a carboxyl functional polyester crosslinked with epoxide functional bisphenol A diglycidyl ether (DGEBA) style resin, a carboxyl functional polyester crosslinked with hydroxyl alkyl amide (HAA), a hydroxyl functional polyester crosslinked with a multifunctional isocyanate, a carboxyl functional polyester crosslinked with an epoxide functional acrylic resin, and a carboxyl functional acrylic resin crosslinked with an epoxide functional DGEBA style resin.
  • the thermosetting resin system may include a carboxyl functional polyester with acid value between 25 and 70 with a stoichiometric ratio for carboxyl: epoxide between 0.9 and 1.2 using TGIC as a crosslinking agent.
  • the catalyst in the powder coating composition is suitably present in a concentration that achieves a gel time between 5 and 200 seconds at 200°C for a final product of the powder coating.
  • the thermoplastic has a chemical composition that allows compatibility with the thermosetting resin system, ideally with the thermoplastic possessing intrinsic antistatic properties. In particular, the thermoplastic should be compatible enough with the thermosetting resin system to allow greater than 85 60° gloss in an absence of matting agents.
  • the thermoplastic may be a polyamide or a polyester, or a copolymer containing these functionalities, or a combination of a polyamide and a polyester and/or copolymers containing these functionalities.
  • the powder coating composition may also include one or more of the following: a pigment, a filler, a degassing agent, a flow additive, a leveling additive, and a rheology modifier.
  • the composition can be applied to a properly prepared metallic substrate and then cured on the substrate.
  • the composition provides high gloss and smooth coverage, even on laser-cut edges of the substrate, as evidenced by performing ASTM D5162-21 Test Method A at a specified minimum coating thickness, which results in no indication of holidays on the edges of the substrate.
  • the powder coating composition can be prepared and applied using conventional production equipment. Also, existing powder coatings can be easily reformulated to result in the powder coating composition in order to impart the desired properties. Thus, the desired results can be achieved without the customer having to invest in extensive training or manufacturing changes.
  • FIG. 1 is a series of four photographs showing two panels treated with a conventional powder coating after undergoing corrosion testing and two panels treated with a powder coating composition in accordance with the invention after undergoing corrosion testing.
  • FIG. 2 is a series of four photographs showing two panels treated with a conventional powder coating after undergoing corrosion testing and two panels treated with a powder coating composition in accordance with the invention after undergoing corrosion testing.
  • FIG. 3 is a series of four photographs showing two panels treated with a conventional powder coating after undergoing corrosion testing and two panels treated with a powder coating composition in accordance with the invention after undergoing corrosion testing.
  • FIG. 4 is a series of four photographs showing one panel treated with a conventional powder coating after undergoing corrosion testing and two panels treated with a powder coating composition in accordance with the invention after undergoing corrosion testing.
  • FIG. 5 is a cross-sectional view via scanning electron microscope of traditional high gloss polyester-TGIC powder coating sprayed onto laser cut steel.
  • FIG. 6 is a cross-sectional view via scanning electron microscope of traditional high gloss polyester-TGIC powder coating modified with Platamid 1937 sprayed onto laser cut steel.
  • FIG. 7 is a graph showing particle size distribution curves for two different superdurable polyester-TGIC powders modified with the Platamid 1937 additive versus a control superdurable polyester-TGIC powder.
  • compositions and methods described herein solve the problem of providing a powder coating composition that can be applied to sharp edges while maintaining smoothness, high gloss, and sufficient thickness.
  • the powder coating composition includes a primary thermosetting resin and appropriate crosslinker, combined with a thermoplastic component that improves powder application without losing the ability to have a smooth, high-gloss finish.
  • the thermosetting resin system may be an existing powder coating composition.
  • existing powder coating composition refers to a commercially-available powder coating composition that is ready to be applied to a substrate.
  • existing powder coating compositions include carboxyl functional polyester-TGIC, carboxyl functional polyester-HAA, carboxyl functional polyester-epoxy, hydroxy functional polyester-isocyanate, and hydroxy functional acrylic-isocyanate powder coatings.
  • One of the benefits of the invention is that it is relatively easy to reformulate existing powder coatings, namely thermosetting resin powder coatings, to impart the desired properties rather than preparing a brand new powder coating composition from scratch.
  • reformulating existing powder coatings By simply reformulating existing powder coatings, the end user does not require much additional training or manufacturing changes in order to achieve the desired results of good edge coverage, smoothness, and a high-gloss finish. Also, reformulating existing powder coatings allows the manufacturer to achieve a product having the desired results without additional investment in equipment.
