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WO1996023636A1 - Agent de preservation en pate aqueuse - Google Patents

Agent de preservation en pate aqueuse Download PDF

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Publication number
WO1996023636A1
WO1996023636A1 PCT/AU1996/000037 AU9600037W WO9623636A1 WO 1996023636 A1 WO1996023636 A1 WO 1996023636A1 AU 9600037 W AU9600037 W AU 9600037W WO 9623636 A1 WO9623636 A1 WO 9623636A1
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WO
WIPO (PCT)
Prior art keywords
composition according
metal
wood
composition
paste
Prior art date
Application number
PCT/AU1996/000037
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English (en)
Inventor
Heikki Mamers
Kevin James Mccarthy
Original Assignee
Commonwealth Scientific And Industrial Research Organisation
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 Commonwealth Scientific And Industrial Research Organisation filed Critical Commonwealth Scientific And Industrial Research Organisation
Priority to AU44756/96A priority Critical patent/AU4475696A/en
Publication of WO1996023636A1 publication Critical patent/WO1996023636A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/14—Boron; Compounds thereof
    • 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
    • B27K3/12—Impregnating by coating the surface of the wood with an impregnating paste
    • 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
    • B27K3/16—Inorganic impregnating agents
    • B27K3/163—Compounds of boron
    • 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
    • B27K3/16—Inorganic impregnating agents
    • B27K3/32—Mixtures of different inorganic impregnating agents

Definitions

  • the present invention relates to wood preservative compositions. More particularly, it relates to remedial wood preservative compositions and formulations especially suitable for the maintenance and preservation of wooden poles.
  • Some 6 million wooden poles are used in Australia to support the country's electricity and telecommunications networks. As these poles represent a substantial investment, economics dictates that they should achieve a service life in the range of 25 to 50 years. Once a living tree has been felled for use the wood therein becomes susceptible to deterioration through, for example, decay caused by fungi and attack by termites. The rapidly diminishing supply of the more naturally durable species for use as poles has led to the increasing use of non-durable species which must be treated with preservative chemicals to inhibit or arrest decay and/or termite attack if they are to provide an economic service life. Treatment with chemicals to control or prevent biological deterioration of poles is therefore becoming more widespread, as is recognition of the need for regular inspection and remedial maintenance of the poles if service expectations are to be met.
  • a simple form of remedial maintenance consists of the external application of a suitable chemical to the surface of the pole around the groundline or to the soil backfill at the groundline.
  • This method is commonly used with barrier treatments primarily designed to prevent the ingress of destructive organisms.
  • the chemical agents used as barrier treatments have only a limited capability for diffusion into the wood and thus remain substantially at or near the point of application, serving to impede the entry of biodeteriogens into the wood from the soil.
  • Typical of such barrier agents is copper naphthenate, a well known fungicide of low water solubility that is not leached out of wood in ground contact. In use it is difficult to achieve satisfactory penetration of copper naphthenate into wood both on account of its low water solubility and because the copper becomes firmly bound to the outer layers of the wood.
  • a more sophisticated method of surface application is to incorporate the remedial chemical in a bandage to provide maximum protection against chemical loss to the soil and optimum potential for diffusion into the pole.
  • a third method involves drilling holes into the pole and introducing the chemical into the interior wood.
  • the most successful remedial agents for controlling both fungal and termite attack are those able to diffuse freely from their site of application throughout the wood structure, where their biocidal activity can eradicate existing infections as well as preventing the occurrence of new infections.
  • One such freely diffusible wood preservative composition comprising an aqueous solution of a fluorine compound and a boron compound, is disclosed in Australian Patent 507,449 which also teaches the formulation of such fluorine-boron preparations as thixotropic pastes.
  • Solid rods comprising fused or compressed mixtures of inorganic borates and fluorides are widely used in Australia in the third method of remedial wood preservation described above. They rely for their effectiveness on the presence in the pole of sufficient moisture to permit the active compounds to slowly dissolve and diffuse through the wood.
