WO2009014106A1 - Composition antifongique - Google Patents

Composition antifongique Download PDF

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Publication number
WO2009014106A1
WO2009014106A1 PCT/JP2008/063079 JP2008063079W WO2009014106A1 WO 2009014106 A1 WO2009014106 A1 WO 2009014106A1 JP 2008063079 W JP2008063079 W JP 2008063079W WO 2009014106 A1 WO2009014106 A1 WO 2009014106A1
Authority
WO
WIPO (PCT)
Prior art keywords
water
compound
wood preservative
antifungal
wood
Prior art date
Application number
PCT/JP2008/063079
Other languages
English (en)
Japanese (ja)
Inventor
Hiroshi Imai
Original Assignee
Sumika Enviro-Science Co., Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sumika Enviro-Science Co., Ltd. filed Critical Sumika Enviro-Science Co., Ltd.
Publication of WO2009014106A1 publication Critical patent/WO2009014106A1/fr

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, 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
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/343Heterocyclic compounds
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B27WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
    • B27KPROCESSES, 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
    • B27K3/00Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
    • B27K3/34Organic impregnating agents
    • B27K3/36Aliphatic compounds

Definitions

  • the present invention relates to an antifungal composition used to prevent the occurrence of wrinkles on wood.
  • J wood preservative
  • Wood and plywood materials used for construction materials are treated with antiseptics and insecticides injected into the wood to prevent decay and to prevent damage caused by white insects and other pests.
  • Specific examples include a copper salt or a compound of copper oxide and triazole compound (Japanese Patent Laid-Open No. 10-249810), a copper salt or copper oxide and a quaternary ammonium compound (specialized 200 3-2). 5 2 705) is used as a water-soluble wood preservative.
  • Water-soluble wood preservative is diluted with generally 1 0-50 fold in water, but is used by being Note enter the timber, the injection volume as large as 200 ⁇ 500 k gZm 3, the mold until the wood is dried Problems that occur and significantly reduce commercial value are likely to occur. Therefore, in order to prevent this, an antifungal agent is added to the diluted solution of the water-soluble wood preservative and injected.
  • antifungal compositions for wood have been commercialized, but many water-soluble wood preservatives for injecting wood generally contain metal salts as preservatives and are alkaline solutions. Many commercially available antifungal compositions are not dissolved or dispersed and have problems such as long-term antifungal performance.
  • isothiazoline compounds having high potency and P-potency Japanese Patent Application Laid-Open No. 10-249810, Japanese Patent Application Laid-Open No. 2001-47408, Japanese Patent Application Laid-Open No. 2001-1).
  • 5 0 4 0 4) is a halogenated isothiazolone compound, for example, 4-chloro-2-methynoleisothiazoline-3-one or 4,5-dichloro-2-octylruo 4-isothiazoline- 3 -one
  • it was difficult to use at high concentrations because of its corrosive nature, which could cause damage to the pressurization pot, pump, piping, and other equipment, as well as strong skin irritation.
  • the present invention relates to an antifungal composition for wood, particularly when used in combination with a water-soluble wood preservative containing copper salt, copper hydroxide or copper oxide as an active ingredient, workability, metal corrosiveness, antifungal. It is intended to provide an antifungal composition and a wood antifungal method having improved properties and economy.
  • the antifungal composition of the present invention comprises 2-n-octinole 4-sothiazoline-3-one
  • OIT a dialkyldimethylammonium compound having an alkyl group having 8 to 18 carbon atoms as active ingredients
  • water-soluble wood preservation containing copper salt or copper oxide as an active ingredient
  • OIT and dialkyldimethylammonium compound which are active ingredients of the antifungal composition of the present invention, is known as an antifungal ingredient and is commercially available.
  • the alkyl group of the dialkyldimethylammonium compound used in the present invention has 8 to 18 carbon atoms and is generally represented by the formula (1)
