EP1252003A1 - Procede de protection du bois - Google Patents

Procede de protection du bois

Info

Publication number
EP1252003A1
EP1252003A1 EP00966184A EP00966184A EP1252003A1 EP 1252003 A1 EP1252003 A1 EP 1252003A1 EP 00966184 A EP00966184 A EP 00966184A EP 00966184 A EP00966184 A EP 00966184A EP 1252003 A1 EP1252003 A1 EP 1252003A1
Authority
EP
European Patent Office
Prior art keywords
wood
water
lignocellulose
acid
hydrophobification
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Withdrawn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
EP00966184A
Other languages
German (de)
English (en)
Inventor
Anne-Christine Ritschkoff
Riitta Mahlberg
Liisa Viikari
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.)
VTT Technical Research Centre of Finland Ltd
Original Assignee
VTT Technical Research Centre of Finland Ltd
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 VTT Technical Research Centre of Finland Ltd filed Critical VTT Technical Research Centre of Finland Ltd
Publication of EP1252003A1 publication Critical patent/EP1252003A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27N—MANUFACTURE BY DRY PROCESSES OF ARTICLES, WITH OR WITHOUT ORGANIC BINDING AGENTS, MADE FROM PARTICLES OR FIBRES CONSISTING OF WOOD OR OTHER LIGNOCELLULOSIC OR LIKE ORGANIC MATERIAL
    • B27N1/00—Pretreatment of moulding material
    • B27N1/006—Pretreatment of moulding material for increasing resistance to swelling by humidity
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
    • B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/02—Processes; Apparatus
    • B27K3/15—Impregnating involving polymerisation including use of polymer-containing impregnating agents
    • B27K3/156—Combined with grafting onto wood fibres
    • 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
    • C08L27/00—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 a halogen; Compositions of derivatives of such polymers
    • C08L27/02—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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12—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 a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes

