EP1456284A1 - Composite aminoplaste resistant aux uv thermodurcissable - Google Patents

Composite aminoplaste resistant aux uv thermodurcissable

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Publication number
EP1456284A1
EP1456284A1 EP02795174A EP02795174A EP1456284A1 EP 1456284 A1 EP1456284 A1 EP 1456284A1 EP 02795174 A EP02795174 A EP 02795174A EP 02795174 A EP02795174 A EP 02795174A EP 1456284 A1 EP1456284 A1 EP 1456284A1
Authority
EP
European Patent Office
Prior art keywords
aminoplast
stabilizer
impregnated
cellulose
lignocellulose
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Withdrawn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
EP02795174A
Other languages
German (de)
English (en)
Inventor
Manfred Rätzsch
Daniel Jocham
Uwe Müller
Wolfgang Haubold
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.)
AMI Agrolinz Melamine International GmbH
Original Assignee
AMI Agrolinz Melamine International GmbH
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 AMI Agrolinz Melamine International GmbH filed Critical AMI Agrolinz Melamine International GmbH
Publication of EP1456284A1 publication Critical patent/EP1456284A1/fr
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
    • C08J3/226—Compounding polymers with additives, e.g. colouring using masterbatch techniques using a polymer as a carrier
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
    • C08J3/21—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C08J5/245—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using natural fibres
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C08J5/249—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs characterised by the additives used in the prepolymer mixture
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432—Six-membered rings
    • C08K5/3435—Piperidines
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2361/00—Characterised by the use of condensation polymers of aldehydes or ketones; Derivatives of such polymers
    • C08J2361/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2497/00—Characterised by the use of lignin-containing materials