  • R 1 and R 2 are the same or different and each represents an alkyl group having 8 to 18 carbon atoms.
  • X— represents a counter ion).
  • the counter ion include a counter ion constituting a salt that is acceptable as an antifungal component, such as a halogen ion, a sulfate ion, a phosphate ion, and an organic acid ion, and a chlorine ion is preferable.
  • a dialkyldimethylammonium compound didecyldimethylammonium chloride (hereinafter abbreviated as DDAC) is particularly preferable.
  • the mixing ratio of OIT and the dialkyldimethylammonium compound is generally 1:49 to 49: 1, preferably 1:19 to 19 in weight ratio in order to obtain a synergistic effect. : 1
  • the form of the antifungal composition of the present invention is not particularly limited, but for example, liquid formulation,? Similar U-force S such as Shiji 1J (emulsifiable concentrate).
  • the liquid agent is dissolved in various solvents that can dissolve OIT and dialkyl dimethyl ammonium compounds, for example, hydrophilic organic solvents such as alcohols, glycols, glycol ethers, and ketones, water, etc. Further, a noionic surfactant and / or a ionic surfactant may be included.
  • the emulsion is dissolved in various solvents capable of dissolving OIT and dialkyldimethylammonium compounds, for example, hydrophobic solvents such as aliphatic hydrocarbons, aromatic hydrocarbons, esters, and the like.
  • hydrophobic solvents such as aliphatic hydrocarbons, aromatic hydrocarbons, esters, and the like.
  • a nonionic surfactant and / or ayuionic surfactant is added.
  • the total amount of OIT and dialkyldimethylammonium compound contained in these preparations is usually 5 to 50% by weight, preferably 10 to 20% by weight, based on the whole preparation.
  • the antifungal composition of the present invention is processed into a wood material for the purpose of preventing the occurrence of wrinkles on the wood.
  • Application rates generally OIT and dialkyl dimethyl ammonium -.. 0 5 kg, from 0 0 1 per timber lm 3 in the total amount of the ⁇ beam compound is preferably 0 0 2 0 2 kg...
  • the antifungal composition of the present invention can be processed alone into wood, it is particularly suitable for pouring into wood together with a water-soluble wood preservative.
  • the water-soluble wood preservative usually contains a copper compound and a bactericidal triazole compound and / or benzalkonium chloride as active ingredients.
  • the copper compound is generally a copper salt, copper hydroxide, or copper oxide, and examples of the copper salt include chloride chloride, copper phosphate, copper sulfate, and copper carbonate.
  • bactericidal triazole compounds include cyproconazole, propiconazole, tebuconazole, hexaconazol, epoxyconazole, ipconazole, and metconazole. ⁇ Compounds are usually contained in water-soluble wood preservatives in an amount of 1 to 30% by weight. Bactericidal triazole compounds and benzalkonium chloride are usually contained in water-soluble wood preservatives in an amount of 0.1 to 5% by weight and 1 to 30% by weight, respectively. The water-soluble wood preservative may contain a solvent, a surfactant and the like in addition to these active ingredients.
  • a commercial product containing a copper compound and a bactericidal triazole compound as active ingredients for example, Tanaris CY (Coppers Arch Chemical Co., Ltd., copper oxide 10% or more, cyproconazole 0. 1% or more), a commercial product containing a copper compound and salt benzalkonium as an active ingredient, for example, Maitrek ACQ (manufactured by Kosip Rezabing Co., Ltd., copper oxide 10% or more, chloride) Benzarco-um containing 5% or more) can also be used.
  • Tanaris CY Coppers Arch Chemical Co., Ltd., copper oxide 10% or more, cyproconazole 0. 1% or more
  • Maitrek ACQ manufactured by Kosip Rezabing Co., Ltd., copper oxide 10% or more, chloride
  • the water-soluble wood preservative is usually used after diluting 20 to 50 times with water, and the antifungal composition of the present invention is added to this dilute solution as a sum of OIT and dialkyldimethylammonium compound. Add it so that the concentration is within the range of 50 to 100 ppm, and pour the obtained wood preservative into the wood at about 200 to 500 kg / m 3 .
