• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    Wood preservatives contain a copper compound, an alkanolamine, a triazole, an emulsifier and/or a phosphonium compound and are used for impregnating wood.
    公开号:US20010006684A1
    申请号:US09/185,074
    申请日:1998-11-03
    公开日:2001-07-05
    发明作者:Reimer Goettsche；Hans-Volker Borck
    申请人:Reimer Goettsche；Hans-Volker Borck；
    IPC主号:A01N59-16
    专利说明:
    [0001] Wood preservatives based on inorganic copper compounds with alkanolamines as complexing agents are known (European Patent 89,958). Despite high copper contents, the activity of these agents against wood-destroying [0001] Basidiomycetes is insufficient in comparison with known copper- and chromate-containing salts having a comparable copper content.
    [0002] It has now been found that wood preservatives based on copper compounds and alkanolamines, which contain a triazole compound and an emulsifier or which contain a phosphonium compound, have very good activity against wood-destroying [0002] Basidiomycetes. The present invention relates to mixtures which contain a triazole compound and an emulsifier, to mixtures which contain a phosphonium compound and to mixtures which contain a triazole compound, an emulsifier and a phosphonium compound.
    [0003] In spite of the content of copper compounds in the wood preservative, on dilution with water the triazole compounds form a clear emulsion. The advantage of the novel agents is that triazole compounds which are insoluble in water are present in the novel agents in the the form of aqueous emulsions or clear aqueous concentrates. Clear aqueous liquids are formed on dilution with water. [0003]
    [0004] Homogeneous concentrates can be obtained by adding small amounts of organic solvents to the wood preservative, for example alcohols (ethanol or isopropanol), glycols (ethylene glycol or propylene glycol), glycol ethers (ethylene glycol monomethyl ether or ethylene glycol monoethyl ether), glycol ether esters (butylglycol acetate), dimethylformamide or N-methyl-pyrrolidone. The solvents additionally act as solubilizers for the triazoles. With the additional use of arylcarboxylic acids, cycloalkylcarboxylic acids or aliphatic C[0004] 5-C20-mono- or dicarboxylic acids or corresponding amine, alkali metal or copper salts, however, the use of solvents can be reduced to a minimum for obtaining homogeneous concentrates.
    [0005] The copper compounds can be used as water-soluble or water-insoluble compounds, for example copper sulfate, copper acetate, copper hydroxide, copper oxide, copper borate, copper fluoride or basic copper carbonate. [0005]
    [0006] An alkanolamine is, in particular, monoethanolamine; the use of other alkanolamines, for example isopropanolamine, 1,1- or 1,2-diaminoethanol, aminoethylethanolamine, diethanolamine, triethanolamine or methylethanolamine, is possible. [0006]
    [0007] The amount of added alkanolamines is advantageously such that a pH of 7 or more, preferably from 8.5 to 10.5, is established in the dilute aqueous impregnating solution. The amount of amines should be sufficient for complexing the copper (1 g atom of copper requires about 4 mol equivalents of amine). [0007]
    [0008] A triazole compound is, for example, 1-(2-(2,4-dichlorophenyl)-4-methyl-1,3-dioxolan-2-yl-methyl)-1H-1,2,4-triazole, 1-(2-(2,4-dichlorophenyl)-1,3-dioxolan-2-ylmethyl)-1H-1,2,4-triazole (azaconazole), 1-(2-(2,4-dichlorophenyl)-4-ethyl-1,3-dioxolan-2-yl-methyl)-1H-1,2,4-triazole, 1-(2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl-methyl)-1H-1,2,4-triazole (propiconazole), 1-(2-(2,4-dichlorophenyl)-4-phenyl-1,3-dioxolan-2-yl-methyl)-1H-1,2,4-triazole or α-tert-butyl-a-(p-chlorophenylethyl)-H-1,2,4-triazole-1-ethanol (tebuconazole). [0008]
    [0009] An emulsifier is, for example, an anionic, cationic or nonionic emulsifier or a mixture thereof. Nonionic emulsifiers are, for example, adducts of ethylene oxide (EO) or propylene oxide or mixtures thereof with organic hydroxy compounds, for example alkylphenols, fatty acids, fatty alcohols and mixtures thereof. Examples of suitable cationic emulsifiers are quaternary ammonium compounds and/or salts of fatty amines (for example dimethyl-(C[0009] 12-C14)-alkylamines).
