EP1835806A2 - Preparations a base de matieres solides rendues antimicrobiennes - Google Patents

Preparations a base de matieres solides rendues antimicrobiennes

Info

Publication number
EP1835806A2
EP1835806A2 EP05849257A EP05849257A EP1835806A2 EP 1835806 A2 EP1835806 A2 EP 1835806A2 EP 05849257 A EP05849257 A EP 05849257A EP 05849257 A EP05849257 A EP 05849257A EP 1835806 A2 EP1835806 A2 EP 1835806A2
Authority
EP
European Patent Office
Prior art keywords
methyl
isothiazolin
water
mixture
benzisothiazolin
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Withdrawn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
EP05849257A
Other languages
German (de)
English (en)
Inventor
Peter Wachtler
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 EP1835806A2 publication Critical patent/EP1835806A2/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Withdrawn legal-status Critical Current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 antimicrobially finished aqueous preparations of water-insoluble solids containing l, 2-benzisothiazolin-3-one (BIT) and at least one further biocidal active substance, and to a process for the preparation of these preparations and to the use of active substance mixtures of 1,2-benzisothiazolinone 3-one and at least one other biocidal active ingredient for the protection of preparations of water-insoluble solids.
  • BIT 2-benzisothiazolin-3-one
  • Aqueous preparations such as suspensions or dispersions of water-insoluble solids, such as minerals, fillers or pigments, are, due to their good processability or the possibility of specific adjustment of customer-specific substance parameters, a raw material component that is widely used in practice.
  • These products are characterized in that in them a water-insoluble solid component with the addition of a dispersing aid and optionally other additives in water so distributed, i. is suspended, dispersed or slurried, the mixtures are formed with a solids content of 40-80%.
  • a dispersing aid e.g. Kaolin or calcium carbonate slurries in the paper industry as a filler in the wet-end or as a constituent of coating colors in the production of coated papers.
  • Dazomet a biocide that works well in principle, undergoes rapid degradation with release of toxic and strong-smelling gases, especially in alkaline-adjusted products (e.g., talc or calcium carbonate lurries).
  • Bronopol an excellent bactericide, is degraded faster under the harsh conditions (high pH and temperatures) of slurry production and processing under unfavorable conditions than effect can occur.
  • Formaldehyde or the formaldehyde releasers derived therefrom are a good-acting and sufficiently stable preservative, in particular against bacteria. Due to toxicological concerns and legal regulations, however, this proven preservative can no longer be used in many countries.
  • Benzisothiazolinone a very stable and easy-to-use preservative, has an unbalanced spectrum of activity, especially against certain types of bacteria dominating in mineral slurries, and is also a relatively slow-acting biocide. To make matters worse in this drug that the required high dosages are associated with a relatively high price, so that benzisothiazolinone for economic reasons, no outstanding position in the conservation of mineral slurries of the type described above can take.
  • the invention therefore an object of the invention to provide an aqueous preparation of water-insoluble solids, which avoids the above-mentioned problems and very well during the entire manufacturing process, and the subsequent logistical processing, is protected against microbial attack and thus ensures a perfect microbiological quality of the products until final consumption.
  • the present invention therefore antimicrobially finished aqueous compositions of water-insoluble solids containing a mixture of 1,2-Benzisothia- zolin-3-one and at least one other biocidal active ingredient.
  • biocidal active substances besides l, 2-benzisothiazolin-3-one, the following compounds are preferably suitable:
  • Isothiazolinone from the series 5-chloro-2-methyl-4-isothiazolin-3-one (CMIT) and 2-methyl-4-isothiazolin-3-one (MIT);
  • Formaldehyde releasing agents based on O-formals such as e.g. Benzylhemiformal, ethylene glycol bis-hemiformal, ethylene glycol hemiformal;
  • Formaldehyde releasing agents based on N-formals such as e.g. 3-dimethylol-5,5-dimethyl-dendoin (DMDMH), tetramethylolacetylenediurea (TMAD), N, N'-dimethylolurea, N-methylolurea, 4,4-dimethyl-1,3-oxazolidine; Diazolidinyl urea, imidazolidinyl urea, 3,3'-methylene-bis (5-methyloxazolidine), 1,3,5-hexahydotriazine, sodium (hydroxymethyl) glycinate, 7a-ethyl dihydro-1H, 3H, 5H-oxazolo [3 , 4-c] oxazole;
  • N-formals such as e.g. 3-dimethylol-5,5-dimethyl-dendoin (DMDMH), tetramethylolacetylenediurea (TMAD
  • bromine-containing biocides such as 2-bromo-2-nitropropane-1,3-diol (Bronopol) and dibromodicyanobutane (DBDCB);
