WO2007028526A2 - Melanges fongicides utilises pour proteger le bois - Google Patents

Melanges fongicides utilises pour proteger le bois Download PDF

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Publication number
WO2007028526A2
WO2007028526A2 PCT/EP2006/008441 EP2006008441W WO2007028526A2 WO 2007028526 A2 WO2007028526 A2 WO 2007028526A2 EP 2006008441 W EP2006008441 W EP 2006008441W WO 2007028526 A2 WO2007028526 A2 WO 2007028526A2
Authority
WO
WIPO (PCT)
Prior art keywords
copper
wood
triadimefon
triadimenol
compound
Prior art date
Application number
PCT/EP2006/008441
Other languages
German (de)
English (en)
Other versions
WO2007028526A3 (fr
Inventor
Rainer Bruns
Martin Kugler
Thomas Jaetsch
Original Assignee
Lanxess Deutschland Gmbh
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lanxess Deutschland Gmbh filed Critical Lanxess Deutschland Gmbh
Priority to EP06777107A priority Critical patent/EP1926579A2/fr
Priority to AU2006289336A priority patent/AU2006289336A1/en
Priority to JP2008529507A priority patent/JP2009507797A/ja
Publication of WO2007028526A2 publication Critical patent/WO2007028526A2/fr
Publication of WO2007028526A3 publication Critical patent/WO2007028526A3/fr
Priority to NO20081740A priority patent/NO20081740L/no

Links

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
    • 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
    • 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
    • B27K3/22—Compounds of zinc or copper
    • 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
    • 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
    • B27K3/38—Aromatic compounds
    • B27K3/40—Aromatic compounds halogenated
    • 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
    • B27K3/52—Impregnating agents containing mixtures of inorganic and organic compounds