    [0010] A quaternary ammonium compound is, for example, a compound of the general formula R[0010] 1R2R3R4N +Z−, where R1 is alkyl of 8 to 20 carbon atoms, in particular alkyl of 12 to 20 carbon atoms or benzyl which is unsubstituted or substituted by C1-C20-alkyl or halogen, R2 is C1-C6-alkyl, C3-C8-alkoxyalkyl or polymeric ethylene oxide (EO) or propylene oxide (PO) where the number of EO or PO units n is from 2 to 50, R3 is C1-C6-alkyl, C3- or C4-alkoxy or polymeric ethylene oxide (EO) or propylene oxide (PO) where the number of EO or PO units n is from 2 to 50 and R4 is C1-C20-alkyl, or two of the radicals R1 to R4, together with the nitrogen atom, form a heterocyclic radical which contains 4 or 5 carbon atoms and one, two or three double bonds, the carbon atoms being unsubstituted or substituted by C1-C4-alkyl or halogen, and Z is an acid radical, eg. halide.
    [0011] Particularly suitable phosphonium compounds are compounds of the formula[0011]
    [0012] where R[0012] 1 is alkyl of 1 to 6 carbon atoms, hydroxyalkyl of 1 to 6 carbon atoms or phenyl, R2 is alkyl of 8 to 18 carbon atoms and Y is an acid radical, in particular a halide anion.
    [0013] R[0013] 1 and R2 are preferably straight-chain.
    [0014] The quaternary phosphonium compounds may be present individually or as mixtures in the novel concentrates. Examples of such phosphonium compounds are trimethyl-n-dodecylphosphonium chloride, triethyl-n-decylphosphonium bromide, tri-n-propyl-n-tetradecylphosphonium chloride, trimethylol-n-hexadecylphosphonium chloride, tri-n-butyl-n-tetradecylphosphonium chloride, tri-n-butyl-n-dodecylphosphonium bromide, tri-n-butyl-n-decylphosphonium chloride, tri-n-butyl-n-hexadecylphosphonium bromide, tri-n-hexyl-n-decylphosphonium chloride, triphenyl-n-dodecylphosphonium chloride, triphenyl-n-tetradecylphosphonium bromide and triphenyl-n-octadecylphosphonium chloride. [0014]
    [0015] Aliphatic carboxylic acids can be added to improve the homogeneity of the concentrates. Examples of such acids are propionic acid, hexanoic acid, heptanoic acid, branched carboxylic acids, eg. 2-ethylenehexanoic acid or isooctanoic acid, neocarboxylic acids, aliphatic dicarboxylic acids, eg. sebacic acid, cycloalkylcarboxylic acids, eg. cyclohexanoic acid, and arylcarboxylic acids, eg. benzoic acid or 3- or 4-hydroxybenzoic acid. [0015]
    [0016] When the abovementioned acids are used, it is advantageous in some cases to improve the penetration of the wood preservative in large scale industrial processes by adding complex-forming, polymeric nitrogen compounds, eg. polyethyleneimines. [0016]
    [0017] Polyethyleneimines (PEI, polymin) are known and are formed by polymerization of 1,2-ethyleneimine. They contain the nitrogen in primary (terminal group), secondary or tertiary (branching) form. Polyethyleneimines where n is greater than 10 are suitable; very good results are obtained when PEI having a degree of polymerization n between 50 and 1,000 are used. [0017]
    [0018] The wood preservatives may, if required, contain further compounds, for example compounds having a fungicidal anion, such as a boron compound (for example alkali metal borate, aminoborate, boric acid or boric ester) and fluorides (for example potassium fluoride and/or salts of fluoboric acid and/or fluophosphoric acid and/or difluophosphoric acid). [0018]
    [0019] The action spectrum of the novel wood preservatives can, if required, be improved by adding further active ingredients. Examples of suitable compounds are N-organodiazeniumdioxy compounds, organotin compounds, in particular tributyltin (TBT) compounds and isothiazoline compounds of the following formula [0019]
    [0020] where R[0020] 1 is hydrogen, an alkyl, alkenyl or alkynyl radical of 1 to 18 carbon atoms, cycloalkyl having a C3-C6-ring and not more than 12 carbon atoms or an aralkyl or aryl radical of not more than 19 carbon atoms and R2 and R3 independently of one another are hydrogen, halogen or C1-C4-alkyl, or R2 and R3 are part of an aromatic radical.
