EP2456835A1 - Système adhésif et procédé de production d un produit à base de bois - Google Patents

Système adhésif et procédé de production d un produit à base de bois

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Publication number
EP2456835A1
EP2456835A1 EP10732393A EP10732393A EP2456835A1 EP 2456835 A1 EP2456835 A1 EP 2456835A1 EP 10732393 A EP10732393 A EP 10732393A EP 10732393 A EP10732393 A EP 10732393A EP 2456835 A1 EP2456835 A1 EP 2456835A1
Authority
EP
European Patent Office
Prior art keywords
monomers
adhesive system
polymer
meth
carboxylic
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Withdrawn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
EP10732393A
Other languages
German (de)
English (en)
Inventor
Farideh Khabbaz
Joanna Fare
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.)
Akzo Nobel Coatings International BV
Original Assignee
Akzo Nobel Coatings International BV
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 Akzo Nobel Coatings International BV filed Critical Akzo Nobel Coatings International BV
Priority to EP10732393A priority Critical patent/EP2456835A1/fr
Publication of EP2456835A1 publication Critical patent/EP2456835A1/fr
Withdrawn legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J131/00Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid, or of a haloformic acid; Adhesives based on derivatives of such polymers
    • C09J131/02Homopolymers or copolymers of esters of monocarboxylic acids
    • C09J131/04Homopolymers or copolymers of vinyl acetate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/14Macromolecular compounds according to C08L59/00 - C08L87/00; Derivatives thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L79/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
    • C08L79/04Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
    • C08L79/08Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors

Definitions

  • the present invention relates to an adhesive system and a method of producing a wood based product.
  • Formaldehyde based resins such as phenol-formaldehyde resin, melamine-formaldehyde resin and urea-formaldehyde resin are widely used as binders in the production of wood based products.
  • wood based products are composite products comprising layers glued together such as plywood, laminated flooring products and veneered products used in, e.g., furniture.
  • Further examples of such wood based products are composite products such as particle-, chip- and fibreboards wherein wood chips and/or fibres, together with a binder, are pressed to form a board.
  • formaldehyde Upon curing a formaldehyde based resin, formaldehyde may be released both during the manufacture of the wood based product and also later during use of the product. Formaldehyde emission to indoor air is a major concern since many years for health reasons.
  • adhesives comprising formaldehyde based resins
  • adhesives based on polymer latices of e.g. polyvinyl acetate are available.
  • EP 1908798 discloses a liquid dispersion comprising polymer particles composed of at least one monomer unit selected from ethylenically unsaturated monomers and diene unsaturated monomers while containing at least one crosslinkable unsaturated monomer; a vinyl alcohol polymer; a carboxyl group-containing vinyl alcohol polymer; and a crosslinking agent.
  • EP0587114 relates to an emulsion composition
  • an emulsion composition comprising an aqueous emulsion (A) obtained by emulsion polymerization of 100 parts by weight of an ethylenically unsaturated monomer in the presence of 1 to 15 parts by weight of a carboxyl group- modified polyvinyl alcohol as dispersant and a polyamide resin (B) such as polyamide epichlorohydrin.
  • A aqueous emulsion
  • B such as polyamide epichlorohydrin
  • EP 2000485 relates to the use of (meth)acrylic acid amide(s) as comonomer(s) (b) for providing a formaldehyde-free aqueous polymer dispersion obtained by emulsion copolymerization of at least (a) vinyl ester monomer(s) and (b) comonomer(s) comprising said acrylic and/or methacrylic amide(s) derivatives in the presence of at least (c) fully hydrolyzed polyvinyl alcohol (PVOH), having an average degree of hydrolysis above 95.00 mol%, wherein the polymerization does not comprise comonomers derived from N- alkylol(meth)acrylic acid amides, and wherein the heat resistance, measured as WATT 91 value according to DIN EN 14257, is larger than the heat resistance obtained without using acrylic and/or methacrylic amide(s) derivatives (b).
