WO2000004106A1 - Compositions de revetement en resine epoxy a base d'eau - Google Patents

Compositions de revetement en resine epoxy a base d'eau Download PDF

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Publication number
WO2000004106A1
WO2000004106A1 PCT/EP1999/004347 EP9904347W WO0004106A1 WO 2000004106 A1 WO2000004106 A1 WO 2000004106A1 EP 9904347 W EP9904347 W EP 9904347W WO 0004106 A1 WO0004106 A1 WO 0004106A1
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WO
WIPO (PCT)
Prior art keywords
epoxy resin
primer coating
coating composition
waterborne primer
weight
Prior art date
Application number
PCT/EP1999/004347
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English (en)
Inventor
Bastiaan Anton Van De Werff
Original Assignee
Shell Internationale Research Maatschappij B.V.
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 Shell Internationale Research Maatschappij B.V. filed Critical Shell Internationale Research Maatschappij B.V.
Priority to AU50282/99A priority Critical patent/AU5028299A/en
Publication of WO2000004106A1 publication Critical patent/WO2000004106A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins

Definitions

  • the present invention relates to waterborne epoxy resin coating compositions and in particular to waterborne epoxy resin primer compositions, to be applied on metal surfaces and in particular steel surfaces. More in particular the invention relates to waterborne epoxy resin primer compositions to be applied on shaped metal surfaces, such as steel pipes, which are subsequently overcoated with a bitumen composition.
  • compositions were known from Newsletter April 1998, No. 3 from PH0NIX, disclosing a 2 component system of emulsions of epoxy resins, and of a polyfunctional epoxy curing agent (PH0NIX is a trademark) .
  • an object of the present invention was therefore, to improve said intercoat adhesion. More in particular an object of the present invention was to improve the intercoat adhesion between the primer coating layer and modified bitumen topcoat compositions, comprising bitumen and minor amounts of elastomers and preferably block copolymers of alkadiene such as butadiene or isoprene and monovinylarenes such as styrene .
  • the invention relates to waterborne primer coating composition
  • waterborne primer coating composition comprising: (a) at least one aqueous epoxy resin dispersion, comprising at least one, two-functional or polyfunctional epoxy resin,
  • aqueous acid functional polyacrylate latex in an amount on solid basis, in the range of from 0.5 to 50% by weight, relative to the weight of the epoxy resin solids of component (a) , and preferably from 5 to 30% by weight, and optionally
  • component (a) preferably dispersions of epoxy resins are used, wherein the epoxy resins have an epoxy equivalent weight of at least 500 and in particular from 500 to 2000 and more preferably from 1400 to 2000.
  • the term "polyfunctional" as used in this connection refers to a functionality of three or higher.
  • the epoxy resin used in the aqueous dispersion has a functionality in the range of from 2 to 6.
  • Suitable epoxy resins include reaction products of epichlorohydrin with bisphenol A or bisphenol F containing at least two oxirane rings; epoxidized novolac resins formed by reaction of epichlorohydrin with the reaction product of phenol or alkylphenol (having an alkyl of from 1 to 10 C atoms) and formaldehyde; reaction products of epichlorohydrin and an aliphatic polyol, such as glycerol .
  • Examples of more preferred epoxy resins to be dispersed are those of the EPON or EPIKOTE 1007 and EPON or EPIKOTE 1001 resin types (EPON and EPIKOTE are trademarks) .
  • Examples of particularly preferred dispersions to be applied are the commercially available epoxy resin dispersions EPI-REZ 3520 WY-55, EPI-REZ 5522 WY-55 and EPI-REZ 3510 W60 (EPI-REZ is a trademark) .
  • component (b) in principle any compound which can efficiently cure the included epoxy resin components, can be applied, such as functional a ine compounds, functional phenolic resins, functional anhydrides or carboxylic acids, comprising at least one functional group but preferably more functional groups.
  • the polyfunctional amine compounds which enable curing at ambient temperatures, are included in the present primer coating compositions.
  • Any non-polymeric polyfunctional amine having at least 2 primary or secondary amino groups can be employed as the amine-functional curing agent in the present invention.