  • Table 1 shows the blends of the yarns and the compositions of Examples and Comparative Examples. The numerical value of the combination is% by weight. table 1
  • Test example 1 and test example 2 show the pressure injection treatment method (pressure reduction treatment method) for polyoxyalkylene alkyl etherol wood.
  • Test example 1 Injection treatment to wood 1
  • Dilute water-soluble wood preservative (trade name: Tanaris CY Copas. Arch Chemical Co., Ltd.) containing copper oxide and a triazol compound as active ingredients 40 times with water, and carry out this to a predetermined concentration.
  • Examples 1 to 5 and Comparative Examples 1 to 7 were added and injected into wood (wettsuga: 4 ⁇ 7 ⁇ 1 cm) by vacuum treatment. In addition, these diluted solutions were injected by decompression even when left at room temperature for one month. The amount of diluent injected at this time was 2500 kg / m 3 or more with respect to the wood.
  • Dilute water-soluble wood preservative containing copper salt and quaternary ammonium compound product name: Maitrek ACQ Co., Ltd. Kosip Rezabing Co., Ltd.
  • Examples 1 to 5 and Comparative Examples 1 to 7 having a predetermined concentration were added and injected into a wood material (Baitsuga: 4 ⁇ 7 ⁇ 1 cm) by a reduced pressure treatment.
  • these diluted solutions were also injected by decompression when left at room temperature for one month.
  • the amount of diluent injected at this time was more than 2500 kg Zm 3 for wood.
  • the wood protection test method is shown in Test Example 3.
  • test pieces that had been injected under reduced pressure in Test Examples 1 and 2 were left to stand for 1 month, and then subjected to a wood protection test.
  • This test piece was placed on a potato dextrose agar plate, sprinkled with 1 ml of sputum mixed spore suspension, cultured at 30 ° C. and 95% humidity for 30 minutes, and observed every 14 days.
  • test bacteria Aspergillus niger, Cladosporium cladosporioides r Penicillium funiculosum, Auobasidium pullulans, Gliocladium virens, Fusari um sp.
  • Tables 2 and 3 The results are shown in Tables 2 and 3. However, the display of the degree of growth of cocoons is based on the following judgment.
  • the growth area of the cocoon on the specimen is 1/3 or more of the total area.
  • Table 2 shows the results of the antifouling test of the test pieces injected in Test Example 1.
  • Table 3 shows the results of the antifouling test of the test pieces injected in Test Example 2.
  • compositions of Examples 1 to 5 of the present invention are comparative examples: Compared to ⁇ 7, an extremely good antifungal effect was observed.
  • Comparative Examples 4 and 5 had a good antifungal effect immediately after the treatment, but the antifouling effect was remarkably reduced when the diluent was injected after standing for 30 days.
  • a water-soluble wood preservative (trade name: Tanaris CY Cooper's Arch Chemical Co., Ltd.), which contains copper oxide and triazole compound as active ingredients, diluted 40 times with water (diluent 1), copper salt and Example 2, comparison with wood preservative (trade name: made by Maitrek ACQ Co., Ltd. Kosip Rezabing Co., Ltd.) 25 times diluted with water (diluent 2) containing quaternary ammonium compound as active ingredient Example 4 and ratio
  • the composition of Comparative Example 5 was added so as to be 0.2% by weight of the whole diluted solution. Polished iron pieces (25 x 25 x 2 mm) were placed in these diluting solutions and allowed to stand for 1 month at room temperature to observe iron corrosion. The results are shown in Table 4.
  • Example 2 of the present invention is not corrosive to iron, and no change is observed with respect to the diluted solution.
  • the compositions of Comparative Examples 4 and 5 were found to be corrosive to iron, and the diluent also had a tendency to discolor.
  • the antifungal composition of the present invention exhibits excellent antifungal performance, and particularly excellent antifungal properties when added to a diluent of a water-soluble wood preservative for injection containing a copper compound as an active ingredient and treated with wood. Is obtained.
  • the anti-fouling performance can be maintained over a long period of time, it is economical and has a feature that the metal corrosion of the injection device is low.