  • thermosetting resin system examples include the following, many of which are included in existing powder coatings: a carboxyl functional polyester crosslinked with TGIC, a carboxyl functional polyester crosslinked with epoxide functional DGEBA style resin, a carboxyl functional polyester crosslinked with hydroxyl alkyl amide, a hydroxyl functional polyester crosslinked with a multifunctional isocyanate, a carboxyl functional polyester crosslinked with an epoxide functional acrylic resin, and a carboxyl functional acrylic resin crosslinked with an epoxide functional DGEBA style resin.
  • thermosetting resin system may include a carboxyl functional polyester with acid value between 25 and 70 with a stoichiometric ratio for carboxyl: epoxide between 0.9 and 1 .2 using TGIC as a crosslinking agent.
  • the thermosetting resin system accounts for between 40% and 90%, or between 60% and 70% by weight of the resulting powder coating composition.
  • thermoplastic component increases the toughness of the chip state to allow tighter particle size distributions.
  • the particle size distribution in a powder coating composition containing the thermoplastic component is narrower than powder coating compositions without the thermoplastic component.
  • the selected thermoplastic component has inherent anti-static properties that reduce the final powder formula surface resistivity to between 10 8 -10 13 Q cm when built to 8 mils.
  • the selected thermoplastic component is compatible with the primary thermosetting resin, which allows high gloss finishes attributable to the hydrogen bonding capabilities of the thermoplastic component with the thermosetting resin system.
  • Another benefit resulting from the addition of the thermoplastic component is an increased viscosity in the resulting powder coating composition, which allows proper flow restriction.
  • the thermoplastic component may account for 1 to 15 wt%, or 3 to 10 wt%, of the powder coating composition.
  • the thermoplastic has a chemical composition that allows compatibility with the thermosetting resin system, ideally with the thermoplastic possessing intrinsic anti-static properties. In particular, the thermoplastic should be compatible enough with the thermosetting resin system to allow a value of greater than 85 on a 60° gloss measurement in an absence of matting agents.
  • the thermoplastic component may be a polyamide or a polyester, or a combination of a polyamide and a polyester, with a viscosity of at least 5000 mPa*s at 200°C, and a Tg less than 60°C with a melting point between about 70 and about 130°C.
  • suitable thermoplastic materials include polyureas, such as Platamid H 1937, available from Arkema Inc. of King of Prussia, Pennsylvania. Other thermoplastics can improve powder coating applications, but without providing a high gloss finish.
  • Catalysts that may be included in the powder coating composition are, for example, imidizoles, tertiary amine catalysts, ionic liquids, bases, and metal salts. Combinations of catalysts may also be used. These catalysts, collectively, may account for 0.01 % to 2% by volume, or 0.05% to 0.2% by volume of the powder coating composition.
  • the catalyst is suitably present in a concentration that achieves a gel time less than 200 seconds at 200°C for a final product of the powder coating.
  • the powder coating composition may also include additives standardly used in powder coatings.
  • Additives that may be included in the powder coating composition are, for example, pigments, fillers, degassing agents, flow additives, leveling additives, and rheology modifiers. Combinations of additives may also be used. These additives, collectively, may account for 0% to 70% by weight, or 5% to 35% by weight of the powder coating composition.
  • the pigment loading may be between about 0 and about 30 wt% or between about 1 and about 15 wt%, while the filler loading may be between about 0 and about 50 wt% or between about 10 and about 20 wt%.
  • suitable pigments include carbon black, titanium dioxide and various metal oxides
  • suitable fillers include barium sulfate, calcium carbonate, and aluminum trihydrate.
  • the degassing agent may be a benzoin degassing agent at a level between about 0.5 and about 1 .2 wt%.
  • the flow additive and the leveling additive loading each may be between about 0.5 and about 1 .5 wt%.
  • suitable flow additives and leveling additives include acrylic or silicone containing polymers deposited on silica particles, such as ResiflowTM P-67, available from Estron Chemical, Inc. of Calvert City, Kentucky, and Modaflow® Powder 6000, available from Allnex USA Inc. of Alpharetta, Georgia.
  • the rheology modifier loading may be up to about 0.5 wt%.
  • suitable rheology modifiers include bentonite clays and talc.
  • a method of preparing a powder coating composition in accordance with the invention includes combining a thermosetting resin system with a catalyst and a thermoplastic.
  • the thermosetting resin system can be an existing powder coating or the thermosetting resin system can be formulated from scratch.
  • the resulting powder coating composition can be applied to a properly prepared metallic substrate and subsequently cured.
  • the term “properly prepared” refers to a substrate surface that is clean, dry, and free of oil, dirt, and other contaminates. The substrate can either be preheated up to 150°C or coated at room temperature or at any temperature in between.
