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EP2205087A2 - Mélanges synergiques stables - Google Patents

Mélanges synergiques stables

Info

Publication number
EP2205087A2
EP2205087A2 EP08841360A EP08841360A EP2205087A2 EP 2205087 A2 EP2205087 A2 EP 2205087A2 EP 08841360 A EP08841360 A EP 08841360A EP 08841360 A EP08841360 A EP 08841360A EP 2205087 A2 EP2205087 A2 EP 2205087A2
Authority
EP
European Patent Office
Prior art keywords
mit
gda
cmit
materials
composition according
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP08841360A
Other languages
German (de)
English (en)
Inventor
Hermann Uhr
Peter Wachtler
Tanja Gerharz
Martin Kugler
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lanxess Deutschland GmbH
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
Publication of EP2205087A2 publication Critical patent/EP2205087A2/fr
Withdrawn legal-status Critical Current

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
    • A01N43/72—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 relates to storage-stable, synergistic combinations containing glutaric dialdehyde (GDA) and 2-methyl-2H-isothiazol-3-one (methylisothiazolinone, MIT) and optionally 2-bromo-2-nitropropane-l, 3-diol (Bronopol) and / or other active substances for the protection of technical materials.
  • GDA glutaric dialdehyde
  • MIT 2-methyl-2H-isothiazol-3-one
  • Bronopol 2-bromo-2-nitropropane-l, 3-diol
  • GDA has been known as an antimicrobial compound since the 1960's (Gorman, SP, Scott, EM and Russel, AD, 1980. Antibacterial activity, uses and mechanism of action of glutaraldehyde, J. Appl. Bacteriol, 48, 161-90. ).
  • GDA is used as a 2 to 50% by weight solution adjusted to a pH ⁇ 7. At pH values above 7, GDA shows an increasingly pronounced tendency to polymerise, but also the so-called "fast killing" effect, which is why GDA is often used as a disinfectant and sterilizer, or slimicides, as a preservative becomes.
  • MIT is usually treated with other, fast-acting isothiazolinones such as e.g. 5-chloro-2-methyl-4-isothiazolin-3-one (chloromethylisothiazolinone, CMIT) or further combined with bronopol.
  • isothiazolinones such as e.g. 5-chloro-2-methyl-4-isothiazolin-3-one (chloromethylisothiazolinone, CMIT) or further combined with bronopol.
  • Microbicidal mixtures containing GDA and CMIT and MIT are already known and are used for the preservation of technical materials.
  • DE 3313689 describes mixtures comprising GDA and CMIT and MIT, which are used for the antimicrobial treatment of cooling water systems and process waters in papermaking.
  • KR 2000015319 A describes synergistic mixtures containing GDA and CMIT and MIT for use in papermaking and for the preservation of process water.
  • JP 2002 370906 A describes mixtures comprising GDA and MIT in the ratio of 1: 1 and synergistic mixtures comprising GDA, MIT and o-phthalaidehyde.
  • the abovementioned mixtures according to the prior art have in common that they have a very low storage stability due to the formation of decomposition products, which severely restricts the technical applicability or does not fully develop the desired effect.
  • JP 03112908 describes stabilized microbicidal solutions containing GDA as well as CMIT and MIT as magnesium complex as well as polyglycols. ⁇ EP2008 / 064095
  • JP 05271015 describes mixtures containing GDA and clathrates of CMIT and MIT with 1, 1, 6,6-tetraphenyl-2,4-hexadyn-l, 6-diol.
  • Agents comprising GDA, MIT and optionally CMIT, wherein the CMIT content is 0 to 4% based on the weight ratio of CMIT to MIT and the weight ratio of GDA to MIT at least 1.1: 1, preferably 1.5: 1 to 50: 1 is more preferably 2: 1 to 20: 1 and most preferably 4: 1 to 20: 1.
  • compositions according to the invention are characterized in that they are highly effective as microbicidal agents and are particularly storage-stable.
  • compositions according to the invention are outstandingly suitable as preservatives for industrial materials.
  • technical materials generally includes, but is not limited to, the following technical materials and products:
  • Starch solutions and syrups or other starch-based products e.g. Printing thickener
  • Mineral oils and mineral oil products such as diesel fuels
  • the technical materials are preferably:
