WO2000067578A1 - Compositions bactericides composites - Google Patents

Compositions bactericides composites Download PDF

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Publication number
WO2000067578A1
WO2000067578A1 PCT/JP1999/005025 JP9905025W WO0067578A1 WO 2000067578 A1 WO2000067578 A1 WO 2000067578A1 JP 9905025 W JP9905025 W JP 9905025W WO 0067578 A1 WO0067578 A1 WO 0067578A1
Authority
WO
WIPO (PCT)
Prior art keywords
isothiazolone
component
methyl
composite
weight
Prior art date
Application number
PCT/JP1999/005025
Other languages
English (en)
Japanese (ja)
Inventor
Ryoji Funatsu
Shinji Yoshizawa
Original Assignee
Somar Corporation
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 Somar Corporation filed Critical Somar Corporation
Priority to AU56512/99A priority Critical patent/AU5651299A/en
Publication of WO2000067578A1 publication Critical patent/WO2000067578A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, 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
    • A01N43/80—Biocides, 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

Definitions

  • the present invention has a wide range of antibacterial spectrum as a synergistic effect of a combination of specific compounds, has a good effect of suppressing the growth of many microorganisms, has excellent sustainability of the effect, and has an environmental effect.
  • O The technical background relates to a composite fungicide composition with little effect on
  • water systems in the pulp and paper industry for example, various water systems such as white water in the papermaking process and circulating cooling water in various industries, water-based paints prepared using industrial water, paper coating solutions, In fields such as latexes, polymer emulsions, metal oils such as cutting oils, leather, print paste, adhesives, and wood, harmful microorganisms grow and thrive, causing a decline in productivity and quality. ing.
  • slime is generated by the propagation of bacteria, filamentous fungi, and yeasts. In places where the flow velocity decreases and stagnation occurs, slime formation is remarkable.
  • This slime can fall off, cause paper breakage and contamination of pulp and paper products, cause various obstacles due to the propagation of microorganisms, and cause a significant decrease in productivity, especially when high-speed machines are used. Incurs economic losses.
  • microorganisms in the circulating water system for cooling such as metalworking oils may impair cooling performance and emulsifying properties, generate odors, and cause unfavorable phenomena in public health, such as worsening the working environment.
  • the propagation of harmful microorganisms can also damage industrial products such as water-based paints, paper coatings, latex, paper pulp, glue, leather, and wood.
  • industrial products such as water-based paints, paper coatings, latex, paper pulp, glue, leather, and wood.
  • latex if no preservative is added, it will spoil in a short period of time, and not only will it smell putrefactive, but also If it is used as a paper coating agent, the resulting coated paper emits a foul odor, making it impossible to produce it as a product and causing a drop in productivity.
  • organometallic compounds, quaternary ammonium salts, and the like have been used as agents to suppress or prevent the generation of harmful microorganisms in these water systems and industrial products.
  • organometallic compounds, quaternary ammonium salts, and the like In addition to being toxic to the human body, it emits offensive odors and unpleasant odors, and is accompanied by physical phenomena such as foaming that are not easy to handle.
  • water containing these control agents is used for general rivers and seas. If released into water, it will have an adverse effect on aquatic organisms, and is a social problem in terms of environmental conservation.
  • a bactericide composition comprising a combination of an isothiazolone compound and a halocyanoacetamide compound (JP-A-61-83105, JP-A-62-70105). No. 301, JP-A-3-17674 and JP-A-5-210810), a bactericide comprising a combination of an isothiazolone compound and a halogenated aliphatic alcohol.
  • Composition Japanese Patent Publication No. 60-52421, Japanese Patent Application Laid-Open No.
  • the present invention has a wide range of antibacterial spectrum, exhibits a good growth-inhibiting effect on many microorganisms, and has a conventional amount of drug added to maintain antibacterial activity.
  • the object of the present invention is to provide a composite fungicide composition which can be reduced to the same amount or less, has excellent effect persistence, and has little effect on the environment.
  • the present inventors have developed a composite fungicide composition having a broad spectrum of antibacterial spectrum. As a result of extensive research, the combination of specific isothiazolone compounds, halogenated aliphatic nitrous alcohols and halocyanoacetamides has resulted in a wider range of harmful microorganisms than conventional industrial fungicides due to their synergistic effect.
  • the present invention relates to (A) 2-methyl-3-isothiazolone, (B) 2-bromo-2-nitropropane-1,3-diol and (C) 2,2-dibromo-3-di-triamine.
  • An object of the present invention is to provide a composite fungicide composition containing propionamide.
