WO2007139503A1 - Système adhésif - Google Patents

Système adhésif Download PDF

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Publication number
WO2007139503A1
WO2007139503A1 PCT/SE2007/050383 SE2007050383W WO2007139503A1 WO 2007139503 A1 WO2007139503 A1 WO 2007139503A1 SE 2007050383 W SE2007050383 W SE 2007050383W WO 2007139503 A1 WO2007139503 A1 WO 2007139503A1
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WO
WIPO (PCT)
Prior art keywords
polymers
protein
adhesive system
wood
weight
Prior art date
Application number
PCT/SE2007/050383
Other languages
English (en)
Inventor
Farideh Khabbaz
Original Assignee
Akzo Nobel Coatings International 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 Akzo Nobel Coatings International B.V. filed Critical Akzo Nobel Coatings International B.V.
Priority to JP2009513103A priority Critical patent/JP2009538960A/ja
Priority to CA2653982A priority patent/CA2653982C/fr
Priority to EP07748544A priority patent/EP2021428A1/fr
Priority to BRPI0711870-8A priority patent/BRPI0711870A2/pt
Priority to CN2007800203540A priority patent/CN101460586B/zh
Publication of WO2007139503A1 publication Critical patent/WO2007139503A1/fr
Priority to NO20085392A priority patent/NO20085392L/no

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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
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J189/00—Adhesives based on proteins; Adhesives based on derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L97/00—Compositions of lignin-containing materials
    • C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L101/00—Compositions of unspecified macromolecular compounds
    • C08L101/02—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups
    • C08L101/06—Compositions of unspecified macromolecular compounds characterised by the presence of specified groups, e.g. terminal or pendant functional groups containing oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition 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
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition 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
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00—Compositions of 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 alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/02—Homopolymers or copolymers of unsaturated alcohols
    • C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L89/00—Compositions of proteins; Compositions of derivatives thereof

