WO2005104841A1 - Micronized organic preservative formulations - Google Patents
Micronized organic preservative formulations Download PDFInfo
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- WO2005104841A1 WO2005104841A1 PCT/US2005/014457 US2005014457W WO2005104841A1 WO 2005104841 A1 WO2005104841 A1 WO 2005104841A1 US 2005014457 W US2005014457 W US 2005014457W WO 2005104841 A1 WO2005104841 A1 WO 2005104841A1
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- WIPO (PCT)
- Prior art keywords
- wood
- particles
- microns
- biocide
- weight percent
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Classifications
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- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- 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
- B27K3/005—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process employing compositions comprising microparticles
-
- 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
- B27K3/34—Organic impregnating agents
-
- 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
- B27K3/34—Organic impregnating agents
- B27K3/343—Heterocyclic compounds
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/249921—Web or sheet containing structurally defined element or component
- Y10T428/249924—Noninterengaged fiber-containing paper-free web or sheet which is not of specified porosity
- Y10T428/249925—Fiber-containing wood product [e.g., hardboard, lumber, or wood board, etc.]
Definitions
- Wood preserving compositions are used for preserving wood and other wood- based materials, such as paper, particleboard, wood composites, plastic lumbers, rope, etc., against organisms which destroy wood.
- Many conventional wood preserving compositions contain water insoluble organic biocides.
- organic biocides such as insecticides, fungicides, moldicides, algaecides, bactericides, etc. have been dissolved in organic carriers prior to use, often with the additional step of emulsification in water by the use of various surfactants.
- Many of the organic biocides currently in use have very low water solubility and therefore, solubilizing agents or surfactants such as emulsifying agents, wetting agents, etc.
- solubilizing agents or surfactants, etc. are costly and the use of these products may also result in enhanced leaching of organic biocide upon exposure of treated wood to moisture. It is thought that the enhanced leaching is due to the fact that solubilizing agents, surfactants, emulsifying agents, wetting agents, etc. remain in the wood after treatment. Upon exposure to moisture, the biocides are solubilized, and they wash out of the wood. Excessive leaching of organic biocides from the treated wood or other cellulose substrates can result in field performance problems or environmental issues.
- the composition comprises micronized organic biocides with little or no water solubility.
- the composition may additionally comprise water soluble organic biocides, as well as inorganic biocides which are either solvated or present as micronized particles.
- micronized as used herein means particles which ⁇ • > ⁇ : have long axis dimensions in the range of from .001 to 25 microns. Also provided is a method for the treatment of wood or wood product with the compositions of the present, invention.
- the method comprises the steps of 1 ) providing a mixture comprising micronized organic biocide particles in an aqueous carrier, such as in the form of a dispersion, emulsion, suspension, or other particle/carrier combination, and 2) applying the particles to a wood or wood product.
- the organic biocides are prepared by the grinding of the organic biocide, optionally in non-micronized particulate form, in wetting agents and/or dispersants such that the biocide is reduced to the form of micronized particles. When such a composition is used for preservation of wood, there is minimal leaching of the organic biocide from wood as described herein.
- Figure 1 depicts the anatomy of coniferous wood.
- A Resin canal; B: Earlywood tracheids; C: Latewood tracheids; D: Bordered pits.
- Figure 2 depicts the border pit structure for coniferous woods.
- RIGHT Microscopic view of the cross section of a bordered pit;
- LEFT Torus in top view.
- the torus is supported by a net of radial fibril membrane, also called the margo.
- the flow of fluids between two tracheids through such a membrane is restricted by the size of the membrane openings.
- the organic biocides are azoles, carbamates, isothiazolinones, thiocyanates, sulfenamides, quaternary phosphonium compounds, quaternary ammonium compounds, nitriles, pyridines, etc. or mixtures thereof.
- the compositions contain micronized particles. Additionally, the organic biocides exhibit a low solubility in water. A solubility which is at most 0.5g of biocide per 100 grams of water is preferred.
- the micronized organic biocide can be obtained by grinding the organic biocides, optionally wetted or present as a dispersion, to the desired particle size using a grinding mill.
- the resulting particulate organic biocide can be mixed with water or other aqueous liquid carrier to form a solution of dispersed biocide particles.
- the solution can comprise a thickener, such as, for example, a cellulose derivative, as is known in the art.
- the solution can, optionally, additionally comprise other biocides, organic or inorganic, micronized if desired, to produce a formulation suitable for the preservation of wood and other cellulose-based materials.
- water insoluble organic fungicides examples include azoles, carbamates, isothiazolinones, thiocyanates, sulfenamides, quaternary phosphonium compounds, quaternary ammonium compounds, nitriles, pyridines, and mixtures or synergistic mixtures thereof.
- azoles carbamates, isothiazolinones, thiocyanates, sulfenamides, quaternary phosphonium compounds, quaternary ammonium compounds, nitriles, pyridines, and mixtures or synergistic mixtures thereof.