Definitions

  • UV-resistant, thermosetting aminoplast composite its manufacture and use
  • the invention relates to a UV-resistant, thermosetting aminoplast composite, its production and use.
  • UV stabilizers to polymers.
  • extruded or biaxially oriented polymers in particular polyolefins, have good UV stability if they contain a combination of certain stabilizers bound to the polymer in a certain quantitative ratio to one another.
  • certain stabilizers bound to the polymer in a certain quantitative ratio to one another.
  • HALS polymer-bound sterically hindered amines
  • UV absorbers - in a ratio of 5: 1 to 10: 1 to each other are examples of UV absorbers.
  • composition which, when cured, has the desired properties if, in addition to the aminoplast component, stabilizers are also added to the lignocellulose and / or cellulose.
  • the invention accordingly relates to a UV-resistant, thermosetting aminoplast composite consisting of lignocellulose and / or cellulose impregnated with stabilizer and of an aminoplast component containing stabilizer.
  • the aminoplasts contained in the UV-resistant, thermosetting aminoplast composite are, for example, condensates of the melamine resin, urea resin, cyanamide resin, dicyandiamide resin, sulfonamide resin type, which may contain 1-40% by mass based on the mass of the condensate, layered silicates and / or other polymers of Type poly (meth) acrylates, polysiloxanes, polyesters, alkyd resins, or optionally modified maleic anhydride copolymers.
  • melamine resins are, in particular, condensates of melamine or melamine derivatives and d-cio-aldehydes with a molar ratio of melamine or melamine derivative / CC 10 aldehydes 1: 1 to 1: 6 and their partial etherification products wherein the melamine derivatives preferably by hydroxy-CC 10 -alkyl groups, hydroxy-C C-alkyl (oxa-C2-C4-alkyl) 1.5 groups and / or by amino-d-C ⁇ 2 -alkyl groups substituted melamines, diaminomethyltriazines and / or
  • Diaminophenyltriazines particularly preferably 2- (2-hydroxyethylamino) -4,6-diamino-1, 3,5-triazine, 2- (5-hydroxy-3-oxapentylamino) -4,6-diamino-1, 3,5- triazine and / or 2,4,6-tris- (6-aminohexylamino) -1, 3,5-triazine, amamine, ammelide, acetoguanamine, caphnoguanamine and / or butyroguanamine, and the dC ⁇ aldehydes are preferably formaldehyde, Acetaldehyde, trimethylol acetaldehyde, acrolein, furfural, glyoxal and / or glutaraldehyde, particularly preferably formaldehyde.
  • the melamine resins may further 0.1 to 10 0, contain / based on the sum of melamine and melamine derivatives, urea, they can 10 with CrC -.
  • Etherified alcohols for example, be methylated or butylated.
  • urea resins are, in addition to urea-formaldehyde resins, mixed condensates with acid amides or sulfonic acid amides
  • examples of C 2 -C 5 -alkylcarboxyguanamine resins are resins which contain acetoguanamine, caprinoguanamine and / or butyroguanamine as guanamine component.
  • the stabilizers contained in the UV-resistant, thermosetting aminoplast composite are UV absorbers and / or sterically hindered amines (HALS).
  • HALS sterically hindered amines
  • Preferred stabilizers are HALS alone or combinations of HALS with UV absorbers in a ratio of approximately 5: 1 to 1: 5, in a preferred ratio of 1: 1 to 1: 5.
  • HALS compounds should be soluble or at least dispersible in water or in Ci-Ca alcohols or their mixtures.
  • sterically hindered HALS compounds are piperidine compounds, N-oxyl derivatives of piperidine compounds, examples of UV stabilizers are 2-hydroxybenzophenone derivatives, hydroxyphenylbenzotriazole derivatives, hydroxyphenyl-s-triazine derivatives, cinnamic acid derivatives and / or oxalanilides.
  • 4-hydroxytetramethylpiperidine and / or 4-aminotetramethylpiperidine particularly preferably bis (2,2,6,6-tetramethyl-1 - (octyloxy) -4-piporidinyl ester and / or etherified piperidine compounds), furthermore N, N ' -Diformyl-N, N'-di- (1 -oxyl radical-2,2,6,6-tetramethyl-4-piperidinyl) -1, 6-hexanediamine, 4-amino-2-hydroxybenzophenone, 2-hydroxy-4- sulfonic acid benzophenone and / or 2,4-dihydroxybenzophonone, 2- (2,4-dihydroxyphenyl) -2-H-benzotriazole and / or 2- (2-hydroxy-4-sulfonic acid) -2-H-benzotriazole, particularly preferred ( ⁇ - [3 - [- (2H-Benzotriazol-2-yl) -5- (1, 1
  • the UV-resistant, thermosetting aminoplast composite can also contain 1-40% by mass, based on the mass of the aminoplast component, of layered silicates and / or other polymers of the type melamine resin, urea resin, cyanamide resin, dicyandiamide resin, sulfonamide resin and / or other polymers of the type poly (meth) contain acrylates, polysiloxanes, polyesters, alkyd resins and optionally modified maleic anhydride copolymers.