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.
  • board 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.
  • Protein based adhesives were used in the production of plywood many decades ago but were replaced by formaldehyde based resins due to their superior performance. Recently, there have been proposed different types of protein-based adhesives.
  • WO 2005/1 13700 A1 , US 2004/0037906 and US 2004/0089418 disclose adhesive compositions based on soy protein.
  • a further example of a protein based adhesive is disclosed in Li et al., "Soy-based adhesives with 1 ,3-dichloro-2-propanol as a curing agent", Wood and Fiber Science, 36(2), 2004, pp. 186-194.
  • US 2002/0005251 discloses an adhesive based on soy protein isolate.
  • US 2005/0166796 discloses an adhesive composition comprising soy protein isolate.
  • US 6,790,271 and US 2005/0234156 disclose adhesive compositions comprising soy protein isolate used for forming a particle board.
  • Mori et al., "A honeymoon-type adhesive for wood products", J. of applied polymer science, Vol. 91 , 2966-2972 (2004) discloses acetoacetylated polyvinyl alcohol in wood adhesives but not in combination with any protein.
  • US 4,350,788, US 4,687,809 and US 2005/0197441 A1 disclose the use of acetoacetylated polyvinyl alcohol in wood adhesives but not in combination with any protein.
  • the present invention provides a protein based adhesive composition which gives excellent gluing strength and product quality in terms of, e.g. water resistance. Also, a method of producing wood based products is provided.
  • the present invention provides an adhesive system comprising a protein and one or more polymers (P) containing acetoacetoxy groups.
  • adheresive system is herein meant a combination of two or more components which forms, and functions as, a wood adhesive.
  • binder is herein also included the term "binder”.
  • the present invention also relates to a method of producing a wood based product comprising providing an adhesive system, comprising a protein one or more polymers (P) containing acetoacetoxy groups onto one or more pieces of a wood-based material and joining the pieces with one or more further pieces of a material, preferably wood based material.
  • an adhesive system comprising a protein one or more polymers (P) containing acetoacetoxy groups onto one or more pieces of a wood-based material and joining the pieces with one or more further pieces of a material, preferably wood based material.
  • the weight ratio protein to one or more polymers (P) is suitably from about 1 :2 to about 100:1 , preferably from about 1 :1 to about 100:1 , more preferably from about 1 :1 to about 20:1 , most preferably from about 2:1 to about 10:1.
  • the adhesive system comprises an adhesive composition.
  • the adhesive composition suitably comprises from about 1 to about 99 weight % of protein, preferably from about 3 to about 75 weight %, most preferably from about 5 to about 50 weight %.
  • the adhesive composition suitably comprises from about 0.1 to about 99 weight % of the one or more polymers (P), preferably from about 1 to about 80 weight %, more preferably 2 to about 50 weight %, even more preferably from about 2 to about 25 weight %, most preferably from about 5 to about 15 weight %.
  • the solids content in the adhesive composition is suitably from about 10 to about 95 weight %, preferably from about 20 to about 75 weight %, most preferably from about 30 to about 50 weight %.
  • the adhesive system comprises the protein and the one or more polymers (P) as separate components which preferably remain separated until their actual use in the gluing process.
  • the separate components of the adhesive system may also be mixed a short time before the actual use in the gluing process, thereby forming an adhesive composition of the present invention.
  • short time is herein suitably meant less than about 1 hour, preferably less than about 30 minutes, most preferably less than about 15 minutes.
  • the adhesive system is applied onto one or more pieces of a wood-based material as separate components, wherein one component comprises the protein and a further component comprises the one or more polymers (P).
  • the component comprising protein may comprise a protein solution or dispersion, or comprise the protein as a dry material.
  • the protein solution or dispersion is preferably aqueous.
  • the component comprising the one or more polymers (P) is suitably a solution or dispersion, preferably an aqueous solution or dispersion, or as a solid material.
  • the polymer (P) is suitably present in an aqueous composition comprising from about 0.1 to about 99 weight % of polymer (P), preferably from about 1 to about 80 weight %, more preferably from about 2 to about 50 weight %, even more preferably from about 2 to about 25 weight %, most preferably from about 3 to about 15 weight %.
  • the first component applied comprises a protein, either as a solution or dispersion, or as a dry material
  • the second component applied comprises a solution or dispersion of the one or more polymers (P).
  • the first component applied comprises a solution or dispersion of the one or more polymers (P) and the second component applied comprises a protein, either as a solution or dispersion, or as a dry material.
  • the first component applied comprises the one or more polymers (P) as a solid material and the second component applied comprises a protein, either as a solution or dispersion, or as a dry material.
  • a mixture of the one or more polymers (P) as a solid material and a protein as a dry material is applied.
  • the first applied component being a solution or dispersion is dried after application before the second component is applied.
  • the first applied component is preferably a solution or dispersion of the one or more polymers (P).
  • suitable proteins are native proteins, i.e. unmodified proteins, and modified proteins, originating from, e.g., milk (casein), soy, potato, corn, wheat, rice, peas etc..
  • suitable soy protein products include soy protein concentrate, soy meal, soy protein hydrolysate and soy protein isolate.
  • the protein is a soy protein isolate (SPI).
  • SPI soy protein isolate
  • the protein is suitably provided for use in the present invention in the form of a product such as a protein meal or a protein isolate.
  • the protein content in the protein meal or protein isolate is suitably from about 30 to about 100 weight %, preferably from about 50 to about 100 weight %, most preferably from about 70 to about 100 weight %.
  • An aqueous composition comprising 12 weight % of the protein has suitably a viscosity (Brookfield, 12 rpm, spindle 4, at 20°C) of from about 500 to about 5.000.000 mPa * s, preferably from about 1.000 to about 2.000.000 mPa * s, more preferably from about 50.000 to about 1.500.000 mPa * s. most preferably from about 100.000 to about 1.000.000 mPa * s.
  • a viscosity Brookfield, 12 rpm, spindle 4, at 20°C