  • PVOH polyvinyl alcohol
  • JP 10-306266 relates to an adhesive composition obtained by incorporating (A) 100 parts by weight, on a resin basis, of a vinyl acetate resin-based emulsion prepared by emulsion polymerization between 100 parts by weight of vinyl acetate and 0.1-5 parts by weight of a carboxyl-containing monomer using polyvinyl alcohol as protective colloid with (B) 5- 100 parts by weight, on a resin basis, of an ethylene-vinyl acetate copolymer resin-based emulsion containing >25 weight-% of ethylene, (C) 1-20 parts by weight, on a resin basis, of an urethane resin-based emulsion, and (D) 0.5-10 parts by weight of an aminoethylated vinyl interpolymer of the formula -C-C(CH 3 )-CO-O-[-C(Ri)-C(R 2 )-N-] n -H where R1 is H or methyl and R2 is a hydrocarbon group, or a poly
  • JP5009448 relates to an adhesive prepared by adding a crosslinking agent to a base consisting mainly of a copolymer emulsion comprising 5-80 wt-% vinyl acetate units and 95-20 wt-% acrylic ester units and/or methacrylic ester units and containing polyvinyl alcohol having primary hydroxyl, primary amino or secondary amino or a copolymer emulsion comprising vinyl pivalate units, primary hydroxy-containing vinyl compound units and ethylenically unsaturated monomer units and having a glass transition temperature of -10 0 C or above.
  • a crosslinking agent to a base consisting mainly of a copolymer emulsion comprising 5-80 wt-% vinyl acetate units and 95-20 wt-% acrylic ester units and/or methacrylic ester units and containing polyvinyl alcohol having primary hydroxyl, primary amino or secondary amino or a copolymer emulsion comprising vinyl pivalate units, primary hydroxy
  • vinyl pivalate is a highly flammable, harmful (by inhalation, skin contact, or if swallowed), and irritating (to the eyes, respiratory system, and to the skin) substance that may cause cancer or heritable genetic damage.
  • One aspect of the invention relates to an adhesive system comprising
  • an aqueous latex comprising dispersed particles of at least one polymer comprising at least one carboxylic group or at least one carboxylic anhydride group, or a combination thereof, said polymer being obtainable from monomers comprising vinyl ester monomers and (meth)acrylate monomers, with the proviso that said polymer does not contain 5 to 90 wt-% of vinyl pivalate units in combination with 0.2 to 15 wt-% of primary hydroxyl group-containing vinyl compound units, and
  • Said at least one carboxylic group or at least one carboxylic anhydride group may be introduced into or onto the polymer by way of carboxylation of the polymer; in the alternative, or - if more than one such group - complement, the group(s) may originate from monomer(s) making up the polymer; in the alternative, or - if more than one such group - complement, the group(s) may originate from a protective colloid used during the polymerisation, such as for instance carboxylated polyvinyl alcohol.
  • the polymer preferably comprise up to about 15 mole-% or from about 0.05 to about 10 mole-% of carboxylic groups based on the combined numbers of moles of monomer comprised in the polymer, or up to about 7.5 mole-% or from about 0.025 to about 5 mole-% of carboxylic anhydride groups based on the combined numbers of moles of monomer comprised in the polymer.
  • the carboxylic or carboxylic anhydride groups may, for instance, originate from straight or branched C 3- - I2 monocarboxylic acid monomers; straight or branched C4-12 dicarboxylic acid monomers; or straight, branched, or cyclic C 4- -I 2 carboxylic anhydride monomers, wherein the carbon chain of said monomers contains at least one terminal, pendant, or internal ethylenic unsaturation.
  • the carboxylic or carboxylic anhydride groups may e.g originate from ethylenically unsaturated carboxylic or carboxylic anhydride group containing monomers used at the preparation of the polymer.
  • Such monomers may include one or more of acrylic acid, methacrylic acid, crotonic acid, isocrotonic acid, itaconic acid, itaconic anhydride, maleic acid, maleic anhydride, and fumaric acid, of which acrylic acid, methacrylic acid and mixtures thereof are particularly preferred.