    [0021] It is also possible to add further fungicides or insecticides, for example in emulsified form, such as N-tridecyl-2,6-dimethylmorpholine (tridemorph) and/or 4-(3-para-tert-butylphenyl)-2-methyl-propyl-2,6-cis-dimethylmorpholine (fenpropimorph) and/or chlorinated phenols tetrachloroisophthalodinitrile N-cyclohexyl-N-methoxy-2,5-dimethylfuran-3-carboxamide N-dimethyl-N′-phenyl-(N-fluoromethylthio)-sulfamide N,N-dimethyl-N′-toluyl-(N-fluoromethylthio)-sulfamide methyl benzimidazole-2-carbamate 2-thiocyanomethylthiobenzothiazole 2-iodobenzanilide 1-(1′, 2′, 4′-triazol-1′-yl)-1-(4′-chlorophenoxy)-3,3-dimethylbutan-2-one 1-(1′, 2′, 4′-triazol-1′-yl)-1-(4′-chlorophenoxy)-3,3-dimethylbutan-2-ol hexachlorocyclohexane O,O-diethyldithiophosphorylmethyl-6-chlorobenzoxazolone 2-(1,3-thiazol-4-yl)-benzimidazole N-trichloromethylthio-3,6,7,8-tetrahydrophthalimide N-(1,1,2,2-tetrachloroethylthio)-3,6,7,8-tetrahydrophthalamide N-trichloromethylthiophthalimide 3-iodo-2-propylbutyl carbamate O,O-dimethyl S-(2-methylamino-2-oxoethyl) dithiophosphate O,O-dimethyl O-(3,5,6-trichloro-2-pyridyl) thiophosphate O,O-dimethyl S-(N-phthalimido)-methyl dithiophosphate O,O-diethyl O-(α-cyanobenzylideneamino) thiophosphate 6,7,8,9,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,3,4-benzodioxothiepene 3-oxide (4-ethoxyphenyl)-(dimethyl)-3-(4-fluoro-3-phenoxyphenyl)-propyl silane 2-sec-butylphenyl N-methylcarbamate 2-propoxyphenyl N-methylcarbamate 1-naphthyl N-methylcarbamate norbornene dimethanohexachlorocyclosulfite 1-(4-chlorophenyl)-3-(2,6-difluorobenzoyl)-urea synthetic pyrethroids, such as 3-phenoxybenzyl (+)-3-(2,2-dichlorovinyl-2,2-dimethyl)-cyclopropane-1-carboxylate α-cyano-3,3-phenoxybenzyl 3-(2,2-dichlorovinyl-2,2-dimethyl)-cyclopropane-1-carboxylate 3-(2,2-dibromovinyl-2,2-dimethyl)-α-cyano-m-phenoxybenzyl (1R,3R)-cyclopropanecarboxylate (deltamethrin) α-cyano-3-phenoxybenzylisopropyl-2, 4-chlorophenyl acetate. [0021]
    [0022] In concentrated form, the water-dilutable wood preservatives generally contain the copper, for example, in an amount of from 1.0 to 15.0% by weight, calculated as metal. [0022]
    [0023] Suitable concentrates consist of, for example, [0023]
    [0024] from 2.50 to 45%, in particular 10 to 20%, of copper compounds, [0024]
    [0025] from 5.00 to 50%, in particular 20 to 40%, of alkanolamine, [0025]
    [0026] from 0.25 to 15%, in particular 1 to 10%, of triazole compounds, [0026]
    [0027] from 2.50 to 40%, in particular 10 to 20%, of phosphonium compounds, [0027]
    [0028] from 0.5 to 30%, in particular 5 to 15%, of an emulsifier, [0028]
    [0029] from 0 to 40% of a compound having a fungicidal inorganic or organic anion, [0029]
    [0030] from 0 to 40% of an organic solvent, [0030]
    [0031] from 0 to 40% of an aliphatic mono- or dicarboxylic acid and/or cycloalkylcarboxylic acid and/or cycloarylcarboxylic acid and [0031]
    [0032] from 0 to 15% of a complex-forming, polymeric nitrogen compound, [0032]
    [0033] the sum being 100% by weight in each case, and, if required, minor amounts of other components, for example ammonia, corrosion inhibitors, complex-forming acids (eg. nitrilotriacetic acid or ethylenediaminetetraacetic acid where water of relatively high hardness is used) and, if required, water, the amount of which however can generally be kept small and which essentially serves handling purposes. [0033]
    [0034] In addition to the wood preservatives (concentrates), the present invention also relates to the impregnating solutions of correspondingly lower individual concentration which can be prepared by diluting the concentrates with water. The application concentration corresponds to, for example, from 0.01 to 1.50% by weight of metal, eg. copper, in the aqueous impregnating solution, depending on the method of impregnation and the level of risk to which the wood to be impregnated is exposed. [0034]
    [0035] Dissolving the copper salts, if necessary with heating, in the alkanolamines, with or without the addition of acid, water or solvents, and subsequent addition of the emulsifier, the triazole compounds and/or phosphonium compounds result in the formation of highly concentrated pastes, liquid concentrates or two-phase mixtures which, after dilution with water, can be used for impregnating wood. They give a clear liquid in water, even at a high concentration. [0035]
    [0036] The impregnating solution can be used for preserving wood by manual methods, such as spraying, brushing on, immersion or trough impregnation, or by large-scale industrial processes, such as the pressure process, alternating pressure process or double vacuum process. Wood is understood both as solid wood and as woodworking materials, such as particle boards or plywood; here, the wood preservative may also be introduced in the glue mixing process. [0036]