Definitions

  • the present invention relates to the method according to the preamble of Claim 1 for protecting wood against decay, molding and similar non-desirable reactions caused by microorganisms.
  • the invention also relates to a method for improving the water repellence of wood, a product prepared by the method, and its use advantageously for wood preservation and for improving the dimensional stability of wood.
  • Brown-rot fungi remove cellulose and hemicellulose from wood and white-rot fungi additionally use the lignin components of wood. Brown rot is characterized by rapid deterioration of the strength properties of wood already at an early stage of decay, before changes observable by the bare eye. For this reason, among others, brown-rot fungi are in the boreal climate zones the worst destroyers of wood and wood structures, causing annually losses of thousands of millions of Finnish marks.
  • Wood is protected chemically against microbes which damage wood.
  • Conventional preservatives can roughly be divided into three main categories: 1) water-based impregnants; 2) oil-based impregnants; and 3) creosote oil.
  • the object of the present invention is to eliminate the disadvantages of prior art and to provide a novel method for protecting timber, such as sawn timber, wood composites such as plywood, chipboards and fiberboards. and similar lignocellulose-based products against rotting, molding and similar decay and damage reactions caused by microorganisms.
  • the penetration of water into the wood structure can be limited by treating the wood with water-repellent compounds.
  • the invention uses compounds such as siloxane derivatives, acid anhydride derivatives containing a hydrophobic carbon chain, or fluoroalkyl polymers, which are capable at least in part of penetrating also into the cell wall structure of wood and of preventing interaction between hydroxyl groups and water. It would appear that the hydrophobification compound binds covalently or polymerizes with the reactive compounds of the cell wall of a lignocellulose- based material, whereupon there forms in the surface structures of the material a water- repellent film which prevents the penetration of water molecules into the macrostructure of the lignocellulose-based material.
  • the present invention aims at controlling the moisture content of lignocellulose-based materials in such a manner that the transfer of ambient moisture into the wood cell wall is prevented. It has been observed, unexpectedly, that a very good wood preservation effect is achieved by combining such a hydrophobification treatment with the above-mentioned wood preservation using a complexing agent as the active component (as a fungicide-like agent).
  • the moisture content of the wood material is crucially important for the growth and propagation of microorganisms. Decay fungi require relatively high moisture contents in the substrate, water at minimum 30 % of the dry weight of the wood. This moisture content causes saturation of wood cell walls with water and the formation of a free water film in the cell cavity. The prevention of the transfer of water into the cell wall leads to a situation in which the moisture requirements of decay fungi are not fulfilled, and the growth and propagation of fungi are not possible. At the same time, hydrophobification agents are surprisingly effective in binding complexing agents to wood.
  • the wood preservative composition according to the invention for its part is characterized in what is stated in the characterizing part of Claim 9, and the method according to the invention for controlling the moisture content of a lignocellulose-based material is characterized in what is stated in the characterizing part of Claim 1 1.
  • the method according to the invention is suited for all lignocellulose-based products (e.g. sawn timber, plywood, chipboards, and various wood composites).
  • the method according to the invention is used in a treatment combination aimed at improving the biologic efficacy of the treatment (e.g. EDTA + hydrophobification treatment).
  • the hydrophobification treatment is also suited for decreasing the amount of fungicides (e.g. conventional impregnant + hydrophobification treatment).
  • a lignocellulose-based material can be treated by various pressure impregnation methods, application and spraying methods, and immersion methods.
  • the compound improving water repellence penetrates into the cell wall and becomes there unwashable or difficult to wash out (a compound which either forms covalent bonds or is polymerizable). Furthermore, the compound is preferably emulsifiable in water.
  • Figure 1 depicts the contact angles of water as a function of time on wood surfaces (surface parallel to the radius) treated with chelator-siloxane combination solutions
  • Figure 2 depicts, with the help of a bar diagram, the differences in the dry volumes of the wood specimens before and after impregnation
  • Figure 3 depicts, in the form of a bar diagram, the effect of compounds improving water repellence on the dimensional stability of wood
  • Figure 4 depicts the decay preventing efficacy of a combination treatment against rot caused by P or ia placenta
  • Figure 5 depicts, with the help of a graph, the (washed) anti-rot efficacy of combination treatments
  • Figure 6 depicts, with the help of a graph, the anti-fungus efficacy of chelator-siloxane combinations.
  • Figure 7 depicts, with the help of a bar diagram, the anti-rot efficacy of the combination treatments in an earth pot test simulating ground contact.
  • non-desirable reactions of microorganisms is meant in the present applications primarily the damage and decay of wood caused by fungi and molds.
  • the decay of wood i.e. a substantial weakening of its strength properties, is mainly attributable to decay fungi, which include, for example, the above-mentioned brown-rot fungi and white-rot fungi.
  • Damage i.e. discoloration
  • to wood is caused, among others, by the above-mentioned blue- stain fungi and mold fungi.
  • the weight loss caused by these is insignificant.
  • the invention can be used for protecting timber from the non-desirable reactions of all of the above-mentioned microorganisms
  • complexing agent i.e. "chelator”
  • chelator a substance capable of binding bi- or trivalent cations into insoluble or soluble complexes.
  • Inorganic complexing agents are various cyclic and linear phosphate compounds, for example, polyphosphates such as sodium polyphosphate (Na 5 P 3 O ⁇ o, STPP).