  • layered silicates examples include montmohllonite, bentonite, kaolinite, muscovite, hectorite,
  • polyacrylates are copolymers based on functional unsaturated
  • (Meth) acrylate monomers such as acrylic acid, hydroxyethyl acrylate, glycidyl acrylate,
  • Methacrylic acid, hydroxybutyl methacrylate or glycidyl methacrylate and non-functional unsaturated (meth) acrylate monomers such as ethyl acrylate, butyl acrylate, ethylhexyl acrylate,
  • Methyl methacrylate, ethyl acrylate and / or butyl methacrylate are preferred.
  • polysiloxanes examples include polycondensates made from oligomeric organosiloxanes and
  • polyesters are polyesters with molecular weights from 2000 to 15000 from saturated
  • Dicarboxylic acids such as adipic acid or succinic acid
  • unsaturated dicarboxylic acids such as
  • Maleic acid, fumaric acid and / or itaconic acid and diols such as ethylene glycol, butanediol, Neopentyl glycol and / or hexanediol.
  • Branched polyesters based on neopentyl glycol, trimethylolpropane and azelaic acid are preferred.
  • alkyd resins examples include alkyd resins made from azelaic acid, neopentyl glycol, trimethylolethane and coconut oil or alkyd resins based on linear and branched fatty acid glycide esters, coconut oil fatty acids, trimethylolpropane, ethylene glycol and adipic anhydride.
  • maleic anhydride copolymers are C 2 -C 20 olefinic maleic anhydride copolymers
  • examples of the C 2 -C 20 olefinic components which may be contained in the maleic anhydride copolymers are ethylene, propylene, butene-1 and isobutene , Diisobutene, hexene-1, octene-1, heptene-1, pentene-1, 3-methylbutene-1, 4-methylpentene-1, methylethylpentene-1, ethylpentene-1, ethylhexene-1, octadecene-1 and 5.6 -Dimethylnorbornen.
  • the modified maleic anhydride copolymers are preferably partially or completely esterified, imidated or amidated maleic anhydride copolymers.
  • Modified copolymers of maleic anhydride and C 2 -C 20 olefins with a molar ratio of 1: 1 to 1: 9 and weight average molecular weights of 5,000 to 500,000, which are mixed with ammonia, C 1 -C 18 -monoalkylamines, C 6 -C 5, are particularly suitable 8- aromatic monoamines, C 2 -C 8 -monoamino alcohols, monoaminated poly (C 2 -C 4 alkylene) oxides with a molecular weight of 400 to 3000, and / or mono-etherified poly (C 2 -C 4 alkylene) oxides with a molecular weight of 100 to 10,000 have been implemented, the molar ratio of anhydride groups copolymer / ammonia, amino groups CrC ⁇ 8 -monoalkylamines, C
  • the stabilizer-impregnated lignocellulose and / or cellulose contained in the UV-resistant, thermosetting aminoplast composite can be in the form of fibers, particles or sheet-like structures. Depending on the material used, their shape and size can be very different.
  • the fibers or particles can be made of wood, viscose, regenerated viscose, straw, flax, jute or kenaf, for example ground wood, cellulose powder or powdered lignocellulose.
  • the preferred particle diameter is between 0.01 mm and 2 mm, the preferred fiber length is between 0.5 and 5 mm with a preferred fiber diameter of 0.002 to 0.1 mm.
  • Another object of the invention is a method for producing a UV-resistant, thermosetting aminoplast composite from lignocellulose and / or cellulose and stabilizer-containing aminoplast impregnated with stabilizer, which is characterized in that a) mixes a solution or dispersion of an aminoplast with a stabilizer, if appropriate 1-40 mass% based on the mass of the aminoplast, with layered silicates and / or other polymers of the type poly (meth) acrylates, polysiloxanes, polyesters, alkyd resins, optionally modified maleic anhydride copolymers and b) lignocellulose and / or cellulose impregnated with a solution or dispersion of a stabilizer and the solvent is removed, whereupon if the lignocellulose and / or cellulose impregnated with a solution or dispersion of a stabilizer and the solvent is removed, whereupon if the lignocellulose and / or cellulose impregnated with a solution or dispersion of
  • a solution or dispersion of an aminoplast in water, in a C1-C8 alcohol such as methanol, ethanol, butanol or 1-methoxy-2-propanol or in a mixture of such solvents is preferably used a solids content of 50-70%, mixed with one or more stabilizers, solvent-free or in solution / suspension, and at 15 - 90 ° C and a residence time of 3 - 30 min and homogenized.
  • This solution or dispersion can optionally be mixed with 1-40% by mass, based on the mass of the aminoplast, of layered silicates and / or other polymers of the type poly (meth) acrylates, polysiloxanes, polyesters, alkyd resins, optionally modified maleic anhydride copolymers.