    [0037] The degree of fixing of the copper in the novel preservatives is high; it is more than 90% when large scale industrial methods are used. [0037]
    [0038] The concentrates or solutions can be colored by water-soluble or water-emulsifiable dyes and/or pigment preparations. [0038]
    [0039] Wax, paraffin and/or acrylate dispersions may be added to achieve a water-repellant effect or to improve the fixing. [0039]
    [0040] The concentrates can, if required, also be incorporated in binder-containing water-dilutable systems (primers or transparent coats). [0040]
    [0041] The Examples which follow illustrate the invention. [0041]
    [0042] Determination of the limit of action against wood-destroying fungi [0042]
    [0043] The method is used for determining the preventive action of wood preservatives against wood-destroying fungi. [0043]
    [0044] Identical wooden blocks (5×2.5×1.5 cm) dried to a constant weight at 103°C. are completely impregnated with stepwise amounts of the wood preservative to be tested and are dried, washed thoroughly with water (washing out the active ingredient mixture from the wood) and exposed to attack by cultures of wood-destroying fungi in glass dishes. The nutrient medium used for the fungi is malt agar (containing 4% of malt extract). The destruction of the wood caused by the fungal attack is measured by the weight loss of the wood specimens; a weight loss of 2% or more is evaluated as wood destruction. [0044]
    [0045] A lower active ingredient concentration at which the wood just begins to be destroyed and an upper active ingredient concentration at which no wood destruction is detectable and hence complete wood preservation has been achieved are stated. It is always necessary to start from the upper active ingredient concentration for evaluating a wood preservative in practice. [0045]
    [0046] The determination of the limit of the action against wood-destroying fungi (in kg of active ingredient or mixture of active ingredients per m[0046] 3 of wood)
    [0047] The result should be understood as follows. The lower the limit, the better the fungicidal action. 1 kg/m[0047] 3 is thus better than 2 kg/m3. EXAMPLE A (Not According to the Invention)
    [0048] [0048] 20% by weight of Cu(OH)2CuCO3 45% by weight of monoethanolamine 10% by weight of boric acid 25% by weight of water
    [0049] Limit with respect to the wood-destroying [0049] Basidiomycetes Coniophora puteana and Poria placenta: more than 35 kg/m3. EXAMPLE B (Not According to the Invention)
    [0050] [0050] 17.5% of Cu(OH)2CuCO3   42% of monoethanolamine   30% of boric acid 10.5% of water
    [0051] Limit with respect to [0051] Coniphora puteana and Poria placenta: more than 35 kg/M3. EXAMPLE C (Not According to the Invention)
    [0052] Limits for triazole compounds dissolved in acetone [0052] Azaconazole PropiconazoleConiophora puteana 2.8 to 5.7 0.21 to 0.33 kg/m3 Poria placenta 0.9 to 1.5 0.57 to 0.91 kg/m3 EXAMPLE D (Not According to the Invention)
    [0053] 50% n-tributyltetradecylphosphonium chloride (commercial) dissolved in water [0053] Limits Coniophora puteana 7.7 to 12.3 kg/m3 Poria placenta 4.7 to 7.3 kg/m3 EXAMPLE 1
    [0054] [0054] 14.0% of Cu(OH)2CuCO3 33.5% of monoethanolamine 7.5% of boric acid 6.0% of propionic acid 19.0% of water 4.0% of propiconazole 10.0% of ethoxylated nonylphenol (10 units of ethylene oxide per nonylphenol unit = EO 10) 6.0% of propylene glycol
    [0055] [0055] Limits Coniophora puteana 3.0 to 4.7 kg/m3 Poria placenta 4.7 to 7.3 kg/m3 EXAMPLE 2
    [0056] [0056] 14.0% of Cu(OH)2CuCO3 33.5% of monoethanolamine 22.0% of boric acid 10.5% of water  4.0% of propiconazole 10.0% of ethoxylated nonylphenol  6.0% of propylene glycol
    [0057] [0057] Limits Coniophora puteana 4.6 to 7.2 kg/m3 Poria placenta 4.7 to 7.3 kg/m3 EXAMPLE 3
    [0058] [0058] 14.0% of Cu(OH)2CuCO3 33.5% of monoethanolamine 22.0% of benzoic acid 10.5% of water  2.5% of propiconazole  1.5% of azaconazole 10.0% of ethoxylated nonylphenol  6.0% of propylene glycol
    [0059] [0059] Limits Coniophora puteana 4.6 to 7.2 kg/m3 Poria placenta 7.3 to 11.2 kg/m3 EXAMPLE 4
    [0060] [0060] 14.0% of Cu(OH)2CuCO3 27.0% of monoethanolamine  7.5% of polymin n = 150 21.0% of benzoic acid 14.0% of water  4.0% of propiconazole 10.0% of ethoxylated nonylphenol  9.0% of propylene glycol
    [0061] [0061] Limits Coniophora puteana 3.4 to 4.6 kg/m3 Poria placenta 4.6 to 7.2 kg/m3 EXAMPLE 5
    [0062] [0062] 13% of Cu(OH)2CuCO3 31% of monoethanolamine 20% of benzoic acid 23% of water 13% of tri-n-butyltetradecylphosphonium chloride
    [0063] [0063] Limits Coniophora puteana 11.4 to 18.3 kg/m3 Poria placenta 11.5 to 18.1 kg/m3
    权利要求:
    Claims (5)
    [1" id="US-20010006684-A1-CLM-00001] 1. A wood preservative containing a copper compound and an alkanolamine, which wood preservative additionally contains a phosphonium compound or a triazole compound and an emulsifier.