Definitions

  • the present invention relates to novel synergistic fungicidal mixtures containing Triadime- fon and / or triadimenol and at least one copper compound, and fungicidal compositions based on these mixtures and the use of these mixtures and agents for the protection of technical see materials, especially wood, against infestation, damage and / or destruction by biological pests, in particular by wood-destroying fungi.
  • Triadimefon ((+) 1 - (4-chlorophenoxy) -3,3-dimethyl-1- (1H-1,2,4-triazol-1-yl) -butan-2-one) and triadimenol (( ⁇ ) 1- (4-chlorophenoxy) -3,3-dimethyl-1- (1H-1,2,4-triazol-1-yl) -butan-2-ol) are known fungicides for protecting plants against attack by fungi ( see DE-A 2552967), which, however, can not be used alone in wood preservation, since the spectrum of activity is incomplete against the microorganisms relevant to wood preservation (cf EP-A 254857).
  • the smaller amount of fungicide to be used in a wood preservative according to the present invention not only provides an economic advantage, but also reduces the safety risk for the environment. Furthermore, there is the advantage that the application rate can be reduced compared to existing systems. In addition, the mixture is characterized by a good storage stability of the aqueous wood preservative systems.
  • the present invention therefore fungicidal active substance mixtures containing a synergistically effective amount of a) triadimefon and / or triadimenol and b) at least one copper compound.
  • the weight ratios of the active ingredients in the active ingredient mixture can be varied within a relatively wide range. Preference is given to weight ratios of triadimefon and / or tri-maleol to the copper compound of from 1: 600 to 1: 1, more preferably from 1: 200 to 1: 2.
  • mixtures of active substances which contain a) triadimefon and b) the copper compound in a weight ratio of from 1:40 to 1: 5.
  • mixtures of active substances which contain a) triadimenol and b) the copper compound in a weight ratio of 1:25 to 1: 5.
  • the copper compounds can be used as water-insoluble compounds, e.g. Copper sulfate, copper acetate, copper hydroxide, copper oxide, copper borate, copper fluoride or copper hydroxide carbonate. Preference is given to copper hydroxide carbonate.
  • the claimed synergistic mixtures show a particularly high microbicidal, in particular fungicidal action, combined with a broad spectrum of action against microorganisms relevant in the protection of materials, they are especially effective against wood-destroying fungi. Furthermore, the mixtures show a broad insecticidal and termiticidal action, in particular against wood-destroying beetles and termites.
  • Coniophora cerena, Coriolus versicolor, Gloeophyllum abietinum, Gloeophyllum trabeum, Lentinus tigrinus, Poria monticola, Poria placenta, Serpula lacrymans, Stereum sanguinolentum, Tyromyces palustris
  • Hymenoptera such as Sirex juvencus, Urocerus gigas, Urocerus gigas taignus, Urocerus augur;
  • the synergistic mixtures according to the invention can be mixed with a further microbicidal compound c) to increase the activity spectrum or to achieve particular effects.
  • microbicidal active compounds c) dichlorofluanide, tolylfluanid, carbendazim, thiabendazoles, benzalkonium chloride, fenpropimorph, bethoxazine, 4,5-dichloro-N-octylisothiazolin-3-one, N-octylisothiazolin-3-one, Benzisothiazolinone, thiocyanato-methylthiobenzothiazole, 3-iodo-2-propynyl-n-butylcarbamate, o-phenylphenol, N- (3-aminopropyl) -N-dodecylpropane-1,3-diamine, acetamiprid, allethrin, alpha-cypermethrin, beta cyfluthrin, bifenthrin, bioallethrin, 4-chloro-2
  • mixtures according to the invention which contain as further active ingredient c) tolylfluanid, bethoxazine, benzalkonium chloride, 3-iodo-2-propynyl-butylcarbamate, bifenthrin, chlorfenapyr, clothianidin, cyfluthrin, cypermethrin, deltamethrin, imidacloprid, permethrin, thiacloprid or a mixture of these components ,
  • the mixtures according to the invention generally contain 0.005 to 2.5% by weight of triadimefon and / or triadimenol, 0.5 to 30% by weight of copper compound and optionally 0.001 to 20% by weight of one or more active substances c).
  • the mixtures according to the invention preferably contain 0.01-10% by weight of triadimefon and / or triadimenol, 1.0-15% by weight of copper compound and 0.005-10% by weight of tolylfluanid, bethoxazine, benzalkonium chloride, 3-iodo-2-propynyl-butylcarbamate, Bifenthrin, Chlorfenapyr, Clothianidin, Cyfluthrin, Cypermethrin, Deltamethrin, Imidacloprid, Permethrin, Thiacloprid or mixtures thereof.
  • Another object of the present invention is the use of the erf ⁇ ndungsdiren drug mixtures for the protection of industrial materials, in particular of wood, wood-based materials and wood plastic composites against infestation, damage and / or destruction by biological pests.
  • the active compounds can be converted into the customary formulations, such as solutions, emulsions, suspensions, powders, foams, pastes, granules, aerosols and very fine encapsulations in polymeric substances.
  • the present invention further provides microbicidal compositions containing a synergistically effective amount of a) triadimefon and / or triadimenol and b) at least one copper compound and at least one diluent or solvent, optionally further auxiliaries and additives and optionally one or more further fungicidal components c ).
