EP3414290A1 - Korrosionsbeständige zusammensetzung - Google Patents

Korrosionsbeständige zusammensetzung

Info

Publication number
EP3414290A1
EP3414290A1 EP17750836.3A EP17750836A EP3414290A1 EP 3414290 A1 EP3414290 A1 EP 3414290A1 EP 17750836 A EP17750836 A EP 17750836A EP 3414290 A1 EP3414290 A1 EP 3414290A1
Authority
EP
European Patent Office
Prior art keywords
bismuth
composition
containing compound
article
coating
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Withdrawn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
EP17750836.3A
Other languages
English (en)
French (fr)
Other versions
EP3414290A4 (de
Inventor
Victoria J. GELLING
Tapan DEBROY
Phyllis A. LUNDEEN
Brandon J. BROGLY
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.)
Swimc LLC
Original Assignee
Swimc LLC
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 Swimc LLC filed Critical Swimc LLC
Priority claimed from PCT/US2017/017383 external-priority patent/WO2017139585A1/en
Publication of EP3414290A1 publication Critical patent/EP3414290A1/de
Publication of EP3414290A4 publication Critical patent/EP3414290A4/de
Withdrawn legal-status Critical Current

Links

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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/08—Anti-corrosive paints
    • C09D5/082—Anti-corrosive paints characterised by the anti-corrosive pigment
    • C09D5/084—Inorganic 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/014—Stabilisers against oxidation, heat, light or ozone
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/10—Metal compounds
    • C08K3/11—Compounds containing metals of Groups 4 to 10 or of Groups 14 to 16 of the Periodic Table
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098—Metal salts of carboxylic acids
    • 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
    • C09D5/08—Anti-corrosive paints
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2227—Oxides; Hydroxides of metals of aluminium