  • the preparations according to the invention particularly preferably comprise mixtures of 1,2-benzothiazolin-3-one with the other biocidal active substances 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one on.
  • aqueous preparations according to the invention are preferably suspensions, dispersants or slurries.
  • the solid, water-insoluble solids contained in the preparations according to the invention are preferably natural or synthetic minerals, fillers or pigments based on natural or synthetic raw materials such as e.g. Aluminum hydroxide, aluminum silicate, titanium dioxide, iron oxide, kaolin, calcium carbonate or talc.
  • the preparations according to the invention preferably have a content of water-insoluble constituents of from 40 to 80% by weight.
  • a mixture of 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one in the weight ratio of 1-50 g (1-chloro-2-methyl-4-isothiazolin-3-one) is preferably used in the preparations according to the invention as another biocidal active substance.
  • 50 ppm in particular from 5 to 30 g (5 to 30 ppm), based on 1 ton of the preparations according to the invention.
  • concentrations of the biocidal active substances in the preparations according to the invention are in the range from 10 to 500 ppm for 1,2-benzisothiazolin-3-one, and in the range from 1 to 5000 ppm in each case for the second component or the sum of the further components on the total weight of the preparation.
  • the proportions of 1,2-benzisothiazolin-3-one (BIT) and the second or further active compound component (s) can vary over a wide range.
  • the ratio benzisothiazolinone (BIT) to the second or the sum of the further active ingredient component (s) is normally in a weight ratio of 100: 1 to 1: 100, preferably 50: 1 to 1:50, particularly preferably 10: 1 to 1:10.
  • the preparations according to the invention are preferably aqueous suspensions, dispersions or slurries of calcium carbonate or talc or kaolin in water, the solids content being 40-80% by weight and the content of the total of biocidal active substances being 1-5000 ppm, in each case based on the total weight of the preparation.
  • the aqueous preparations according to the invention have a high resistance to infestation by microorganisms, in particular by aerobic or anaerobic bacterial species, and thus allow trouble-free handling of the products during production, storage, transport and final processing.
  • microorganisms in particular by aerobic or anaerobic bacterial species
  • examples of types of microorganisms that can colonize aqueous suspensions, dispersions or slurries of minerals, fillers or pigments are, in particular, aerobic and anaerobic bacterial species. Without limiting the following types are mentioned:
  • Alcaligenes such as Alcaligenes faecalis Bacillus, such as Bacillus firmus
  • Corynebacterium such as Corynebacterium aquaticum Desulfovibrio desulfuricans Enterobacter such as Enterobacter aerogenes,
  • Enterococci such as Enterococcus faecalis Escherichia such as Escherichia coli
  • Proteus such as Proteus vulgaris Pseudomonas such as Pseudomonas aeruginosa
  • Schewanella such as Schewanella putrefaciens
  • Serratia such as Serratia marescens Staphylococcus such as Staphylococcus aureus.
  • the antimicrobially finished preparations according to the invention are surprisingly distinguished by the fact that the incorporated biocidal active compounds have an unexpectedly high, synergistic increase in activity in specific mixing ratios. It follows that the required for the antimicrobial equipment use concentrations of the active ingredient components of the invention, compared with the necessary concentrations in the case of the respective individual active ingredients, can be reduced. This is extremely advantageous in terms of economic, ecological, and aannwweenndduunnggsteentechniehngchennes GGeessiicchhttssppuunnkktteenn and represents a contribution to increasing the preservation quality.
  • the preparations according to the invention may additionally contain one or more other biocides
  • the antimicrobially finished aqueous formulations according to the invention can be prepared by dispersing, suspending or slurrying water-insoluble solids, preferably minerals, pigments or fillers, with the addition of a dispersing agent and optionally further additives in water and with the biocidal active mixture of 1,2-benzene - Added sothiazolin-3-one and at least one other biocidal compound, optionally with the addition of one or more solvents and optionally further antimicrobial compounds.
  • Another object of the present invention is the use of a mixture of 1,2-benzisothiazolin-3-one and at least one other biocidal active ingredient from the series of isothiazolinones, formaldehyde and Formaldehydabspalter, the bromine-containing biocides and o-phenylphe- nol for the protection of aqueous preparations of water-insoluble solids, inns in particular suspensions •, dispersions and slurries of minerals, pigments or fillers.