  • Such amines include aliphatic and cycloaliphatic amines each having 2 to 10 primary or secondary amino groups and 2 to 100 carbon atoms.
  • Preferred non-polymeric polyfunctional amines include 2 to 4 primary amino groups and 2 to 20 carbon atoms.
  • suitable polyfunctional amines include, but are not limited to, hexamethylene diamine; 2-methyl pentamethylene diamine; 1, 3-diamino propane; 1,3-diamino pentane; dodecane diamine; 1,2-diamino cyclohexane; 1,4-diamino cyclohexane; para-phenylene diamine; 3-methyl piperidine; piperazine; N-amino ethylpiperazine; isophorone diamine; bis-hexamethylene triamine; diethylene triamine; ethylene diamine; diethylamine triamine; triethylene tetramine; tris (2-aminoethyl) amine; ethylene oxide-amine; polyoxyalkylene amines having from 2 to 6 oxyalkylene units and preferably from 2 to 4 oxyalkylene units, such as, JE
  • a cresyl glycidyl ether such as HELOXY modifier 62 (HELOXY is a trademark)
  • HELOXY is a trademark
  • acetic acid such as EPICURE 8290-Y-60, which comprises about 60% by weight solids in solution in e.g. 2-propoxyethanol .
  • curing accelerators can be used.
  • Such accelerators include: quaternary ammonium salts such as tetraethylammonium chloride, tetraethylammonium bromide, cetyltrimethylammonium chloride, etc.; tertiary amines such as benzyldimethylamine, triethylamine, 2,4,6-(tris- dimethylaminoethyl) -phenol, etc.; amine hardening catalysts such as 2-methyl-4-methylimidazole, 2- phenylimidazole, l-benzyl-2-methylimidazole, 2-ethyl-4- methylimidazoleazine, imidazoleazines containing 11 carbon atoms (not including hexamethylene tetramine) ; lithium salts such as lithium chloride, lithium bromide, lithium iodide, etc., and the like.
  • These accelerators are usually
  • the fillers and/or pigments applied as component (d) can be selected from a great variety of commercially available compounds, which can provide in principle colour and barrier properties. More specifically the fillers and/or pigments can be selected from titanium dioxide, barytes, talk, calcytes, clay, kaolin, carbon black and the like, or mixtures thereof. Anti-corrosion pigments can also be included alone or in addition to other pigments and/or fillers.
  • anti-corrosion pigments can be mentioned, however without any limitation, zinc dust, zinc oxide, talc, silica dust, copper dust (especially suitable for anti- fouling paints in marine environments, such as ship hulls and bottoms and offshore equipment) , zinc phosphates, modified zinc phosphates, such as hydrates (e.g. HEUCOPHOS ZMP, ZPA, SAPP (HEUCOPHOS is a trademark) , and calcium exchange pigments e.g. SHIELDEX pigments (SHIELDEX is a trademark) .
  • Zinc phosphates or calcium exchange pigments are preferred.
  • the amount of pigments and fillers is in the range of from 0 to 45 vol%, relative to the total solids in the final composition.
  • Additives, wetting and dispersing additives which can stabilize the pigments in the continuous aqueous phase, and defoaming agents, can optionally be incorporated into the present compositions, e.g. BYK 190, 154, 33.
  • the total amount of additives normally is in the range of from 0 to 10 wt% relative to the total weight of solids of component (d) .
  • Flash rust inhibitors such as tertiary amines, nitrite salts and the like, can also be included as an optional additional additive in the primer coating compositions of the present invention, in an amount of from 0 to 3 wt%, relative to the weight of the total of solids of the composition, i.e. the weight of solids of components (a) , (b) , (c) and (d) .
  • the acid functional polyacrylate latex solid of component (c) occurs in an amount of from 10 to 25 wt%, relative to the weight of epoxy resin solids of component (a) and of from 5 to 30% by weight, and more preferably from 10 to 18 wt%, relative to the weight of the polymeric solids, of components (a) and (b) .
