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WO1998047359A1 - Systeme biocide a action rapide et de longue duree - Google Patents

Systeme biocide a action rapide et de longue duree Download PDF

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Publication number
WO1998047359A1
WO1998047359A1 PCT/GB1998/001176 GB9801176W WO9847359A1 WO 1998047359 A1 WO1998047359 A1 WO 1998047359A1 GB 9801176 W GB9801176 W GB 9801176W WO 9847359 A1 WO9847359 A1 WO 9847359A1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
salt
biocide system
biocide
ammonium salt
Prior art date
Application number
PCT/GB1998/001176
Other languages
English (en)
Inventor
John Frederick Carr
Brian Davis
Peter Jordan
Original Assignee
Rhodia Limited
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 Rhodia Limited filed Critical Rhodia Limited
Priority to AU70669/98A priority Critical patent/AU7066998A/en
Publication of WO1998047359A1 publication Critical patent/WO1998047359A1/fr

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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
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/02—Amines; Quaternary ammonium compounds
    • A01N33/12—Quaternary ammonium compounds

Definitions

  • the invention relates to a rapid and long lasting biocide system, to its use in biocidal aqueous compositions, particularly for the biocidal treatment of hard surfaces, and to a method for rapid and long lasting biocidal treatment of hard surfaces.
  • Monoquaternary ammonium or phosphonium salt biocides and monoquaternary heterocyclic amine salt biocides are known as having rapid activity particularly when applied on hard surfaces, but they suffer from the disadvantage of having to be used in relatively high amounts.
  • compositions suffer the disadvantage that they contain a relatively high concentration of polymer compared to the concentration of biocide; besides the increase in cost, this prevents the provision of rapid disinfection. Further it may also create problems in formulation because most of these polymers are insoluble in water, and thus difficult to formulate in aqueous products.
  • a biocidal system which is able to provide both in-built rapid acting disinfection (for example as little as 5 minutes after having been applied to a hard surface) and in-built extended disinfectancy (for example 24 hours, indeed 3 days or more after having been applied to said hard surface) .
  • This biocidal system is composed of a combination of a monocationic salt biocidal agent and a polymeric cationic salt compound; isobolograms show that the agent and compound mutually support each other very significantly in their effects and that a lower concentration of biocide is required to achieve the same effect; impact on the environment is thus reduced. Further, said biocidal system is easy to formulate, particularly in non-ionic active cleaners.
  • a rapidly active and long lasting biocide system in the form of an aqueous solution comprising water, as solvent, and at least 1% by weight of at least one watersoluble first biocidal agent which is a monoquaternary ammonium or phosphonium salt or a monoquaternary heterocyclic amine salt (M) ; and at least 3% by weight of at least one watersoluble second biocidal agent which is a polymeric quaternary ammonium salt, polymeric quaternary heterocyclic amine salt or polymeric cationic biguanide salt (P) .
  • BS rapidly active and long lasting biocide system
  • At least one non-ionic, amphoteric or zwitterionic surfactant is present .
  • the present invention also provides the use in a biocidal aqueous composition (BAC) , of a biocide system (BS) as defined above as well as a method for the biocidal treatment of a hard surface which comprises applying to said surface a biocidal aqueous composition (BAC) as defined above.
  • BAC biocidal aqueous composition
  • the (BAC) is preferably a hard surface treatment or cleaning composition.
  • Suitable biocidal agents include:
  • N-higher alkyl-N-aryl-N, N-di (lower alkyl) ammonium salts such as