  • Preferred isothiazolinones, formaldehyde releasers and bromine-containing biocides are the abovementioned compounds used in the preparations according to the invention.
  • mixtures to be used according to the invention can be incorporated in the preparations to be protected during the production process of these preparations, during storage or before and / or during the transport of the preparations, in a manner known per se.
  • the application of the biocidal active substance mixtures to be used according to the invention can be carried out either separately in the form of a metered addition of the individual active ingredients to the preparation to be protected, as appropriate Preservation task an individual adjustment of the concentration ratio can be made, or it can be done the addition of a finished active ingredient mixture.
  • the biocidal active substance mixture can be converted beforehand into a customary formulation, such as e.g. in a solution, emulsion, suspension, a powder, a foam, in pastes, granules, aerosols and in finely encapsulated form in polymeric substances, transferred.
  • formulations can be prepared in a manner known per se, for example by mixing the mixture or the individual active substances contained therein with extenders, ie liquid solvents, liquefied gases under pressure and / or solid carriers, if appropriate using surface-active agents, ie emulsifiers and / or or dispersants and / or foam-forming agents.
  • extenders ie liquid solvents, liquefied gases under pressure and / or solid carriers, if appropriate using surface-active agents, ie emulsifiers and / or or dispersants and / or foam-forming agents.
  • organic solvents may additionally be used as auxiliary solvents.
  • Suitable liquid solvents are essentially: alcohols, such as butanol or 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 or dimethyl sulfoxide, as well as water;
  • liquefied gaseous diluents or carriers are meant those liquids which are gaseous at normal temperature and under normal pressure, for example aerosol propellants, such as halogenated hydrocarbons as well as butane, propane, nitrogen and carbon dioxide;
  • suitable solid carriers are: for example ground natural minerals, such as kaolins, clays, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic minerals, such as finely divided silica, alumina and silicates; as solid carriers for granules are: for
  • Adhesives and thickeners such as carboxymethylcellulose, methylcellulose, natural and synthetic, powdery, granular or latex-like polymers can be used in the formulations, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids such as cephalins and lecithins and synthetic phospholipids.
  • Other additives may be mineral and vegetable oils.
  • the active compound combinations to be used according to the invention prepared as described above comprise the active compounds in concentrations of 5 to 50% by weight, preferably 5 to 30% by weight, calculated as the sum of all active ingredient components.
  • the use concentrations of the active compound combinations to be used depend on the nature and occurrence of the microorganisms to be controlled, the initial microbial load and the expected storage time of the suspensions or dispersions of minerals, fillers or pigments to be protected. The optimum amount can be determined by preliminary tests and test series on a laboratory scale as well as by supplementary operating tests. In general, the use concentrations in the range of 0.01 to 5 wt .-%, preferably from 0.05 to 1.0 wt .-% of the active ingredient mixtures, based on the suspensions or dispersions of minerals, fillers or pigments to be protected.
  • the mineral slurries according to the invention are distinguished by a surprisingly good antimicrobial resistance.
  • the use according to the invention of the biocidal active ingredient components results in a synergistic effect, i. the effectiveness of the mixtures is better than would be deduced from the effectiveness of the individual components.
  • the Microbiological Stress Test verifies the susceptibility of water-based systems to microbial attack and the effects of preservatives.
  • the preservatives are incorporated in defined concentrations in the water-based systems.
  • storage at elevated temperatures eg 7 days 40 0 C, 3 days 60 0 C oa
  • contamination with microorganisms of a defined type occurs at weekly intervals over a test period of a maximum of 6 weeks. It is determined by counting the number of germs 2-3 or 7 days after each contamination whether complete kill or at least inhibition of proliferation of the microorganisms introduced has occurred in comparison with the non-conserved control samples.
  • Citrobacter friend Corynebacterium sp Very good effectiveness is achieved if the preserved samples cause a kill of the introduced microorganisms even after 6 cycles of contamination. A satisfactory effect is present when a greatly reduced microbial level is observed compared to the unpreserved sample.