  • 5-methyl-2-methyl-3-isothiazolone represented by the following formula may be contained as an impurity, but is included in the present invention if the amount is less than 0.8% by weight. It may be. If the content of 5-chloro-2-methyl-3-isothiazolone is 0.8% by weight or more, there is a risk of inducing a mutation in the DNA of a microbial gene. In order to completely prevent DNA mutation, the content of the 5-chloro-2-methyl-3-isothiazolone is desirably 0.5% by weight or less.
  • the component (B) has the following formula:
  • Bromo - - 2 - Two Toro propane - 2 represented by HO-CH 2 -C-CH 2 -OH N0 2, 3 - diol is used.
  • the component (B) is preferably used in a ratio of 0.5 to 10 times the weight of the component (A).
  • the amount of the component is less than 0.5 times the weight, the rapid action of the drug is not sufficiently exerted, so that it is difficult to prevent the decay of microorganisms that have already been propagated. However, if it exceeds 10 times the weight, the sustained effect of the drug is reduced, and the long-term preservative effect on the target object is not sufficiently exhibited.
  • the more preferable amount of the component (B) is 1 to 5 times the weight of the component (A).
  • the component (C) has the following formula:
  • the component (C) is preferably used in a ratio of 0.8 to 10 times the weight of the component (A). If the amount of this component (C) is less than 0.8 times the weight, as an impurity in the 2-methyl-3-isothiazolone of component (A), up to 0.8% by weight of 5-chloro-2-methyl-3-isothiazolone is contained. DNA-corrected paper due to impurities when mixed (Rule 91) When the weight exceeds 10 times, the decomposition of the component (C) is accelerated, and the desired effect is not sufficiently exerted at the time of use. Considering prevention of DNA mutation and prevention of degradation of the active ingredient, the more preferable amount of the component (C) is 1.5 to 10 times the weight of the component (A).
  • the combination of the component (A), the component (B) and the component (C;>) is effective for a wide range of harmful microorganisms for the first time and prevents DNA mutation. Can be.
  • the composite germicidal composition of the present invention is basically prepared by uniformly mixing the components (A), (B) and (C), but is generally a solvent solution or dispersion. It is used as a liquid.
  • Solvents that can be used here include alcohol solvents, ketone solvents, ether solvents, hydrocarbon solvents, and the like.Propylene carbonate, ethylene carbonate, dimethyl glutarate, ethylene glycol diamine Even if a solvent such as acetate is used, a stable preparation can be obtained. Further, when used for latex, it is preferable to use a solvent such as ethylene daryl or diethylene glycol to prevent the occurrence of emulsion shock.
  • the amount of the complex fungicide composition of the present invention to be used varies depending on the concentration of microorganisms. Generally, in the case of water systems in the pulp and paper industry, the components (A), (B) and (C) It is about 1 to 50 Ppm based on the total amount of the components, and in the fields of latex, water-based paint, glue, leather and the like, it is about 20 to 400 ppm, and a good effect can be obtained in this range.
  • a stabilizer, a surfactant, and the like can be added as needed, as long as the object of the present invention is not impaired.
  • BNP 2-Bromo-2-nitropropane-1,3-diol
  • D 2,2-Dibromo-3-di-tripropionamide
  • DBNE 2,2-Dibromo-2-nitroethyl alcohol
  • a sterilization test using chemicals was performed using white water from the papermaking process where slime troubles occurred frequently.
  • Each of the composite disinfectant composition solutions of Examples and Comparative Examples was added to white water so as to have the drug concentrations shown in Table 2 (concentrations as a total amount of components other than DEG and water), and allowed to stand for 15 minutes. 1 ml of this solution was mixed with a heated and dissolved waxman agar medium, solidified, and cultured at 32 ° C. The number of viable bacteria 48 hours later was measured and used as an indicator of the bactericidal effect of the drug. Table 2 shows the results.
  • the combined fungicide composition of the present invention exhibits a synergistic effect that cannot be expected from a single component by combining three types of active ingredients, and is a mutagen to DNA.
  • -Even if the black mouth -2-methyl-3-isothiazolone is contained up to 0.8% by weight of 2-methyl-3-isothiazolone, the effect as a mutagen is not exhibited.
  • the range of microbes that can be sterilized is greatly expanded, and has an extremely broad spectrum of antibacterial properties.
  • the growth of various microbes can be effectively suppressed over a long period of time, and environmental destruction can occur. It has the advantage of not having.
  • the composite disinfectant composition of the present invention is particularly useful for water systems in the pulp and paper industry, such as white water in the papermaking process, and various water systems such as circulating cooling water in various industries, water-based paints, and paper coatings. It is suitably used in the fields of metalworking oils, adhesives, leather, wood, etc., such as working fluids, latex, polymer emulsions, printing pastes, cutting oils, etc.