  • adheresive system as used herein is meant a combination of components which function as, and are intended to be used as, an adhesive when combined.
  • adhesive is herein also included the term "binder”.
  • latex is synonymous with “dispersion” and “emulsion” and refers to the product of a particular emulsion-polymerization reaction.
  • latex is typically understood to mean an aqueous or water-based polymer emulsion, without separation of the polymer product from the aqueous carrier (e.g., water) which may include other liquid as well as certain by-product components within the emulsion.
  • aqueous carrier e.g., water
  • polymer refers to the product of a polymerization reaction, and is inclusive of homopolymers, copolymers, etc.
  • copolymer(s) refers to polymers formed by the polymerization of at least two different kinds of monomers.
  • the monomers when a polymer is referred to as being obtainable from monomers, the monomers may be present in the polymer in a polymerized form of the monomers, or in a derivative form of the monomers.
  • vinyl ester monomer refers to any monomer of the formula I
  • CH 2 CH-O-C-R (I) wherein R is a CrC 30 organyl group.
  • a non-exhaustive list of exemplary vinyl ester monomers comprise vinyl acetate, vinyl propionate, vinyl pivalate, vinyl 2-ethylhexanoate, vinyl laurate, vinyl chloroacetate, vinyl isobutyrate, vinyl caproate, vinyl stearate, vinyl versatate, and vinyl benzoate. However, it is preferred that vinyl pivalate or other harmful monomers are not included.
  • (meth)acrylate refers to both acrylate and methacrylate and combinations thereof.
  • polyamine-epihalohydrin refers to polyamine-epihalohydrin resins, including those that have been prepared with epihalohydrin, e.g. epichlorohydrin, as a reactant, either during the polymerisation or in the modification of an existing polymer.
  • the polyamine may be a polyaminoamide.
  • Such resins are widely used as wet strength agents in paper making and are commercially available, e.g. from Akzo Nobel under the trademarks Eka WS 320, Eka WS 320 RC, Eka WS 325, Eka WS XO, and Eka WS X14. Further, preparation thereof is disclosed in the literature, e.g.
  • polyaminoamide may also be referred to as polyamidoamine, polyaminopolyamide, polyamidopolyamine, polyamidepolyamine, polyamide, basic polyamide, cationic polyamide, aminopolyamide, amidopolyamine or polyaminamide.
  • the polyaminoamide epihalohydrin resin may be in an aqueous solution, that further may comprise a water-miscible solvent such as methanol, ethanol or dimethyl formamide.
  • the molecular weight can vary within wide ranges and Mw may, for example, be from about 10,000 to about 1 ,000,000 or higher, such as from about 50,000 to about 1 ,000,000.
  • Epihalohydrins that can be used include epibromohydrin and epichlorohydrin, in particular epichlorohydrin.
  • the polymers may be produced using, for instance, from about 0.5 to about 2 moles of epihalohydrin per mole of basic nitrogen in the polyaminoamide.
  • the polyaminoamide may be a reaction product of a polycarboxylic acid or a derivative thereof, such as a dicarboxylic acid or a derivative thereof, and a polyamine.
  • carboxylic acids include e.g. anhydrides, esters and half esters.
  • Exemplary polycarboxylic acids include saturated or unsaturated aliphatic or aromatic dicarboxylic acids.
  • carboxylic acid is meant to include carboxylic derivatives, such as anhydrides, esters or half esters.
  • the polycarboxylic acids may contain up to 10 carbon atoms, and may be chosen among oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, azelaic acid, sebacic acid and derivatives and mixtures thereof.
  • the polyamine may, for instance, be chosen among polyalkylene polyamines, or mixtures thereof, satisfying the following formula: H 2 N-(CR 1 H) 8 -(CR 2 H) b -N(R 3 )-(CR 4 H) c -(CR 5 H) C -NH 2 (II) in which R 1 -R 5 represent hydrogen or lower alkyl, preferably up to C 3 and a-d represent integers from 0-4.
