EP1622451A1 - Synergistische antimikrobielle zusammensetzung - Google Patents

Synergistische antimikrobielle zusammensetzung

Info

Publication number
EP1622451A1
EP1622451A1 EP03735364A EP03735364A EP1622451A1 EP 1622451 A1 EP1622451 A1 EP 1622451A1 EP 03735364 A EP03735364 A EP 03735364A EP 03735364 A EP03735364 A EP 03735364A EP 1622451 A1 EP1622451 A1 EP 1622451A1
Authority
EP
European Patent Office
Prior art keywords
terbutryn
chlorothalonil
component
dcoit
noit
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Withdrawn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
EP03735364A
Other languages
English (en)
French (fr)
Inventor
Amaro Izquierdo Ramis
Joan Seguer Bonaventura
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.)
Laboratorios Miret SA
Original Assignee
Laboratorios Miret SA
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 Laboratorios Miret SA filed Critical Laboratorios Miret SA
Publication of EP1622451A1 publication Critical patent/EP1622451A1/de
Withdrawn legal-status Critical Current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
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/34—Nitriles
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A01N43/68—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
    • A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom

Definitions

  • This invention concerns microbiocidal synergistic compositions, which comprise a first component selected from N 2 -tert-butyl-N 4 -ethyl-6-methylthio-l,3,5-triazine-2,4- diylamine (hereafter terbutryn) and 2-methyltl ⁇ io-4-t-butylamino-6-cyclopropylamino-s- triazine (hereafter cybutrin) in combination with other biocides, which are intended to provide more effectiveness for paints, coatings, concrete, wood, textiles as well as other formulations that may be attacked by fungi and/or algae.
  • a first component selected from N 2 -tert-butyl-N 4 -ethyl-6-methylthio-l,3,5-triazine-2,4- diylamine (hereafter terbutryn) and 2-methyltl ⁇ io-4-t-butylamino-6-cyclopropylamino-s- tria
  • EP -A- 0741 971 discloses terbutryn with 3-iodo-2-propinyl butylcarbamate (IPBC) synergistic combinations.
  • synergy index SI Qbiodde-i/QBiociDE-i + Q biocide-2/QBiociDE-2.
  • the elements used for the calculation of the synergy index according to the above formula have the following meaning: • Q b i oc i de -i : rninimum inhibition concentration of biocide-1 in the mixture of biocide 1 and biocide-2 Q BI OC IDE-I: Minimum inhibition concentration of biocide-1 as single biocide without biocide-2, Q b i oc i de - 2 : minimum inhibition concentration of biocide-2 in the mixture of biocide-1 and biocide-2 Q BI OCID E- 2 : minimum inhibition concentration of biocide-2 as single biocide without biocide-1.
  • the method of Kull et al. for the calculation of the synergy index allows a very quick evaluation of the type of interaction displayed by the two components of the biocidal mixture.
  • the synergy index displays a value of more than 1, then there is an antagonism between the two components.
  • the synergy index is 1, then there is an addition of the effects of the two components.
  • the synergy index displays a value of less than 1, then there is a synergism between the two components.
  • This invention yields antimicrobial compositions comprising as the active ingredient a first component selected from terbutryn and cybutryn, the preferred one being terbutryn.
  • the antimicrobial composition comprises at least one second component, which is selected from the group consisting of chlorothalonil, 2-octyl-2H-isothiazol-3-one (NOIT) and 4,5-dichloro-2-octyl-2H- isothiazol-3-one (DCOIT).
  • a second component which is selected from the group consisting of chlorothalonil, 2-octyl-2H-isothiazol-3-one (NOIT) and 4,5-dichloro-2-octyl-2H- isothiazol-3-one (DCOIT).
  • compositions of the invention comprise a combination of terburtyn or cybutryn with chlorothalonil alone, but also a combination of terburtyn or cybutryn with chlorothalonil and NOIT, a further combination of terburtyn or cybutryn with chlorothalonil and DCOIT and a combination of terburtyn or cybutryn with chlorothalonil, NOIT and DCOIT.
  • IPBC 3-iodo-2-propinyl butylcarbamate
  • compositions of the invention produce a synergistic effect, are highly safe and highly effective, and have a broad antimicrobial spectrum.
  • synergistic antimicrobial compositions of the present invention include, but are not limited: inhibition of the growth of bacteria fungi and algae in aqueous paints and coatings, preservation of wood and cutting fluids, and control of slime-producing fungi in pulp and paper mill; protection of paint films, especially exterior paints, from attack by fungi and algae which occurs during weathering of the paint film.
  • aqueous dispersions with different concentrations were prepared of terbutryn and chlorothalonil and the effect of these preparations were investigated against Penicillium caseicolum.
  • aqueous dispersions with different -concentrations were prepared of terbutryn and chlorothalonil and the effect of these preparations were investigated against Aurobasidium pullulans.
  • aqueous dispersions with different concentrations were prepared of terbutryn and NOIT and the effect of these preparations were investigated against Aspergillus niger.
  • aqueous dispersions with different concentrations were prepared of terbutryn and NOIT and the effect of these preparations were investigated against Penicillium caseicolum.
  • Example 6 In this example the influence of the synergism of combinations of terbutryn and 2-octyl- 2H-isothiazol-3-one in the inventive composition has been investigated.
  • aqueous dispersions with different concentrations were prepared of terbutryn and NOIT and the effect of these preparations were investigated against Aurobasidium pullulans.
  • aqueous dispersions with different concentrations were prepared of terbutryn and chlorothalonil and the effect of these preparations were investigated against Chlorella vulgaris. Table 10.
  • aqueous dispersions with different concentrations were prepared of terbutryn and NOIT and the effect of these preparations were investigated against Chlorella vulgaris. Table 11.
  • aqueous dispersions with different concentrations were prepared of terbutryn and DCOIT and the effect of these preparations were investigated against Chlorella vulgaris.