  • the one or more polymers (P) have suitably a weight average molecular weight of from about 1.000 to about 5.000.000 g/mol, preferably from about 10.000 to about 2000.000 g/mol.
  • the content of acetoacetoxy groups in the one or more polymers (P) is suitably from about 0.05 to about 50 mole%, preferably from about 1 to about 30 mole %, most preferably from about 5 to about 20 mole%.
  • the one or more polymers (P) preferably comprises acetoacetylated polyvinyl alcohol (AAPVA).
  • AAPVA acetoacetylated polyvinyl alcohol
  • the adhesive system suitably further comprises one or more polymers (P1 ) containing amine or amide groups, preferably as a separate component or as mixed with the protein component.
  • the amide groups are preferably pendant amide groups.
  • amide groups are herein included formamide groups.
  • the one or more polymers (P1 ) preferably comprise primary amine groups or formamide groups.
  • the one or more polymers (P1 ) comprises polyvinylamine, polyvinylformamide, poly(vinylalcohol-co-vinylamine), poly(vinylalcohol-co- vinylformamide), polyallyl amine, polyethylene imine or polyamidoamine.
  • the one or more polymers (P1 ) comprises polyvinylamine or polyethylene imine.
  • the one or more polymers (P1 ) suitably have a weight average molecular weight of from about 1.000 to about 5.000.000 g/mol, preferably from about 10.000 to about 2000.000 g/mol.
  • the polymer (P1 ) is suitably present in an aqueous composition comprising from about 0.1 to about 99 weight % of polymer (P1 ), preferably from about 1 to about 80 weight, more preferably from about 2 to about 50 weight %, even more preferably from about 2 to about 25 weight %, most preferably from about 3 to about 15 weight %.
  • the aqueous composition comprising the one or more polymers (P1 ) may further comprise inorganic- or organic salts.
  • a part of the one or more polymers (P1 ) may be ionically charged, preferably cationically charged.
  • the amount of negative counter-ions of the salts in the aqueous composition is suitably from 0 to about 50 weight %, preferably from about 1 to about 30 weight %, most preferably from about 2 to about 20 weight %.
  • the one or more components of the adhesive system comprising protein, polymer (P) and optionally polymer (P1 ) respectively, or the adhesive composition comprising protein and polymer, and optionally polymer (P1 ), may further comprise additives and fillers such as kaolin.
  • the adhesive composition is dried after application and later activated by adding water or an aqueous composition comprising the one or more polymers (P) or an aqueous composition comprising one or more polymers (P1 ).
  • the adhesive system comprises the protein, the one or more polymers (P) and the one or more polymers (P1 ) as separate components which remain separated until their actual use in the gluing process.
  • the separate components of the adhesive system may also be mixed a short time before the actual use in the gluing process, thereby forming an adhesive composition of the present invention.
  • short time is herein suitably meant less than about 1 hour, preferably less than about 30 minutes, most preferably less than about 15 minutes.
  • the adhesive system is applied onto one or more pieces of a wood-based material as separate components, wherein one component comprises the protein, a further component comprises the one or more polymers (P), and a further component comprises the one or more polymers (P1 ).
  • the component comprising protein may comprise a protein solution or dispersion, or comprise the protein as a dry material.
  • the component comprising the one or more polymers (P) is suitably a solution or dispersion.
  • the component comprising the one or more polymers (P1 ) is suitably a solution or dispersion.
  • a first component applied comprises a solution or dispersion of the protein and the one or more polymers (P), which is dried before application of a second component which comprises a solution or dispersion of the one or more polymers (P1 ).
  • a first component applied comprises a solution or dispersion of the protein and the one or more polymers (P1 ), which is dried before application of a second component which comprises a solution or dispersion of the one or more polymers (P).
  • a first component applied comprises a solution or dispersion of the one or more polymers (P), which is dried before application of a second component which comprises a solution or dispersion of the protein and the one or more polymers (P1 ).
  • a first component applied comprises a solution or dispersion of the one or more polymers (P1 ), which is dried before application of a second component which comprises a solution or dispersion of the protein and the one or more polymers (P).
  • the amount of protein and one or more polymers (P) and the optional one or more polymers (P1 ) in the adhesive composition suitably make up at least 75 weight % of components having a molecular weight equal to or above 1000 g/mole, also suitably from about 75 to about 100 weight %, preferably at least 85 weight %, also preferably from about 85 to about 100 weight %, most preferably at least 95 weight %, also most preferably from about 95 to about 100 weight %.
  • the invention further relates to the use of the adhesive system according to the invention for gluing pieces of wood based materials forming a wood based product.
  • the pieces of wood based material are sheets or lamellas.
  • the wood based product is suitably a laminated flooring material, veneered flooring, a veneered furniture material, plywood, a wall panel, a roofing panel or a laminated beam.
  • the pieces of wood based material are wood chips or wood particles, such as chips, shavings, flakes, sawdust or any similar finely divided wood based material.
  • the wood based product is suitably a chip-, particle-, or fibreboard, or oriented strand board.
  • the moisture content of the wood particles to be used in the present invention is suitably from about 0 to about 20 weight %, preferably from about 1 to about 10 weight %, more preferably from about 1.5 to about 5 weight %.
  • the weight ratio wood particles to adhesive system, calculated as dry weight is suitably from about 100:1 to about 1 :1 , preferably from about 50:1 to about 2:1 , more preferably from about 30:1 to about 2.5:1 , most preferably from about 15:1 to about 3:1.
  • the method according to the invention suitably comprises the steps of contacting one or more pieces of wood based material with the adhesive system according to the invention, pressing and thereby joining pieces of wood based material with further wood based material.
  • the pressing suitably takes place at an elevated temperature.
  • the wood based material can be any type and form of wood based material such as chips, fibres, sheets, laminas, veneers, pieces etc.
  • the method suitably comprises application of the adhesive composition according to the invention onto a surface of the wood based material followed by pressing.