  • the formulations are prepared in a known manner, e.g. by mixing the active compounds with extenders, that is to say liquid solvents, liquefied gases under pressure and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-forming agents.
  • extenders that is to say liquid solvents, liquefied gases under pressure and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersants and / or foam-forming agents.
  • water e.g. also organic solvents can be used as auxiliary solvents.
  • Suitable liquid solvents are essentially: aromatics, such as xylene, toluene or alkylnaphthalenes, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g.
  • Petroleum fractions alcohols such as butanol or glycol such as ethylene glycol and their ethers and esters, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide, N-methylpyrrolidone and dimethylsulfoxide, and water.
  • liquefied gaseous diluents or carriers are meant those liquids which are gaseous at normal temperature and under normal pressure, e.g. Aerosol propellants, such as halogenated hydrocarbons as well as butane, propane, nitrogen and carbon dioxide.
  • Suitable solid carriers are: e.g.
  • ground natural minerals such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth
  • ground synthetic minerals such as finely divided silica, alumina and silicates.
  • Suitable solid carriers for granules are: e.g. Cracked and fractionated natural rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules of inorganic and organic flours and granules of organic material such as sawdust, coconut shells, corn cobs and tobacco stalks.
  • Suitable emulsifiers and / or foam-formers are: e.g.
  • nonionic and anionic emulsifiers such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, e.g. Alkylaryl polyglycol ethers, alkylsulfonates, alkyl sulfates, arylsulfonates and protein hydrolysates.
  • Suitable dispersants are: e.g. Lignin-sulphite liquors and methylcellulose.
  • Adhesives such as carboxymethyl cellulose, natural and synthetic powdery, granular or latex polymers may be used in the formulations, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, as well as natural phospholipids such as cephalins and lecithins, and synthetic phospholipids.
  • Other additives may be mineral and vegetable oils.
  • Dyes such as inorganic pigments such as iron oxide, titanium oxide, ferrocyan blue and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc can be used.
  • an alkanolamine e.g. Monoethanolamine
  • the amount of alkanolamines added is advantageously such that a pH of 7 or more, preferably between 8.5 and 10.5, is established in the dilute aqueous impregnating solution.
  • the amount of amines should be sufficient to complex the copper.
  • the formulations generally contain between 0.5 and 50 percent by weight of active ingredient combination, preferably between 1.0 and 25%.
  • microbicidal agents or concentrates used to protect the technical materials contain the active ingredient or combination of active ingredients in a concentration of 0.05 and 35% by weight, in particular 0.2 to 20% by weight.
  • the use concentrations of the active substances or the active ingredient combinations to be used depends on the type and occurrence of the microorganisms to be controlled and on the composition of the material to be protected. The optimum amount used can be determined by test series. In general, the use concentrations are in the range of 0.001 to 5 wt .-%, preferably from 0.01 to 1.5 wt .-%, based on the material to be protected.
  • the active compound combinations or compositions according to the invention advantageously make it possible to replace the previously available microbicidal agents with more effective ones. They show good stability and advantageously have a broad spectrum of activity.
  • Under wood which can be protected by the erf Wirkstoffndungsdorfen drug mixtures or these agents contained, is to be understood by way of example: timber, wooden beams, railway sleepers, bridge parts, boat jetties, wooden vehicles, boxes, pallets, containers, telephone poles, wood panels, wooden windows and doors , Plywood, MDF, Particle Board, Oriented Strand Board (OSB), Waferboard, Laminated Veneer Lumber (LVL) or wood products commonly used in house building or carpentry, as well as wood-plastic composites.
  • the active substance mixture to be used according to the invention and agents containing it serve to protect solid wood and wood products produced therefrom.
  • the drug mixtures can be used as such or in the form of their individual active ingredients. It is possible to convert the active substance mixtures or the individual active substances contained therein beforehand into formulations or the use forms prepared therefrom, such as ready-to-use solutions, suspensions, pastes, soluble powders.
  • Particularly effective wood protection is provided by large scale impregnation methods, e.g. Achieved vacuum, double vacuum or printing process.
  • the present invention further provides a process for the protection of wood wherein the wood with a synergistically effective amount of a) triadimefon and / or triadimenol and b) at least one copper compound and at least one diluent or solvent, optionally other auxiliaries and additives and optionally one or more fungicidal components c) is impregnated by means of vacuum, double vacuum, pressure or dipping method.
  • X> 1 means antagonism
  • QB Concentration of substance B at the concentration of A / B that inhibits microbial growth