- Aliphatic Nitrogen Fungicides butylamine; cymoxanil; dodicin; dodine; guazatine; iminoctadine
- Amide Fungicides carpropamid; chloraniformethan; cyazofamid; cyflufenamid; diclocymet; ethaboxam; fenoxanil; flumetover; furametpyr; prochloraz; quinazamid; silthiofam; triforine; benalaxyl; benalaxyl-M; furalaxyl; metalaxyl; metalaxyl-M; pefurazoate; benzohydroxamic acid; tioxymid; trichlamide; zarilamid;zoxamide; cyclafuramid; furmecyclox dichlofluanid; tolylfluanid; benthiavalicarb; iprovalicarb; benalaxyl; benalaxyl-M; boscalid; carboxin; fenhexamid; metalaxyl; metalaxyl-M; mets
- Antibiotic Fungicides aureofungin; blasticidin-S; cycfoheximide; griseofulvin; kasugamycin; natamycin; polyoxins; polyoxorim; streptomycin; validamycin; azoxystrobin; dimoxystrobin; fluoxastrobin; kresoxim-methyl; metominostrobin; orysastrobin; picoxystrobin; pyraclostrobin; trifloxystrobin
- Aromatic Fungicides biphenyl; chlorodinitronaphthalene; chloroneb; chlorothalonil; cresol; dicloran; hexachlorobenzene; pentachlorophenol; quintozene; sodium pentachlorophenoxide; tecnazene
- Carbamate Fungicides benthiavalicarb; furophanate; iprovalicarb; propamocarb; thiophanate; thiophanate- methyl; benomyl; carbendazim; cypendazole; debacarb; mecarbinzid; diethofencarb, iodopropynyl butylcarbamate
- Conazole Fungicides climbazole; clotrimazole; imaZalil; oxpoconazole; prochloraz; triflumizole; aZaconazole; bromuconazole; cyproconazole; diclobutrazol; difenoconazole; diniconazole; diniconazole-M; epoxiconazole; etaconazole; fenbuconazole; fluquinconaZole; flusilazole; flutriafol; furconazole; furconaZole-cis hexaconazole; imibenconazole; ipconaZole; metconaz'ole; myclobutanil; penconazole;propiconazole; prothioconazole; quinconaZole; simeconazole; tebuconazole; tetraconazole; triadimefon; triadimen
- Dicarboximide Fungicides famoxadone; fluoroimide; chlozolinate; dichlozoline; iprodione; isovaledione; myclozolin; procymidone; vinclozolin; captafol; captan; ditalimfos; folpet; thiochlorfenphim
- Dinitrophenol Fungicides binapacryl; dinobuton; dinocap; dinocap-4; dinocap-6; dinocton; dinopenton; dinosulfon; dinoterbon; DNOC
- Organophosphorus Fungicides ampropylfos; ditalimfos; edifenphos; fosetyl; hexylthiofos; iprobenfos; phosdiphen; pyrazophos; tolclofos-methyl; triamiphos
- Pyrimidine Fungicides bupirimate; cyprodinil; diflumetorim; dimethirimol; ethirimol; fenarimol; ferimzone; mepanipyrim; nuarimol; pyrimethanil; triarimol
- Thiazole Fungicides ethaboxam; etridiazole; metsulfovax; octhilinone; thiabendazole; thiadifluor; thifluzamide
- Triazole Fungicides bitertanol; fluotrimazole; triazbutil
- Fungicides acibenzolar acypetacs allyl alcohol benzalkonium chloride benzamacril bethoxazin carvone chloropicrin DBCP dehydroacetic acid diclomezine diethyl pyrocarbonate fenaminosulf fenitropan fenpropidin formaldehyde furfural hexachlorobutadiene iodomethane isoprothiolane methyl bromide methyl isothiocyanate metrafenone nitrostyrene nitrothal-isopropyl OCH 2 phenylphenol phthalide piperalin probenazole proquinazid pyroquilon sodium orthophenylphenoxide spiroxamine sultropen thicyofen tricyclazole; chitin; chitosan; 4-cumylphenol-, , 4-alpha-cumylphenol.