  • the carboxy functional polyacrylate latex includes an aqueous dispersion of polymer particles of a latex polymer, preferably a hydrophobic latex polymer.
  • the latex polymer component (d) generally includes from 10 percent to 60 percent by weight, preferably 15 percent to 55 percent by weight of the total latex weight.
  • the latex polymer of the present invention may be copolymerized from at least one comonomer, such as, for example, an alpha, beta-ethylenically unsaturated monomer, including styrene, butadiene, alpha-methylstyrene, vinyl toluene, vinyl naphthalene, ethylene, vinyl acetate, vinyl versatate, vinyl chloride, vinylidene chloride, acrylonitrile, methacrylonitrile, (meth) acrylamide; acrylic acid, methacrylic acid, various (C ⁇ -C2 ⁇ ) alkenyl esters of (meth) acrylic acid, such as, for example, methyl (meth) acrylate, ethyl (meth) acrylate, n- butyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, cyclohexyl (meth) acrylate,
  • (meth) acrylate denotes both “acrylate” and “methacrylate” .
  • the latex polymer of the present invention is polymerized from a monomeric mixture that includes amounts in the range of from 0 to 10 percent by weight, preferably in the range of from 0.5 to 5 percent by weight, all based on the total weight of the monomeric mixture, of a stabilizing copolymerizable monomer, which improves the dispersion stability of the particles of the latex polymer.
  • stabilizing copolymerizable monomers include acrylamide, methacrylamide, acrylic acid, methacrylic, itaconic acid and beta-acryloxy- propionic acid, sodium vinyl sulfonate and the like.
  • the total fraction of carboxylic acid monomers in the mass of the complete comonomer mixture inclusive an optional stabilizing comonomer must be in the range from 0.5 to 10 %wt and preferably from 0.5 to 5 %wt .
  • Copolymerizable monomers having other types of functionality such as, adhesion-promoting monomers disclosed in US Patent No. 2,871,223 to Harkins et al, in the range of from 0.1 to 2 weight percent, based on the total weight of the composition solids, may also be included the latex polymer of the present invention.
  • adhesion-promoting monomers disclosed in US Patent No. 2,871,223 to Harkins et al
  • the method for preparing such adhesion monomers is disclosed in US Patent No. 5,071,902 to Langerbeins et al .
  • the latex polymer is copolymerized from a monomeric mixture containing 20 to 55 percent by weight of alkyl acrylate, such as, butyl acrylate or 2-ethylhexylacrylate, 40 to 80 weight percent of styrene or alkyl methacrylate, such as, methyl methacrylate or butyl methacrylate, and 0.5 to 8 weight percent of methacrylic acid, acrylamide, acrylic acid or mixtures thereof. All these weight percentages are based on the total weight of the composition solids.
  • the ethylenically unsaturated monomer may also include in the range of from 0 to 5 percent by weight based on the total weight of composition solids, of at least one multi-ethylenically unsaturated monomer effective to raise the molecular weight and to crosslink the polymer.
  • multi-ethylenically unsaturated monomers examples include allyl (meth) acrylate, tripropyleneglycol di (meth) acrylate, diethyleneglycol, di (meth) acrylate, ethyleneglycol di (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, 1,4-butylene glycol dimethacrylate, 1, 3-butyleneglycol di (meth) acrylate, polyalkylene glycoldi (meth) acrylate, diallyl phthalate, trimethylolpropane, tri (meth) acrylate, divinyl benzene, divinyl toluene, trivinyl benzene and divinyl naphthalene .
  • the polymerization techniques used to prepare the latex polymer are well known in the art.
  • the latex polymer may be prepared by aqueous solution polymerization with subsequent dispersion or by emulsion polymerization. Emulsion polymerization is preferred. Either thermal or redox initiation processes may be used.
  • the polymerization process is typically initiated by conventional free radical initiators, such as, for example, hydrogen peroxide, benzoyl peroxide, t-butyl hydroperoxide, t-butyl peroctoate, ammonium and alkali persulfates, typically at a level of 0.05 percent to 3.0 percent by weight, all weight percentages based on the weight of total monomer.