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)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Cette invention se rapporte à des compositions bactéricides composites ayant un large spectre antibactérien, possédant un excellent effet d'inhibition de la prolifération d'un certain nombre de micro-organismes, conservant cet effet sur une longue période et n'ayant guère d'impact sur l'environnement. Ces compositions se caractérisent en ce qu'elles contiennent: (A) de la 2-méthyl-3-isothiazolone, renfermant éventuellement jusqu'à 0,8 % en poids de 5-chloro-2-méthyl-3-isothiazolone; (B) du 2-bromo-2-nitropropane-1,3-diol; et (C) de la 2,2-dibromo-3-nitrilopropionamide.
PCT/JP1999/005025 1999-05-10 1999-09-14 Compositions bactericides composites WO2000067578A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU56512/99A AU5651299A (en) 1999-05-10 1999-09-14 Composite bactericidal compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP11/129245 1999-05-10
JP12924599A JP4245097B2 (ja) 1999-05-10 1999-05-10 有害微生物撲滅剤

Publications (1)

Publication Number Publication Date
WO2000067578A1 true WO2000067578A1 (fr) 2000-11-16

Family

ID=15004799

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP1999/005025 WO2000067578A1 (fr) 1999-05-10 1999-09-14 Compositions bactericides composites

Country Status (3)

Country Link
JP (1) JP4245097B2 (fr)
AU (1) AU5651299A (fr)
WO (1) WO2000067578A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002017716A1 (fr) * 2000-08-31 2002-03-07 Thor Gmbh Composition biocide synergique contenant de la 2-methylisothiazoline-3-one
CN100441096C (zh) * 2003-07-24 2008-12-10 罗姆和哈斯公司 杀微生物的组合物
EP1924140A4 (fr) * 2005-07-08 2012-06-06 Isp Investiments Inc Composition microbicide

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4621829B2 (ja) * 2000-06-23 2011-01-26 株式会社片山化学工業研究所 抗菌剤およびそれを用いた抗菌方法
JP4967189B2 (ja) * 2000-12-22 2012-07-04 三菱瓦斯化学株式会社 スライムコントロール剤
JP2004346002A (ja) * 2003-05-22 2004-12-09 Kureasutaa:Kk 持続性防腐剤
RU2513136C2 (ru) * 2008-07-15 2014-04-20 ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи Биоцидная композиция и способ
JP5431291B2 (ja) * 2009-12-18 2014-03-05 ダウ・イタリア・ディビジョン・コマーシャル・ソシエテ・ア・レスポンサビリテ・リミテ 低温での使用に適する消毒剤配合物
JP5643740B2 (ja) * 2010-12-27 2014-12-17 ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ 安定化された殺微生物組成物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07187920A (ja) * 1993-12-28 1995-07-25 Somar Corp 工業用防菌剤
JPH07187916A (ja) * 1993-12-28 1995-07-25 Somar Corp 工業用防菌剤
JPH08151303A (ja) * 1994-11-29 1996-06-11 Somar Corp 工業用殺菌剤組成物
JPH11189508A (ja) * 1997-12-25 1999-07-13 Nagase Kasei Kogyo Kk 殺菌剤組成物
JPH11222405A (ja) * 1998-02-03 1999-08-17 Shinto Fine Kk 工業用抗菌組成物および抗菌方法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07187920A (ja) * 1993-12-28 1995-07-25 Somar Corp 工業用防菌剤
JPH07187916A (ja) * 1993-12-28 1995-07-25 Somar Corp 工業用防菌剤
JPH08151303A (ja) * 1994-11-29 1996-06-11 Somar Corp 工業用殺菌剤組成物
JPH11189508A (ja) * 1997-12-25 1999-07-13 Nagase Kasei Kogyo Kk 殺菌剤組成物
JPH11222405A (ja) * 1998-02-03 1999-08-17 Shinto Fine Kk 工業用抗菌組成物および抗菌方法

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002017716A1 (fr) * 2000-08-31 2002-03-07 Thor Gmbh Composition biocide synergique contenant de la 2-methylisothiazoline-3-one
EP1676479A1 (fr) * 2000-08-31 2006-07-05 THOR GmbH Composition biocide
CN100441096C (zh) * 2003-07-24 2008-12-10 罗姆和哈斯公司 杀微生物的组合物
EP1924140A4 (fr) * 2005-07-08 2012-06-06 Isp Investiments Inc Composition microbicide

Also Published As

Publication number Publication date
AU5651299A (en) 2000-11-21
JP2000319113A (ja) 2000-11-21
JP4245097B2 (ja) 2009-03-25

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