- Antibiotic Insecticides allosamidin; thuringiensin; spinosad; abamectin; doramectin; emamectin eprinomectin; ivermectin; selamectin; milbemectin; milbemycin oxime; moxidectin
- Botanical Insecticides anabasine; azadirachtin; -f-limonene; nicotine; pyrethrins cinerins; cinerin I; cinerin II; jasmolin I; jasmolin II; pyrethrin I; pyrethrin II; quassia; rotenone; ryania sabadilla
- Fumigant Insecticides acrylonitrile; carbon disulfide; carbon tetrachloride; chloroform; chloropicrin; para- dichlorobenzene; 1,2-dichloropropane; ethyl formate; ethylene dibromide; ethylene dichloride; ethylene oxide; hydrogen cyanide; iodomethane; methyl bromide; methylchloroform; methylene chloride; naphthalene; phosphine; sulfuryl fluoride; tetrachloroethane
- Insect Growth Regulators bistrifluron; buprofezin; chlorfluazuron; cyromazine; diflubenzuron; flucycloxuron; flufenoxuron; hexaflumuron; lufenuron; novaluron; noviflumuron; penfluron; teflubenzuron; triflumuron; epofenonane; fenoxycarb; hydroprene; kinoprene; methoprene; pyriproxyfen; triprene; juvenile hormone I; juvenile hormone II; juvenile hormone III; chromafenozide; halofenozide; methoxyfenozide;- tebufenozide; ⁇ - ecdysone; ecdysterone; diofenolan; precocene I; precocene II; precocene III; dicyclanil
- Nereistoxin Analogue Insecticides bensultap; cartap; thiocyclam; thiosultap; flonicamid " ; clothianidin; dinotefuran; imidacloprid; thiamethoxam; nitenpyram nithiazine; acetamiprid; imidacloprid; nitenpyram; thiacloprid
- Phthalimide Insecticides dialifos; phosmet; tetramethrin
- Pyrethroid Insecticides acrinathrin; allethrin; bioallethrin; barthrin; bifenthrin; bioethanomethrin; cyclethrin; cycloprothrin; cyfluthrin; beta-cyfluthrin; cyhalothrin; gamma-cyhalothrin; lambda- cyhalothrin; cypermethrin; alpha-cypermethrin; beta-cypermethrin; theta- cypermethrin; zeta-cypermethrin; cyphenothrin; deltamethrin; dimefluthrin; dimethrin; empenthrin; fenfluthrin; fenpirithrin; fenpropathrin; fenvalerate; esfenvalerate; flucythrinate; flu
- Insecticides closantel; clo ⁇ yrifos, crotamiton; EXD; fenazaflor; fenoxacrim; hydramethylnon; isoprothiolane; malonoben; metoxadiazone; nifluridide; pyridaben; pyridalyl; rafoxanide; triarathene; triazamate '
- Isothiazolone- type bactericides such as, for example, Kathon 930, Kathon WT, Methylisothiazolinone, Benzisothiazol
- Preferred Bactericides include: bronopol; cresol; dichlorophen; dipyrithione; dodicin; fenaminosulf; formaldehyde; hydrargaphen; 8-hydroxyquinoline sulfate; kasugamycin; nitrapyrin; octhilinone; oxohnic acid; oxytetracycline probenazole; streptomycin; tecloftalam; thiomersal.
- the particles are preferably dispersed in a dispersant, such as acrylic copolymers, aqueous solution of copolymers with pigment affinity groups, modified polyacrylate, acrylic polymer emulsions, modified lignin and the like.
- a stabilizer as is known in the art can be used.
- Inorganic metal compounds having biocidal activity such as compounds of copper, tin, silver, nickel, etc, can also be used in combination with micronized organic biocide formulations.
- non-limiting copper based fungicides or insecticides include cuprous oxide, cupric oxide, copper hydroxide, copper carbonate, basic copper carbonate, copper oxychloride, copper 8-hydroxyquinolate, copper dimethyldithiocarbamate, copper omadine, and copper borate.
- the micronized organic biocides can be mixed with other water soluble biocides, such as quaternary ammonium compounds. Such compounds have the following structure:
- KN X ft V where Rl, R2, R3, and R4 are independently selected from alkyl or aryl groups and X " selected from chloride, bromide, iodide, carbonate, bicarbonate, borate, carboxylate, hydroxide, sulfate, acetate, laurate, or any other anionic group.
- Preferred quaternary ammonium compounds include alkyldimethylbenzylammonium chloride, alkyldimethylbenZylammonium carbonate/bicarbonate, dimemyldidecyl--mmonium chloride and dimethyldidecylammonium carbonate/bicarbonate.
- the composition of the present invention may additionally comprise non- biocidal components to further enhance the performance of the micronized organic biocide formulation or the appearance and performance of the resulting treated wood products.
- non-biocideal components are water repellants (for example, wax emulsions), colorants, emulsifying agents, dispersants, stabilizers, UV inhibitors, wood dimensional stabilizers, enhancing agents which improve the bio-efficacy of micronized organic biocides (such as trialkylamine oxides and alkoxylated diamines) and the like.
- Enhancing agents such as trialkylamine oxides, can be included in the compositions of the present invention.
- Preferred trialkylamine oxides have the following structure:
- Ri is a linear or cyclic C 8 to C 40 saturated or unsaturated group and R 2 and R 3 independently are linear to C 40 saturated or unsaturated groups.
- Alkoxylated diamines can also be included in the composition of the present invention as enhancing agents. Preferred alkoxylated diamines have the following. structure:
- n is an integer from 1 to 4
- Ri, R and R 3 are independently selected from the group consisting of hydrogen, methyl, ethyl and phenyl; and a, b and c are each integers from 1 to 6; and j is fatty alkyl group having in the range of from 8 to 22 carbons.
- Wood tracheids generally have diameters of around 30 microns, and thus good penetration can be achieved by the use of particles having long axis dimensions ("particle size" which are less than the tracheid diameters of the wood or wood product to be treated. Particles having diameters which are larger than the average diameter of the tracheids will generally not penetrate the wood (i.e., they will be “filtered” by the wood) and may block, or "clog" tracheids from taking in additional particles. The diameter of the tracheids depends upon many factors, including the identity of the wood.
- the organic biocides disclosed herein have a particle size in excess of 25 microns, the particles may be filtered by the surface of the wood and thus may not be uniformly distributed within the cell and cell wall.
