WO2009053325A2 - Stabile, synergistische mischungen - Google Patents
Stabile, synergistische mischungen Download PDFInfo
- Publication number
- WO2009053325A2 WO2009053325A2 PCT/EP2008/064095 EP2008064095W WO2009053325A2 WO 2009053325 A2 WO2009053325 A2 WO 2009053325A2 EP 2008064095 W EP2008064095 W EP 2008064095W WO 2009053325 A2 WO2009053325 A2 WO 2009053325A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- mit
- gda
- cmit
- materials
- composition according
- Prior art date
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
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN200880116322A CN101868150A (zh) | 2007-10-25 | 2008-10-20 | 稳定的协同混合物 |
EP08841360A EP2205087A2 (de) | 2007-10-25 | 2008-10-20 | Stabile, synergistische mischungen |
JP2010530415A JP2011500754A (ja) | 2007-10-25 | 2008-10-20 | 安定な相乗混合物 |
BRPI0818707-0A2A BRPI0818707A2 (pt) | 2007-10-25 | 2008-10-20 | Misturas sinérgicas estáveis |
US12/738,938 US20110009462A1 (en) | 2007-10-25 | 2008-10-28 | Stable, synergistic mixtures |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102007051006A DE102007051006A1 (de) | 2007-10-25 | 2007-10-25 | Stabile, synergistische Mischungen |
DE102007051006.5 | 2007-10-25 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2009053325A2 true WO2009053325A2 (de) | 2009-04-30 |
WO2009053325A3 WO2009053325A3 (de) | 2010-04-01 |
Family
ID=40490155
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2008/064095 WO2009053325A2 (de) | 2007-10-25 | 2008-10-20 | Stabile, synergistische mischungen |
Country Status (8)
Country | Link |
---|---|
US (1) | US20110009462A1 (de) |
EP (1) | EP2205087A2 (de) |
JP (1) | JP2011500754A (de) |
KR (1) | KR20100087021A (de) |
CN (1) | CN101868150A (de) |
BR (1) | BRPI0818707A2 (de) |
DE (1) | DE102007051006A1 (de) |
WO (1) | WO2009053325A2 (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017041878A1 (de) * | 2015-09-09 | 2017-03-16 | Thor Gmbh | Lagerstabile biozidzusammensetzung |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2671873A1 (de) | 2012-06-06 | 2013-12-11 | Solvay Sa | Verfahren zur Zyklisierung von Hydrazinacrylsäurederivaten |
US9345242B2 (en) * | 2012-09-18 | 2016-05-24 | Dow Global Technologies Llc | Microbicidal composition |
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 |
JP6328102B2 (ja) * | 2013-03-19 | 2018-05-23 | 第一三共株式会社 | テルペノイド誘導体 |
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 |
EP3439476A1 (de) * | 2016-04-05 | 2019-02-13 | THOR GmbH | Synergistische biozidzusammensetzungen enthaltend 5-chlor-2-methylisothiazolin-3-on |
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 |
CN115487182B (zh) * | 2020-09-07 | 2024-01-16 | 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 (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002370906A (ja) * | 2001-06-11 | 2002-12-24 | Shinto Fine Co Ltd | 工業用抗菌組成物及び抗菌方法 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
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 |
KR100283139B1 (ko) | 1998-08-28 | 2001-04-02 | 조민호 | 3-이소티아졸론 및 글루타르알데히드를 포함하는 살균 조성물 |
US6437020B1 (en) * | 1999-12-21 | 2002-08-20 | Amick David Richard | Polymer stabilization |
DK2078531T3 (da) * | 2000-08-08 | 2012-09-10 | Technion Res & Dev Foundation | Farmaceutiske sammensætninger og fremgangsmåder, der kan anvendes til modulering af angiogenese |
US20040109853A1 (en) * | 2002-09-09 | 2004-06-10 | Reactive Surfaces, Ltd. | Biological active coating components, coatings, and coated surfaces |
JP2005028853A (ja) * | 2003-07-11 | 2005-02-03 | Sakata Corp | オフセット印刷用湿し水組成物 |
-
2007
- 2007-10-25 DE DE102007051006A patent/DE102007051006A1/de not_active Withdrawn
-
2008
- 2008-10-20 EP EP08841360A patent/EP2205087A2/de not_active Withdrawn
- 2008-10-20 JP JP2010530415A patent/JP2011500754A/ja active Pending
- 2008-10-20 WO PCT/EP2008/064095 patent/WO2009053325A2/de active Application Filing
- 2008-10-20 BR BRPI0818707-0A2A patent/BRPI0818707A2/pt not_active Application Discontinuation
- 2008-10-20 KR KR1020107011252A patent/KR20100087021A/ko not_active Application Discontinuation
- 2008-10-20 CN CN200880116322A patent/CN101868150A/zh active Pending
- 2008-10-28 US US12/738,938 patent/US20110009462A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2002370906A (ja) * | 2001-06-11 | 2002-12-24 | Shinto Fine Co Ltd | 工業用抗菌組成物及び抗菌方法 |
Non-Patent Citations (1)
Title |
---|
See also references of EP2205087A2 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2017041878A1 (de) * | 2015-09-09 | 2017-03-16 | Thor Gmbh | Lagerstabile biozidzusammensetzung |
Also Published As
Publication number | Publication date |
---|---|
BRPI0818707A2 (pt) | 2014-10-07 |
EP2205087A2 (de) | 2010-07-14 |
US20110009462A1 (en) | 2011-01-13 |
WO2009053325A3 (de) | 2010-04-01 |
DE102007051006A1 (de) | 2009-04-30 |
JP2011500754A (ja) | 2011-01-06 |
KR20100087021A (ko) | 2010-08-02 |
CN101868150A (zh) | 2010-10-20 |
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