  • the most important organic complexing agents are aminocarboxylic acids and their salts having acetic acid as the acid part (some examples to be mentioned are ethylenediaminetetra-acetic acid (EDTA), n-hydroxyethylethylenediaminetriacetic acid (HEDTA), diethylenetriaminepenta- acetic acid (DTPA), nitroloacetic acid (NTA), ethylenediamine-di-(o-hydroxyphenylacetic acid) (EDDHA), diethanolglycine (DEG) and ethanoldiglycine (EDG), and salts thereof, in particular alkali metal salts, hydroxy acids (gluconic acid, glucoheptonic acid and other saccharic acids such as ⁇ -glucoisosaccharic acid, ⁇ -iso
  • metal-binding phenolates or cathecolates such as biologic chelators, siderophores, produced by microorganisms.
  • Siderophores are microorganism-produced complexing agents which bind metal ions of the substrate, in particular iron, for the use of the organism. It has been observed that certain siderophores produced by fungi (Trichoderma sp. ) or bacteria (Pseudomonas sp.) have an effect inhibiting the growth of other microorganisms, which is based on a strong affinity of siderophores to the iron in the substrate.
  • the complexing agent used is aminocarboxylate or aminocarboxylic acid, most preferably aminotetracarboxylates or aminotetracarboxylic acids.
  • ethylenediaminetetra-acetic acid EDTA
  • salts thereof ethylenediaminetetra-acetates
  • the suitable salts of EDTA include alkali metal salts, in particular sodium salts: Na 2 -EDTAc and Na 4 -EDTAc.
  • Na 2 -EDTAc sodium salts: Na 2 -EDTAc and Na 4 -EDTAc.
  • wood material in connection with the invention, wood material (includes wood, various wood products and wood composite products) is treated with hydrophobification compounds.
  • hydrophobification compounds The action of hydrophobification compounds is based on their molecular structure, wherein there is a hydrophilic end at one end of the molecule and a hydrophobic one at the other.
  • the hydrophilic end of the compound favors an aqueous phase (e.g. the hydrophilic OH groups of the wood cell wall) and the hydrophobic end favors an oil phase, i.e. it repels water.
  • Typical compounds described above include various siloxanes and their derivatives, acid anhydride derivatives containing a hydrophobic carbon chain, and various fluoroalkyl polymer derivatives (e.g. polytetrafluoroethylene).
  • the usable silicon compounds e.g. siloxane compounds
  • examples include those used in, for example, the textile industry, the concrete and masonry industry, and the paper industry (deinking and coating of
  • Suitable silicon polymers, fluorinated polymers, alkylketenedimers and acid anhydrides have been described, for example, in publications JP63176101 , JP4070302, JP59033133, EP 0 747 183, WO80/02249, US 4.044.172. 4.404.306. The materials mentioned in these publications are incorporated into the present application by reference.
  • Particularly preferred compounds include siloxane or corresponding liquid silicon compounds such as polydimethylhydrogensiloxane, polymethylhydrogensiloxane, polydimethoxysiloxane, aminofunctional polydimethoxysiloxane. modified reactive polysiloxane, modified oligomeric siloxane, oligomeric siloxane, dimethylsiloxane. and phenylmethylpolysiloxane.
  • siloxane or corresponding liquid silicon compounds such as polydimethylhydrogensiloxane, polymethylhydrogensiloxane, polydimethoxysiloxane, aminofunctional polydimethoxysiloxane. modified reactive polysiloxane, modified oligomeric siloxane, oligomeric siloxane, dimethylsiloxane. and phenylmethylpolysiloxane.
  • Na 2 -EDTA and SiSW siloxane form a mixture with which sapwood of pine can easily be vacuum impregnated.
  • a mixture containing 1 % of Na 2 - EDTA and 3 % of SiSW siloxane is very effective against decay caused by P. placenta.
  • the active agent mixture remains in the cellular system in an amount sufficient to prevent a weight loss ( ⁇ 3 % weight loss).
  • a comparison of the efficacy against decay of a 1 % Na 2 -EDTA-3 % SISW mixture with the decay preventing efficacy of individual Na 2 -EDTA and SISW siloxane showed that the mixture enhances the efficacy of the individual active agents.
  • neither active agent alone provides sufficient action against decay (weight loss less than 3 %) after leaching.
  • the amount of complexing agent is approx. 0.1 - 100 kg, preferably approx. 1 - 30 kg, especially preferably approx. 1.5 - 20 kg of complexing agent/m 3 of dry wood.
  • the amount of a silicon/siloxane compound is within a corresponding range, i.e. approx. 0.1 - 100 kg/m 3 of dry wood.
  • Wood or a corresponding lignocellulose-based material can be treated separately with a complexing agent and a hydrophobification agent, either first with a complexing agent and then with a hydrophobification agent, or vice versa, or the material can be treated with solutions of both agents simultaneously. The material may be dried between the treatments.
  • a lignocellulose-based material is treated with a mixture of a complexing agent and a hydrophobification agent, the mixture containing 0.01 - 30, preferably approx. 0.1 - 20, especially preferably 0.5 - 10 % by weight of complexing agent and 0.01 - 40, preferably approx. 0.1 - 30, especially preferably 0.5 - 10 % by weight of hydrophobification agent.
  • Timber can be impregnated with an agent improving water-repellence by any method known per se. for example, by pressure, vacuum, vacuum+pressure impregnation, immersion treatment, application treatment or spray treatment.
  • timber is impregnated with a hydrophobification compound in a vacuum of approx.
  • Timber can be impregnated with a hydrophobification agent by an immersion treatment.
  • the last-mentioned option can be carried out simply, for example, by immersing the timber to be treated (e.g. sawn timber) in a vat containing a hydrophobification agent.
  • the immersion treatment there is used a maximally saturated complexing agent solution, in which case the treatment time in the impregnation step is approx. 1 min - 5 h.
  • the time required by the immersion treatment of fresh sawn timber is typically approx. 30 min - 2 h.
  • the model compounds tested penetrate the cell wall and form therein, with the reactive compounds of the cell wall, stable combinations which do not washout or which wash out with difficulty.
  • a water-repellent film which slows down the penetration of water molecules into the macro-structure of the wood material.