  • Redox systems using the same initiators coupled with a suitable reductant such as, for example, isoascorbic acid and sodium bisulphite may be used at similar levels.
  • Chain transfer agents, such as, for example, mercaptans may be used in an amount effective to provide a GPC weight average molecular weight of 25,000 to 1,000,000.
  • GPC weight average molecular weight means the weight average molecular weight determined by gel permeation chromatography (GPC) described on page 4, Chapter I of The Characterization of Polymers published by Rohm and Haas Company, Philadelphia, Pennsylvania in 1976, utilizing polymethyl methacrylate as the standard.
  • the diameter of the latex polymer particles is typically controlled by the amount of conventional surfactants added during the emulsion polymerization process.
  • anionic, non- ionic emulsifiers or their combination include alkali or ammonium alkyl sulphates, alkyl sulfonic acids, alkyl phosphonic acids, fatty acids, and oxyethylated alkyl phenol sulphates and phosphates.
  • Typical non-ionic emulsifiers include alkylphenol ethoxylates, polyoxyethylenated alkyl alcohols, amine polyglycol condensates, modified polyethoxy adducts, polyoxyethylenated mercaptans, long chain carboxylic acid esters, modified terminated alkylaryl ether, and alkylpolyether alcohols.
  • Preferred diameter of the polymer particles is in the range from 50 to 600 nanometers, and more preferably in the range from 80 to 200 nanometers.
  • the latex polymer may include multistage polymer particles having two or more phases of various geometric structures, such as, for example, core/shell or core/sheath particles, core/shell particles with shell phases incompletely encapsulating the core, core/shell particles with a multiplicity of cores and interpenetrating network particles.
  • multistage polymer particles having two or more phases of various geometric structures, such as, for example, core/shell or core/sheath particles, core/shell particles with shell phases incompletely encapsulating the core, core/shell particles with a multiplicity of cores and interpenetrating network particles.
  • the outer phase of the multistage polymer particles weighs 5 weight percent to 50 weight percent based on the total weight of the particle.
  • a GPC weight average molecular weight of these multi-stage polymer particles is preferably in the range of 5000 to 2,000,000.
  • the multi-stage polymer particles are prepared by conventional emulsion polymerization process in which at least two stages differing in composition are formed in a sequential fashion. Such a process usually results in the formation of at least two polymer compositions.
  • Each of the stages of the multi-stage polymer particles may contain the same monomers, chain transfer agents and surfactants, such as those disclosed earlier for the polymer particles.
  • the emulsion polymerization techniques used for preparing such multi-stage polymer particles are well known in the art and are disclosed, for example, in the US Patents No. 4,325,856, 4,654,397 and 4,814,373.
  • the glass transition temperature of the latex polymer is in the range of from -50 °C to +100 °C, preferably from +10 °C to +50 °C, as measured by differential scanning calorimetry (DSC) .
  • DSC differential scanning calorimetry
  • the copolymer samples were dried, preheated to 120 °C, rapidly cooled to -100 °C, and then heated to 150 °C at a rate of 20 °C/minute while data was being collected. The Tg was measured at the midpoint of the inflection using the half-height method.
  • MAINCOATE AE-58 MAINCOATE is a trademark
  • Polymers, Resins and Monomers 1990, Rohm and Haas Company, Philadelphia, USA.
  • aqueous coating compositions as specified hereinbefore, and comprising in addition to water minor amounts of co-solvents, will also be covered by the present invention.
  • Suitable co-solvents can be selected from alkylene glycol ethers, such as ethylene glycol propyl ether, ethylene glycol monobutyl ether or alkanol or ketone having from 1 to 4 carbon atoms, and can be used in amounts of from 0 to 25 wt%, relative to the weight of water.
  • the component (a) optionally mixed with (c) and/or (d) on the one hand, and (b) optionally mixed with (c) and/or (d) on the other hand, have to be stored separately until the user is ready for the actual preparation of the coating composition and its subsequent processing.