    [2" id="US-20010006684-A1-CLM-00002] 2. A wood preservative as claimed in
    claim 1 , which contains a triazole compound and an emulsifier.
    [3" id="US-20010006684-A1-CLM-00003] 3. A wood preservative as claimed in
    claim 1 , which contains a phosphonium compound.
    [4" id="US-20010006684-A1-CLM-00004] 4. A wood preservative as claimed in
    claim 1 , which contains a triazole compound, a phosphonium compound and an emulsifier.
    [5" id="US-20010006684-A1-CLM-00005] 5. A method of preserving wood, wherein the wood is treated with an effective amount of a wood preservative as claimed in
    claim 1 .
    类似技术:
    公开号 | 公开日 | 专利标题
    US6441016B2|2002-08-27|Wood preservatives
    JP3115376B2|2000-12-04|Water-soluble wood protective agent and method for protecting wood
    US5527384A|1996-06-18|Preservatives for wood and other cellulosic materials
    JP4350911B2|2009-10-28|Azole / amine oxide wood preservative
    KR900001326B1|1990-03-08|Wood preserving liquids
    CA2206991C|2007-01-02|Wood preservative
    CA2028228C|2000-12-12|Wood preservatives containing polymeric nitrogen compounds
    CN104066333B|2017-10-31|Additive for wood preservation
    US5221758A|1993-06-22|Method of preparing a borate organic complex anion containing salt composition
    US6180672B1|2001-01-30|Wood preservatives
    GB2263868A|1993-08-11|Triazole wood preserving compositions
    USRE36798E|2000-08-01|Preservatives for wood and other cellulosic materials
    DE19802699A1|1999-07-29|Wood preservative with synergistically enhanced activity against basidiomycetes
    EP1135239B1|2008-02-06|Wood preservative formulations
    EP0542071B1|1995-09-20|Wood preservative
    USRE37133E1|2001-04-10|Method of preparing a borate organic complex anion containing salt compositions
    DE3918978A1|1990-12-13|MIXING FOR WOOD PROTECTION
    同族专利:
    公开号 | 公开日
    GR3020251T3|1996-09-30|
    US5635217A|1997-06-03|
    US6441016B2|2002-08-27|
    NZ242404A|1993-12-23|
    EP0606084B1|1996-06-12|
    DK0606084T3|1996-07-08|
    DE59200716D1|1994-12-08|
    EP0606084A1|1994-07-13|
    DE4112652A1|1992-10-22|
    AT113520T|1994-11-15|
    EP0514644A3|1993-04-07|
    EP0514644B1|1994-11-02|
    DK0514644T3|1995-01-02|
    AT139171T|1996-06-15|
    ES2088297T3|1996-08-01|
    US5853766A|1998-12-29|
    AU646732B2|1994-03-03|
    DE59206581D1|1996-07-18|
    AU1511792A|1992-10-22|
    ES2063541T3|1995-01-01|
    EP0514644A2|1992-11-25|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    US20040241486A1|2001-09-17|2004-12-02|Wall Wesley James|Method of treating building materials with boron and building materials|
    US20050000387A1|2003-07-02|2005-01-06|Ying Wang|Wood preservative with alkaline copper quaternary|
    US20050171369A1|2003-11-19|2005-08-04|Pasek Eugene A.|Methods for producing copper ethanolamine solutions|
    US20050227956A1|2004-04-13|2005-10-13|Ying Wang|Control of mold growth on wood|
    US20090028917A1|2003-04-09|2009-01-29|Leach Robert M|Micronized Wood Preservative Formulations|
    US11140901B2|2016-12-16|2021-10-12|Koppers Performance Chemicals Inc.|Wood preservative and method for producing same|US3625738A|1969-07-28|1971-12-07|Us Agriculture|Process for stabilizing organophosphorus solutions and imparting rot and flame resistance to organic textile materials|
    SE396032B|1973-04-27|1977-09-05|Boliden Ab|WATER-SOLUBLE IMPREGENT, CONTAINING AMINE-FORMED METAL, POLYPHOSPHATE AND CHLORINATED PHENOLES, FOR THREE AND OTHER ORGANIC MATERIALS|
    US3998754A|1974-07-31|1976-12-21|Exxon Research And Engineering Company|Surface active quaternary higher dialkyl phosphonium salts|
    AU519146B2|1977-04-29|1981-11-12|Commonwealth Scientific And Industrial Research Organisation|Ethanolamine etal based wood preservative compositions|