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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

L'invention concerne des préparations aqueuses rendues antimicrobiennes comprenant des matières solides non solubles dans l'eau, contenant du 1,2-Benzisothiazoline-3-one (BIT) et au moins un autre agent actif biocide. Les préparations sont caractérisées en ce qu'elles présentent une action rapide dans une action dans le temps malgré la faible concentration des mélanges biocides introduits et une bonne compatibilité avec l'environnement.
EP05849257A 2005-01-13 2005-12-16 Preparations a base de matieres solides rendues antimicrobiennes Withdrawn EP1835806A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102005001566A DE102005001566A1 (de) 2005-01-13 2005-01-13 Antimikrobiell ausgerüstete Feststoff-Zubereitungen
PCT/EP2005/013596 WO2006074788A2 (fr) 2005-01-13 2005-12-16 Preparations a base de matieres solides rendues antimicrobiennes

Publications (1)

Publication Number Publication Date
EP1835806A2 true EP1835806A2 (fr) 2007-09-26

Family

ID=36587323

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05849257A Withdrawn EP1835806A2 (fr) 2005-01-13 2005-12-16 Preparations a base de matieres solides rendues antimicrobiennes

Country Status (8)

Country Link
US (1) US20080009532A1 (fr)
EP (1) EP1835806A2 (fr)
AU (1) AU2005324894A1 (fr)
CA (1) CA2593827A1 (fr)
DE (1) DE102005001566A1 (fr)
MX (1) MX2007008468A (fr)
NO (1) NO20074085L (fr)
WO (1) WO2006074788A2 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2013200792B2 (en) * 2007-06-21 2013-08-29 Rohm And Haas Company Microbicidal composition
CA2707743C (fr) * 2007-06-21 2013-12-31 Rohm And Haas Company Composition microbicide comportant de la n-methyl-1,2-benzisothiazolin-3-one et au moins de la 2-n-octyl-4-isothiazolin-3-one ou un melange de chloro-2-methyl-4-isothiazolin-3-one et de 2-methyl-4-isothiazolin-3-one
CN101255385B (zh) * 2008-04-10 2011-03-16 杨壮 一种清洁剂及含有这种清洁剂的清洁用品
CA2782431C (fr) * 2009-12-07 2015-08-11 Omya Development Ag Procede de stabilisation bacterienne de preparations minerales comprenant du carbonate de calcium naturel broye aqueux et/ou du carbonate de calcium precipite et/ou de la dolomiteet/ou du carbonate de calcium ayant reagi en surface
EP2329712A1 (fr) * 2009-12-07 2011-06-08 Omya Development AG Procédé pour la stabilisation bactérienne du carbonate de calcium aqueux naturel et/ou du carbonate de calcium précipité et/ou de la dolomite et/ou de préparations minérales comprenant du carbonate de calcium à réaction en surface
US9428472B2 (en) 2011-08-16 2016-08-30 Georgetown University Methods of treating bacterial infections with 1,2-benzisothiazolinone and isoindolinone derivatives
US10793451B2 (en) 2015-06-30 2020-10-06 Bulk Chemical Services, LLC. Method for treating water used in oil field applications to inhibit bacterial growth with methylammonium monomethyldithiocarbamate
US10357213B2 (en) * 2016-01-20 2019-07-23 Dental Imaging Technologies Corporation Positioning and retaining system for intra-oral sensors
US11116217B2 (en) * 2016-04-05 2021-09-14 Thor Gmbh Synergistic biocidal compositions containing 5-chloro-2-methylisothiazolin-3-one
EP4003013A4 (fr) * 2019-07-31 2022-09-07 Siemens Healthcare Diagnostics, Inc. Formulations de biocide améliorées pour la conservation d'un capteur de détection d'analyte (s) et procédé (s) d'utilisation et de celle-ci

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US5004749A (en) * 1989-04-20 1991-04-02 Imperial Chemical Industries Plc Concentrated aqueous solution of glutaraldehyde and 1,2-benzisothiazolin-3-one
EP0900525A1 (fr) * 1997-08-20 1999-03-10 Thor Chemie Gmbh Composition biocide synergique
JP2000038306A (ja) * 1998-07-23 2000-02-08 Katayama Chem Works Co Ltd 工業的防腐防かび方法
JP2001192308A (ja) * 2000-01-06 2001-07-17 Shoei Kagaku Kk 工業用殺菌・防腐剤及びその殺菌・防腐方法
JP4377521B2 (ja) * 2000-04-28 2009-12-02 株式会社パーマケム・アジア 工業用殺菌剤及び殺菌方法
DE10235027A1 (de) * 2002-07-31 2004-02-12 Degussa Ag Wäßrige, kolloidale, gefrier- und lagerstabile Gasrußsuspension
JP4567955B2 (ja) * 2002-08-05 2010-10-27 日本エンバイロケミカルズ株式会社 工業用抗菌組成物
JP3502628B1 (ja) * 2002-12-09 2004-03-02 日本エンバイロケミカルズ株式会社 工業用殺菌組成物
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JP5194205B2 (ja) * 2004-02-19 2013-05-08 住化エンビロサイエンス株式会社 工業用抗菌組成物

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Also Published As

Publication number Publication date
AU2005324894A1 (en) 2006-07-20
DE102005001566A1 (de) 2006-07-27
WO2006074788A3 (fr) 2007-07-26
MX2007008468A (es) 2007-11-12
WO2006074788A2 (fr) 2006-07-20
CA2593827A1 (fr) 2006-07-20
NO20074085L (no) 2007-10-02
US20080009532A1 (en) 2008-01-10

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