Definitions

  • the corrosion resistance of a coating can be improved by including a corrosion inhibitor in the composition.
  • Hexavalent chromium is an example of an effective corrosion inhibitor that is widely in use.
  • it is also a known carcinogen at low levels, and increasing concerns about health and environment have led to a call to replace hexavalent chromium, and other chromium-based compounds, in coating compositions.
  • the present description provides corrosion-resistant coating compositions and methods of making and using the same. These compositions may be applied to a wide variety of substrates to provide corrosion protection, and may be used as pretreatment, primer, and/or direct-to-metal coatings, for example. [007] In an embodiment, the present description provides a coating composition.
  • the composition includes a binder system including at least one polymeric resin, an optional crosslinker, and a corrosion inhibitor including an inorganic bismuth-containing compound.
  • the present description provides a corrosion-resistant coated article including a metal substrate and a cured coating disposed on the substrate.
  • the cured coating is derived from a coating composition that includes a binder system including at least one polymeric resin, an optional crosslinker, and a corrosion inhibitor including an inorganic bismuth-containing compound.
  • component refers to any compound that includes a particular feature or structure. Examples of components include compounds, monomers, oligomers, polymers, and organic groups contained there.
  • compositions of the present invention contain less than 5 wt% of the component, based on the total weight of the composition.
  • the term “essentially free” of a particular component means that the compositions of the present invention contain less than 1 wt% of the component, based on the total weight of the composition.
  • polyol refers to a polymer with two or more hydroxyl (-OH) groups.
  • crosslinker refers to a molecule capable of forming a covalent linkage between polymers or between two different regions of the same polymer.
  • DTM direct-to-metal
  • pretreatment refers to any organic coating applied to a substrate surface prior to the application of a paint or other protective coating, but does not include standard procedures and/or substances used to clean or prepare the surface, such as, for example, blasting, phosphate-treating, and the like. Therefore, a DTM coating applied without pretreatment may be applied to a clean-blasted surface, a phosphate-treated surface, and the like.
  • DTM coatings combine the adhesion and corrosion resistance of a traditional primer coating with the durability, weatherability and gloss of a topcoat composition. Unless otherwise indicated, a DTM coating does not require prior pretreatment or application of a primer, or the subsequent application of a topcoat.
  • thermoplastic refers to a material that melts and changes shape when sufficiently heated and hardens when sufficiently cooled. Such materials are typically capable of undergoing repeated melting and hardening without exhibiting appreciable chemical change.
  • thermoset refers to a material that is crosslinked and does not "melt.”
  • a coating composition that comprises “an” additive can be interpreted to mean that the coating composition includes “one or more” additives.
  • the present description provides a corrosion-resistant coating composition, a coated article, and a method for improving the corrosion resistance of a coated article.
  • the composition includes a binder system and a corrosion inhibitor comprising at least one inorganic bismuth-containing compound.
  • the method includes steps of providing a substrate and applying thereon a corrosion-resistant coating composition.
  • Suitable polyols include, without limitation, including, for example, polyether polyols, polyester polyols, and the like.
  • the polyol described herein may be a reaction product of an epoxide or epoxy-functional compound with an acid or a diol.
  • An exemplary polyol of this type is described in U.S. Patent Pub. No. 20160090510 (filed November 30, 2015) and incorporated fully herein by reference.
  • the polyol described herein has a theoretical hydroxyl equivalent weight of about 100 to 400, preferably 150 to 350. In an embodiment, the polyol described herein has a hydroxyl number of about 100 to 400, preferably 150 to 350.
  • Suitable acids include, without limitation, aliphatic and aromatic monocarboxylic and dicarboxylic acids, saturated and/or unsaturated fatty acids, and the like.
  • aliphatic acids used in the preparation of the polyol described herein include monocarboxylic acids, such as, for example, acetic acid, butanoic acid, hexanoic acid, acrylic acid, methacrylic acid, 2-ethyl hexanoic acid, cyanoacrylic acid, crotonic acid, dodecanoic acid, fatty acid dimers, and the like.
  • aromatic acids include dicarboxylic acids such as, for example, isophthalic acid, terephthalic acid, phthalic acid, naphthalene dicarboxylic acid, 1,4- cyclohexane dicarboxylic acid (CHDA), oxy dibenzoic acid and the like.
  • Suitable diols include, without limitation, aliphatic diols selected from unsubstituted or alkyl -substituted aliphatic diols.
  • the diols include, for example, ethylene glycol, di ethylene glycol, tri ethylene glycol, 1,2- propanediol, 1,3 -propanediol, 1,2- butanediol, 1,3-butanediol, 1,4-butanediol, pentanediol, hexanediol, trimethylol propane, glycerol, and the like.
  • an unsubstituted diol preferably 1,4-butanediol, is used.
  • the binder system is present in an amount of about 40 to 95, preferably about 55 to 80, and more preferably about 60 to 70 percent by weight, based on the total weight of the composition.
  • the coating composition described the resin component is self- crosslinking, and in another aspect, the resin component is crosslinkable with an optional crosslinking agent reactive with the functional group(s) of the resin component.
  • Suitable optional crosslinking agents for use in the compositions and method described herein include, for example, aminoplast resins, polyisocyanates, polyepoxides, polyacids and polyamines, combinations or mixtures thereof, and the like.
  • the choice of particular crosslinker typically depends on the particular product being formulated.
  • the optional crosslinking agent is hydroxyl -reactive.
  • the optional crosslinking agent is phenoplasts, aminoplast, isocyanate-functional compounds, dianhydrides, or mixtures thereof.
  • Suitable phenoplast resins include the condensation products of aldehydes with phenols. Formaldehyde and acetaldehyde are preferred aldehydes.
  • phenols can be employed such as phenol, cresol, p-phenylphenol, o-tert-hutylphenol, p-tert- butylphenol, p- tert-amylphenol, cyclopentylphenol, and the like.
  • Suitable aminoplast resins are the condensation products of aldehydes such as formaldehyde, acetaldehyde, crotonaldehyde, furfural, benzaldehyde, and the like, with amino- or ami do-group-containing substances such as urea, melamine, and benzoguanamine.
  • aldehydes such as formaldehyde, acetaldehyde, crotonaldehyde, furfural, benzaldehyde, and the like
  • amino- or ami do-group-containing substances such as urea, melamine, and benzoguanamine.
  • suitable aminoplast crosslinking resins include, without limitation,
  • benzoguanarnine-formaldehyde resins melamine-formaldebyde resins, etherified melamine- formaldehyde, and urea-formaldehyde resins.
  • Suitable isocyanate-functional compounds include, without limitation, blocked or unblocked aliphatic, cycioaliphatic or aromatic di-, tri-, or poly-valent isocyanates, such as hexarnethyiene diisocyanate, isophorone diisocyanate and the like.
  • unblocked or blocked isocyanates include isomers of isophorone diisocyanate, dicyclohexylmethane diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, phenylene diisocyanate, tetramethyl xylene diisocyanate, xylylene diisocyanate, and mixtures thereof
  • unblocked or blocked isocyanates are used that have an M n of at least about 300, more preferably at least about 650, and even more preferably at least about 1,000.
  • Polymeric unblocked or blocked isocyanates are useful in certain embodiments.
  • suitable polymeric blocked isocyanates include a biuret or isocyanurate of a diisocyanate, a trifunctional "trimer,” or a mixture thereof.
  • suitable blocked polymeric isocyanates include TRIXENE BI 7951 , TRIXENE ⁇ 7984, TRIXENE BI 7963, TRIXENE BI 7981 (TRIXENE materials are available from Baxenden Chemicals, Ltd., Accrington, Lancashire, England), DESMODUR BI, 3175 A, DESMODUR.
  • Suitable dianhydrides include, without limitation, anhydrides of saturated and unsaturated carboxylic acids.
