EP1562425A1 - Substances microbicides - Google Patents

Substances microbicides

Info

Publication number
EP1562425A1
EP1562425A1 EP03758070A EP03758070A EP1562425A1 EP 1562425 A1 EP1562425 A1 EP 1562425A1 EP 03758070 A EP03758070 A EP 03758070A EP 03758070 A EP03758070 A EP 03758070A EP 1562425 A1 EP1562425 A1 EP 1562425A1
Authority
EP
European Patent Office
Prior art keywords
mixture according
active
bit
tmad
microorganisms
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Withdrawn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
EP03758070A
Other languages
German (de)
English (en)
Inventor
Peter Wachtler
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 EP1562425A1 publication Critical patent/EP1562425A1/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Withdrawn legal-status Critical Current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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • 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 application relates to new mixtures containing 1,2-benzisothiazolinone (BIT) and tetramethylolacetylene diurea (TMAD), processes for their preparation and their use for protecting technical materials and products from attack and destruction by microorganisms, and microbicidal agents based on these new mixtures ,
  • BIT 1,2-benzisothiazolinone
  • TMAD tetramethylolacetylene diurea
  • 1, 2-Benzisothiazolinone (BIT) or its sodium, potassium or lithium salts have long been used in practice for the preparation of microbicidal formulations.
  • 1,2-Benzisothiazolinone (BIT) is characterized by good chemical and thermal stability and basically has a broad antimicrobial effect (bacteria, fungi, yeasts). However, the effective level against certain types of bacteria is not always satisfactory and the observed level
  • the speed of action is in some cases not sufficient to avoid microbiologically induced material damage.
  • Tetramethylolacetylenediourea is a well-known biocide based on a formaldehyde releaser and has already been used for a wide variety of industrial preservation applications (adhesives, paints, concrete additives, etc.). Tetramethylolacetylene diurea (TMAD) has the favorable properties typical of a formaldehyde releaser, e.g. good bactericidal activity, rapid onset of action and gas phase activity. However, due to the limited spectrum of activity of formaldehyde releasers (focus on bacteria) in practice, in order to achieve satisfactory results, dosing quantities are necessary in some cases that appear to be in need of improvement in terms of safe and economical use.
  • the present invention therefore relates to mixtures which are characterized in that they contain 1,2-benzisothiazolinone (BIT) and / or its sodium, potassium or lithium salts and tetramethylolacetylene diurea (TMAD) as active components.
  • BIT 1,2-benzisothiazolinone
  • TMAD tetramethylolacetylene diurea
  • the mixtures according to the invention have a strong action against microorganisms and can be used to protect industrial materials against attack and destruction by microorganisms.
  • the mixtures according to the invention are surprisingly characterized in that they have an unexpectedly high, synergistic increase in activity in specific mixing ratios. It follows from this that the concentrations required to protect technical products in the case of the mixtures according to the invention can be reduced compared to the concentrations required in the case of the individual active compounds. This is extremely advantageous from an economic, ecological and application point of view and makes a contribution to increasing the quality of the preservation.
  • Chemical building products such as concrete additives, for example based on molasses, lignin sulfonates or polyacrylates, bitumen emulsions or joint sealants
  • the mixtures according to the invention can additionally contain one or more further biocidal active ingredients.
  • the compounds are the mixing partners
  • Quaternary ammonium salts e.g. N-alkyl-N, N-dimethyl-benzyl-ammonium chloride
  • BIT 1,2-benzisothiazolinone
  • TMAD tetramethylolacetylene diurea
  • the mixtures according to the invention can be used in material protection to protect industrial materials, in particular to protect aqueous functional liquids; they are effective against bacteria, mold, yeast and mucus organisms.
  • the following microorganisms may be mentioned as examples, but without limitation: Alternaria like Alternaria tenuis, Aspergillus like Aspergillus niger, Chaetomium like Chaetomium globosum, Fusarium like Fusarium solani, Lentinus like Lentinus tigrinus, Penicillium like 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 such as Candida albicans, Geotrichum such as Geotrichum candidum, Rhodotorula such as Rhodotorula rubra.
  • the mixtures according to the invention can be prepared by the