  • the number equivalent amount of component (a) is stoichiometrically selected based on the number equivalent amount of component (b) present in the complete coating composition.
  • the stoichiometric ratio of the epoxy resin component to the functional curing agent varies in the range of from 0.8 to 2 and preferably from 1 to 1.5. Most preferably the stoichiometric ratio is from 1.1 to 1.3.
  • the cross-linking component is emulsified in water or in water and a suitable co-solvent, such as alkylene glycol ethers, such as ethylene glycol propyl ether or ethylene glycol monobutyl ether, or an alkanol or ketone, having from 1 to 4 carbon atoms.
  • a suitable co-solvent such as alkylene glycol ethers, such as ethylene glycol propyl ether or ethylene glycol monobutyl ether, or an alkanol or ketone, having from 1 to 4 carbon atoms.
  • the epoxy resin component in an emulsified form, containing liquid epoxy resin or epoxy resin solution, is preferred. It was surprisingly found that the complete coating compositions, as specified hereinbefore, when applied as primer on metal and preferably steel surfaces, provided a significantly increased intercoat adhesion when covered with a topcoat layer of bitumen or modified bitumen enamel, e.g. BITUSEAL for a coating of bitumen, modified with styrene-butadiene block copolymer in an amount of 9 %wt, relative to the weight of the total composition (BITUSEAL is a trademark) .
  • BITUSEAL is a trademark
  • the coating composition is applied in general in layers of a thickness in the range from 10 to 200 microns dry film thickness, while the steel surface to be treated has a temperature in the range of from 5 to 90 °C and preferably from 5 to 45 °C.
  • the primer layer is overcoated with straight bitumen or modified bitumen at a temperature between 160 to 220 °C, using conventional equipment.
  • the coating systems are used as external coatings for in particular pipelines to protect against corrosion which if desired can be overcoated with concrete to provide negative buoyancy.
  • EP-A-0732380 were known anti- corrosion paints, mainly derived from latexes, based polyacrylate dispersions, and zinc dust, which also contained relatively small amounts of epoxy resin which had been included to react with the stabilizing amine, which in its turn was necessary to stabilize the zinc and the starting latex, in order to avoid the formation of a crust.
  • the stabilizing amine was added to the latex before addition of the zinc dust.
  • the drawback of said stabilized coatings was that the residual amine lowered the anti-corrosion properties of the final film and an epoxy resin emulsion had to react with said residual amine.
  • Such a prior coating composition comprised a continuous polymer matrix consisting of latex polymer, whereas epoxy/amine was added in amounts of about 25 wt% of the total polymer solids, representing a minor weight fraction as compared to the latex polymer solids.
  • the present primer coating compositions show contrary thereto a continuous epoxy resin phase in which a relatively small amount of latex polymer is included as dispersed phase, and show final coating properties which could not be expected at all by persons skilled in the art, e.g. an improved creep resistance at higher service temperatures, and improved corrosion resistance and adhesion to metallic substrates.
  • the intercoat adhesion between the epoxy and BITUSEAL layer was determined by recording the required force for 90 ° pull-off. Sample width was 2.5 cm. The intercoat adhesion showed to be 125 N. Additional experiments were carried out as Example 1, except that instead EPI-REZ 5522-WY-55 another epoxy resin dispersion EPI-REZ 3620-WY-56 or a mixture of EPI-REZ 5522-WY-55 and EPI-REZ 3620-WY-56 was used, and that instead of EPI-CURE 8290-Y-60, another curing agent EPI-CURE 8540-Y-60 or a mixture of EPI-CURE 8290-Y-60 and EPI-CURE 8540-Y-60 was used, providing the same adhesion results . Comparative Example 1 14 grams of EPI-REZ 5522-WY-55 was mixed with EPI-REZ 3620-WY-56 or a mixture of EPI-REZ 5522-WY-55 and EPI-REZ 3620-WY-56

Abstract

L'invention concerne une composition de couche primaire à base d'eau comprenant: (a) une dispersion de résine époxy aqueuse au moins, renfermant au moins une résine époxy bi ou polyfonctionnelle, (b) une dispersion et/ou une solution aqueuse au moins d'un durcisseur époxy, (c) un latex polyacrylate fonctionnel acide aqueux au moins, à raison de 0,5 à 50 % en poids par rapport au poids des matières solides résine époxy du composant (a), et éventuellement, (d) des charges, des pigments, et des adjuvants. L'invention concerne également des films durcis de revêtement primaire à base d'eau déposés sur une surface métallique profilée, ces films étant dérivés desdites compositions primaires.