  • the resulting coating suitably has a film thickness between about 3 and 9 mils, or between about 5 and 7 mils, with no indication of holidays on edges of the substrate, as evidence of sufficient edge coverage.
  • This film thickness is lower than conventional coatings applied to laser-cut edges.
  • the powder coating composition has optimized viscosity and cure profiles, resulting in good leveling. More particularly, the resulting powder coating composition has a melt viscosity profile high enough to prevent edge dewetting, but low enough to allow proper leveling. For example, the melt viscosity may be between 30 and 100 mm plate flow, or between 40 and 70 mm plate flow with a 0.8 gram pellet. Additionally, the resulting powder coating composition also has a cure rate fast enough to vitrify prior to dewetting, but slow enough to allow proper leveling. For example, the cure rate may be between 10 and 30 minutes at 375°F, or between 12 and 20 minutes at 375°F.
  • the powder coating composition can be applied to a variety of substrates, including metallic substrates, namely, steel and aluminum alloys.
  • the powder coating composition is particularly useful for providing edge coverage on sharp metal edges of laser-cut materials, as evidenced by ASTM D5162-21 Test Method A at a specified minimum coating thickness, which shows that the coating, when applied and cured on a properly prepared metallic substrate, shows no indication of holidays on edges of the substrate.
  • the powder coating composition can be applied to a substrate in the same manner as conventional powder coatings are applied to substrates.
  • an electrostatic spray gun can be used for applying the powder coating composition to a substrate.
  • the electrostatic spray gun settings can be 20-100 kV.
  • electrostatic spray guns can reduce back ionization.
  • the powder coating compositions described herein can more easily build film thickness on laser-cut edges. Not only do the compositions provide edge coverage, but the coverage is smooth and with high gloss as well. Furthermore, the compositions minimize changes to weathering and corrosion performance. Yet another benefit of the compositions is that the powder coating compositions herein are solvent and heat resistant, with these qualities being attributable to the inclusion of the thermosetting resin.
  • Surface smoothness can be measured using PCI Standards. Smoothness values achieved by the powder coating composition can range from 1 to 10, or from 4 to 7. Similarly, the gloss of the coatings can be measured using ASTM D523. 60° Gloss values achieved by the powder coating composition can range from 1 to 100, or from 85 to 95. While the powder coating composition beneficially provides high gloss finished products, the powder coating composition can also enhance the gloss of lower gloss materials as well.
  • each testing panel was either a 10.16 cm x 15.24 cm sheet of laser cut steel having a thickness of 6.3 mm or a 10.16 cm x 20.32 cm sheet of laser cut steel having a thickness of 3.18 mm with a 5.08 cm x 7.62 cm window cut out with a laser.
  • the first powder coating (Formula #1 ) was a traditional polyester-TGIC high-gloss white powder coating.
  • a second powder coating included the same traditional polyester-TGIC high-gloss white powder coating modified with 5% Platamid H 1937, a copolyimide thermoplastic hot melt adhesive available from Arkema Inc.
  • each powder coating was electrostatically sprayed onto the respective panel at various thicknesses ranging from 3 to 9 mils and cured for 15 minutes at 375°F. After fully curing, the coated panels were placed in a salt spray cabinet for 504 hours in accordance with ASTM B117 Salt Spray testing to test the corrosion resistance of the coated panels. As shown in FIG. 1 , the addition of the polymer additive leads to the enhancement of edge protection on the laser cut steel, with less corrosion at identical film thicknesses for polyester-TGIC powder coatings.
  • Formula #1 the white superdurable polyester-TGIC control sample, is shown in FIG. 1 after the corrosion testing.
  • Formula #2 with the modified white superdurable polyester-TGIC powder coating, is shown in FIG. 1 after the corrosion testing. Visually comparing the two samples, Formula #2 with the modified powder coating clearly has much less corrosion than Formula #1 .
  • Table 1 Compositions of the samples shown in FIG. 1
  • the first powder coating (Formula #3) was a traditional polyester-TGIC high-gloss red powder coating.
  • a second powder coating (Formula #4) included the same traditional polyester-TGIC high-gloss red powder coating modified with 7% Platamid H 1937, a copolyimide thermoplastic hot melt adhesive available from Arkema Inc. of King of Prussia, Pennsylvania.
  • Each powder coating was electrostatically sprayed onto the respective panels at various thicknesses ranging from 3 to 12 mils and cured for 15 minutes at 400°F.
  • the coated panels were placed in a salt spray cabinet for 504 hours in accordance with ASTM B117 to test the corrosion resistance of the coated panels.
  • ASTM B117 ASTM B117 to test the corrosion resistance of the coated panels.
  • the addition of the polymer additive leads to the enhancement of edge protection on the laser cut steel, with less corrosion at identical film thicknesses for super durable polyester-TGIC powder coatings at lower pigment levels.
  • Table 2 Compositions of the samples shown in FIG. 2
  • Formula #3 the red superdurable polyester-TGIC control sample, is shown in FIG. 2 after the corrosion testing.