  • Copper and boron have a long and successful history of use in wood preservation as they are known to be effective against a wide spectrum of wood destroying fungi, whilst boron is effective against many wood destroying insects. Both copper and boron are recognised as being relatively benign in terms of environmental impact and potential health risk. They have relatively low mammalian toxicity which makes their use attractive as compared to, say, that of arsenic, antimony, chromium, mercury or polychlorinated phenols which are rapidly losing favour as being environmentally unacceptable and posing unnecessary health hazards in use. Also, conventional waterborne preservatives such as copper-chrome-arsenic (CCA) are of limited utility in the remedial treatment of hardwood poles as they do not readily penetrate the cell walls of hardwood fibres.
  • CCA copper-chrome-arsenic
  • a particularly desirable wood preservative formulation would be one containing freely diffusible copper, boron and fluorine as biocidal components.
  • such formulations cannot be made by combining simple water-soluble copper salts, such as cupric sulphate, with water-soluble boron and fluorine compounds e.g. borates and fluorides since the dissolved copper ions react with them to form insoluble copper borates or fluorides which cannot migrate into a timber substrate. This insolubilisation also constitutes an effective loss of active elements from the formulation. It is known from Australian Patent No.
  • Australian Patent No. 519146 discloses wood preservative compositions having enhanced diffusion characteristics as compared with conventional water- based copper salts and comprising certain copper soaps solubilised by reaction with monoethanolamine. These compositions exhibit enhanced penetration into wood due to the ability of monoethanolamine to penetrate and swell the cell wall of the wood fibre, but it has been found that such formulations tend to develop an objectionable ammoniacal odour on storage, particularly in the presence of water as, for example, when borax is added to enhance their fungicidal and termiticidal properties. Many of the aforementioned disadvantages of the prior art remedial wood preservatives are overcome in the efficacious wood preservative disclosed in our Australian Provisional Patent Application No.
  • PM3862/94 comprising a self thickening thixotropic paste obtained by reacting a solution of copper naphthenate in an organic solvent with the product obtained by reacting boric oxide with a polyhydric alcohol under anhydrous conditions.
  • Such pastes contain high concentrations of both the active elements copper and boron and are of suitable consistency for manual application by brushing or trowelling, or by pumping from a container.
  • Application No. 12249/95 contained about 1.7% m/m copper and 5.6% m/m boron for a total of about 7.3% m/m of active elements.
  • this formulation is an effective fungicide and that the boron diffuses readily through the timber substrate.
  • the copper penetrates only one or two millimetres into the treated timber and thus serves only to provide a barrier against surface decay.
  • the cost of manufacturing this formulation has proved unacceptably high for commercial acceptance, partly due to the cost of the raw materials but also because of the need to employ flameproof equipment during manufacture and to store the initial product for a prolonged period to allow it to mature into a smooth paste having good adhesion to both dry and damp timber.
  • the present invention provides, in a first aspect, a composition in the form of a paste suitable for use as a wood preservative said composition including a fungitoxic metal derivative and a fungitoxic boron compound and wherein both the metal derivative and the boron compound are water soluble and freely diffusible in moist wood.
  • the composition contains diffusible metal in an amount in the range of about 0.3 to 25% m/m. More preferably the diffusible metal is present in an amount of about 1 to 4% m/m.
  • the composition contains diffusible boron in an amount in the range of about 1 to 15% m/m, more preferably 3 to 8% m/m.
  • composition may include diffusible fluorine in an amount in the range of about 1 to 15% m/m, preferably 2 to 8% m/m.
  • the metal derivative may be a water-soluble metal chelate.
  • the boron compound may be boric acid or a water-soluble salt thereof.
  • the fluorine compound may be water-soluble alkali metal fluoride or an alkali metal fluoroborate.
  • the present invention also provides, in a second aspect, a composition suitable for use as a wood preservative said composition being a composition in accordance with the first aspect which is provided in the form of a water-based thixotropic paste.
  • compositions of the second aspect are smooth textured thixotropic pastes containing high concentrations of the active elements copper and boron and, when present, fluorine. They exhibit good adhesion to either dry or damp timber surfaces and are effective in arresting the growth and propagation of wood destroying organisms. Their thixotropic behaviour is advantageous in pump application systems since the paste behaves as a mobile fluid under the shear conditions within the pump and pipework but reverts to a non-slumping paste on contact with the timber surface.
  • the pastes may be applied directly by trowel or brush to the groundline region of wooden poles, where they will adhere to the vertical perimeter of the pole in a thick layer which does not flow or slump at ambient temperatures.