    US4160838A|1977-06-02|1979-07-10|Janssen Pharmaceutica N.V.|Antimicrobial and plant-growth-regulating triazole derivatives|
    DE3040499A1|1980-10-28|1982-06-03|Basf Ag, 6700 Ludwigshafen|WOOD PRESERVATIVES|
    EP0052424B2|1980-11-19|1990-02-28|Imperial Chemical Industries Plc|Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them|
    SE459164B|1981-05-08|1989-06-12|Kenogard Ab|WOOD PROTECTIVE BASED ON CONSERVATIVE METALS AND ORGANIC NITROGEN CONTAINING COMPOUNDS AND USE OF THE MEDICINE|
    US4542146A|1982-04-29|1985-09-17|Janssen Pharmaceutica N.V.|Process for the protection of wood and coatings against deterioration by microorganisms|
    FR2530121B1|1982-07-13|1984-12-28|Bayonne Ste Indle Salines||
    DE3231347A1|1982-08-24|1984-03-01|Basf Ag, 6700 Ludwigshafen|BETA TRIAZOLYL KETALS, METHOD FOR THE PRODUCTION THEREOF AND FUNGICIDES CONTAINING THEM|
    DE3367719D1|1982-10-06|1987-01-08|Ciba Geigy Ag|Biocidally active mixture|
    AU570984B2|1983-06-17|1988-03-31|Commonwealth Scientific And Industrial Research Organisation|Wood preservative composition|
    US4648988A|1983-12-21|1987-03-10|Janssen Pharmaceutica, N.V.|Water-dilutable wood-preserving liquids|
    DE3414244C2|1984-04-14|1994-02-10|Desowag Materialschutz Gmbh|Wood preservative paint, preferably wood preservative paint|
    US5078912A|1985-06-07|1992-01-07|Dr. Wolman Gmbh|Wood preservative|
    DE3520394A1|1985-06-07|1986-12-11|Dr. Wolman Gmbh, 7573 Sinzheim|WOOD PRESERVATIVES|
    PH24256A|1985-12-20|1990-05-04|Rhone Poulenc Agrochimie|Fungicide with triazole and oligoether group and association|
    DE3605008A1|1986-02-18|1987-08-20|Wolman Gmbh Dr|WOOD PRESERVATIVES|
    DE3609317A1|1986-03-20|1987-09-24|Wolman Gmbh Dr|WOOD PRESERVATIVES|
    DE3621361A1|1986-06-26|1988-01-14|Wolman Gmbh Dr|WOOD PRESERVATIVES CONTAINING COPPER AND ORGANO TIN CONNECTIONS|
    DE3628801A1|1986-08-25|1988-03-03|Henkel Kgaa|ANTIMICROBIALLY EFFECTIVE MIXTURES|
    GB8702055D0|1987-01-30|1987-03-04|Albright & Wilson|Wood treatment process|
    US4906660A|1987-05-13|1990-03-06|Chapman Chemical Company|Wood preservative composition and method|
    GB8724252D0|1987-10-15|1987-11-18|Ici Plc|Fungicides|
    GB8908794D0|1989-04-19|1989-06-07|Janssen Pharmaceutica Nv|Synergistic compositions containing propiconazole and tebuconazole|
    DE3934935A1|1989-10-20|1991-04-25|Wolman Gmbh Dr|WOOD PRESERVATIVES CONTAINING POLYMER NITROGEN COMPOUNDS|
    DE4112652A1|1991-04-18|1992-10-22|Wolman Gmbh Dr|WOOD PRESERVATIVES|
    US5527384A|1991-08-01|1996-06-18|Hickson International, Plc|Preservatives for wood and other cellulosic materials|
    IT1270307B|1992-05-26|1997-04-29|Isagro Srl|FUNGICIDAL COMPOSITIONS CONTAINING TRIAZOLIC DERIVATIVES, COPPER BASED COMPOUNDS IN ASSOCIATION WITH LONG CHAIN HYDROCARBONS AND THEIR USE IN THE AGRICULTURAL FIELD|
    DE19513903A1|1995-04-12|1996-10-17|Bayer Ag|Wood preservative containing a copper compound|DE4112652A1|1991-04-18|1992-10-22|Wolman Gmbh Dr|WOOD PRESERVATIVES|
    US5527384A|1991-08-01|1996-06-18|Hickson International, Plc|Preservatives for wood and other cellulosic materials|
    GB9202378D0|1992-02-05|1992-03-18|Sandoz Ltd|Inventions relating to fungicidal compositions|
    DE4233337A1|1992-10-05|1994-04-07|Bayer Ag|Microbicidal agents|
    AU689480B2|1993-06-21|1998-04-02|Bayer Aktiengesellschaft|Fungicidal active-substance combination|
    WO1995011786A1|1993-10-26|1995-05-04|Bayer Aktiengesellschaft|Timber protecting medium containing a copper compound|
    DE4339701A1|1993-11-22|1995-05-24|Bayer Ag|Wood preservative containing a copper compound|
    DE19513903A1|1995-04-12|1996-10-17|Bayer Ag|Wood preservative containing a copper compound|