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)
EP03735364A 2003-05-07 2003-05-07 Synergistische antimikrobielle zusammensetzung Withdrawn EP1622451A1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/EP2003/004769 WO2004098289A1 (en) 2003-05-07 2003-05-07 Synergistic antimicrobial composition with terbutryn

Publications (1)

Publication Number Publication Date
EP1622451A1 true EP1622451A1 (de) 2006-02-08

Family

ID=33426930

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03735364A Withdrawn EP1622451A1 (de) 2003-05-07 2003-05-07 Synergistische antimikrobielle zusammensetzung

Country Status (5)

Country Link
EP (1) EP1622451A1 (de)
AU (1) AU2003236629A1 (de)
BR (1) BR0318286A (de)
MX (1) MXPA05011916A (de)
WO (1) WO2004098289A1 (de)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102006026106A1 (de) * 2006-05-11 2007-11-15 Isp Biochema Schwaben Gmbh Flüssiges Konzentrat für die Filmkonservierung
WO2008136917A1 (en) * 2007-05-04 2008-11-13 Troy Technology Corporation, Inc. Water-based antimicrobially active, dispersion concentrates
US7652048B2 (en) 2007-05-04 2010-01-26 Troy Corporation Water-based, antimicrobially active, dispersion concentrates
MX360433B (es) * 2012-11-30 2018-10-31 Rohm & Haas Combinacion sinergica de un compuesto de lenacil y terbutrina para proteccion de pelicula seca.
JP2016502543A (ja) * 2012-11-30 2016-01-28 ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ 乾燥被膜保護のためのゾキサミド化合物およびテルブトリンの相乗的組み合わせ

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5466382A (en) * 1994-05-03 1995-11-14 Rohm And Haas Company Synergistic microbicidal combinations containing 4,5-dichloro-2-n-octyl-3-isothiazolone and certain commercial biocides
DE19651351A1 (de) * 1996-12-10 1998-06-18 Riedel De Haen Ag Mikrobizide Gemische
US6419879B1 (en) * 1997-11-03 2002-07-16 Nalco Chemical Company Composition and method for controlling biological growth using stabilized sodium hypobromite in synergistic combinations
AU4396700A (en) * 1999-04-01 2000-10-23 Troy Chemie Gmbh Microbicidal composition

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2004098289A1 *

Also Published As

Publication number Publication date
AU2003236629A1 (en) 2004-11-26
WO2004098289A1 (en) 2004-11-18
MXPA05011916A (es) 2006-02-17
BR0318286A (pt) 2006-05-30

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