  • the pressing temperature depends on which wood based product intended to be manufactured but is suitably from about 50 to about 250 °C and preferably from about 70 to about 200°C.
  • the pressing temperature is preferably from about 100 to about 225 °C, most preferably from about 150 to about 200°C.
  • the pressing temperature is preferably from about 70 to about 175 °C, most preferably from about 90 to about 160°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 is suitably at least about 10 s , also suitably from about 10 s to about 60 minutes, preferably at least about 30 s, also preferably from about 30 s to about 30 minutes, most preferably at least about 1 minute, also preferably from about 1 to about 15 minutes.
  • the method when manufacturing laminated products, suitably comprises application of the adhesive composition according to the invention onto a surface so that the glue joint will comprise an originally applied amount of from about 0.1 to about 500 g/m 2 .
  • the applied amount depends on the product to be produced: for compression moulded veneers it is preferably from about 50 to about 200 g/m 2 , for laminated flooring material it is preferably from about 100 to about 160 g/m 2 .
  • the suitable upper limit also depends on which type of wood based material that is applied with the solution.
  • the adhesive composition may be applied on one or both of the surfaces to be joined. If applied on both surfaces, the sum of the amounts applied on each surface will correspond to the preferred amounts for the whole glue joint specified.
  • the method when manufacturing laminated products, suitably comprises application of the adhesive system according to the invention as separate components of the protein and the one or more polymers (P) onto a surface.
  • both the protein and polymer (P) are applied as aqueous compositions.
  • the protein and the one or more polymers (P) can be applied onto separate surfaces intended to be joined.
  • the total amount of applied adhesive system onto the one or both surfaces is such that the glue joint will comprise an originally applied amount of from about 0.1 to about 500 g/m 2 .
  • the applied amount depends on the product to be produced: for compression moulded veneers it is preferably from about 50 to about 200 g/m 2 , for laminated flooring material it is preferably from about 100 to about 160 g/m 2 .
  • the suitable upper limit also depends on which type of wood based material that is applied with the solution.
  • the method when manufacturing particle-, chip-, or fibre boards and similar products, suitably comprises application of the adhesive system according to the invention as separate components of the protein and the one or more polymers (P) onto the wood chips.
  • the protein When applied separately, in the manufacturing of particle-, chip-, or fibre boards and similar products, the protein can be applied in dry form or as present in an aqueous composition. Preferably, the protein is applied in dry form.
  • the one or more polymers (P) can be applied as a solid or as an aqueous composition.
  • the one or more polymers (P) are preferably first added to the chips followed by addition of the protein.
  • the one or more polymers (P) are applied as an aqueous composition followed by the addition of protein in dry form. In one embodiment, in the manufacturing of particle-, chip-, or fibre boards and similar products, the one or more polymers (P) are applied as a solid simultaneously with the protein in dry form.
  • the present invention also relates to a wood based product obtainable by the method of producing a wood based product.
  • the wood based product is suitably a particle-, chip-, or fibreboard product.
  • the wood based product is suitably a laminated products, such as plywood, laminated flooring or veneered flooring product.
  • a particle-, chip-, or fibreboard product made according to the invention suitably has a content of protein from about 1 to about 20 weight %, preferably from about 3 to about 15 weight %, calculated as dry weight.
  • a particle-, chip-, or fibreboard product made according to the invention suitably has a content of the polymer comprising acetoacetoxy groups of from about 0.5 to about 10 weight %, preferably from about 1 to about 5 weight %, calculated as dry weight.
  • Veneered products were made by applying different compositions onto a 15x15 cm different particle boards followed by drying for 5 days. The dried adhesive layers were then remoistened followed by veneering a layer of 0.6 mm beech onto the boards. The assemblies were pressed during 1 minute at 130°C. The fiber tear (chisel) was tested.
  • compositions tested were:
  • Example 2 A particle board was manufactured by mixing 864 g wood chips, having a moisture content of 2 weight %, with 205 g of an aqueous solution of about 1 1 weight % acetoacetylated polyvinyl alcohol (AAPVA) (Gohsefimer® Z-220 from Nippon Gohsei), followed by mixing in about 85 g of a soy protein isolate (SPI) (Prisolate® 601 EM from Food Partner). The SPI had a protein content of >90 weight % and a dry content of 94 weight %. The chips mixture was formed into a sheet of 30x30 cm and pressed at 185°C for three minutes and pressed into a board of 16 mm thickness.
  • AAPVA acetoacetylated polyvinyl alcohol
  • SPI soy protein isolate
  • the chips mixture was formed into a sheet of 30x30 cm and pressed at 185°C for three minutes and pressed into a board of 16 mm thickness.
  • the sequence of pressure was 160 kg/cm 2 during 30 s, 40 kg/ cm 2 during 2.5 min and no pressure during the last 30 s.
  • the tensile strength (internal bond, IB), thickness swelling (TSW) and water absorption (ABS) were measured.
  • a further particle board was manufactured in the same way as previously by mixing 994 g wood chips, having a moisture content of 2 weight %, with about 85 g of a soy protein isolate (Supro® 500E from Solae).
  • the SPI had a protein content of >90 weight % and a dry content of 94 weight %.
  • the tensile strength (internal bond, IB) was measured. Table 2.
  • Particle boards were manufactured in a smaller scale by mixing 50.7 g wood chips respectively, having a moisture content of 2 weight %, with 1 g of acetoacetylated polyvinyl alcohol (AAPVA) (Gohsefimer® Z-220 from Nippon Gohsei), present as an aqueous solution of about 16.5 weight %, followed by mixing in soy protein isolate (SPI) (Supro® 500E from Solae) in various amounts.
  • SPI soy protein isolate
  • the SPI had a protein content of >90 weight % and a dry content of 94 weight %.
  • a reference with no SPI and a reference with no AAPVA was also prepared.
  • the chips mixtures were pressed into boards of 10 mm thickness. The pressing was made at 9 kg/cm 2 at 180-185°C during 5 minutes.
  • the internal bond strength (IB) was measured by gluing pieces of 5 x 5 cm onto two metal blocks and tearing them apart.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Veneer Processing And Manufacture Of Plywood (AREA)
  • Dry Formation Of Fiberboard And The Like (AREA)
  • Laminated Bodies (AREA)