    EP0966341B1|1997-03-06|2002-10-02|Dr. Wolman GmbH|Wood preservative for subsequent application|
    DE19802699A1|1998-01-24|1999-07-29|Bayer Ag|Wood preservative with synergistically enhanced activity against basidiomycetes|
    AU4692899A|1998-06-17|2000-01-05|Coating Development Group, Inc.|Method for pressure treating wood|
    US6426118B2|1998-06-17|2002-07-30|Coating Development Group, Inc.|Method for pressure treating wood|
    US6485841B1|1998-10-30|2002-11-26|Ensyn Technologies, Inc.|Bio-oil preservatives|
    US6294071B1|2000-01-07|2001-09-25|Huntsman Petrochemical Corporation|Methods of forming copper solutions|
    US6818317B2|2001-05-02|2004-11-16|Potlach Corporation|Termite resistant and fungal resistant oriented strand board and methods for manufacturing|
    US6579622B2|2001-08-31|2003-06-17|Michael Howard West|Acidic copper salt-fatty amine salt wood preservative composition and method|
    CA2357392C|2001-09-17|2010-12-21|Genics Inc.|Method of manufacture of a liquid pesticide containing copper and a liquid pesticide containing copper|
    KR100902521B1|2002-02-28|2009-06-15|도꾸리쯔교세이호진 상교기쥬쯔 소고겡뀨죠|Electrolytic process for the production of metallic copper and apparatus therefor|
    US6843837B2|2002-07-26|2005-01-18|Osmose, Inc.|Polymeric wood preservative compositions|
    US6579354B1|2003-01-13|2003-06-17|Michael Howard West|Acidic copper—aluminum nitrate wood preservative|
    US8747908B2|2003-04-09|2014-06-10|Osmose, Inc.|Micronized wood preservative formulations|
    US20060257578A1|2003-04-09|2006-11-16|Jun Zhang|Micronized wood preservative formulations comprising boron compounds|
    US8637089B2|2003-04-09|2014-01-28|Osmose, Inc.|Micronized wood preservative formulations|
    EP1651401B1|2003-06-17|2009-07-22|PhibroWood LLC|Particulate wood preservative and method for producing same|
    US20050112393A1|2003-11-20|2005-05-26|Fliermans Carl B.|Antifungal preservative composition for an environmentally friendly process|
    CN100420378C|2003-12-08|2008-09-24|奥斯缪斯公司|Composition and process for coloring and preserving wood|
    CN1319456C|2003-12-31|2007-06-06|中国林业科学研究院木材工业研究所|Novel copper and triazole antiseptics for wood|
    KR20070030178A|2004-02-17|2007-03-15|트랜스오랄 파마슈티칼스, 인코포레이티드|Compositions for delivering hypnotic agents across the oral mucosa and methods of use thereof|
    US20070131136A1|2004-04-27|2007-06-14|Osmose, Inc.|Composition And Process For Coloring Wood|
    EP1744625A1|2004-04-27|2007-01-24|Osmose, Inc.|Micronized organic preservative formulations|
    EP1756500A4|2004-05-13|2009-03-04|Osmose Inc|Compositions and methods for treating cellulose-based materials with micronized additives|
    US20050252408A1|2004-05-17|2005-11-17|Richardson H W|Particulate wood preservative and method for producing same|
    US7198663B2|2004-07-14|2007-04-03|Sommerville Acquisitions Co., Inc.|Wood preservative composition|
    SI21885B|2004-09-17|2009-10-31|Košmerl Stojan|Wood protection agent|
    BRPI0518154A|2004-10-14|2008-11-04|Osmose Inc|wood preservative composition and method for preserving a wood product|
    US20060086284A1|2004-10-14|2006-04-27|Jun Zhang|Non-alkaline micronized wood preservative formulations|
    US20060276468A1|2005-05-12|2006-12-07|Blow Derek P|Wood preservative formulations comprising Imazalil|
    CA2659908C|2005-06-15|2014-07-29|Rohm And Haas Company|Antimicrobial composition useful for preserving wood comprising a copper alkyldimethylammmonium salt and 2-n-octyl-4-isolthiazolin-3-one|
    CA2613402C|2005-06-29|2014-05-13|Union Carbide Chemicals & Plastics Technology Corporation|Wood preservative composition|