  • the lignocellulose-based material has a water-repellent film which entirely or in part prevents the passage of ambient moisture into the wood cell wall.
  • the hydrophobification compounds When penetrating into the cell wall, the hydrophobification compounds cause swelling of the cell wall structures and combine with hydrophilic groups therein, whereupon ambient water molecules either will not have room in the cell wall structures or will not find free bonding surfaces.
  • the treatments also prevent the wood strength weakening caused by decay fungi.
  • the causes of the improved efficacy against decay of the EDTA-siloxane mixture are at present not known precisely. It is possible that the compounds react with each other, forming a complex which retains and also promotes those properties of the treatment required for decay preventing action.
  • Siloxane Perlit SISW (Bayer AG, polydimethyl hydrogen siloxane)
  • EDTA Na 2 EDTA (Akzo, Basf)
  • the indicator used for water-repellence of a surface is the shape of a drop of water dropped on the surface concerned, i.e. the angle between the drop and the base (contact angle): the greater the angle, the more water-repellent the base.
  • Figure 1 depicts the contact angles of water as a function of time on wood surfaces (radial surface) treated with chelator-siloxane combination solutions.
  • the controls were wood treated with water and wood treated with a siloxane solution.
  • the contact angle measurements showed that treatments with the chelator-siloxane combination improved the water-repellence of wood.
  • the water-repellence values of the wood surface obtained with the combination treatment are better than the values obtained with a treatment with siloxane alone.
  • the penetration of compounds into the cell wall of wood is indicated by expansion of the wood, i.e. a greater dry volume of the wood after impregnation than before impregnation.
  • the precise dimensions of pine sapwood specimens 21 x 21 x 5 mm were measured oven dry before the impregnations and. further, oven dry after the impregnations.
  • Figure 2 shows the differences in the dry volumes of the wood specimens before and after impregnation.
  • the dry volume of wood impregnated with water (control) is smaller after the impregnation than before the impregnation, i.e. substances are leached out from the cell wall.
  • the interaction of the hydrophilic groups in the cell wall with molecules other than water molecules results in a decrease of bonding sites available to water molecules.
  • the improvement of the dimensional stability of wood under the effect of impregnation treatments is an indication of the penetration, into the cell wall of the wood, of the compound used for the impregnation and, to a certain degree, also of its bonding thereto..
  • Treatments with a combination made up of a metal chelator and a siloxane derivative were selected for treatments according to the invention.
  • Figure 4 shows the anti-rot efficacy of the combination treatment against decay caused by Poria placenta.
  • concentration of chelator was 1 % in all of the mixtures used.
  • the siloxane concentration ranged from 1 to 5 %.
  • the controls in the test were untreated controls and specimens treated with 3-percent EDTA and with 5 % siloxane.
  • Figure 5 shows with the help of a graph the anti-rot efficacy of combination treatments (washed). The graph indicates the active agent concentrations required for achieving the less than 3 % weight loss required by EN standards.
  • the weight loss limit ( ⁇ 3 %) according to the EN standard requirements against decay caused by Poria placenta was achieved with an active agent combination wherein the concentration of siloxane was 3 % and the concentration of chelator was 1 %.
  • the amounts absorbed into the wood were in this case approx. 23 kg/m 3 for siloxane and approx. 7.5 kg/m 3 for chelator.
  • the efficacy of the combination treatment against mold was tested in a laboratory by the suspension method.
  • pine sapwood specimens were impregnated with chelator-siloxane combinations wherein the chelator concentration was 1.5 % or 3 %, and the siloxane concentration was 1 % or 2 %.
  • test specimens were impregnated with chelator alone (1.5 % or 3 %) and with siloxane alone (1 % and 2 %).
  • test and control specimens were suspended in a random order in incubation boxes.
  • the relative humidity of the air in the boxes was adjusted by means of water to 95 - 100 %, the test temperature being 20 °C (+/- 2 °C).
  • a mold fungus suspension was sprayed into the test boxes.
  • the mold suspension contained three mold species thriving well in wood: Aspergillus versicolor (El), Gladosporium sphaerospermum (R7) and Penicillum sp. (1017).
  • the forming of growth on the surfaces of the test specimens was followed microscopically and visually at 2-week intervals for 10 weeks. The amount of the formed growth was assessed according to a scale of 0 - 5.
  • the efficacy of the chelator-siloxane combinations against mold is shown in accompanying Figure 6.
  • the combinations used in the test contained 1.5 % or 3 % of EDTA and 1 % or 2 % of SISW siloxane.
  • the controls in the test were untreated controls and specimens treated with 1.5 % or 3 % EDTA and with 1 % and 2 % SISW siloxane.
  • the anti-fungus efficacy of the combination treatment is significantly better than the anti-fungus efficacy of either individual compound in the combination.
  • Pine sapwood treated with the combination treatment did not mold at all during the 10-week exposure to mold.
  • a compost soil mixture was prepared for a soil block test (accelerated and modified EN 807) simulating contact with ground.
  • the water binding capacity and moisture content of the soil mixture was adjusted to comply with the EN 807 standard (60 % and 55 %).
  • Pine sapwood specimens (30 x 10 x 5 mm) were vacuum impregnated with a combination mixture wherein the chelator concentration was 3 % and 6 % and the siloxane concentration was 7.5 % and 15 %.
  • the test specimens were rinsed in the normal manner (according to the standard EN 807) after the impregnation.
  • the controls in the test were untreated pine sapwood specimens. The duration of the test was 20 weeks, whereafter the weight loss in the specimens was determined.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical & Material Sciences (AREA)
  • Forests & Forestry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Chemical And Physical Treatments For Wood And The Like (AREA)