PCT/EP1999/004347 1998-07-13 1999-06-23 Compositions de revetement en resine epoxy a base d'eau WO2000004106A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU50282/99A AU5028299A (en) 1998-07-13 1999-06-23 Waterborne epoxy resin coating compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP98202343 1998-07-13
EP98202343.4 1998-07-13

Publications (1)

Publication Number Publication Date
WO2000004106A1 true WO2000004106A1 (fr) 2000-01-27

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Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002085998A1 (fr) * 2001-04-19 2002-10-31 Cognis Deutschland Gmbh & Co. Kg Compositions de revetement aqueuses a base de resines epoxy
WO2002085997A1 (fr) * 2001-04-19 2002-10-31 Cognis Deutschland Gmbh & Co. Kg Compositions de revetement aqueuses a base de resines epoxy auto-dispersives
WO2006012324A1 (fr) * 2004-06-30 2006-02-02 E.I. Dupont De Nemours And Company Compositions d'apprêt surfaçant aqueux
DE102007040683A1 (de) 2007-08-29 2009-03-05 Evonik Degussa Gmbh Umhüllte Rohrleitung
US20100104864A1 (en) * 2007-04-05 2010-04-29 Tesa Se Thermally crosslinking polyacrylates and method for producing the same
US20100183892A1 (en) * 2007-07-10 2010-07-22 Sika Technology Ag Cathode corrosion protection for reinforcements of reinforced concrete structures
DE102009001001A1 (de) 2009-02-19 2010-09-02 Evonik Degussa Gmbh Verwendung eines Leitungsrohrs zur Herstellung einer im Wasser verlegten Rohrleitung
US8025981B2 (en) * 2007-09-18 2011-09-27 The Shepherd Color Company Non-chromate corrosion inhibitor formulas based on permanganate sodalite compositions
DE102011007104A1 (de) 2011-04-11 2012-10-11 Evonik Degussa Gmbh Mit Polyamid umhüllte Stahlkonstruktionsrohre für Offshore-Bauwerke
DE102012207179A1 (de) 2012-04-30 2013-10-31 Evonik Industries Ag Verschleißindikatorsystem für Offshore-Korrosionsschutz-Umhüllungssysteme
US8927737B2 (en) 2011-08-09 2015-01-06 Basf Se Process for purifying ionic liquids
CN104877506A (zh) * 2015-05-08 2015-09-02 江苏江城电气有限公司 一种用于桥架调高型材的保护涂层
EP3020277A1 (fr) 2014-11-12 2016-05-18 Evonik Degussa GmbH Composition de libération commandée d'ions métalliques biocides
WO2016166371A1 (fr) * 2015-04-17 2016-10-20 Nuplex Resins B.V. Apprêt de type époxy modifié pour adhérence améliorée des compositions de revêtement réticulables par rma
US10604622B2 (en) 2013-04-08 2020-03-31 Allnex Netherlands B.V. Composition crosslinkable by Real Michael Addition (RMA) reaction
CN111019483A (zh) * 2019-12-25 2020-04-17 清远雅克化工有限公司 一种高性能水性环氧涂料及其制备方法
US10647876B2 (en) 2011-10-07 2020-05-12 Allnex Netherlands B.V. Crosslinkable composition cross-linkable by real Michael addition reaction and resins for use in said composition
US10767074B2 (en) 2015-04-17 2020-09-08 Allnex Netherlands B.V. Process for the manufacture of a crosslinkable composition
US10774238B2 (en) 2015-04-17 2020-09-15 Allnex Netherlands B.V. Method for curing a RMA crosslinkable resin coating, RMA crosslinkable compositions and resins for use therein
US11407917B2 (en) * 2016-11-02 2022-08-09 Dow Global Technologies Llc Coating composition
US11814536B2 (en) 2015-04-17 2023-11-14 Allnex Netherlands B.V. Floor coating compositions