    AU2006272838A1|2005-07-21|2007-02-01|Osmose, Inc.|Compositions and methods for wood preservation|
    CA2573902C|2006-01-30|2010-09-28|Rohm And Haas Company|Wax-biocide wood treatment|
    US7858125B2|2006-03-22|2010-12-28|The United States Of America As Represented By The Secretary Of Agriculture|Multi-component biocide composition for wood protection|
    WO2008004467A1|2006-07-07|2008-01-10|Rengo Co., Ltd.|Corrosion-resistant composition|
    US7632567B1|2006-08-31|2009-12-15|Osmose, Inc.|Micronized wood preservative formulations comprising copper and zinc|
    US20080175913A1|2007-01-09|2008-07-24|Jun Zhang|Wood preservative compositions comprising isothiazolone-pyrethroids|
    GB0700857D0|2007-01-17|2007-02-21|Betts John A|Preservative compositions for wood and like materials|
    WO2009078945A2|2007-12-13|2009-06-25|Union Carbide Chemicals & Plastics Technology Llc|Strategies for reducing leaching of water-soluble metal biocides from treated wood products|
    US20090162410A1|2007-12-21|2009-06-25|Jun Zhang|Process for preparing fine particle dispersion for wood preservation|
    US8293282B2|2008-02-12|2012-10-23|Arch Wood Protection, Inc.|Micronized copper-containing compositions useful to mitigate residues on wood surfaces|
    BRPI0906195A2|2008-03-14|2017-06-20|Union Carbide Chem Plastic|preservative composition for treating biodegradable substrates, aqueous preservative composition for treating biodegradable substrates, method for producing a preservative composition and method for preserving a biodegradable substrate|
    JP5536770B2|2008-07-17|2014-07-02|ユニオンカーバイドケミカルズアンドプラスティックステクノロジーエルエルシー|Post-impregnation treatment to improve the distribution of metallic biocides in impregnated substrates|
    WO2010022133A2|2008-08-20|2010-02-25|Henkel Corporation|Method of preparing a mold sealer, mold sealer assembly and compositions thereof|
    SI2632266T1|2010-10-25|2017-04-26|Lanxess Deutschland Gmbh|Penflufen as a wood preservative against xylophagous basidiomycetes|
    CN102814848B|2012-09-06|2014-12-31|中国林业科学研究院木材工业研究所|Copper azole wood preservative and preparation method thereof|
    JP6253264B2|2013-06-04|2017-12-27|国立大学法人大阪大学|Method for producing wood with enhanced decay resistance|
    US20180242588A1|2015-09-02|2018-08-30|Lanxess Deutschland Gmbh|Biocidal mixtures|
    JP2018103585A|2016-12-28|2018-07-05|大日本木材防腐株式会社|Wood dimension stabilization composition, method for modifying wood using the same, and modified wood|
    BR112019016067A2|2017-02-03|2020-03-31|Isogama Indústria Química Ltda|SEQUESTRANT COMPOSITION OF FORMALDEHYDE FOR WOOD LAMINATE, MANUFACTURE OF WOOD LAMINATE WITH REDUCED FORMALDEHYDE EMISSION AND IMPROVED MECHANICAL PROPERTIES AND WOOD LAMINATE|
    WO2019018941A1|2017-07-26|2019-01-31|Nutriag Ltd.|Phosphorus acid and alkylamine or alkanolamine stabilized copper compound containing compositions for controlling a plant disease caused by a phytopathogenic organism|
    法律状态:
    2002-08-08| STCF| Information on status: patent grant|Free format text: PATENTED CASE |
    2003-01-07| CC| Certificate of correction|
    2006-02-03| FPAY| Fee payment|Year of fee payment: 4 |
    2010-01-29| FPAY| Fee payment|Year of fee payment: 8 |
    2014-02-25| FPAY| Fee payment|Year of fee payment: 12 |
    优先权:
    申请号 | 申请日 | 专利标题
    DE19914112652|DE4112652A1|1991-04-18|1991-04-18|WOOD PRESERVATIVES|
    DEP4112652.1||1991-04-18||
    DE4112652||1991-04-18||
    US86015592A| true| 1992-03-30|1992-03-30||
    US08/329,425|US5635217A|1991-04-18|1994-10-24|Wood preservatives|
    US08/785,084|US5853766A|1991-04-18|1997-01-21|Wood preservatives|
    US09/185,074|US6441016B2|1991-04-18|1998-11-03|Wood preservatives|US09/185,074| US6441016B2|1991-04-18|1998-11-03|Wood preservatives|
    [返回顶部]