  • Exemplary polyalkylene polyamines include diethylene triamine, triethylene tetra amine, tetraethylene penta amine, dipropylene triamine, and mixtures thereof.
  • the polyamines of formula I may be combined with other polyamines or mixtures of other amines.
  • the amines may, for instance, satisfy the following formulae IH-VIII:
  • R 6 -R 14 represent hydrogen or lower alkyl, preferably up to C 3 , e-l represent integers from 0 to 4, and m represents an integer from 1 to 5.
  • the polyamines may be used in combination with monoamines, i.e., compounds containing only one amine group (being a primary, secondary or tertiary amine group).
  • the polycarboxylic acid and the polyamine may, for example, be applied in a mole ratio of from 0.5:1 to 1.5:1 or from 0.7:1 to 1.4:1.
  • Preparation of polyaminoamides can be performed by any method known in the art, such as described in e.g. US 5902862.
  • the polyamine may be reacted with from about 0.1 to about 3 moles of epihalohydrin per mole of secondary amine group in the starting polyamine, in particular with from 0.5 to 1.5 moles and specifically from 0.8 to 1 .2 moles per mole of secondary amine groups.
  • a molar excess of epihalohydrin with respect to the secondary amine groups of the polyamine may be used in order to improve the stability of the final resin product.
  • the monomers for the polymer of the dispersed particles preferably comprise at least about 45 mole-% or from about 55 to about 99 mole-% of vinyl ester monomers.
  • Said vinyl ester monomer may for instance be a vinyl acetate monomer.
  • the monomers for the polymer of the dispersed particles preferably comprise up to about 40 mole-% or from about 1 to about 35 mole-% of (meth)acrylate monomers, for example from 5 to 25 mole-% or from 10 to 20 mole-%.
  • Said (meth)acrylate monomers may, for instance, be chosen among alkyl(meth)acrylates, hydroxyalkyl(meth)acrylates, alkyl di(meth)acrylates, epoxy(meth)acrylates, and combinations thereof.
  • said (meth)acrylate monomers may, for instance, be chosen among ethyl acrylate, methyl acrylate, n-butyl acrylate, i-butyl acrylate, t-butyl acrylate, methyl methacrylate, 2-ethylhexyl acrylate, cyclohexyl acrylate, cyclopentanyl methacrylate, 2- hydroxyethyl (meth)acrylate, 2-hydroxypropyl acrylate, tetrahydrofurfuryl acrylate, and combinations thereof.
  • said (meth)acrylate monomers may, for instance, be chosen among n-butyl acrylate or methyl methacrylate, or a combination thereof, particularly methyl methacrylate.
  • additional monomers for internal crosslinking may be used, for examples in amounts up to 1 mole-% or up 0.5 mole-%.
  • Examples of such monomers include ethylene glycol di(meth)acrylate, di(ethylene glycol) dimethacrylate, butylene g lycol d i m ethacrylate, 1 ,4-butanediol diacrylate, pentaerythritol triacrylate, trimethylolpropane tri(meth)acrylate, trimethylolpropane diallylether, allyl (meth)acrylate, diallyl maleate, triallyl (iso)cyanurate, and combinations thereof.
  • the polymer of the dispersed particles preferably comprise up to about 15 mole-% or from about 0.05 to about 10 mole-% of carboxylic groups based on the combined numbers of moles of monomer comprised in the polymer, or up to about 7.5 mole-% or from about 0.025 to about 5 mole-% of carboxylic anhydride groups based on the combined numbers of moles of monomer comprised in the polymer.
  • the carboxylic or carboxylic anhydride groups may originate from ethylenically unsaturated carboxylic or carboxylic anhydride group containing monomers used together with the vinyl ester monomers and the (meth)acrylate monomers at the preparation of the polymer.