- Figure 2 depicts the border pit structure for coniferous woods.
- particle size of the micronized particles used in the dispersion formulation disclosed herein can be micronized, i.e., with a long axis dimension between 0.001-25 microns. In another embodiment, the particle size is between 0.001 - 10.0 microns. In another embodiment, the particle size is between 0.01 to 10.0 microns. If superior uniformity of penetration is desired, particle size of the organic biocide used in the dispersion formulation disclosed herein can be between 0.01-1.0- microns. In addition to a recommended upper limit of 25 microns, Particles which are too small can leach out of the wood over time.
- the particulate organic biocide comprise a majority weight percent of particles which have diameters which are not less than .001 microns. Because particles which are too large can clog the wood and particles which are too small can leach from the wood, it is advisable to use particle size distributions which contain relatively few particle sizes outside the range of .001 to 25 microns. It is preferred that no more than 20 weight percent of the particles have diameters which are greater than 25 microns. Because smaller particles have an increased chance of leaching from the wood, it is also preferred that no more than 20 wt % of the particles have diameters under .001 microns.
- greater than 80 wt% of the particles have a diameter in the range of .001 to 25 microns. In more preferred embodiments, greater than 85, 90, 95 or 99 wt percent particles are in the range of .001 to 25 microns.
- at least 50 wt % of the particles should have diameters which are less than 10 microns. More preferred are particle distributions which have at least 65 wt % of the particles with sizes of less than 10 microns. In an additional embodiment, less than 20 wt % of the particles have diameters of less than 1 micron.
- the present invention also provides a method for preservation of wood.
- the method comprises the steps of treating wood with a composition (treating fluid) comprising a dispersion of micronized organic biocides.
- wood is treated with a composition comprising a dispersion of micronized organic biocides and a water soluble biocides.
- the size of the micronized particles of organic biocide is between .001 to 25 microns, preferably between .001 to 10 microns, more preferably between 0.01 to 10 microns and most preferably between 0.01 to 1.0 microns.
- the wood is treated with a composition comprising soluble metal biocidal compounds and micronized organic biocides.
- the treating fluid may be applied to wood by dipping, soaking, spraying, brushing, or any other means well known in the art.
- vacuum and/or pressure techniques are used to impregnate the wood in accord with this invention including the standard processes, such as the "Empty Cell” process, the “Modified Full Cell” process and the “Full Cell” process, and any other vacuum and/or pressure processes which are well known to those skilled in the art.
- the standard processes are defined as described in AWPA Standard Cl-03 "All Timber Products - Preservative Treatment by Pressure Processes".
- a final vacuum of not less than 77 kPa (22 inch Hg) is used.
- Examples 1 through 6 demonstrate the formulation of the concentrated dispersions of organic biocides.
- Examples 7 through 15 demonstrate the preparation of treating fluids using concentrated dispersions for the treatment of wood. The invention is further described through the following examples which are intended to be illustrative and not restrictive in any way.
- Example 1 500 grams of cyproconazole powder is added to a container containing 825 grams of water and 175.0 grams of a commercially available dispersant. The mixture is mechanically stirred for 5 minutes and then placed in a grinding mill. The sample is ground for about 90 minutes, and a stable dispersion containing about 33.3% wt% cyproconazole is obtained with an average particle size of 0.20 micrometers.
- Example 2 1000 grams of C powder is mixed with 2600.0 grams of water and 400.0 grams of dispersants. The mixture was mechanically stirred for 10 minutes. The mixture was then placed in a grinding mill and ground for about 140 minutes. A stable dispersion is obtained with roughly 100% particles less than one micrometer.
- Example 3 500.0 grams of imidachloprid powder is mixed with 966.7 grams of water and 200.0 grams of wetting agents/dispersants. The mixture was mechanically stirred for about 10 minutes. The mixture is then placed in a grinding mill and ground for about 180 minutes. A stable dispersion containing approximately 30.0% wt% imidachloprid is obtained with an average particle size of 0.30 micrometers.
- Example 4 500 grams of cyproconazole powder and 500 grams of imidachloprid are mixed with 1550 grams of water and 450 grams of dispersants. The mixture is mechanically mixed for about 15 minutes and placed in a grinding mill. The mixture is ground for about 260 minutes and a stable dispersion containing about 16.7% cyproconazole and 16.7% wt% imidachloprid is obtained with an average particle size of 0.35 micrometers.
- Example 5 1000 grams of propiconazole powder and 200 grams of bifenthrin are mixed with a mixture of 2500 grams water and 300 grams dispersant. The mixture is mechanically mixed for about 20 minutes and then added to a grinding mill. The mixture is ground for about 160 minutes and a stable dispersion is obtained with 100% particles less than one micrometers.
- Example 6 500.0 grams of cyproconazole powder and 250.0 grams of fipronil powder are added to a 4000 ml beaker which contains about 1350.0 grams of water and 400.0 grams of dispersant. The mixture is allowed to mix for 30 minutes prior to adding to a grinding media mill. The mixture is ground for 290 minutes and a stable dispersion with 30.0% wt% solid is obtained with an average particle size of 0.35 micrometers.