  • the reaction is preferably carried out in stirred reactors at 20-50 ° C. and a residence time of 5-15 minutes. Then lignocellulose and / or cellulose is impregnated with a 1-5% solution or dispersion of one or more stabilizers in water, in d-C ⁇ alcohols or in mixtures thereof.
  • the cellulose and / or lignocellulose is a flat structure
  • Impregnation of the lignocellulose and / or cellulose web for example by dipping, spraying or
  • the lignocellulose and / or cellulose web provided with stabilizers is then impregnated with the stabilizer-containing aminoplast.
  • This impregnation can be carried out in several steps, in immersion baths, in spraying systems or by knife application of the resin solution.
  • the fabric is dried in continuous dryers at temperatures between 100-140 ° C to a residual moisture content of 7-9% based on the total weight. The residual moisture is determined by storage at 160 ° C. for 10 minutes.
  • the prepregs produced in this way can be processed further in various ways. Several prepregs can be placed on top of one another and cured together to form an aminoplast composite. The prepregs that are inside the composite do not have to be equipped with stabilizers.
  • Prepregs can also be applied to other intermediate layers and pressed together to form a composite.
  • Such intermediate layers are, for example, layers made of wood fiber boards, particle boards, nonwovens or textile fabrics and non-foamed or foamed sheets or sheets made of polyethylenes, polypropylenes, polystyrenes, polyesters, polyurethanes or polyamides or non-foamed or foamed sheets made of thermosets such as phenolic resins, melamine resins, urea resins, cyanamide amide resins, cyanamide amide resins , Sulfonamide resins, aniline resins or guanamine resins, or nonwovens, fabrics, films or plates made of cellulose derivatives such as cellulose esters or cellulose ethers.
  • thermosets such as phenolic resins, melamine resins, urea resins, cyanamide amide resins, cyanamide amide resins , Sulfonamide resins, aniline resins or guanamine resins, or nonwovens, fabrics, films or plates made of cellulose derivatives such as cellulose
  • the layer structure of the prepregs and the type of hardener used curing usually takes place at temperatures of 120 to 240 ° C. and at pressures of 20 to 100 bar.
  • floor presses with up to 20 floors short-cycle presses or continuously operated belt presses are used.
  • the lignocellulose and / or cellulose is in the form of particles or fibers, it is mixed in drum mixers with 1-5% solutions or dispersions of stabilizers, in kneaders or extruders, optionally also in a solvent-free manner, so that the particles or fibers are preferably about 0.5 -2% stabilizer based on the mass contain particles or fibers.
  • the solvent which may be present is then removed and the lignocellulose and / or cellulose impregnated with the stabilizer is mixed with the stabilizer-containing aminoplast, to which hardener and optionally further processing aids are added, preferably in continuous kneaders, mixed and mixed in drying drums at temperatures below 80.degree dried. If necessary, the not yet cured aminoplast composite can be shaped into pellets or granules.
  • pellets are cured by molding into pressed parts at 140 - 170 ° C or injection molded parts at 155 ° C - 180 ° C.
  • Another object of the invention is accordingly a cured, UV-resistant aminoplast composite according to claim 1 and the use of a UV-resistant, thermosetting aminoplastic composite according to claim 1 for the production of single- or multi-layer webs such as decorative laminates or of pressed parts, injection molded parts or profiles, for example for applications in construction, especially for facade elements.
  • Overlay paper with a basis weight of 20 g / m 2 was sprayed with an ethanolic solution of a UV absorber (Tinuvin 213 from Ciba Specialty Chemicals) and a sterically hindered amine (Tinuvin 123 from Ciba Specialty Chemicals) and then dried.
  • the stabilizer content was 1% in both cases. 20 g of solution per m 2 were applied.
  • Melamine-formaldehyde solid resin (Lamelite 440 from Agrolinz Melamin Italia) was dissolved in equal parts of water and with 0.8% by weight of the hardener Melpan A462 from the company
  • Agrolinz Melamin Italia provided. 2% by weight of a UV absorber and 2% by weight of a sterically hindered amine were added to the resin solution.
  • Paper webs were heated with warm air at 140 ° to a residual moisture content of approx. 8% dried a prepreg.