  • compositions of the invention may be thickened by inclusion of one or more bulking agents and/or thickener.
  • thickening is achieved by using primarily bulking agents and/or thickeners that do not act as gel-forming agents.
  • the invention also provides a method of producing a thixotropic composition suitable as a wood preservative including the steps of:
  • step (2) (2) contacting the mixture from step (1) in the presence of a surfactant with one or more bulking agents and/or thickeners and forming a thixotropic paste.
  • hot we mean a temperature greater than about 50°C. More preferably the aqueous solution is at a temperature in the range of about 70°C to 100°C.
  • the product from step (2) is a homogeneous paste which does not crystallise when cooled to ambient temperature and may be used as a wood preservative without further modification or modified for particular end uses by the addition of drying oils, varnishes and/or fibres as taught in the prior art. It may also be modified by the addition of agents known to promote diffusion in wood.
  • the present invention provides a method of maintaining and/or preserving wood or wood-containing product, the method including treating the wood or wood-containing product with a composition in accordance with the invention.
  • Suitable metals for the purposes of the present invention are the biocidal metals from the group of metallic elements known as the transition elements and the rare earths.
  • the transition elements copper and zinc are preferred, with copper being particularly preferred, either singly or in admixture with one or more of the other transition elements.
  • metallic rare earth elements cerium, lanthanum and yttrium are preferred but all sixteen elements are suitable, either individually or in combinations of two or more thereof. Mixtures of transition elements and rare earths may also be employed.
  • Suitable salts of the aforementioned metals include their oxides, carbonates and basic carbonates.
  • the fungitoxic metal derivative may be a water-soluble metal chelate in which the metal ion is coordinately bonded to an appropriate ligand such that the resultant metal ion complex has a neutral or negative charge.
  • Suitable metal chelates of this type are those disclosed in our Australian Provisional Patent Application No. PN0827 filed contemporaneously with the present application and the disclosures of which are hereby incorporated herein by reference.
  • the metal chelate is that known as copper di-glycinate chelate which may be formed by reaction of glycine with basic copper carbonate.
  • the metal chelate is the chelate formed by the reaction between the metal salt and a polycarboxylic acid or a water soluble salt thereof such as iminodiacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid (EDTA).
  • EDTA ethylenediaminetetraacetic acid
  • a typical such metal chelate is the chelate formed by reaction between stoichiometric amounts of basic copper carbonate or copper hydroxide and the disodium salt of ethylenediaminetetraacetic acid (EDTA), which for convenience we term copper di-sodium EDTA chelate and whose chemical formula may be represented as Cu[CH 2 N(CH 2 COO)CH 2 COONa] 2 .
  • This chelate contains about 16% m/m copper and is an effective fungicide. It is highly soluble in water, giving a solution having a pH of about 5.
  • the fungitoxic boron compound may be boric acid or a water-soluble salt thereof.
  • Boric acid has only a limited solubility in water (63.5 g/litre at 30°C) which limits the concentration of boron that may be attained in the paste without the latter being unacceptably gritty due to the presence of undissolved boric acid.
  • We therefore prefer to use water soluble complex salts of boric acid such as sodium tetraborate, sodium decaborate and sodium dodecaborate.
  • An advantage in employing such complex salts as the source of boron is that they need not be manufactured beforehand but may be generated in situ during preparation of the paste.
  • Sodium dodecaborate, Na 2 0.6(B 2 ⁇ 3 ).yH 2 0, is particularly preferred on account of its high solubility and its high ratio of boron to sodium which minimises the amount of sodium present in the final formulation.
  • the fungitoxic fluorine compounds may be sodium fluoride and/or sodium fluoroborate but other water-soluble fluorine compounds may be used.
  • the individual steps of the method of the present invention are now elaborated in greater detail, although again, it is emphasised that the present invention is not limited to the particular details described below. Step 1.
  • the hot aqueous solution of an alkali metal borate may be prepared by dissolving the appropriate metal borate in water, but it is preferably prepared in situ by adding the requisite amount of boric acid portionwise to a solution of the alkali metal hydroxide or carbonate maintained at about 80°C. The solution is stirred until the boric acid has completely dissolved. If the formulation is to contain fluorine as an active element, the requisite amount of the appropriate fluorine compound is then dissolved in the hot alkali metal borate solution.