  • the mixtures according to the invention can either be applied separately in the form of a metering in of the individual active compounds, depending on the preservation problem present, an individual setting of the concentration ratio can be carried out, or the finished items can be metered in Mixing done. It is also possible to previously mix the mixture according to the invention in a customary formulation such as Solutions, emulsions, suspensions,
  • Powders, foams, pastes, granules, aerosols and very fine encapsulations to be converted into polymeric substances.
  • formulations are prepared in a manner known per se, for example by mixing the mixture according to the invention or individual active ingredients contained therein with extenders, that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersing agents and / or foaming agents. If water is used as an extender, organic solvents can, for example, also be used as auxiliary solvents.
  • extenders that is to say liquid solvents, pressurized liquefied gases and / or solid carriers, if appropriate using surface-active agents, that is to say emulsifiers and / or dispersing agents and / or foaming agents.
  • surface-active agents that is to say emulsifiers and / or dispersing agents and / or foaming agents.
  • organic solvents can, for example, also be used as auxiliary solvents.
  • liquid solvents such as butanol or glycols and their ethers and esters, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents such as dimethylformamide or dimethyl sulfoxide, and water;
  • Liquefied gaseous extenders or carriers mean liquids which are gaseous at normal temperature and under normal pressure, for example
  • Aerosol propellants such as halogenated hydrocarbons and butane, propane, nitrogen and carbon dioxide
  • solid carriers are possible: e.g. natural rock powders such as kaolins, alumina, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock powders such as highly disperse silica, aluminum oxide and silicates; solid carriers for granules are possible: e.g.
  • emulsifying and / or foaming agents are possible: e.g. non-ionic and anionic emulsifiers, such as
  • Polyoxyethylene fatty acid esters polyoxyethylene fatty alcohol ethers, e.g. Alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates and protein hydrolysates; as dispersants are e.g. Lignin sulfite leaching in question.
  • Adhesives and thickeners such as carboxymethyl cellulose, natural and synthetic, powdery, granular or latex-shaped polymers, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospholipids, such as cephalins and lecithins and synthetic phospholipids, can be used in the formulations.
  • Other additives can be mineral and vegetable oils.
  • the present invention furthermore relates to microbicidal agents based on the active compound mixtures according to the invention, comprising at least one solvent or diluent and, if appropriate, processing aids and, if appropriate, further antimicrobial substances.
  • the microbicidal agents or formulated concentrates to be used to protect industrial materials contain the active ingredients 1,2-benzisothiazolinone (BIT) and / or its sodium, potassium or lithium salts and tetramethylolacetylenediourea (TMAD), calculated as the sum of both active ingredients a concentration of 5 to 80% by weight, preferably 10 to 60% by weight.
  • BIT 1,2-benzisothiazolinone
  • TMAD tetramethylolacetylenediourea
  • the application concentrations of the active compound combinations to be used according to the invention depend on the type and the occurrence of the microorganisms to be controlled, the initial microbial load and the composition of the material to be protected. The optimum amount of use for a specific application can be determined in the laboratory before the practical use. In general, the application concentrations are in the range from 0.01 to 5% by weight, preferably from 0.05 to 1.0% by weight, of the mixture according to the invention, based on the material to be protected.
  • the mixtures according to the invention are distinguished by synergistic effects, i.e. the effectiveness of the mixture is greater than the effectiveness of the individual components.
  • the found synergism of the mixtures according to the invention can be determined using the following mathematical approach (cf. F.C. Kuli, P.C. Elisman, HD. Sylwestrowicz and P.K. Mayer, Appl. Microbiol. 9, 538 (1961):
  • Q a amount of component A in the active compound mixture which achieves the desired effect, ie no microbial growth
  • QA amount of component A used alone, the growth of
  • Qb amount of component B in the active ingredient mixture, which suppresses the growth of the microorganisms.
  • QB amount of component B, used alone, suppresses the growth of the microorganisms.
  • a synergistic index of SI ⁇ 1 indicates a synergistic effect for the active ingredient mixture.
  • Test germ Pseudomonas aeruginosa