  • the crosslinking agent is present in an amount from about 10 to 60, preferably 20 to 45, and more preferably 30 to 40 percent by weight, based on the total weight of the composition.
  • the coating composition described herein includes an inorganic bismuth-containing compound and demonstrates optimal or even superior corrosion resistance relative to conventional coatings made without corrosion inhibitor(s).
  • Suitable examples of such bismuth salts of various anions include, without limitation, bismuth silicate, bismuth magnesium aluminosilicate, bismuth aluminate, bismuth borate, bismuth manganate, bismuth hydroxide, bismuth trioxide, bismuth phosphate, and the like.
  • the inorganic bismuth-containing compound is a bismuth salt of a metal oxyanion, such as, for example, bismuth aluminate, bismuth manganate, and mixtures or combinations thereof, and the like. These compounds include their anhydrous forms, as well as various hydrates, including hemihydrate, pentahydrate and other hydrated forms, along with mixtures and combinations thereof, and the like.
  • the inorganic bismuth-containing compound may be used in combination with one or more organic bismuth-containing compounds.
  • Compounds of this type are described, for example, in U.S. Patent Nos. 5,554,700; 5,631,214; 5,670,441;
  • optional organic bismuth-containing compounds include bismuth acetate, bismuth subacetate, bismuth carbonate, bismuth salicylate, bismuth subsalicylate, bismuth subcarbonate, bismuth subcitrate, bismuth citrate, bismuth benzoate, bismuth oxalate, bismuth oleate, bismuth dialkyldithiocarbamates, hydroxy acids of bismuth, organosulfur bismuth compounds, reaction products of bismuth with mercaptans and/or hydroxy mercaptans, mixtures or combinations thereof, and the like.
  • the inorganic bismuth-containing compounds may be used in combination with other known chrome-free or chromate-free corrosion inhibitors, including a wide range of commercially available powdered pigments and fillers that behave as corrosion inhibitors.
  • Suitable additional and/or optional corrosion inhibitors include, for example, phosphates or polyphophates, molybdates, borates, silicates and phosphites of Zn, Ca, Sr, Ba, Ai, Mg, Pb, Cr, Fe, or various combinations of these anionic and cationic species
  • Other active corrosion-inhibiting pigments include, for example, organic compounds with— SH functionality, such as thiols, derivatives of dithiocarbonic, diibiocarbamic and dithiophosphoric acids, and the like.
  • Such corrosion inhibitors are well known in the art and are described, for example, in U.S. Patent Nos. 4,612,049 and 3,453, 124, among many others.
  • the inorganic bismuth-containing compound is present in an amount of about 0.5 to 10, more preferably 0.6 to 5, and most preferably 0.8 to 2 percent by weight, based on the total weight of the composition. If the inorganic bismuth-containing compound is used in conjunction or combination with an organic bismuth-containing compound or other catalyst, the inorganic bismuth-containing composition is present in preferably about a 0.5 : 1 to 1 : 1 ratio with the organic bismuth-containing compounds.
  • the inorganic bismuth-containing compounds used herein may also function as effective cure catalysts, either used alone or in combination with organic bismuth-containing compounds and/or other catalysts known in the art.
  • the use of inorganic bismuth-containing compounds as catalysts is further described in Applicants' patent applications Docket No. 06-2414-0201 entitled “Novel Electrocoating Composition,” and Docket No. 06-2437-0100, entitled “Novel Powder Coating Composition,” both filed on evendate herewith.
  • a coating made from the coating composition and method described herein will demonstrate comparable corrosion resistance, preferably superior corrosion resistance, to conventional coatings made without the inorganic bismuth- containing compositions.
  • a wide variety of other additional ingredients optionally may be included in the coating composition described herein if desired.
  • these include one or more defoaming aids, grinding aids, wetting agents, surfactants, coalescing aids, processing aids, skid resistance agents, abrasion resistance agents, conductive agents, antistatic agents, coloring agents, anticorrosion aids, thickeners, sag resistant agents, plasticizers, antioxidants, ultraviolet stabilizers, biocides, fungicides, fillers, combinations of these, and the like. These can be used in accordance with conventional practices currently known or hereafter developed.
  • the present description provides a method for making a corrosion-resistant article including the step of providing a metal substrate.
  • Any metal substrate may be used herein, including ferrous substrates and non-ferrous substrates.
  • ferrous substrates include, without limitation, stainless steel, weathering steel, cold rolled steel, cold rolled steel with zirconium, hot-dip galvanized steel, electrogalvanized steel, and the like.
  • Non-ferrous substrates include aluminum, zirconium, and the like.
  • Substrates may also include metal alloys, intermetallic compositions, metal- containing composites, combinations of these, and the like.
  • the substrate may have a pretreatment applied prior to application of the coating composition described herein.
  • Suitable pretreatments include, for example, iron phosphate pretreatment, zinc phosphate pretreatment, zirconium pretreatment, and the like.
  • the pretreatment is typically rinsed with deionized water, and/or optionally sealed with a chromate sealer, a non-chrome sealer, or a phosphate sealer, and the like.
  • the coating composition described herein may be applied by any means known in the art. Suitable methods for application include, for example, brush coating, spray coating, dip coating, spin coating, roll-to-roll coating, coil coating, electrocoating, and the like.
  • composition described herein can be used with a variety of substrates to provide corrosion-resistant coating.
  • substrates include, without limitation, natural and engineered buildings and building materials, freight containers, flooring materials, walls, furniture, household appliances, other building materials (including rebar used to reinforce concrete, structural steel, motor vehicle components, aircraft components, trucks, rail cars and engines, bridges, water towers, cell phone tower, wind towers, radio towers, lighting fixtures, statues, billboard supports, fences, guard rails, tunnels, pipes, marine components, machinery components, laminates, equipment components, appliances, packaging, and the like.
  • the coating made using the methods described herein demonstrates optimal corrosion resistance.
  • Coated test panels are scribed to metal and exposed to salt fog according to the method of ASTM D 1654-08, as further described below.
  • Suitable coatings will demonstrate minimal paint loss or creep from scribe of preferably less than about 4 mm, more preferably less than about 3 mm, even more preferably less than 2 mm, and most preferably less than 1 mm. Commercially viable coatings have creep from scribe of less than 3 mm.
  • the resulting coated article desirably includes a coating that provides excellent corrosion protection and optimal smoothness, while also being an environmentally friendly tin-free and chrome-free system.
  • the corrosion resistance of a coated metal substrate can be tested indirectly by a measurement of corrosion potential of the metal substrate.
  • the metal substrate is exposed to an electrolyte solution either in the presence or absence of a corrosion inhibitor for a given period of time after which the corrosion potential of the substrate is measured.
  • a shift in the potential in a positive direction represents a corrosion-resistant substrate, where a large negative potential is indicative of significant corrosion.
  • Rust ratings for coatings subjected to salt fog exposure in a humid environment are also expressed on a scale of 0-10 where "0" indicates complete surface rust, and "10" indicates no surface rust, as indicated in ASTM D714-02 (Standard Test Method for Evaluating Degree of Blistering of Paints).
  • the corrosion resistance of cured coatings prepared from the composition described herein is also tested by measuring creep after exposure to a corrosive environment, as described in ASTM D 1654-08 (Standard Test Method for Evaluation of Painted or Coated Specimens Subjected to Corrosive Environments).
  • a coating is applied to a panel and cured The panel is then scribed to metal and exposed to salt fog for a given period of time. Paint joss from the scribe is measured, and results are expressed as the amount of creep (in mm) from the scribe. For commercially viable coatings, creep from scribe of 3 mm or less is