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WO1996010612A2 (fr) * 1994-10-04 1996-04-11 The Valspar Corporation Composition de revetement aqueuse
EP0732380A2 (fr) * 1995-03-16 1996-09-18 Rohm And Haas Company Compositions aqueuses de revêtement d'apprêt riches en zinc

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GB1247116A (en) * 1969-05-15 1971-09-22 Shell Int Research Process for producing high-impact thermosetting compositions
US4524107A (en) * 1984-03-20 1985-06-18 Westinghouse Electric Corp. Toughened thermoset laminates
EP0432921A1 (fr) * 1989-12-14 1991-06-19 Rohm And Haas Company Compositions aqueuses avec bonne réticulation dans les films épais ayant une résistance chimique et au choc
WO1996010612A2 (fr) * 1994-10-04 1996-04-11 The Valspar Corporation Composition de revetement aqueuse
EP0732380A2 (fr) * 1995-03-16 1996-09-18 Rohm And Haas Company Compositions aqueuses de revêtement d'apprêt riches en zinc

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7132483B2 (en) 2001-04-19 2006-11-07 Cognis Deutschland Gmbh & Co. Kg Water-based coating compositions containing epoxy resin(s) and (meth)acrylate(s), and methods of using the same
WO2002085997A1 (fr) * 2001-04-19 2002-10-31 Cognis Deutschland Gmbh & Co. Kg Compositions de revetement aqueuses a base de resines epoxy auto-dispersives
WO2002085998A1 (fr) * 2001-04-19 2002-10-31 Cognis Deutschland Gmbh & Co. Kg Compositions de revetement aqueuses a base de resines epoxy
US7094816B2 (en) 2001-04-19 2006-08-22 Cognis Deutschland Gmbh & Co. Kg Water-based coating compositions containing epoxy resin(s) and (meth)acrylate(s), and methods of using the same
US7572506B2 (en) 2004-06-30 2009-08-11 E. I. Du Pont De Nemours And Company Aqueous primer surfacer compositions
WO2006012324A1 (fr) * 2004-06-30 2006-02-02 E.I. Dupont De Nemours And Company Compositions d'apprêt surfaçant aqueux
US8802777B2 (en) * 2007-04-05 2014-08-12 Tesa Se Thermally crosslinking polyacrylates and method for producing the same
US20100104864A1 (en) * 2007-04-05 2010-04-29 Tesa Se Thermally crosslinking polyacrylates and method for producing the same
US20100183892A1 (en) * 2007-07-10 2010-07-22 Sika Technology Ag Cathode corrosion protection for reinforcements of reinforced concrete structures
DE102007040683A1 (de) 2007-08-29 2009-03-05 Evonik Degussa Gmbh Umhüllte Rohrleitung
US8025981B2 (en) * 2007-09-18 2011-09-27 The Shepherd Color Company Non-chromate corrosion inhibitor formulas based on permanganate sodalite compositions
DE102009001001A1 (de) 2009-02-19 2010-09-02 Evonik Degussa Gmbh Verwendung eines Leitungsrohrs zur Herstellung einer im Wasser verlegten Rohrleitung
DE102011007104A1 (de) 2011-04-11 2012-10-11 Evonik Degussa Gmbh Mit Polyamid umhüllte Stahlkonstruktionsrohre für Offshore-Bauwerke
EP2511430A1 (fr) 2011-04-11 2012-10-17 Evonik Degussa GmbH Pieux d'acier pour l'usage off-shore
US8927737B2 (en) 2011-08-09 2015-01-06 Basf Se Process for purifying ionic liquids
US10647876B2 (en) 2011-10-07 2020-05-12 Allnex Netherlands B.V. Crosslinkable composition cross-linkable by real Michael addition reaction and resins for use in said composition
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