  • Step 2 The chelating agent is then added and when it has dissolved the metal salt is then introduced and the mixture further heated to about 90°C and stirred until the metal salt has fully dissolved and reacted to form the metal chelate. This stage may be completed in 10 to 15 minutes, but longer times may be required depending on the particular chelating agent and metal salt employed.
  • the resultant mixture a clear solution, is cooled to about 55°C for use in Step 2.
  • the cooled mixture from Step 1 is conveniently contacted with the bulking agent in a variable speed high shear mixer after addition of the surfactant which serves to aid dispersal of the bulking agent.
  • the specific surfactant and the amount thereof to be used must be determined by experiment on a case-by-case basis but, in general, a nonionic surfactant of broad HLB range is suitable.
  • Antarox CA897 a reaction product of octyl phenol and ethylene oxide manufactured by Rhone Poulenc, to be particularly satisfactory.
  • Bulking agents are inert, finely divided solids which absorb the liquid phase on their surface and increase the viscosity of the system, primarily by mechanical interlocking between the individual grains of the bulking agent.
  • the amount of bulking agent to be used is determined by the end viscosity and viscosity characteristics desired in the paste. Suitable bulking agents are nut shell flour, wheat flour and fumed silica but other agents may be suitable and their effectiveness must be determined by experiment. Fumed silica is particularly preferred and may be used in amounts from about 2.5 up to about 5% m/m. Mixtures of bulking agents may also be used.
  • the total amount of bulking agents (including wheat flour) needed to give pastes of the desired viscosity for the groundline treatment of wooden utility poles may range from about 3 to about 10% m/m but in most formulations is more likely to be about 6 to 8% m/m. Thickeners increase viscosity by forming hydrated gel structures within the liquid phase.
  • Suitable thickeners include soluble starch and high molecular weight carboxyvinyl polymers such as "Carbopol 940", with the latter being particularly preferred in amounts up to about 2% m/m.
  • a modifying agent is not essential to provide an effective wood preservative paste in accordance with the invention.
  • An important advantage of the method of the invention is that typically Steps 1 and 2 can be completed in less than one hour and the resultant paste, once cooled to ambient temperature, can be used immediately as a wood preservative, unlike pastes prepared by the method of Australian Patent Application No. 12249/95 which prior to use require a prolonged period of maturation to stabilise the paste viscosity.
  • aqueous pastes of the present invention are thixotropic, with their apparent viscosity decreasing with increasing shear rate as shown in Table 1.
  • the viscosity of the pastes may be adjusted by varying the amounts of bulking agent and thickener within the limits indicated above. Table 2 shows for three formulations the effect on viscosity of raising the content of the fumed silica bulking agent from 2.5 to 3.5% m/m.
  • Pastes thickened with fumed silica may undergo slight phase separation but are readily restored to homogeneity by gentle stirring.
  • other additives may be incorporated in the pastes to meet specific end use requirements.
  • a drying oil, varnish or like material may be included in the paste. Over a period of time, the drying oil or varnish will form a moisture impermeable barrier on the surface of the treated timber that prevents leaching out of the biocidal elements originally contained in the paste.
  • the paste may be advantageous to include small amounts of cellulosic or other fibres in the paste.
  • the cellulosic fibres form a loose structural network within the body of the paste which serves to prevent unwanted flow as, for example, when the paste is to be applied to vertical surfaces.
  • the cellulosic fibres may represent the sole additive to the paste or they may be added in conjunction with a drying oil, varnish or like material.
  • Example 1 The invention is further illustrated by reference to the following non-limiting examples.
  • Example 1 The invention is further illustrated by reference to the following non-limiting examples.
  • Sodium hydroxide (31.5 g) was dissolved in water (450 mL). The solution was warmed to about 80°C and stirred during the addition of boric acid (326 g) in aliquots of about 50 g. When the boric acid had fully dissolved, di-sodium EDTA (99.6 g) was added and when it had dissolved basic copper carbonate (29.6 g) was introduced. The mixture was heated to about 90°C and stirred until within 10-15 minutes the copper carbonate had fully dissolved and reacted to form a dark blue solution of the copper di-sodium EDTA chelate.