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Paints Or Removers (AREA)
EP17750836.3A 2016-02-10 2017-02-10 Korrosionsbeständige zusammensetzung Withdrawn EP3414290A4 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201662293628P 2016-02-10 2016-02-10
PCT/US2017/017383 WO2017139585A1 (en) 2016-02-10 2017-02-10 Corrosion-resistant composition

Publications (2)

Publication Number Publication Date
EP3414290A1 true EP3414290A1 (de) 2018-12-19
EP3414290A4 EP3414290A4 (de) 2019-12-18

Family

ID=63843837

Family Applications (1)

Application Number Title Priority Date Filing Date
EP17750836.3A Withdrawn EP3414290A4 (de) 2016-02-10 2017-02-10 Korrosionsbeständige zusammensetzung

Country Status (2)

Country Link
EP (1) EP3414290A4 (de)
CN (1) CN108699359A (de)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2305973C (en) * 1999-04-21 2008-10-07 Kansai Paint Co., Ltd. Cationically electrodepositable coating material
JP5550580B2 (ja) * 2011-02-10 2014-07-16 日本パーカライジング株式会社 金属表面処理用組成物
WO2016130656A1 (en) * 2015-02-10 2016-08-18 Valspar Sourcing, Inc. Novel electrodeposition system
US20190218400A1 (en) * 2016-02-10 2019-07-18 The Sherwin-Williams Company Novel powder coating system

Also Published As

Publication number Publication date
CN108699359A (zh) 2018-10-23
EP3414290A4 (de) 2019-12-18

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