  • Such monomers may, for instance, be chosen among straight and branched C 3- 12 monocarboxylic acid monomers; straight and branched C 4- i 2 dicarboxylic acid monomers; and straight, branched, and cyclic C4-12 carboxylic anhydride monomers, wherein the carbon chain of said monomers contains at least one terminal, pendant, or internal ethylenic unsaturation; included among such monomers are (meth)acrylic acid, crotonic acid, isocrotonic acid, itaconic acid, itaconic anhydride, maleic acid, maleic anhydride, and fumaric acid, of which acrylic acid, methacrylic acid or a combination thereof are particularly preferred.
  • the carboxylic or carboxylic anhydride groups may also originate from a carboxylic or carboxylic anhydride containing protective colloid used during the polymerisation, for example carboxylated polyvinyl alcohol.
  • the polymer of the dispersed particles is obtainable from monomers comprising vinyl ester monomers, (meth)acrylate monomers and carboxylic acid or carboxylic anhydride group containing monomers, the polymer being either free from any other kinds monomers or the content of any such other kinds of monomers being less than 1 mole%.
  • said aqueous latex comprising dispersed particles is comprised in a resin component, and said polyamine-epihalohydrin is comprised in a hardener component, said components being separate from each other.
  • the weight ratio of aqueous latex to polyamine-epihalohydrin may, for instance, be from about 100:0.3 to about 100:31 ; more specifically the weight ratio of aqueous latex to polyamine-epihalohydrin may, for instance, be from about 100:1.3 to about 100:23; even more specifically said weight ratio may, for instance, be from about 100:1 .3 to about 100:11.5; even further specifically said weight ratio may, for instance, be from about 100:1.3 to about 100:7.7; all weight ratios being dry:dry.
  • the aqueous latex comprised in the inventive adhesive system may be produced by way of emulsion polymerisation.
  • emulsion polymerisation there are basically three different processes available: batch, semicontinuous and continuous.
  • batch process all the reactants are added at the start of the reaction while in the semi-continuous process the components are added continuously throughout the reaction.
  • semi-continuous process the components are added continuously throughout the reaction.
  • continuous process the components are added continuously during the process similarly to the semi-continuous process, but the product is removed at the same rate.
  • the polymerization procedure may be performed as well known in the art of emulsion polymerization. It may be carried out in an aqueous medium at a pH in the range of 3 to 7. To maintain the pH of the reaction mixture, a buffer may be added as is known in the art. Suitable buffers include alkali metal acetates, alkali metal carbonates, and alkali metal phosphates.
  • the initiator system may, for example, be chosen among thermal initiators, redox initiators, or combinations thereof, for example potassium- or ammonium persulfates, tert-butyl hydroperoxide, cumene hydroperoxide, t-butylperbenzoate, t-butyl 2-ethyl perhexanoate, hydrogen peroxide and benzoyl peroxide.
  • Suitable reducing agents of a redox initiator system include compounds such as sulphur compounds with a low oxidation state such as sulfites, hydrogen sulfites, alkali metal bisulfites, ketone adducts of bisulfites such as acetone bisulfite, alkali metal disulfites, metabisulfites and its salts, thiosulfates, formaldehyde sulfoxylates and its salts, reducing nitrogen compounds such as hydroxylamines, hydroxylamine hydrosulfate and hydroxylammonium salts, polyamines and reducing sugars such as sorbose, fructose, glucose, lactose and derivatives thereof, enediols such as ascorbic acid and isoascorbic acid, sulfinic acids, hydroxy alkyl sulfinic acids such as hydroxy methyl sulfinic acid and 2-hydroxy-2- sulfinactic acid and its salts.
  • Redox initiators are typically used in combination with trace amounts of metal such as iron, for example supplied as ferrous sulphate.
  • the polymer comprised in the inventive adhesive system may, for instance, have a weight average molecular weight of from about 100,000 to about 2,500,000 g/mol;
  • the polymer may, for instance, have a weight average molecular weight of from about 350,000 to about 2,000,000 g/mol, and even more specifically a weight average molecular weight of, for instance, from about 400,000 to about 1 ,600,000 g/mol.
  • the aqueous latex may furthermore comprises a protective colloid comprising a polymer chosen among, for instance, polyvinyl alcohol, hydroxyethyl cellulose, polyvinyl formamide, polyvinyl amine, a copolymer of two or more of said polymers, and combinations thereof.