  • Example 1 The general method of Example 1 was used to prepare the copper di- sodium EDTA pastes B to F shown in Table 3, using the amounts and combinations of bulking agents and thickeners shown therein. The water content of each paste was adjusted as shown in Table 3 to maintain the same 1.7% and 5.6% m/m concentrations of copper and boron respectively as in Example 1. Pastes B to F also contained approximately 5% m/m of ethylene glycol to promote diffusion of the active elements in wood.
  • Di-sodium EDTA (g) 99.6 99.6 99.6 99.6 99.6 99.6 99.6 99.6 99.6
  • Soluble starch (g) - - - - 10.0 -
  • Macadamia shell flour (g) - - 30 - - -
  • Carbopol 940 (g) 20.0 20.0 20.0 20.0 - - -
  • Pastes D and F are effective preservatives whereas Paste B is marginally effective and Pastes A and E are ineffective.
  • all pastes contained the same active components (sodium dodecaborate and copper di- sodium EDTA chelate) at identical concentrations demonstrate the importance of the choice of bulking agents and thickeners to be used in determining the extent of diffusion of the active materials through the Spotted Gum slabs.
  • top surfaces of selected slabs were sprayed with indicators (prepared according to AS 1605 - 1974) to detect the presence of the diffusible elements.
  • the indicators used were:
  • Copper- Chrome azurol S which gives a deep blue colour in the presence of copper.
  • Pastes F and D with normalised slab diffusion scores of 0.37 and 0.75 respectively, gave strong indications for both copper and boron on the upper surface of the slabs.
  • Paste E with a normalised score of 2J6, showed only a slight indication for copper and a fair indication for boron.
  • Table 7 lists four preservative paste formulations prepared according to the general method of Example 1. TABLE 7
  • Paste CB-1 contained 1.7% m/m copper and 5.6% m/m boron as the active elements.
  • Pastes CBF-1 , CBF-3 and CBF-4 contained 1.7% m/m copper, 2.8% m/m boron and 2.8% m/m fluorine.
  • the pastes had a near-neutral pH and were substantially odour free, apart from traces of essential oils released from the wheat flour and nut shell thickeners. All the formulations were stable indefinitely when stored in sealed containers.
  • the fungitoxicity and diffusibility of the pastes were simultaneously assessed by the slab diffusion bioassay method described in Example 3, using test slabs cut from the heartwood of Kenyan Oak, a medium density hardwood with a basic density of about 590 kg/m 3 .
  • Six test slabs were used to evaluate each paste formulation. Further slabs, soaked in water only, were run as controls. The agar strips were infected with a mixed inoculum and, after a pre- diffusion period of two days, the inoculated slabs were incubated at 28°C and 85% RH. The results are shown in Table 9, the scoring and interpretation being on the same basis as in Example 3.
  • Pastes CB-1 , CBF-1 and CBF-4 can be classified as “Very Effective” and Paste CBF-3 as an "Effective” preservative.
  • the untreated controls supported a rich fungal growth over the entire test period.
  • test method used was similar to that of the bioassay except that the slabs were not edge-sealed and diffusion was allowed to proceed for twelve weeks in a sealed container at ambient conditions. Each diffusion test was conducted with six replicate slabs. At the end of the twelve week diffusion period, the test slabs were washed free of any adhering paste and analysed for the active elements which had diffused into the timber substrates. (Table 10). TABLE 10
  • Paste Distribution of active Diffusion Distribution of active elements in original substrates elements in diffused paste % m/m
  • slabs % m/m

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Inorganic Chemistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Composition se présentant sous forme de pâte, se prêtant à une utilisation comme agent de préservation du bois, et contenant un dérivé métallique fongitoxique et un composé de bore fongitoxique, tous deux hydrosolubles et se diffusant librement dans le bois humide.