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (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)
  • Chemical And Physical Treatments For Wood And The Like (AREA)

Abstract

La présente invention concerne de nouveaux mélanges synergiques à base de triadiméfon et/ou de triadiménol et de composés de cuivre qui sont particulièrement adaptés pour protéger des matériaux techniques, notamment le bois, par rapport à une infestation, un endommagement et/ou une destruction par des parasites biologiques, en particulier par des champignons lignivores.
PCT/EP2006/008441 2005-09-10 2006-08-29 Melanges fongicides utilises pour proteger le bois WO2007028526A2 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP06777107A EP1926579A2 (fr) 2005-09-10 2006-08-29 Melanges fongicides utilises pour proteger le bois
AU2006289336A AU2006289336A1 (en) 2005-09-10 2006-08-29 Fungicidal mixtures for the protection of timber
JP2008529507A JP2009507797A (ja) 2005-09-10 2006-08-29 木材の保護用の殺菌・殺カビ混合物
NO20081740A NO20081740L (no) 2005-09-10 2008-04-09 Fungicidale blandinger for beskyttelse av tommer

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200510043138 DE102005043138A1 (de) 2005-09-10 2005-09-10 Fungizide Mischungen für den Holzschutz
DE102005043138.0 2005-09-10

Publications (2)

Publication Number Publication Date
WO2007028526A2 true WO2007028526A2 (fr) 2007-03-15
WO2007028526A3 WO2007028526A3 (fr) 2008-03-20

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2006/008441 WO2007028526A2 (fr) 2005-09-10 2006-08-29 Melanges fongicides utilises pour proteger le bois

Country Status (7)

Country Link
EP (1) EP1926579A2 (fr)
JP (1) JP2009507797A (fr)
CN (1) CN101378659A (fr)
AU (1) AU2006289336A1 (fr)
DE (1) DE102005043138A1 (fr)
NO (1) NO20081740L (fr)
WO (1) WO2007028526A2 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2984932A1 (fr) * 2014-08-15 2016-02-17 RÜTGERS Organics GmbH Composition d'une formulation de bois comprenant des sels de cu et des ingrédients cycliques organiques pour la conservation des bois d'oeuvre pour plateformes
WO2023126898A1 (fr) * 2021-12-31 2023-07-06 Adama Makhteshim Ltd. Combinaison de fongicide à base de cuivre et de fongicide azole
WO2023233378A1 (fr) * 2022-06-02 2023-12-07 Adama Makhteshim Ltd. Composition fongicide à base d'azole
WO2023233380A1 (fr) * 2022-06-02 2023-12-07 Adama Makhteshim Ltd. Compositions fongicides

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NZ609633A (en) * 2010-10-25 2014-11-28 Lanxess Deutschland Gmbh Fungicidal penflufen mixtures
CA2997205C (fr) * 2015-09-02 2023-10-10 Lanxess Deutschland Gmbh Melanges biocides

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DE2423987A1 (de) * 1974-05-17 1975-11-27 Bayer Ag Metallkomplexe von azolylaethern, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
EP0106106A2 (fr) * 1982-09-18 1984-04-25 Bayer Ag Agents fongicides
EP0254857A2 (fr) * 1986-06-27 1988-02-03 Bayer Ag Utilisation des dérivés de 1-aryl-3-hydroxy-3-alkyl-4-(1,2,4-triazol-1-yl)-butane comme microbicides pour la protection des matériaux
EP0453922A1 (fr) * 1990-04-27 1991-10-30 Bayer Ag Utilisation de sels de cuivre comme inhibiteurs de cristallisation
EP0485213A1 (fr) * 1990-11-09 1992-05-13 Rohm And Haas Company Compositions aquatiques antifouling
DE4339701A1 (de) * 1993-11-22 1995-05-24 Bayer Ag Holzschutzmittel enthaltend eine Kupferverbindung
WO2000071314A1 (fr) * 1999-05-24 2000-11-30 Lonza Inc. Produits de conservation du bois a base d'azoles / d'oxydes d'amine
WO2004054766A1 (fr) * 2002-12-18 2004-07-01 Lanxess Deutschland Gmbh Perfectionnements dans des conservateurs pour produits a base de bois
US20050227956A1 (en) * 2004-04-13 2005-10-13 Ying Wang Control of mold growth on wood