  • Starch solutions and sturries or other starch-based products e.g. Pressure thickeners - slurries of other raw materials such as color pigments (for example iron oxide pigments, carbon black pigments, titanium dioxide pigments) or slurries of inorganic fillers and pigments such as kaolin, calcium carbonate, gypsum, bentonite, magnesium silicates, smectide or talcum.
  • color pigments for example iron oxide pigments, carbon black pigments, titanium dioxide pigments
  • inorganic fillers and pigments such as kaolin, calcium carbonate, gypsum, bentonite, magnesium silicates, smectide or talcum.
  • the technical materials are:
  • inorganic fillers and pigments such as kaolin, calcium carbonate, gypsum, bentonite, magnesium silicates, smectite or talc.
  • compositions of the invention are used to protect engineering materials as described above; They are particularly effective against bacteria, yeasts and against slime organisms and in the presence of another fungicide additionally against molds.
  • the following microorganisms may be mentioned: Altemaria such as Altemaria tenuis, Aspergillus such as Aspergillus niger, Chaetomium such as Chaetomium globosum, Fusarium such as Fusarium solani, Lentinus such as Lentinus tigrinus, Penicillium such as Penicillium glaucum;
  • Alcaligenes such as Alcaligenes faecalis, Bacillus such as Bacillus subtilis, Escherichia such as Escherichia coli, Pseudomonas such as Pseudomonas aeruginosa or Pseudomonas fluorescens, Staphylococcus such as Staphylococcus aureus;
  • Candida like Candida albicans, Geotrichum like Geotrichum candidum, Rhodotorula like Rhodotorula rubra.
  • the agents according to the invention may additionally contain one or more active substances which are selected from the group:
  • TMAD 1,
  • the agents according to the invention for achieving an additional fungicidal action additionally contain one or more fungicides.
  • Preferred fungicides are selected from the group:
  • compositions according to the invention may contain between 0 and 4% CMIT, preferably 0 to 2%, more preferably 0 to 1% and most preferably 0 to 0.5%, based on the weight of the amount of MIT also present.
  • the sum of GDA and MIT can be varied over a wide range.
  • the sum of GDA and MIT is from 1 to 80% by weight, preferably from 2 to 70% by weight and more preferably from 5 to 60% by weight.
  • the agents according to the invention are preferably aqueous and may additionally contain polyhydric alcohols to further improve the storage stability.
  • Polyhydric alcohols include glycols such as diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycols of 200 to 10,000 molecular weight, dipropylene glycol, tripropylene glycol or polypropylene glycol of 200 to 10,000 molecular weight.
  • the proportion of other active ingredients optionally used in the inventive compositions can vary within a wide range and depends strongly on the nature of the active ingredient and the medium to be protected. In general, it may be between 0.2 and 30% by weight, preferably between 0.5 and 25% by weight and more preferably between 1 and 20% by weight.
  • the invention also includes the technical materials treated with the agents according to the invention.
  • the invention also encompasses a method for antimicrobial finishing of technical materials, which is characterized in that technical materials are treated with an agent according to the invention.
  • the invention encompasses the use of GDA and MIT for the preparation of the agents according to the invention, as well as the use of the inventive agents for the protection of industrial materials.
  • inventive compositions are characterized by the fact that they are highly effective as microbicidal agents and particularly stable on storage. Examples
  • MIC (A) concentration of substance A that inhibits microbial growth
  • MIC (B) concentration of substance B that inhibits microbial growth
  • MIC (A + B) concentration of substance A + B that inhibits microbial growth
  • SI> 1 means antagonism
  • Preventol GDA 50 containing 50% glutaric aldehyde
  • Kathon 39 FG containing 24.3% of a salt-free mixture of chloromethylisothiazolinone and methylisothiazolinone
  • 72.3 g of water were mixed together, stored at 40 ° C. and analyzed analytically after 1 and 2 months, respectively.