  • This prepreg was pressed as a top layer of a multi-layer composite, consisting, in addition to the overlay paper, of a white stabilizer-free, phenolic resin-impregnated decorative paper prepreg with a basis weight of 80 g / m 2 , impregnated with Lamelite 440, and two impregnated sodium kraft papers with a basis weight of 180 g / m 2 and another overlay prepreg in return.
  • the papers were pressed in a laboratory press between two chrome-plated and mirror-polished press plates at a temperature of 150 ° C, a pressure of 80kg / cm 2 and a pressing time of 2 minutes and a re-cooling to 70 ° C to an aminoplast composite.
  • Test specimens were artificially weathered in an Atlas Weatherometer 1200CPS, the photooxidation on the surface was observed and assessed by means of infrared spectroscopy.
  • the bands in the carbonyl range from 1750cm "1 to 1680cm " 1 were used in particular.
  • White decorative paper with a basis weight of 80 g / m 2 was mixed with a solution of a UV absorber (Tinuvin 1130 from Ciba Specialty Chemicals) and a sterically hindered amine (N, N'-diformyl-N, N'-di- (1 -oxyl radical-2,2,6,6-tetramethyl-4-pipehdinyl) -1, 6-hexanediamine) sprayed in isopropanol and then dried.
  • the stabilizer content was 1% in both cases. Approx. 20 g solution per m 2 were applied.
  • This decorative paper is pre-impregnated with a commercially available melamine-formaldehyde resin (Lamelite 440 from Agrolinz Melamin Italia with a melamine-formaldehyde ratio of 1: 1.6) and dried at 140 ° in a drying tunnel for 30 seconds. 0.5% of a wetting agent (Melpan NU1 17 from Agrolinz Melamin) and 0.8% of the hardener (Melpan A462 from Agrolinz Melamin) are added to the resin.
  • a wetting agent Melpan NU1 17 from Agrolinz Melamin
  • Melpan A462 from Agrolinz Melamin
  • the impregnated paper is re-impregnated in a second impregnation bath with a 50% solution of a methyl etherified melamine-formaldehyde condensate in butanol.
  • 1% each of a UV absorber (Tinuvin 1130 from Ciba Specialty Chemicals) and a sterically hindered amine (Tinuvin 123 from Ciba Specialty Chemicals) are added.
  • the double-impregnated decorative paper is dried again in a tube oven at 140 ° C until the remaining volatile constituents have decreased to 7% based on dried paper. This determination is made when the papers are stored for 10 minutes at 160 ° C. The total resin application is 95% resin based on the paper weight.
  • the paper impregnated in this way serves as the top layer of a multi-layer composite consisting of the top layer, two conventional phenol resin-impregnated core paper and a backing.
  • the composite is pressed at 160 ° C, a specific basis weight of 80bar and a pressing time of 8 minutes as well as with a re-cooling to 70 ° C after the 8 minutes in a laboratory press between two chrome-plated and highly polished press plates to form an aminoplast composite.
  • an Atlas Weatherometer 1200CPS a reduction of the formation of carbonyl groups by photoreactions by 85%, and approx. 40% compared to the test pieces, in which only the resin was stabilized, was found by means of infrared spectroscopy.
  • UV absorber sodium 3- (2H-benzotriazol-2-yl) -5-sec-butyl-4-hydroxybenzenesulfonate were added to a butanolic solution of an organophilic methyl etherified melamine-formaldehyde precondensate (solids content 45% by mass) and 2% of the N-oxyl N, N'-diformyl-N, N'-di (1-oxyl radical-2,2,6,6-tetramethyl-4-piperidinyl) -1, 6-hexanediamine and 1% of the hardener Melpan A462 from the company Agrolinz Melamin added.
  • the UV-stabilized solid resin was isolated from the solution modified in this way by evaporating off the solvent.
  • spruce wood chips 100 parts by weight of spruce wood chips (Lignocel S 8-15, J. Rettenmaier & Söhne) were mixed in a heatable mixer with 10 parts by weight of a 2% methanolic solution consisting of Nathum-3- (2H-benzotriazol-2-yl ) -5-sec-butyl-4-hydroxybenzenesulfonate and 2% of the N-oxyl N, N , -Diformyl-N, N'-di (1-oxyl radical-2,2,6,6-tetramethyl-4-piperidinyl) -1, 6- hexanediamine sprayed and then dried at 90 ° C for 90 min.
  • 100 parts by weight of the spruce wood chips impregnated in this way are then compounded in a kneader with 20 parts by weight of the UV-stabilized organophilic melamine resin at 100 ° C.
  • the compound was then pressed under a high pressure press at a temperature of 180 ° C, a load of 50 kg / cm 2 and a pressing time of 2 min to a test piece.
  • the test piece thus produced was then subjected to rapid artificial weathering in an Atlas Weatherometer 1200 CPS 1000h.