  • the protective colloid may be combined with another emulsifying agent, such as an anionic or non-ionic surfactant.
  • the aqueous latex comprising dispersed particles is comprised in a resin component, and said polyamine-epihalohydrin is comprised in a hardener component, said components being separate from each other.
  • the resin component may also comprise part of the polyamine-epihalohydrin.
  • the adhesive system may further comprise additives chosen among, for instance, preservatives, antifoaming agents, viscosity adjusting agents; fillers such as kaolin, calcium carbonate, wheat meal, soy meal, walnut shell meal; and other additives known to be suitable for use in wood adhesive formulations, including combinations thereof.
  • additives chosen among, for instance, preservatives, antifoaming agents, viscosity adjusting agents; fillers such as kaolin, calcium carbonate, wheat meal, soy meal, walnut shell meal; and other additives known to be suitable for use in wood adhesive formulations, including combinations thereof.
  • An aspect of the invention relates to an adhesive composition comprising the inventive adhesive system.
  • Another aspect of the invention relates to the use of the adhesive system according to the invention for producing a wood based product.
  • a further aspect of the invention relates to a method of producing a wood based product, comprising applying the inventive adhesive system onto one or more pieces of a wood- based material, and joining the one or more pieces with one or more further pieces of a material.
  • Still a further aspect of the invention relates to a wood based product obtainable by this method.
  • wood-based materials as used herein, is beside solid wood, also included wooden materials such as fibre-, chip-, and particleboard materials.
  • the surfaces to be joined may be of the same or different type of wood based material.
  • the wood based material can be any type and form of wood based material such as chips, fibres, sheets, laminas, veneers, pieces etc.
  • the adhesive system comprises one component comprising said aqueous latex comprising dispersed particles, and another component comprising said polyamine-epihalohydrin, and the two components are applied onto the wood based material as separate components.
  • the component comprising the aqueous latex may also comprise part of the polyamine-epihalohydrin.
  • the two components are applied in a sequence of time from each other, as a first component applied and as a second component applied onto the wood based material; in a specific aspect of this embodiment the first component applied comprises the aqueous latex comprising dispersed particles, and the second component applied comprises polyamine-epihalohydrin.
  • said aqueous latex comprising dispersed particles, and said polyamine-epihalohydrin, of said adhesive system are comprised together in a mixture.
  • the inventive method may, for instance, comprise mixing wood based chips with the adhesive system, and joining the chips.
  • wood chips includes chips, shavings, flakes, sawdust particles and any similar finely divided wood based material.
  • the weight ratio between the polymer comprised in the adhesive system to chips may, for instance, be from about 1 :500 to about 1 :5; it may specifically be, for instance, from about 1 :100 to about 1 :10; even more specifically it may, for instance, be from about 1 :50 to about 1 :20.
  • the moisture content of the chips before mixing with said polymer may, for instance, be from 0 to about 30 weight-%; it may specifically be, for instance, from 0 to about 10 weight-%: even more specifically it may, for instance, be from 0 to about 5 weight-%.
  • the moisture content of the mixture of chips and adhesive system at the beginning of the pressing may, for instance, be from about 3 to about 25 weight-%; it may specifically be, for instance, from about 5 to about 20 weight-%, and even more specifically it may, for instance, be from about 7 to about 15 weight-%.
  • the wood based product produced by the inventive method may, for instance, be a chip-, particle-, or fibre board, or an oriented strand board.
  • the wood based chips may, for instance, be mixed with the adhesive system to form a mixture of chips and adhesive system, which is then pressed into a board.
  • the pressing may, for instance, take place at an elevated temperature.
  • the pressing temperature depends on which wood based product intended to be manufactured but may be from about 50 to about 250 0 C.
  • the pressing time and pressing temperature are linked so that lower pressing temperatures generally require longer pressing times.
  • the wood based product to be produced does also determine suitable pressing temperatures and pressing times.