  • Formula #4 with the modified red superdurable polyester-TGIC powder coating, is shown in FIG. 2 after the corrosion testing. Visually comparing the two samples, Formula #4 with the modified powder coating clearly has much less corrosion than Formula #3.
  • the first powder coating (Formula #5) was a superdurable polyester high- gloss red powder coating crosslinked with both TGIC and a blocked isocyanate (Crelan® Nl 2 available from Covestro AG in Germany), hereby known as an ultradurable powder coating.
  • a second powder coating (Formula #6) included the same ultradurable red powder coating modified with 7% Platamid H 1937, a copolyimide thermoplastic hot melt adhesive available from Arkema Inc. of King of Prussia, Pennsylvania.
  • Each powder coating was electrostatically sprayed onto the respective panels at various thicknesses ranging from 4 to 12 mils and cured for 15 minutes at 400°F. After fully curing, the coated panels were placed in a salt spray cabinet for 504 hours in accordance with ASTM B117 to test the corrosion resistance of the coated panels. As shown in FIG. 3, the addition of the polymer additive leads to the enhancement of edge protection on the laser cut steel, with less corrosion at identical film thicknesses for polyester-TGIC-isocyanate (ultradurable) powder coatings.
  • Table 3 Compositions of the samples shown in FIG. 3
  • Formula #5 the red ultradurable control coating, is shown in FIG. 3 after the corrosion testing.
  • Formula #6 with the modified red ultradurable powder coating is shown in FIG. 3 after the corrosion testing. Visually comparing the two samples, Formula #6 with the modified ultradurable powder coating clearly has much less corrosion than Formula #5.
  • the first powder coating (Formula #7) was a superdurable polyester high- gloss white powder coating crosslinked with a hydroxyalkylamide (HAA) crosslinker (React PCH 201 available from KSCNT Co., Ltd, in South Korea).
  • a second powder coating (Formula #8) included the same superdurable polyester-HAA white powder coating modified with 4% Platamid H 1937, a copolyimide thermoplastic hot melt adhesive available from Arkema Inc. of King of Prussia, Pennsylvania.
  • Each powder coating was electrostatically sprayed onto the respective panels at various thicknesses ranging from 5 to 10 mils and cured for 15 minutes at 400°F. After fully curing, the coated panels were placed in a salt spray cabinet for 312 hours in accordance with ASTM B117 to test the corrosion resistance of the coated panels. As shown in FIG. 4, the addition of the polymer additive leads to the enhancement of edge protection on the laser cut steel, with less corrosion at identical film thicknesses for superdurable polyester-hydroxyalkylamide powder coatings.
  • Table 4 Compositions of the samples shown in FIG. 4
  • Formula #7 the white superdurable polyester-HAA control coating, is shown in FIG. 4 after the corrosion testing.
  • Formula #8 with the modified white superdurable polyester-HAA powder coating is shown in FIG. 4 after the corrosion testing. Visually comparing the two samples, Formula #8 with the modified superdurable polyester-HAA powder coating clearly has much less corrosion than Formula #7.
  • each testing panel was a 10.16 cm x 15.24 cm sheet of steel having a thickness of 6.3 mm.
  • a first powder coating (same as Formula #1 above) was a traditional polyester-TGIC high-gloss white powder coating.
  • a second powder coating (same as Formula #2 above) included the same traditional polyester- TGIC high-gloss white powder coating modified with 5% Platamid H 1937, a copolyimide thermoplastic hot melt adhesive available from Arkema Inc. of King of Prussia, Pennsylvania.
  • Each powder coating was electrostatically sprayed onto the respective panel at a thickness of 4-6 mils and cured for 15 minutes at 375°F. After fully curing, the coated panels were laser cut and the cut edges were then polished and embedded into epoxy resin to maintain stability.
  • FIG. 5 shows the laser-cut edge of the steel panel coated with Formula #1 , the control sample. As shown in FIG. 5, the edge of the steel is not fully protected. The sample was obtained by cutting a coated laser cut steel panel and then polishing and embedding it into epoxy resin to keep it stable.
  • FIG. 6 shows the laser-cut edge of the steel panel coated with Formula #2, with the modified powder coating. Visually comparing the two samples, it is clear that the laser-cut edge of the steel with Formula #1 is not fully protected. In contrast, the lasercut edge of the steel with Formula #2 is fully covered by an over 25 micron thick layer of powder coating. The sample was obtained by cutting a coated laser cut steel panel and then polishing and embedding it into epoxy resin to keep it stable.
  • FIG. 7 is a particle size distribution curve of three different powder coatings.
  • the first coating, P91635YSC is a superdurable polyester-TGIC powder coating enhanced with Platamid 1937
  • the second coating is a superdurable polyester-TGIC powder coating enhanced with Platamid 1937
  • the third coating is a superdurable polyester-TGIC powder coating without the Platamid 1937.
  • the distribution curves show a tighter particle size distribution indicating the final powder is more monodisperse. There is a decrease in the super fine particles ( ⁇ 10 microns) along with a narrowing of the top end particle size.
  • Table 5 Coating samples corresponding to the particle distribution curve in FIG. 7.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
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  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)