Abstract

L'invention concerne un système adhésif comprenant une protéine et un ou plusieurs polymères contenant des groupes acétoacétoxy. L'invention concerne également un procédé de production d'un produit à base de bois laminé et un panneau de particules.
PCT/SE2007/050383 2006-06-01 2007-05-30 Système adhésif WO2007139503A1 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
JP2009513103A JP2009538960A (ja) 2006-06-01 2007-05-30 接着剤系
CA2653982A CA2653982C (fr) 2006-06-01 2007-05-30 Systeme adhesif
EP07748544A EP2021428A1 (fr) 2006-06-01 2007-05-30 Système adhésif
BRPI0711870-8A BRPI0711870A2 (pt) 2006-06-01 2007-05-30 sistema adesivo
CN2007800203540A CN101460586B (zh) 2006-06-01 2007-05-30 粘合剂体系
NO20085392A NO20085392L (no) 2006-06-01 2008-12-30 Klebende system

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP06114852 2006-06-01
EP06114852.4 2006-06-01

Publications (1)

Publication Number Publication Date
WO2007139503A1 true WO2007139503A1 (fr) 2007-12-06

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/SE2007/050383 WO2007139503A1 (fr) 2006-06-01 2007-05-30 Système adhésif

Country Status (10)

Country Link
EP (1) EP2021428A1 (fr)
JP (1) JP2009538960A (fr)
CN (1) CN101460586B (fr)
AR (1) AR061213A1 (fr)
BR (1) BRPI0711870A2 (fr)
CA (1) CA2653982C (fr)
NO (1) NO20085392L (fr)
RU (1) RU2459850C2 (fr)
TW (1) TW200815556A (fr)
WO (1) WO2007139503A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2100922A1 (fr) * 2008-03-14 2009-09-16 Rohm and Haas Company Suspension de farine de soja et procédé pour la fourniture de celle-ci
JP2011528750A (ja) * 2008-07-21 2011-11-24 ティン ウォング，テック ホルムアルデヒドを含まない成形品及び関連部品の製造方法
WO2012076566A2 (fr) 2010-12-10 2012-06-14 Akzo Nobel Coatings International B.V. Composition aqueuse