  • the formation of carbonyl bands in the range from 1750 cm “1 to 1650 cm “ 1 was used to assess the UV stability.
  • the intensity of the bands in the carbonyl range is approx. 5% compared to the stabilizer-free test pieces that are weathered under the same conditions and approx. 50% compared to the test pieces in which only the resin has been stabilized.
  • spruce wood chips 100 parts by weight of spruce wood chips (Lignocel S 8-15, J. Rettenmaier & Söhne) were mixed in a heatable mixer with 5 parts by weight of a 2.5% strength methanolic solution consisting of ⁇ - ⁇ 3- [3- (2nd -H-benzotriazol-2-yl) -5- (1, 1-dimethylethyl) 4-hydroxyphenyl] -1-oxopropyl ⁇ - ⁇ -hydro-xypoly-oxo-1, 2-ethanediyl) and N, N'-diformyl -N, N'-di (1-oxyl radical-2,2,6,6-tetraethyl-4-piperidinyl) -1, 5-pentanediamine sprayed and then dried at 90 ° C for 90 min.
  • 100 parts by weight of the spruce wood chips impregnated in this way are then compounded in a kneader with 20 parts by weight of parts of the UV-stabilized organophilic amine resin at 100 ° C.
  • the compound was then pressed under a high pressure press at a temperature of 185 ° C., a load of 50 kg / cm 2 and a pressing time of 2 minutes to give a test piece.
  • test piece thus produced was then subjected to artificial rapid weathering in a weatherometer (Atlas Weatherometer 1200 CPS) for 1000 hours.
  • a weatherometer Align Weatherometer 1200 CPS
  • the formation of carbonyl bands in the range from 1750 was used to assess the UV stability cm “1 to 1650 cm '1.
  • the intensity of the bands in the carbonyl range is approximately 6.5% compared to the stabilizer-free test piece weathered under the same conditions and approximately 55% compared to the test pieces in which only the resin was stabilized.
  • Spruce wood veneer was 30 min in a 2% methanolic solution consisting of sodium 3- (2H-benzothazol-2-yl) -5-sec-butyl-4-hydroxybenzenesulfonate and N, N'-diformyl-N, N'- di (1-oxyl radical-2,2,6,6-tetramethyl-4-piperidinyl) -1, 6-hexanediamine and then dried in a vacuum drying cabinet at 85 ° C. for 40 min.
  • the veneer treated in this way was subsequently treated with an aqueous solution consisting of 50% of an organophilic methyl etherified melamine-formaldehyde precondensate, 2% of the UV absorber sodium 3- (2H-benzotriazol-2-yl) -5-sec-butyl-4 -hydroxybenzenesulfonate and 2% of the N-oxyl N, N , -Diformyl-N, N'-di (1-oxyl radical-2,2,6,6-tetramethyl-4-piperidinyl) -1, 6-hexanediamine and 1% of the hardener Melpan A462 from Agrolinz Melamin varnished and dried.
  • an aqueous solution consisting of 50% of an organophilic methyl etherified melamine-formaldehyde precondensate, 2% of the UV absorber sodium 3- (2H-benzotriazol-2-yl) -5-sec-butyl-4 -hydroxybenzenesul
  • the impregnated veneer was then cured under a high pressure press at a temperature of 150 ° C, a load of 50 kg / cm 2 and a pressing time of 2 minutes.
  • the veneer produced in this way was then subjected to rapid artificial weathering in an Atlas Weatherometer 1200 CPS 1000h.
  • the formation of carbonyl bands in the range from 1750 cm “1 to 1650 cm “ 1 was used to assess the UV stability.
  • the intensity of the bands in the carbonyl area is approx. 10% compared to the stabilizer-free veneer, which has been weathered under the same conditions, and approx. 60% compared to the veneer in which only the resin has been stabilized.
  • Spruce wood veneer was 30 min in a 2% methanolic solution consisting of 3- (2H-benzotriazol-2-yl) -5- (1, 1-dimethylethyl) -4-hydroxybenzenepropanoic acid and
  • the veneer treated in this way was subsequently washed with an aqueous solution consisting of 50% of an organophilic methyl etherified melamine-urea-formaldehyde precondensate (molar ratio melamine / urea 7: 1), 2% of the UV absorber 3- (2H-benzotriazol-2-yl) -5- (1, 1 dimethylethyl) -4- hydroxybenzene propanoic acid ethyl ester and 2% sebacic acid bis (2,2,6,6-tetramethyl-1- (octyloxy) -4-piperidyl ester and 1% of the hardener Melpan A462 from Agrolinz Melamin lacquered and dried.
  • the impregnated veneer was then cured under a high pressure press at a temperature of 160 ° C, a load of 50 kg / cm 2 and a press time of 2.5 minutes.
  • the veneer produced in this way was then subjected to rapid artificial weathering in an Atlas Weatherometer 1200 CPS 1000h.
  • the formation of carbonyl bands in the range from 1750 cm “1 to 1650 cm “ 1 was used to assess the UV stability.
  • the intensity of the bands in the carbonyl area is approx. 15% compared to the stabilizer-free veneer that has been weathered under the same conditions and approx. 65% compared to the veneer in which only the resin has been stabilized.