Landscapes

  • 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)
  • Chemical And Physical Treatments For Wood And The Like (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

L'invention porte sur une composition antifongique comprenant du 2-n-octyl-4-isothiazolin-3-one et un composé dialkyldiméthyl ammonium ayant un groupe alkyle en C8-18 en tant qu'ingrédients actifs. La composition antifongique ne pose pas de problèmes quant à l'aptitude au travail, la corrosion métallique, l'activité antifongique et un inconvénient économique, est utile en tant que composition antifongique pour des matériaux à base de bois et peut être utilisée en particulier en combinaison avec un agent conservateur du bois, soluble dans l'eau, de type à injection, comprenant un composé de cuivre en tant qu'ingrédient actif.
PCT/JP2008/063079 2007-07-20 2008-07-14 Composition antifongique WO2009014106A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2007189936A JP2009023258A (ja) 2007-07-20 2007-07-20 木材防黴組成物
JP2007-189936 2007-07-20

Publications (1)

Publication Number Publication Date
WO2009014106A1 true WO2009014106A1 (fr) 2009-01-29

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/063079 WO2009014106A1 (fr) 2007-07-20 2008-07-14 Composition antifongique

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JP (1) JP2009023258A (fr)
WO (1) WO2009014106A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9603358B2 (en) 2011-11-04 2017-03-28 Arch Timber Protection Limited Additives for use in wood preservation
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
US11312038B2 (en) 2014-05-02 2022-04-26 Arch Wood Protection, Inc. Wood preservative composition

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110091575A1 (en) * 2007-12-13 2011-04-21 Hayson Kimberly S Strategies for reducing leaching of water-soluble metal biocides from treated wood products

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58500654A (ja) * 1981-05-08 1983-04-28 ケノガルト ア−・ベ− 木材防腐用組成物
JPH05139918A (ja) * 1991-11-22 1993-06-08 Nikka Chem Co Ltd 抗菌防臭剤
JP2003011106A (ja) * 2001-07-03 2003-01-15 Shinto Fine Co Ltd 木材防黴組成物
JP2004168678A (ja) * 2002-11-18 2004-06-17 Hakuto Co Ltd 殺微生物剤組成物

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58500654A (ja) * 1981-05-08 1983-04-28 ケノガルト ア−・ベ− 木材防腐用組成物
JPH05139918A (ja) * 1991-11-22 1993-06-08 Nikka Chem Co Ltd 抗菌防臭剤
JP2003011106A (ja) * 2001-07-03 2003-01-15 Shinto Fine Co Ltd 木材防黴組成物
JP2004168678A (ja) * 2002-11-18 2004-06-17 Hakuto Co Ltd 殺微生物剤組成物

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
COFTA G.: "Interactions of Selected Fungicides and Copper Amino Complexes in Wood Protection Against Aspergillus niger", ANNALS OF WARSAW AGRICULTURAL UNIVERSITY - SGGW, FORESTRY AND WOOD TECHNOLOGY, no. 58, 2006, pages 106 - 109 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9603358B2 (en) 2011-11-04 2017-03-28 Arch Timber Protection Limited Additives for use in wood preservation
US9961895B2 (en) 2011-11-04 2018-05-08 Arch Timber Protection Limited Additives for use in wood preservation
US11312038B2 (en) 2014-05-02 2022-04-26 Arch Wood Protection, Inc. Wood preservative composition
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

Also Published As

Publication number Publication date
JP2009023258A (ja) 2009-02-05

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