  • the pressing time may be at least about 10 s, specifically from about 10 s to about 60 minutes, more specifically at least about 30 s, even more specifically from about 30 s to about 30 minutes, even further specifically at least about 1 minute, and even yet more specifically from about 1 to about 15 minutes.
  • the adhesive system may, for instance, be applied onto a sheet-like material, and joined with a further sheet-like material.
  • sheet-like material refers to materials having dimensions in either the length or width directions, or both, that are much greater than the dimension of the material in the thickness direction; exemplary of sheet-like materials are laminae, boards, veneer, and the like.
  • An embodiment of the invention relates to a wood based product comprising pieces of wood based material joined with the inventive adhesive system;
  • the wood based product may, for instance, be a laminated or veneered material;
  • the wood based product may, for instance, also be a composite product such as e.g. a particle board, fibre board (such as MDF), chip board or oriented strand board.
  • the wood based product of the present invention may, for instance, be a laminated or veneered material, such as laminated flooring, veneered flooring, a veneered furniture material, plywood, a wall panel, a roofing panel, a laminated beam, or a composite product such as a particle board, fibre board, chip board or oriented strand board.
  • a laminated or veneered material such as laminated flooring, veneered flooring, a veneered furniture material, plywood, a wall panel, a roofing panel, a laminated beam, or a composite product such as a particle board, fibre board, chip board or oriented strand board.
  • the wood based product may, for instance, be a composite product comprising wood based chips joined together with the inventive adhesive system.
  • the invention is further illustrated by means of the following non-limiting examples. Parts and percentages relate to parts by weight respectively percent by weight, unless otherwise stated.
  • Emulsion polymerisations were performed in an automated batch lab reactor of 1 litre.
  • the reactor used was a LabMax from Mettler Toledo and the software program was Camile TG.
  • the emulsion polymerisation started by introducing a protective colloid dissolved in water to the reactor. Next, a buffer was added to prevent the pH from decreasing excessively.
  • the polymerisation was carried out as a semi-continuous reaction according to a pre-programmed recipe using two pumps to dose the monomer and initiator feed. The weight of the charged feeds was controlled by lab scales.
  • the preprogrammed recipe also controlled the temperature of the reactor and stirring rate of the anchor type stirrer.
  • Viscosities were measured by means of a Brookfield LVT spindle 4 at about 23 0 C. Preparation of adhesive compositions and test specimens
  • the tensile strength of the adhesive compositions obtained in Example 2 was measured according to standard test SS:EN 204:2001 using a universal test machine Alwetron TCT50, and also according to WATT 91 , the "Wood Adhesives Temperature Test" (SS:EN 14257:2006).
  • Each of the listed adhesive compositions were spread on two boards which were pressed together for about 15 minutes at a temperature of about 75 ° C.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

La présente invention a pour objet un système adhésif comprenant : - un latex aqueux comprenant des particules dispersées d’au moins un polymère comprenant au moins un groupe carboxylique ou au moins un groupe anhydride carboxylique, ou une combinaison de ceux-ci, ledit polymère pouvant être obtenu à partir de monomères comprenant des monomères d’ester vinylique et des monomères de (méth)acrylate, à condition que ledit polymère ne contienne pas de 5 à 90 % en poids d’unités pivalate de vinyle en combinaison avec 0,2 à 15 % en poids d’unités composé vinylique contenant un groupe hydroxyle primaire, et - une polyamine-épihalohydrine. L’invention concerne en outre l’utilisation du système adhésif, un procédé de production d’un produit à base de bois et un produit à base de bois.