- Example 7 One gram of cyproconazole dispersion from Example 1 is with 3000 grams of water to produce a preservative treating fluid containing 0.011% wt% cyproconazole. The fluid is then used o treat 2" x 4" x 10" samples of southern pine sapwood, end sealed with epoxy resin, using an initial vacuum of 28" Hg for 15 minutes, followed by a pressure cycle of 115 psi for 25 minutes and a final vacuum of 27" Hg for 10 minutes. The resulting treated wood is weighed and found to have doubled its weight. The treated sample is cut and the cross section is taken and submitted scanning electron microscopic analysis. The sample is found to a complete particle penetration through the whole cross section and a uniform distribution of particle.
- Example 8 One gram dispersion from Example 1 and one gram dispersion from Example
- Example 9 4000 grams of treating fluid containing 0.05% wt% of tebuconazole and 0.0075% wt% imidachloprid is prepared by mixing tebuconazole dispersion from Example 2 and imidachloprid from Example 3 with water.
- a southern pine stake measuring 1.5" x 3.5" x 10" is placed in a laboratory retort with a vacuum of 27" Hg for 15 minutes.
- the above treating fluid is then pumped into the retort and the retort pressurized to 13 psi for 30 minutes.
- the solution is drained from the retort and the test stake weighed. Based on the weight pickup, the test stake doubles its weight and SEM indicates the uniform particle penetration and distribution.
- Example 10 4000 grams of treating fluid containing 0.05% wt% propiconazole and 0.0-10% wt% bifenthrin is prepared by adding the dispersion from Example 5 to water. The mixture is mechanically mixed for about 10 minutes and then pumped to a treating > retort where a southern pine stake measuring 1.5" x 3.5" x 10" is pre-vacuumed under 27" Hg for 10 minutes. The retort is then pressurized to 100-120 psi for about 20 minutes. The solution is drained from the retort and the test stake weighed.
- Example 11 A preservative treating formulation is prepared by adding 0.15 kg of dispersion from Example 4 and 0.10 kg dispersion from Example 2 to 25.0 kg of water. This fluid is allowed to mix until a homogenous fluid is prepared. This fluid was used to treat southern pine samples measuring at 1.5" x 5.5" x 48" by the full-cell process. The weight of the treated samples double and demonstrate a uniform distribution of particles throughout the wood cells and is found to be resistant to decay and insect attack.
- Example 12 A preservative treating composition is prepared by adding 2.0 grams of dispersion from Example 6 to 5.0 kg of water. The resulting fluid contains about 0.08% wt% cyproconazole and 0.04% wt% fipronil. This fluid is then used to treat southern pine measuring 1.5" x 3.5" x 10" using the full-cell process wherein the wood is initially placed under a vacuum of 30" Hg for 30 minutes, followed by the addition of the treating solution. The system is then pressurized for 30 minutes at 100 psi. A final vacuum of 28" Hg for 30 minutes is applied to the wood to remove residual liquid. The wood is found to contain a uniform distribution of preservative particle throughout the cross sections and is resistant to fungal and insect attack.
- Example 13 5 kg preservative treating composition is prepared by mixing dispersion concentrate from Example 5 and dimethyldidecylammonium bicarbonate/carbonate (DDAC).
- DDAC dimethyldidecylammonium bicarbonate/carbonate
- the concentration of propiconazole, bifenthrin and DDAC in the final fluid is 0.05% wt%, 0.01% wt% and 0.50% wt%, respectively.
- This fluid is then used to treat southern pine measuring 1.5" x 3.5" x 10" using the full-cell process wherein the wood is initially placed under a vacuum of 30" Hg for 30 minutes, followed by. the addition of the treating solution.
- the system is then pressurized for 30 minutes at 100 psi.
- a final vacuum of 28" Hg for 30 minutes is applied to the wood to remove residual liquid.
- the wood is found to contain a uniform distribution of preservative particle throughout the cross sections and is resistant to fungal and insect, attack.
- Example 14 A preservative treating composition containing 0.01% wt% cyproconazole, 0.01 % wt% imidachloprid and 0.25% wt% Cu is prepared by mixing dispersion concentrate from Example 4 and copper monoethanolamine solution (Cu-MEA). This fluid is then used to treat southern pine measuring 1.5" x 3.5" x 10" using the full-cell process wherein the wood is initially placed under a vacuum of 30" Hg for 30 minutes, followed by the addition of the treating solution. The system is then pressurized for 30 minutes at 100 psi. A final vacuum of 28" Hg for 30 minutes is applied to the wood to remove residual liquid. The wood is found to contain a uniform distribution of preservative particle throughout the cross sections and is resistant to fungal and insect attack.
- Cu-MEA copper monoethanolamine solution
- Example 15 A preservative composition containing 0.02% wt% tebuconazole and 0.50% wt% N, N-dimethyl-1-hexadecylamine-N-oxide was prepared by mixing dispersion concentrate from Example 2 and 30% N, N-dimethyl-1-hexadecylamine-N-oxide solution. This fluid is then used to treat southern pine measuring 1.5" x 3.5" x 10" using the full-cell process wherein the wood is initially placed under a vacuum of 30" Hg for 30 minutes, followed by the addition of the treating solution. The system is then pressurized for 30 minutes at 100 psi. A final vacuum of 28" Hg for 30 minutes is applied to the wood to remove residual liquid. The wood is found to contain a uniform distribution of preservative particle throughout the cross sections and is resistant to fungal and insect attack.