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2013354196A1 (en) * 2012-12-04 2015-06-18 Henkel Ag & Co Kgaa Adhesive system for preparing lignocellulosic composites

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050197441A1 (en) * 2004-03-05 2005-09-08 The Nippon Synthetic Chemical Industry Co., Ltd. Aqueous emulsion and use thereof
JP2005307205A (ja) * 2004-03-26 2005-11-04 Univ Kinki ２液硬化型水性接着剤
WO2005113700A1 (fr) * 2004-04-20 2005-12-01 State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University Adhésifs ligno cellulosiques libres de formaldéhyde et composites constitués à partir des adhésifs

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4934539A (fr) * 1972-07-31 1974-03-30
JPS5943069B2 (ja) * 1980-09-26 1984-10-19 日本合成化学工業株式会社 木材用接着剤
JPS6121171A (ja) * 1984-07-09 1986-01-29 Hoechst Gosei Kk 速硬化水性接着剤と接着方法
US5525662A (en) * 1993-07-14 1996-06-11 Rohm And Haas Company Functionalization of polymers via enamine of acetoacetate
DE19829757A1 (de) * 1998-07-03 2000-01-05 Stockhausen Chem Fab Gmbh Wässrige Klebemitteldispersionen und deren Verwendung zur Herstellung von mehrlagigen Papieren
GB0129590D0 (en) * 2001-12-11 2002-01-30 Cambridge Biopolymers Ltd Oil Ozonolysis
JP4327431B2 (ja) * 2002-09-27 2009-09-09 学校法人近畿大学 接着剤

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050197441A1 (en) * 2004-03-05 2005-09-08 The Nippon Synthetic Chemical Industry Co., Ltd. Aqueous emulsion and use thereof
JP2005307205A (ja) * 2004-03-26 2005-11-04 Univ Kinki ２液硬化型水性接着剤
WO2005113700A1 (fr) * 2004-04-20 2005-12-01 State Of Oregon Acting By And Through The State Board Of Higher Education On Behalf Of Oregon State University Adhésifs ligno cellulosiques libres de formaldéhyde et composites constitués à partir des adhésifs

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
DATABASE CA CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; MORI ATSUSHI ET AL.: "Development of condensation type aliphatic adhesive: protein type hardener", XP002400369, retrieved from STN Database accession no. 143:174106 *
DATABASE CA CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; retrieved from STN Database accession no. 143:441547 *
DATABASE WPI Week 200580, Derwent World Patents Index; AN 2005-782141, XP002400372 *
MORI ET AL., KOEN YOSHISHU-NIPPON SETCHAKU GAKKAI NENJI TAIKAI, vol. 41, 2003, pages 175 - 178 *
PATENT ABSTRACTS OF JAPAN vol. 2003, no. 12 5 December 2003 (2003-12-05) *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2100922A1 (fr) * 2008-03-14 2009-09-16 Rohm and Haas Company Suspension de farine de soja et procédé pour la fourniture de celle-ci
KR100995553B1 (ko) 2008-03-14 2010-11-19 롬 앤드 하아스 컴패니 대두분 슬러리 및 이를 제공하는 방법
US8142563B2 (en) 2008-03-14 2012-03-27 Rohm And Haas Company Soy flour slurry and method of providing same
JP2011528750A (ja) * 2008-07-21 2011-11-24 ティン ウォング，テック ホルムアルデヒドを含まない成形品及び関連部品の製造方法
WO2012076566A2 (fr) 2010-12-10 2012-06-14 Akzo Nobel Coatings International B.V. Composition aqueuse

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RU2008152778A (ru) 2010-07-20
TW200815556A (en) 2008-04-01
RU2459850C2 (ru) 2012-08-27
CN101460586A (zh) 2009-06-17
AR061213A1 (es) 2008-08-13
NO20085392L (no) 2008-12-30
EP2021428A1 (fr) 2009-02-11
JP2009538960A (ja) 2009-11-12
CN101460586B (zh) 2013-04-03
CA2653982A1 (fr) 2007-12-06
BRPI0711870A2 (pt) 2011-12-06

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