EP10732393A 2009-07-20 2010-07-16 Système adhésif et procédé de production d un produit à base de bois Withdrawn EP2456835A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP10732393A EP2456835A1 (fr) 2009-07-20 2010-07-16 Système adhésif et procédé de production d un produit à base de bois

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US22687009P 2009-07-20 2009-07-20
EP09165857 2009-07-20
EP10732393A EP2456835A1 (fr) 2009-07-20 2010-07-16 Système adhésif et procédé de production d un produit à base de bois
PCT/EP2010/060271 WO2011009811A1 (fr) 2009-07-20 2010-07-16 Système adhésif et procédé de production d’un produit à base de bois

Publications (1)

Publication Number Publication Date
EP2456835A1 true EP2456835A1 (fr) 2012-05-30

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EP2569156B1 (fr) 2010-05-12 2014-10-22 Akzo Nobel Coatings International B.V. Procédé de fabrication d'un produit composite
US20130056132A1 (en) 2010-05-12 2013-03-07 Akzo Nobel Coatings International B.V. Method of manufacturing a composite product
EP2743321A1 (fr) * 2012-12-11 2014-06-18 Celanese Emulsions GmbH Matériaux composites stratifiés et leurs procédés de préparation
CN104263137A (zh) * 2014-09-05 2015-01-07 安徽桑瑞斯环保新材料有限公司 一种硬质防水涂料
EP4211196A4 (fr) * 2020-09-08 2024-05-29 Dow Global Technologies Llc Composition adhésive durcissable aqueuse et article stratifié associé

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2926154A (en) 1957-09-05 1960-02-23 Hercules Powder Co Ltd Cationic thermosetting polyamide-epichlorohydrin resins and process of making same
US3311594A (en) 1963-05-29 1967-03-28 Hercules Inc Method of making acid-stabilized, base reactivatable amino-type epichlorohydrin wet-strength resins
US3891589A (en) 1972-12-21 1975-06-24 Nat Starch Chem Corp Process for preparing stable high solids aqueous solution of cationic thermosetting resins
JPS54159496A (en) 1978-06-07 1979-12-17 Sumitomo Chem Co Ltd Preparation of aqueous solution of cationic thermosetting resin
DE3135830A1 (de) 1981-09-10 1983-03-24 Basf Ag, 6700 Ludwigshafen Verfahren zur herstellung von wasserloeslichen, stickstoffhaltigen kondensationsprodukten und deren verwendung bei der papierherstellung
DE3708544A1 (de) 1987-03-17 1988-09-29 Bayer Ag Stickstoffhaltige, wasserloesliche verbindungen
DE3808741A1 (de) 1988-03-16 1989-09-28 Bayer Ag Polyamidamin-harze
DE3810424A1 (de) 1988-03-26 1989-10-12 Bayer Ag Stickstoffhaltige polymere verbindungen
DE3822490A1 (de) 1988-07-02 1990-01-04 Hoechst Ag Waessrige loesungen von polyamidoamin-epichlorhyrin-harzen, verfahren zu ihrer herstellung und ihre verwendung
JP2969636B2 (ja) 1988-12-23 1999-11-02 住友化学工業株式会社 陽イオン性熱硬化性樹脂水溶液の製造方法
DE69226699T2 (de) 1991-06-19 1999-02-11 Akzo Nobel Nv Verfahren zur herstellung von harze auf der basis von epihalohydrin mit verringertem halogengehalt
JP3307409B2 (ja) 1991-07-03 2002-07-24 株式会社クラレ 木工用接着剤
US5387638A (en) 1992-09-07 1995-02-07 Kuraray Co., Ltd. Emulsion composition
US5786429A (en) 1996-04-18 1998-07-28 Hercules Incorporated Highly branched polyamidoamines and their preparation
JPH10306266A (ja) 1997-05-07 1998-11-17 Sekisui Chem Co Ltd 接着剤組成物
US20090118416A1 (en) 2005-07-13 2009-05-07 Kuraray Co., Ltd Aqueous liquid dispersion, method for producing same, composition, adhesive, and coating material
PL2000485T3 (pl) 2007-05-29 2011-01-31 Wacker Chemical Corp Kompozycja emulsyjnej dyspersji polimerów pozbawiona formaldehydów obejmująca w pełni zhydrolizowany poli(alkohol winylowy) jako stabilizator koloidalny zapewniająca poprawioną wytrzymałość cieplną

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2011009811A1 *

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