Abstract
Description
Claims
Priority Applications (2)
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EP20050740900 EP1744625A1 (en) | 2004-04-27 | 2005-04-27 | Micronized organic preservative formulations |
AU2005237592A AU2005237592A1 (en) | 2004-04-27 | 2005-04-27 | Micronized organic preservative formulations |
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US56558504P | 2004-04-27 | 2004-04-27 | |
US60/565,585 | 2004-04-27 |
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WO2005104841A1 true WO2005104841A1 (en) | 2005-11-10 |
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PCT/US2005/014457 WO2005104841A1 (en) | 2004-04-27 | 2005-04-27 | Micronized organic preservative formulations |
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US (1) | US20050249812A1 (en) |
EP (1) | EP1744625A1 (en) |
AU (1) | AU2005237592A1 (en) |
WO (1) | WO2005104841A1 (en) |
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Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
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Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1999458A (en) * | 1934-02-12 | 1935-04-30 | Willoughby F Hollister | Treating method, means, and composition for trees and the like |
US5763364A (en) * | 1994-09-21 | 1998-06-09 | Hoechst Schering Agrevo Gmbh | Thixotropic aqueous plant protection agent suspensions |
Family Cites Families (74)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1388513A (en) * | 1920-08-09 | 1921-08-23 | Asa C Chandler | Process of treating wood |
US3007844A (en) * | 1959-04-13 | 1961-11-07 | Allg Holzimpragnierung Dr Wolm | Wood-preserving agent |
US3535423A (en) * | 1965-08-12 | 1970-10-20 | Velsicol Chemical Corp | Wettable powder pesticide concentrate |
US3816307A (en) * | 1970-07-13 | 1974-06-11 | W Woods | Fire retardant resins |
US3968276A (en) * | 1972-10-25 | 1976-07-06 | Diversified Wood Products, Inc. | Process for the preservation of wood |
CA978474A (en) * | 1972-12-12 | 1975-11-25 | Michael R. Clarke | Heavy duty aqueous wood preservative |
US4058607A (en) * | 1973-07-17 | 1977-11-15 | Airwick Industries, Inc. | Insecticide evaporator comprising a stabilizer |
IE40783B1 (en) * | 1973-08-15 | 1979-08-15 | Fosroc International Ltd | Treatment of timber |
US4142009A (en) * | 1974-08-13 | 1979-02-27 | Fosroc International Limited | Method of treating timber with composition having a colloidal pigment |
USRE32329E (en) * | 1978-03-20 | 1987-01-13 | Method of adhering mineral deposit in wood fragment surfaces | |
US4313976A (en) * | 1979-09-07 | 1982-02-02 | Osmose Wood Preserving Co. Of America, Inc. | Composition and process for coloring and preserving wood |
US4310590A (en) * | 1979-12-26 | 1982-01-12 | Rohm And Haas Company | 3-Isothiazolones as biocides |
US4622248A (en) * | 1984-04-04 | 1986-11-11 | Osmose Wood Preserving Co. Of America, Inc. | Preservative composition for wood |
US4663364A (en) * | 1984-09-05 | 1987-05-05 | Kao Corporation | Biocidal fine powder, its manufacturing method and a suspension for agricultural use containing the above powder |
JPH0699244B2 (en) * | 1985-04-10 | 1994-12-07 | 日本ペイント株式会社 | Fine resin particles with anti-pest properties |
US4649065A (en) * | 1985-07-08 | 1987-03-10 | Mooney Chemicals, Inc. | Process for preserving wood |
US4741971A (en) * | 1986-05-23 | 1988-05-03 | The Dow Chemical Company | Method for imparting flame resistance to wood surfaces |
DE3800094C2 (en) * | 1987-01-14 | 1998-05-14 | Ciba Geigy Ag | Process and hydrophobic preparation for combating cut parasites in plants |
US5225278A (en) * | 1987-08-26 | 1993-07-06 | Rohm And Haas Company | Process for microencapsulation |
DE3903247A1 (en) * | 1989-02-03 | 1990-08-09 | Shell Int Research | FUNGICIDIC COMPOSITION, METHOD FOR THEIR PRODUCTION AND THEIR USE, IN PARTICULAR FOR THE HEALING TREATMENT OF PLANTS Suffering from Fungus Diseases |
CA2013485C (en) * | 1990-03-06 | 1997-04-22 | John Michael Gardlik | Solid consumer product compositions containing small particle cyclodextrin complexes |
US5196407A (en) * | 1990-05-23 | 1993-03-23 | Desowag Materialschutz Gmbh | Composition for preserving wood and wood materials |
DE4112652A1 (en) * | 1991-04-18 | 1992-10-22 | Wolman Gmbh Dr | WOOD PRESERVATIVES |
WO1993002557A1 (en) * | 1991-08-01 | 1993-02-18 | Hickson International Plc | Preservatives for wood and other cellulosic materials |