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

L'invention concerne des combinaisons à effet synergique, stables au stockage, contenant glutardialdéhyde (GDA) et 2-méthyl-2H-isothiazol-3-one (méthylisothiazolinone, MIT) et éventuellement 2-bromo-2-nitropropane-1,3-diol (bronopol) et/ou d'autres agents actifs pour la protection de matériaux techniques.
EP08841360A 2007-10-25 2008-10-20 Mélanges synergiques stables Withdrawn EP2205087A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102007051006A DE102007051006A1 (de) 2007-10-25 2007-10-25 Stabile, synergistische Mischungen
PCT/EP2008/064095 WO2009053325A2 (fr) 2007-10-25 2008-10-20 Mélanges synergiques stables

Publications (1)

Publication Number Publication Date
EP2205087A2 true EP2205087A2 (fr) 2010-07-14

Family

ID=40490155

Family Applications (1)

Application Number Title Priority Date Filing Date
EP08841360A Withdrawn EP2205087A2 (fr) 2007-10-25 2008-10-20 Mélanges synergiques stables

Country Status (8)

Country Link
US (1) US20110009462A1 (fr)
EP (1) EP2205087A2 (fr)
JP (1) JP2011500754A (fr)
KR (1) KR20100087021A (fr)
CN (1) CN101868150A (fr)
BR (1) BRPI0818707A2 (fr)
DE (1) DE102007051006A1 (fr)
WO (1) WO2009053325A2 (fr)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2671873A1 (fr) 2012-06-06 2013-12-11 Solvay Sa Procédé de diagnostic de moteur à combustion interne par l'analyse de ses gaz d'échappement et dispositif pour sa mise en ýuvre
CN104602519B (zh) * 2012-09-18 2018-08-14 陶氏环球技术有限公司 杀微生物组合物
CN103881774B (zh) * 2012-12-23 2016-06-15 北京合创同盛科技有限公司 一种稳定液态烃油的添加剂
EP2977381B1 (fr) 2013-03-19 2018-09-26 Daiichi Sankyo Company, Limited Dérivé terpénoïde
CN105052948B (zh) * 2015-08-26 2017-06-13 山东天庆科技发展有限公司 杀生剂及其制备方法
US20200229439A1 (en) * 2015-09-09 2020-07-23 Thor Gmbh Storage Stable Biocide Composition
CN108882710B (zh) * 2016-04-05 2024-01-26 托尔有限公司 含有5-氯-2-甲基异噻唑啉-3-酮的协同杀生物剂组合物
CN105875592B (zh) * 2016-05-11 2018-07-24 陕西省石油化工研究设计院 一种杀链孢霉用复合药剂
JP7106092B2 (ja) 2018-03-08 2022-07-26 無臭元工業株式会社 防虫剤
CN108486956A (zh) * 2018-06-26 2018-09-04 潍坊科技学院 一种特种造纸复配型防霉剂
CN109221175A (zh) * 2018-09-30 2019-01-18 高菠 一种水稻恶苗病杀菌剂组合物及制备方法
JP6876663B2 (ja) * 2018-10-16 2021-05-26 日本エイアンドエル株式会社 電池電極用組成物及び電池電極用バインダー組成物
CN111840283B (zh) * 2020-09-07 2022-11-25 南京艾力彼兽药研究所有限公司 异噻唑啉酮作为抗菌药物的增效剂的应用

Citations (2)

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KR20000015319A (ko) * 1998-08-28 2000-03-15 조민호 3-이소티아졸론 및 글루타르알데히드를 포함하는 살균 조성물
EP1315519A2 (fr) * 2000-08-08 2003-06-04 Technion Research And Development Foundation Ltd. Procedes et compositions pharmaceutiques permettant de moduler l'angiogenese

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DE3313689A1 (de) 1982-04-19 1983-10-27 Dearborn Chemicals Ltd., Widnes, Cheshire Biocide
US4851449A (en) * 1987-05-21 1989-07-25 Surgikos, Inc. Odorless aromatic dialdehyde disinfecting and sterilizing composition
JPH01272506A (ja) 1988-04-23 1989-10-31 Somar Corp 防菌剤
US5306725A (en) * 1989-03-01 1994-04-26 Katayama Chemical Inc. Stabilized isothiazolone liquid formulation
JP2834219B2 (ja) 1989-09-27 1998-12-09 株式会社片山化学工業研究所 工業用殺菌・静菌組成物の安定化方法
JP3018729B2 (ja) 1992-03-25 2000-03-13 栗田工業株式会社 工業用抗菌剤
BR9509598A (pt) * 1994-11-04 1998-01-06 Betzdearborn Inc Composição microbiocida processo para inibir ou controlar o crescimento e e a deposição de organismos formadores de lodo em sistemas aquosos e combinação microbiocida de materiais
JPH08231316A (ja) * 1994-12-27 1996-09-10 Nippon Soda Co Ltd 防菌防カビ用組成物
US6437020B1 (en) * 1999-12-21 2002-08-20 Amick David Richard Polymer stabilization
JP4726333B2 (ja) 2001-06-11 2011-07-20 住化エンビロサイエンス株式会社 工業用抗菌組成物及び抗菌方法
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Patent Citations (2)

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Publication number Priority date Publication date Assignee Title
KR20000015319A (ko) * 1998-08-28 2000-03-15 조민호 3-이소티아졸론 및 글루타르알데히드를 포함하는 살균 조성물
EP1315519A2 (fr) * 2000-08-08 2003-06-04 Technion Research And Development Foundation Ltd. Procedes et compositions pharmaceutiques permettant de moduler l'angiogenese

Also Published As

Publication number Publication date
BRPI0818707A2 (pt) 2014-10-07
CN101868150A (zh) 2010-10-20
JP2011500754A (ja) 2011-01-06
WO2009053325A2 (fr) 2009-04-30
WO2009053325A3 (fr) 2010-04-01
KR20100087021A (ko) 2010-08-02
US20110009462A1 (en) 2011-01-13
DE102007051006A1 (de) 2009-04-30

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