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4540166B2 (ja) * 2000-01-25 2010-09-08 大塚化学株式会社 農園芸用殺菌組成物

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DE2423987A1 (de) * 1974-05-17 1975-11-27 Bayer Ag Metallkomplexe von azolylaethern, verfahren zu ihrer herstellung sowie ihre verwendung als fungizide
EP0106106A2 (fr) * 1982-09-18 1984-04-25 Bayer Ag Agents fongicides
EP0254857A2 (fr) * 1986-06-27 1988-02-03 Bayer Ag Utilisation des dérivés de 1-aryl-3-hydroxy-3-alkyl-4-(1,2,4-triazol-1-yl)-butane comme microbicides pour la protection des matériaux
EP0453922A1 (fr) * 1990-04-27 1991-10-30 Bayer Ag Utilisation de sels de cuivre comme inhibiteurs de cristallisation
EP0485213A1 (fr) * 1990-11-09 1992-05-13 Rohm And Haas Company Compositions aquatiques antifouling
DE4339701A1 (de) * 1993-11-22 1995-05-24 Bayer Ag Holzschutzmittel enthaltend eine Kupferverbindung
WO2000071314A1 (fr) * 1999-05-24 2000-11-30 Lonza Inc. Produits de conservation du bois a base d'azoles / d'oxydes d'amine
WO2004054766A1 (fr) * 2002-12-18 2004-07-01 Lanxess Deutschland Gmbh Perfectionnements dans des conservateurs pour produits a base de bois
US20050227956A1 (en) * 2004-04-13 2005-10-13 Ying Wang Control of mold growth on wood

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DATABASE CA [Online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; L.GONG ET AL: "Control effect of 18% quwenqing against rice false smut in field" XP002466121 gefunden im STN-INTERNATIONAL Database accession no. 136:258656 & NONGYAO, Bd. 40, Nr. 9, 2001, Seite 36, *
DATABASE WPI Week 200170 Derwent Publications Ltd., London, GB; AN 2001-609586 XP002466122 & JP 2001 206806 A (UBE IND LTD) 31. Juli 2001 (2001-07-31) -& DATABASE CA [Online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; XP002466123 gefunden im STN-INTERNATIONAL Database accession no. 135:133431 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2984932A1 (fr) * 2014-08-15 2016-02-17 RÜTGERS Organics GmbH Composition d'une formulation de bois comprenant des sels de cu et des ingrédients cycliques organiques pour la conservation des bois d'oeuvre pour plateformes
US9808954B2 (en) 2014-08-15 2017-11-07 Rutgers Organics Gmbh Composition of a timber formulation comprising Cu salts and organic cyclic ingredients for the preservation of timber for decks
WO2023126898A1 (fr) * 2021-12-31 2023-07-06 Adama Makhteshim Ltd. Combinaison de fongicide à base de cuivre et de fongicide azole
WO2023233378A1 (fr) * 2022-06-02 2023-12-07 Adama Makhteshim Ltd. Composition fongicide à base d'azole
WO2023233380A1 (fr) * 2022-06-02 2023-12-07 Adama Makhteshim Ltd. Compositions fongicides

Also Published As

Publication number Publication date
WO2007028526A3 (fr) 2008-03-20
DE102005043138A1 (de) 2007-03-15
CN101378659A (zh) 2009-03-04
JP2009507797A (ja) 2009-02-26
AU2006289336A1 (en) 2007-03-15
NO20081740L (no) 2008-04-09
EP1926579A2 (fr) 2008-06-04

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