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Laminated Bodies (AREA)

Abstract

L'invention concerne un composite aminoplaste résistant aux UV thermodurcissable qui est constitué de lignocellulose et/ou de cellulose imprégnée d'un stabilisant et d'un aminoplaste contenant des stabilisants, ainsi que la production et l'utilisation de ce composite.
EP02795174A 2001-12-20 2002-12-12 Composite aminoplaste resistant aux uv thermodurcissable Withdrawn EP1456284A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
AT0201001A AT411452B (de) 2001-12-20 2001-12-20 Uv-resistenter, thermohärtbarer aminoplastverbund, dessen herstellung und verwendung
AT20102001 2001-12-20
PCT/EP2002/014169 WO2003054068A1 (fr) 2001-12-20 2002-12-12 Composite aminoplaste resistant aux uv thermodurcissable

Publications (1)

Publication Number Publication Date
EP1456284A1 true EP1456284A1 (fr) 2004-09-15

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EP02795174A Withdrawn EP1456284A1 (fr) 2001-12-20 2002-12-12 Composite aminoplaste resistant aux uv thermodurcissable

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US (1) US20050148698A1 (fr)
EP (1) EP1456284A1 (fr)
AR (1) AR037961A1 (fr)
AT (1) AT411452B (fr)
AU (1) AU2002360966B2 (fr)
WO (1) WO2003054068A1 (fr)

Families Citing this family (7)

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Publication number Priority date Publication date Assignee Title
DE10333893A1 (de) * 2003-07-22 2005-02-10 Kompetenzzentrum Holz Gmbh Kunststoffe und Holz enthaltende Verbundwerkstoffe
CA2547527A1 (fr) * 2003-12-02 2005-06-16 Kaneka Corporation Composition de poly(3-hydroxyalcanoate) et objet moule comprenant cette composition
WO2006087269A1 (fr) * 2005-02-15 2006-08-24 Ciba Specialty Chemicals Holding Inc. Stabilisation de composites naturels
CA2674339A1 (fr) * 2006-12-29 2008-07-10 Jayson A. Bexell Pastille de combustible a base de lin et procede de fabrication
GB0819436D0 (en) * 2008-10-23 2008-12-03 Kurawood Plc Lignocellulosic material and modification of lignocellosic material
BR112012025981A2 (pt) 2010-04-21 2017-08-29 Sabic Innovative Plastics Ip Bv Composição polimérica de plástico-madeira, artigo de manufatura e método para formação de uma composição polimérica de plástico-madeira
CN105886576A (zh) * 2016-06-23 2016-08-24 无锡市金五星针纺有限公司 一种木质纤维素原料预处理的方法及应用

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US3116294A (en) * 1963-12-31 Process- for preparing high-purity melamine from urea
US2944999A (en) * 1958-09-26 1960-07-12 American Cyanamid Co Resinous compositions light stabilized with a 2, 4-diamino-6-(p-alkoxy-styryl)-s-triazine
CH500260A (de) * 1967-05-16 1971-01-29 Ciba Geigy Ag Verwendung von Bis-oxalsäure-esteramiden als Stabilisierungsmittel ausserhalb der Textilindustrie
GB8516373D0 (en) * 1985-06-28 1985-07-31 Exxon Chemical Patents Inc Upgrading of composites
JPH0625430A (ja) * 1992-07-09 1994-02-01 Yoshitomi Pharmaceut Ind Ltd 有機材料の安定化処理法
US6114491A (en) * 1997-12-19 2000-09-05 Georgia-Pacific Resins, Inc. Cyclic urea-formaldehyde prepolymer for use in phenol-formaldehyde and melamine-formaldehyde resin-based binders
US6051164A (en) * 1998-04-30 2000-04-18 Cytec Technology Corp. Methods and compositions for protecting polymers from UV light
NL1010316C2 (nl) * 1998-10-14 1999-09-23 Dsm Nv Werkwijze voor de bereiding van melamine.
AT410211B (de) * 2000-12-15 2003-03-25 Agrolinz Melamin Gmbh Halbzeuge und formstoffe aus aminoplasten
DE10136321C1 (de) * 2001-07-26 2002-12-12 Agrolinz Melamin Gmbh Linz Polymere aus Triazinderivaten

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See references of WO03054068A1 *

Also Published As

Publication number Publication date
ATA20102001A (de) 2003-06-15
WO2003054068A1 (fr) 2003-07-03
AU2002360966A1 (en) 2003-07-09
AR037961A1 (es) 2004-12-22
US20050148698A1 (en) 2005-07-07
AU2002360966B2 (en) 2007-07-19
AT411452B (de) 2004-01-26

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