Abstract

L'invention concerne une composition de revêtement en poudre ayant un profil de viscosité et de durcissement optimisé pour un bon nivellement tout en maintenant une couverture de bord améliorée de matériaux coupés au laser ainsi qu'un bon lissé et un brillant élevé, et un procédé de préparation et d'application de la composition de revêtement en poudre. La composition de revêtement en poudre comprend un système de résine thermodurcissable, un catalyseur et un thermoplastique qui a des capacités de formation de liaisons hydrogène vis-à-vis du système de résine thermodurcissable.
PCT/US2024/057005 2023-12-07 2024-11-22 Composition de revêtement en poudre ayant un lissé d'application et une restriction d'écoulement de bord tranchant Pending WO2025122364A1 (fr)

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US63/607,167 2023-12-07

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Citations (6)

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Publication number Priority date Publication date Assignee Title
DE19933095A1 (de) * 1999-07-15 2001-01-18 Herberts Gmbh & Co Kg Pulverlackzusammensetzung und Verfahren zur Substratbeschichtung
US20010031829A1 (en) * 1998-08-31 2001-10-18 Barkac Karen A. Thermosetting compositions containing carboxylic acid functional polymers prepared by atom transfer radical polymerization
US20020103329A1 (en) * 1997-04-14 2002-08-01 Dsm N.V. Powder paint binder composition
KR20020092647A (ko) * 2001-06-05 2002-12-12 대한비케미칼주식회사 플라스틱용 도료 조성물
JP2011094072A (ja) * 2009-10-30 2011-05-12 Unitika Ltd ポリアミド樹脂水性分散体及びその製造方法、並びに積層体
US9914804B2 (en) * 2009-02-02 2018-03-13 Arkema France Method for synthesising a block copolymer alloy having improved antistatic properties

Patent Citations (6)

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Publication number Priority date Publication date Assignee Title
US20020103329A1 (en) * 1997-04-14 2002-08-01 Dsm N.V. Powder paint binder composition
US20010031829A1 (en) * 1998-08-31 2001-10-18 Barkac Karen A. Thermosetting compositions containing carboxylic acid functional polymers prepared by atom transfer radical polymerization
DE19933095A1 (de) * 1999-07-15 2001-01-18 Herberts Gmbh & Co Kg Pulverlackzusammensetzung und Verfahren zur Substratbeschichtung
KR20020092647A (ko) * 2001-06-05 2002-12-12 대한비케미칼주식회사 플라스틱용 도료 조성물
US9914804B2 (en) * 2009-02-02 2018-03-13 Arkema France Method for synthesising a block copolymer alloy having improved antistatic properties
JP2011094072A (ja) * 2009-10-30 2011-05-12 Unitika Ltd ポリアミド樹脂水性分散体及びその製造方法、並びに積層体

Non-Patent Citations (2)

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Title
ASTM INTERNATIONAL ET AL.: "D5162-15: Standard Practice for Discontinuity (Holiday) Testing of Nonconductive Protective Coating on Metallic Substrates", 1-4. ASTM INTERNATIONAL, no. D5162-15, 1 November 2021 (2021-11-01), pages 535 - 539, XP009563642, DOI: 10.1520/D5162-21 *
CHANTAWANSRI TANYA L.; YEH IN-CHUL; HSIEH ALEX J.: "Investigating the glass transition temperature at the atom-level in select model polyamides: A molecular dynamics study", POLYMER, ELSEVIER, AMSTERDAM, NL, vol. 81, 1 January 1900 (1900-01-01), AMSTERDAM, NL, pages 50 - 61, XP029335425, ISSN: 0032-3861, DOI: 10.1016/j.polymer.2015.09.069 *

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