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 mélanges antimicrobiens à effet synergique constitués de 1,2-benzisothiazolinone (BIT) et de diurée de tétraméthylolacétylène (BHF).
EP03758070A 2002-11-08 2003-10-25 Substances microbicides Withdrawn EP1562425A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10251915A DE10251915A1 (de) 2002-11-08 2002-11-08 Mikrobizide Mittel
DE10251915 2002-11-08
PCT/EP2003/011884 WO2004040980A1 (fr) 2002-11-08 2003-10-25 Substances microbicides

Publications (1)

Publication Number Publication Date
EP1562425A1 true EP1562425A1 (fr) 2005-08-17

Family

ID=32115358

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03758070A Withdrawn EP1562425A1 (fr) 2002-11-08 2003-10-25 Substances microbicides

Country Status (16)

Country Link
US (1) US20060111410A1 (fr)
EP (1) EP1562425A1 (fr)
JP (1) JP2006505596A (fr)
KR (1) KR20060006761A (fr)
CN (1) CN1725953A (fr)
AU (1) AU2003274084A1 (fr)
BR (1) BR0316085A (fr)
CA (1) CA2505002A1 (fr)
DE (1) DE10251915A1 (fr)
HR (1) HRP20050510A2 (fr)
MX (1) MXPA05004986A (fr)
NO (1) NO20052701D0 (fr)
PL (1) PL376601A1 (fr)
RU (1) RU2005116970A (fr)
WO (1) WO2004040980A1 (fr)
ZA (1) ZA200503640B (fr)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102005013956A1 (de) * 2005-03-26 2006-09-28 Lanxess Deutschland Gmbh Wasserbasierte BIT/TMAD Formulierungen
US9723842B2 (en) 2006-05-26 2017-08-08 Arch Chemicals, Inc. Isothiazolinone biocides enhanced by zinc ions
JP2009149610A (ja) * 2007-12-20 2009-07-09 Rohm & Haas Co 相乗的殺微生物性組成物
US9345241B2 (en) 2008-04-11 2016-05-24 Omya International Ag Composition having biocide activity for aqueous preparations
HUE026603T2 (hu) * 2008-04-11 2016-06-28 Omya Int Ag Biocid aktivitással rendelkezõ készítmény alkalmazása vizes preparátumok esetében, valamint eljárás ilyen vizes preparátumok bakteriális stabilizálására
EP2158813A1 (fr) 2008-08-28 2010-03-03 Omya Development AG Stabilisation de préparations minérales aqueuses par reuterine
DE102009013501A1 (de) 2009-03-17 2010-09-23 Daimler Ag Hydrophobes Antifouling-Beschichtungsgemisch
JP5210360B2 (ja) * 2009-07-30 2013-06-12 ローム アンド ハース カンパニー 相乗的殺微生物組成物
CN101669486B (zh) * 2009-10-16 2012-06-06 深圳诺普信农化股份有限公司 一种含苯醚菌酯的杀菌组合物
AU2010330058B2 (en) 2009-12-07 2013-01-31 Omya International Ag Process for bacterial stabilizing of aqueous ground natural calcium carbonate and/or precipitated calcium carbonate and/or dolomite and/or surface-reacted calcium carbonate-comprising mineral preparations
PL2374353T3 (pl) 2010-04-09 2013-04-30 Omya Int Ag Sposób konserwacji wodnych preparatów materiałów mineralnych, konserwowane wodne preparaty materiałów mineralnych i zastosowanie związków konserwujących w wodnych preparatach materiałów mineralnych
PT2596702E (pt) 2011-11-25 2015-09-21 Omya Int Ag Processo para estabilização do conteúdo bacteriano de preparações minerais aquosas que compreendem carbonato de cálcio natural triturado e/ou carbonato de cálcio precipitado e/ou dolomite e/ou carbonato de cálcio reagido superficialmente
CN103290678B (zh) * 2013-04-13 2015-07-22 徐茂航 一种用于纺织品抗菌整理剂
EP2929781A1 (fr) 2014-04-10 2015-10-14 Omya International AG Réduction de MIC avec des ions lithium
EP2982247A1 (fr) 2014-08-07 2016-02-10 Omya International AG Produit antiseptique, son procédé de préparation et son utilisation
EP3183969A1 (fr) 2015-12-22 2017-06-28 Omya International AG Oxydes métalliques et/ou leurs hydrates pour la stabilisation d'une préparation aqueuse contre la croissance microbienne
EP3403505A1 (fr) 2017-05-16 2018-11-21 Omya International AG Preservation exempt de biocides
WO2019120602A1 (fr) * 2017-12-22 2019-06-27 Thor Gmbh Formulation de tmad/bit stable au stockage
EP3753409A1 (fr) 2019-06-18 2020-12-23 Omya International AG Utilisation d'urée comme additif antimicrobien dans des suspensions aqueuses
WO2023242363A1 (fr) 2022-06-15 2023-12-21 Omya International Ag Agent de stabilisation au stockage pour stabiliser des compositions aqueuses, procédé de stabilisation et utilisations associées

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6432433B1 (en) * 2000-06-05 2002-08-13 Isp Investments Inc. Liquid biocidal composition of a formaldehyde adduct and an isothiazolone and method of use
DE10112755A1 (de) * 2001-03-16 2002-10-02 Bode Chemie Gmbh & Co Kg Synergistische biozide Wirkstoffkombinationen, Zusammensetzungen, solche Wirkstoffkombinationen enthaltend, und Verwendung solcher Zusammensetzungen als Konservierungsmittel

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2004040980A1 *

Also Published As

Publication number Publication date
RU2005116970A (ru) 2005-11-20
NO20052701L (no) 2005-06-06
US20060111410A1 (en) 2006-05-25
HRP20050510A2 (en) 2006-06-30
CN1725953A (zh) 2006-01-25
JP2006505596A (ja) 2006-02-16
AU2003274084A1 (en) 2004-06-07
BR0316085A (pt) 2005-09-27
ZA200503640B (en) 2007-02-28
NO20052701D0 (no) 2005-06-06
WO2004040980A1 (fr) 2004-05-21
KR20060006761A (ko) 2006-01-19
MXPA05004986A (es) 2005-11-23
PL376601A1 (pl) 2006-01-09
CA2505002A1 (fr) 2004-05-21
DE10251915A1 (de) 2004-05-19

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