Abstract

La présente invention concerne un procédé, destiné à protéger le bois et d'autres matériaux lignocellulosiques similaires contre la pourriture et la moisissure, dans lequel le matériau est traité avec un composé qui améliore son imperméabilité et avec un agent complexant capable de se lier aux métaux de transition. Selon l'invention, il est possible d'améliorer la résistance du matériau en bois aux dommages provoqués par des micro-organismes, sans avoir recours aux fongicides classiques. L'agent hydrofuge permet de lier, de manière efficace, l'agent complexant au matériau à base de lignocellulose, ce qui l'empêche d'être entraîné par ruissellement.
EP00966184A 1999-09-30 2000-10-02 Procede de protection du bois Withdrawn EP1252003A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FI992103 1999-09-30
FI992103 1999-09-30
PCT/FI2000/000850 WO2001023154A1 (fr) 1999-09-30 2000-10-02 Procede de protection du bois

Publications (1)

Publication Number Publication Date
EP1252003A1 true EP1252003A1 (fr) 2002-10-30

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EP00966184A Withdrawn EP1252003A1 (fr) 1999-09-30 2000-10-02 Procede de protection du bois

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EP (1) EP1252003A1 (fr)
AU (1) AU7666000A (fr)
CA (1) CA2384776A1 (fr)
WO (1) WO2001023154A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1716995B1 (fr) 2005-04-22 2009-02-25 Georg-August-Universität Göttingen Produit à base d'acides gras et de dérivés paraffiniques pour la protection des matériaux lignocellulosiques
WO2007067648A2 (fr) * 2005-12-06 2007-06-14 Osmose, Inc. Composition hydrofuge de composes fluores utilisee pour ameliorer la stabilite dimensionnelle de produits du bois
FI122723B (fi) 2007-12-03 2012-06-15 Kemira Oyj Koostumus ja menetelmä puun käsittelemiseksi
EP2553024A2 (fr) * 2010-03-26 2013-02-06 Dow Corning Corporation Préparation de produits lignocellulosiques
EP2707184B1 (fr) * 2011-05-10 2018-10-31 Stora Enso Oyj Procédé pour le traitement du bois par imprégnation à l'acide citrique puis par chauffage à haute température

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI93707C (fi) * 1993-04-02 1995-05-26 Kymmene Oy Menetelmä puutavaran suojaamiseksi mikro-organismien aiheuttamilta ei-toivotuilta reaktioilta
FI100981B (fi) * 1994-05-13 1998-03-31 Koskisen Oy Pinnoitekoostumus ja menetelmä rakennusmateriaalien pintojen suojaamis eksi mikro-organismien ei-toivotuilta reaktioilta
EP0747183A3 (fr) * 1995-05-25 1997-10-15 Shinetsu Chemical Co Modification du bois

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0123154A1 *

Also Published As

Publication number Publication date
CA2384776A1 (fr) 2001-04-05
WO2001023154A1 (fr) 2001-04-05
AU7666000A (en) 2001-04-30

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