PCT/AU1996/000037 1995-01-30 1996-01-30 Agent de preservation en pate aqueuse WO1996023636A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU44756/96A AU4475696A (en) 1995-01-30 1996-01-30 Water based preservative paste

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
AUPN0826A AUPN082695A0 (en) 1995-01-30 1995-01-30 Aqueous preservative paste
AUPN0826 1995-01-30

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6110263A (en) * 1996-03-05 2000-08-29 Dr. Wolman Gmbh Timber preserving agent for maintenance purposes
US6352583B1 (en) 1997-03-05 2002-03-05 Dr. Wolman Gmbh Wood preservative for subsequent application
WO2003024230A1 (fr) * 2001-09-17 2003-03-27 Genics Inc. Procede de fabrication d'un pesticide liquide contenant du cuivre et pesticide liquide contenant du cuivre
US8597419B2 (en) 2007-01-17 2013-12-03 Genics Inc. Preservative compositions for wood and like materials
US9303169B2 (en) * 2014-06-16 2016-04-05 Osmose Utilities Services, Inc. Controlled release, wood preserving composition with low-volatile organic content for treatment in-service utility poles, posts, pilings, cross-ties and other wooden structures

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1091998A (en) * 1965-10-15 1967-11-22 Bayer Ag Wood preservatives
GB1170003A (en) * 1966-01-15 1969-11-12 Solvay Werke Gmbh Wood-Preservative and Impregnating Agents
SU477836A1 (ru) * 1973-06-07 1975-07-25 Ордена Трудового Красного Знамени Институт Химии Древесины Ан Латвийской Сср Антисептическа паста
SU480553A1 (ru) * 1973-12-04 1975-08-15 Сенежская Лаборатория Консервирования Древесины Центрального Научноисследовательского Института Механической Обработки Древесины Огнебиозащитный состав дл древесины
EP0238049A1 (fr) * 1986-03-21 1987-09-23 Dr. Wolman GmbH Agent protecteur du bois
EP0264488A1 (fr) * 1986-09-15 1988-04-27 DESOWAG Materialschutz GmbH Agent protecteur du bois
WO1992004166A1 (fr) * 1990-09-03 1992-03-19 Shell South Africa (Proprietary) Limited Conservateurs pour le bois
JPH04219201A (ja) * 1990-04-03 1992-08-10 Koshii Purezaabingu:Kk 木材の防腐防虫用組成物、木材の防腐防虫処理方法及び防腐防虫性木材
WO1992018007A1 (fr) * 1991-04-12 1992-10-29 Saneish Pty. Ltd. Production de corps profiles fongicides et insecticides
WO1993002557A1 (fr) * 1991-08-01 1993-02-18 Hickson International Plc Agents de conservation pour le bois et autres materiaux cellulosiques

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1091998A (en) * 1965-10-15 1967-11-22 Bayer Ag Wood preservatives
GB1170003A (en) * 1966-01-15 1969-11-12 Solvay Werke Gmbh Wood-Preservative and Impregnating Agents
SU477836A1 (ru) * 1973-06-07 1975-07-25 Ордена Трудового Красного Знамени Институт Химии Древесины Ан Латвийской Сср Антисептическа паста
SU480553A1 (ru) * 1973-12-04 1975-08-15 Сенежская Лаборатория Консервирования Древесины Центрального Научноисследовательского Института Механической Обработки Древесины Огнебиозащитный состав дл древесины
EP0238049A1 (fr) * 1986-03-21 1987-09-23 Dr. Wolman GmbH Agent protecteur du bois
EP0264488A1 (fr) * 1986-09-15 1988-04-27 DESOWAG Materialschutz GmbH Agent protecteur du bois
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US9303169B2 (en) * 2014-06-16 2016-04-05 Osmose Utilities Services, Inc. Controlled release, wood preserving composition with low-volatile organic content for treatment in-service utility poles, posts, pilings, cross-ties and other wooden structures
US9464196B2 (en) 2014-06-16 2016-10-11 Osmose Utilities Services, Inc. Controlled release, wood preserving composition with low-volatile organic content for treating in-service utility poles, posts, pilings, cross-ties and other wooden structures
US9593245B2 (en) 2014-06-16 2017-03-14 Osmose Utilities Services, Inc. Controlled release, wood preserving composition with low-volatile organic content for treating in-service utility poles, posts, pilings, cross-ties and other wooden structures
US9808015B2 (en) 2014-06-16 2017-11-07 Osmose Utilities Services, Inc. Controlled release, wood preserving composition for treating in-service utility poles, posts, pilings, cross-ties and other wooden structures
US10085453B2 (en) 2014-06-16 2018-10-02 Osmose Utilities Services, Inc. Controlled release, wood preserving composition with low-volatile organic content for treating in-service utility poles, posts, pilings, cross-ties and other wooden structures

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