AU652522B2 (en) * | 1992-12-30 | 1994-08-25 | Nihon Nohyaku Co., Ltd. | Isothiazole derivatives, a process for production thereof and uses thereof |
CA2103470A1 (en) * | 1993-02-04 | 1994-08-05 | Michael H. West | Remedial wood preservative |
US5438034A (en) * | 1993-06-09 | 1995-08-01 | Lonza, Inc. | Quaternary ammonium carbonate compositions and preparation thereof |
US5424077A (en) * | 1993-07-13 | 1995-06-13 | Church & Dwight Co., Inc. | Co-micronized bicarbonate salt compositions |
DE4409039A1 (en) * | 1993-12-21 | 1995-06-22 | Bayer Ag | Antifouling agents |
ZA95519B (en) * | 1994-02-07 | 1995-09-28 | Isk Biotech Corp | Pesticidal micronutrient com psitions containing zinc oxide |
US5462589A (en) * | 1994-02-22 | 1995-10-31 | Mississippi Forest Products Laboratory | Synergistic wood preservative compositions |
US5536305A (en) * | 1994-06-08 | 1996-07-16 | Yu; Bing | Low leaching compositions for wood |
US5714507A (en) * | 1994-07-01 | 1998-02-03 | Janssen Pharmaceutica, N.V. | Synergistic compositions containing metconazole and another triazole |
US5426121A (en) * | 1994-10-04 | 1995-06-20 | Akzo Nobel N.V. | Wood preservation formulation comprising complex of a copper cation and alkoxylated diamine |
DE19513903A1 (en) * | 1995-04-12 | 1996-10-17 | Bayer Ag | Wood preservative containing a copper compound |
US6123756A (en) * | 1995-09-29 | 2000-09-26 | Remmers Bauchemine Gmbh | Wood-protecting agent |
DE19608435A1 (en) * | 1996-03-05 | 1997-09-11 | Wolman Gmbh Dr | Wood preservative for after-protection |
US5879025A (en) * | 1996-08-08 | 1999-03-09 | Trw Vehicle Safety Systems Inc. | Inflator for an inflatable vehicle occupant protection device |
US5874476A (en) * | 1997-07-14 | 1999-02-23 | Rohm And Haas Company | Dihaloformaldoxime carbamates as antimicrobial agents |
US5833741A (en) * | 1997-01-16 | 1998-11-10 | Lonza Inc. | Waterproofing and preservative compositons for wood |
BR9808181B1 (en) * | 1997-03-06 | 2009-01-13 | use of a wood preservative and bandage for wood post-protection. | |
CA2311583A1 (en) * | 1997-11-26 | 1999-06-03 | Showa Denko K.K. | Method for the treatment of wood with metallic treatment and wood treated by the method |
US5972266A (en) * | 1998-02-26 | 1999-10-26 | Trus Joist Macmillan A Limited Partnership | Composite products |
WO1999048656A1 (en) * | 1998-03-20 | 1999-09-30 | John Bernard Watkins | Composition for impregnating porous materials, preparation and use thereof |
GB9813271D0 (en) * | 1998-06-19 | 1998-08-19 | Zeneca Ltd | Composition and use |
DE19834028A1 (en) * | 1998-07-28 | 2000-02-03 | Wolman Gmbh Dr | Process for treating wood against infestation by wood-damaging fungi |
FR2784860B1 (en) * | 1998-10-26 | 2000-12-29 | Action Pin | LIQUID COMPOSITION HAVING FUNGICIDAL, BACTERICIDAL OR BACTERIOSTATIC ACTIVITY AND METHODS OF PREPARING AND USING THE SAME |
US6274199B1 (en) * | 1999-01-19 | 2001-08-14 | Chemical Specialties, Inc. | Wood treatment process |
NZ515309A (en) * | 1999-04-08 | 2003-05-30 | Lonza Ag | Methods for enhancing penetration of wood preservatives using an agent comprising an amine oxide |
DE19953775A1 (en) * | 1999-11-09 | 2001-05-10 | Bayer Ag | Active ingredient combinations with insecticidal and acaricidal properties |
WO2001091925A1 (en) * | 2000-05-31 | 2001-12-06 | Board Of Control Of Michigan Technological University | Compositions and methods for wood preservation |
US6306202B1 (en) * | 2000-06-30 | 2001-10-23 | Michael Howard West | Water soluble fixed copper-borax wood preservative composition |
US7449130B2 (en) * | 2000-07-17 | 2008-11-11 | U.S. Borax Inc. | Mixed solubility borate preservative |
EP1190622B1 (en) * | 2000-09-21 | 2006-06-07 | Ciba SC Holding AG | Mixtures of phenolic and inorganic materials with antimicrobial activity |
US6514512B1 (en) * | 2000-10-02 | 2003-02-04 | Engelhard Corporation | Pesticide delivery system |
EP1223202B1 (en) * | 2001-01-10 | 2004-04-07 | Rohm And Haas Company | Aqueous composition for wood stain |
WO2002102560A1 (en) * | 2001-06-15 | 2002-12-27 | The University Of Melbourne | Boron-based wood preservatives and treatment of wood with boron-based preservatives |
US6646147B2 (en) * | 2002-02-14 | 2003-11-11 | Phibrotech, Inc. | Process for the dissolution of copper metal |
US7476371B2 (en) * | 2002-02-14 | 2009-01-13 | Phibro-Tech, Inc. | Dissolution of copper metal in aqueous alkanolamine to form copper containing aqueous solution |
DE10225324A1 (en) * | 2002-06-06 | 2003-12-18 | Itn Nanovation Gmbh | Production of antimicrobial varnish, e.g. for long-term protection of door handles and sanitary fittings, involves modifying varnish by adding nano-particles with a silver- or copper-enriched surface |
US8637089B2 (en) * | 2003-04-09 | 2014-01-28 | Osmose, Inc. | Micronized wood preservative formulations |
CA2521872C (en) * | 2003-04-09 | 2010-11-30 | Osmose, Inc. | Micronized wood preservative formulations |
US20040258838A1 (en) * | 2003-06-17 | 2004-12-23 | Richardson H. Wayne | Method for preserving wood materials using precipitated copper compounds |
DK1651401T3 (en) * | 2003-06-17 | 2009-09-14 | Phibrowood Llc | Particulate wood preservative and process for its preparation |
WO2005037507A1 (en) * | 2003-10-17 | 2005-04-28 | Phibro-Tech, Inc. | Methods for producing and using a cu(1)-based wood preservative |
US20060062926A1 (en) * | 2004-05-17 | 2006-03-23 | Richardson H W | Use of sub-micron copper salt particles in wood preservation |
US20050252408A1 (en) * | 2004-05-17 | 2005-11-17 | Richardson H W | Particulate wood preservative and method for producing same |
US20060075923A1 (en) * | 2004-10-12 | 2006-04-13 | Richardson H W | Method of manufacture and treatment of wood with injectable particulate iron oxide |
US7316738B2 (en) * | 2004-10-08 | 2008-01-08 | Phibro-Tech, Inc. | Milled submicron chlorothalonil with narrow particle size distribution, and uses thereof |
US20050255251A1 (en) * | 2004-05-17 | 2005-11-17 | Hodge Robert L | Composition, method of making, and treatment of wood with an injectable wood preservative slurry having biocidal particles |
US7238654B2 (en) * | 2004-05-17 | 2007-07-03 | Phibro-Tech, Inc. | Compatibilizing surfactant useful with slurries of copper particles |
US7426948B2 (en) * | 2004-10-08 | 2008-09-23 | Phibrowood, Llc | Milled submicron organic biocides with narrow particle size distribution, and uses thereof |
US20060078686A1 (en) * | 2004-10-08 | 2006-04-13 | Hodge Robert L | Penetration of copper-ethanolamine complex in wood |
US20080175913A1 (en) * | 2007-01-09 | 2008-07-24 | Jun Zhang | Wood preservative compositions comprising isothiazolone-pyrethroids |
-
2005
- 2005-04-27 EP EP20050740900 patent/EP1744625A1/en not_active Withdrawn
- 2005-04-27 AU AU2005237592A patent/AU2005237592A1/en not_active Abandoned
- 2005-04-27 US US11/116,152 patent/US20050249812A1/en not_active Abandoned
- 2005-04-27 WO PCT/US2005/014457 patent/WO2005104841A1/en active Application Filing
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1999458A (en) * | 1934-02-12 | 1935-04-30 | Willoughby F Hollister | Treating method, means, and composition for trees and the like |
US5763364A (en) * | 1994-09-21 | 1998-06-09 | Hoechst Schering Agrevo Gmbh | Thixotropic aqueous plant protection agent suspensions |
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US8409627B2 (en) | 2003-06-17 | 2013-04-02 | Osmose, Inc. | Particulate wood preservative and method for producing the same |
US8871277B2 (en) | 2003-06-17 | 2014-10-28 | Osmose, Inc. | Particulate wood preservative and method for producing the same |
US8722198B2 (en) | 2004-05-17 | 2014-05-13 | Osmose, Inc. | Method of preserving wood by injecting particulate wood preservative slurry |
US9314030B2 (en) | 2004-05-17 | 2016-04-19 | Koppers Performance Chemicals Inc. | Particulate wood preservative and method for producing same |
WO2006042129A1 (en) * | 2004-10-08 | 2006-04-20 | Phibro-Tech, Inc. | Ground submicron chlorothalonil and uses thereof |
US9775350B2 (en) | 2004-10-14 | 2017-10-03 | Koppers Performance Chemicals Inc. | Micronized wood preservative formulations in organic carriers |
WO2007104316A1 (en) * | 2006-03-16 | 2007-09-20 | Aalborg Universitet | Coating of carbohydrate materials |
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CN103798273B (en) * | 2014-02-18 | 2016-07-06 | 中国水稻研究所 | The Recompounded pesticide of a kind of composite containing streptomycin sulphate and application thereof |
Also Published As
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US20050249812A1 (en) | 2005-11-10 |
EP1744625A1 (en) | 2007-01-24 |
AU2005237592A1 (en) | 2005-11-10 |
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