  • R 1 is optionally chloro substituted benzyl, or C 1 -C 4 alkyl benzyl,
  • R 2 is C 8 -C 24 alkyl
  • R 3 and R 4 are each independently C ⁇ C, alkyl or C ! -C 4 hydroxyalkyl
  • X " is a water solubilising anion such halide (e.g. chloride, bromide, iodide), sulfate, or methylsulfate .
  • halide e.g. chloride, bromide, iodide
  • sulfate or methylsulfate
  • methylsulfate e.g. chloride, bromide, iodide
  • lower alkyl as used herein, means alkyl of 1 to 4 carbon atoms while “higher alkyl” means alkyl of at least 8 carbon atoms .
  • coco-alkyl benzyl dimethylammonium chloride C 12 -C 14 alkyl benzyl dimethyl ammonium chloride, coco-alkyl dichlorobenzyl dimethylammonium chloride and tetradecyl benzyl dimethylammonium chloride .
  • R 1 and R 2 are each independently, C 8 -C 24 alkyl
  • R 3' and R 4' are each independently, C ⁇ C, alkyl, and
  • X " is a water solubilising anion such as defined above, such as dodecyl dimethylammonium chloride and dioctyl dimethylammonium chloride .
  • R 1" is C 8 -C 24 alkyl
  • R 2" is C 8 -C 24 alkyl
  • R 3 and R 4 are each independently Cj-C, alkyl
  • X " is a water solubilising anion such as defined above such as myristyl trimethylammonium bromide and cetyl trimethylammonium bromide.
  • - monoquaternary heterocyclic amine salts such as laurylpyridinium chloride, cetylpyridinium chloride, C 12 - C 14 -alkyl-benzyl imidazolinium chloride.
  • (P) is water soluble and is a biocide such as: polymers from the reaction of
  • These (P) polymers generally have a molecular weight from 500 to 1,000,000 preferably from 1,000 to 40,000.
  • the weight ratio (dry basis) (M) / (P) in (BS) is generally from 10/90 to 90/10, preferably 15/85 to 80/20, particularly 20/80 - 40/60 and especially about 25/75.
  • (BS) is preferably in the form of an aqueous concentrate containing up to, say, 50, 65 or 70%, preferably up to 30 or, 35 or 40%, by weight of (M) + (P) (dry basis) . It can be prepared by simply mixing solutions of (M) and (Q) . Thus, typically, the concentrate will contain 1 to 20 or 30%, especially 1 or 5 to 10 or 15% by weight of (M) and 3 to 60%, especially 15 to 30%, by weight of (P) .
  • BS can be used as a rapid and long lasting biocide agent (additive) in a biocidal aqueous composition (BAC) , typically in an amount from 3 to 300 ppm, preferably 5 to 100 ppm, by weight (dry basis) .
  • BAC biocidal aqueous composition
  • BS and/or (BAC) can contain at least one non- ionic, amphoteric or zwitterionic surfactant.
  • concentration of surfactant in (BAC) is
  • surfactant/ (BS) 0.01% to 1% by weight while the weight ratio of surfactant/ (BS) is 0.2/1 to 8/1 preferably l/l to 5/1.
  • suitable non-ionic surfactants include block polymers of ethylene oxide and propylene oxide, polyethoxylated sorbitan esters, sorbitan fatty esters, ethoxylated fatty esters (e.g. 1-25 oxyethylene units), ethoxylated C 8 -C 22 alcohols (e.g. 1-12 oxyethylene units), polyethoxylated C 6 -C 12 alkylphenols (e.g.
  • alkylpolyglycosides such as C 10 -C 18 alkyldimethylamineoxides, C 8 -C 22 alkoxyethyl dihydroxyethylamineoxides.
  • amphoteric or zwitterionic surfactants examples include
  • C 6 -C 20 alkylamphoacetates or alkylamphodiacetates (such as cocoamphoacetates) , C 10 -C 18 alkyldimethylbetaines , C 10 -C 18 alkylamidopropyldimethylbetaines, C 10 -C 18 alkyldimethyl sulphobetaines, C 10 -C 18 alkylamidopropyldimethyl sulphobetaines .
  • (BAC) is an aqueous hard surface treatment or cleaning composition.
  • compositions include:
  • chelating agents such as aminocarboxylates (ethylenediaminetetraacetates, nitrilotriacetates , N,N- bis (carboxymethyl) glutamates) , citrates;
  • alcohols such as ethanol, isopropanol, glycols
  • the (BAC) compositions can be prepared simply by dilution of (BS) in water.
  • additives When other additives are present in (BAC) compositions, said additives can be added either to the (BS) system or to the dilution water or to the diluted formulation, said additives are preferably introduced in (BS) when (BS) is a solution.
  • microorganisms which can be controlled include: (i) Gram negative bacteria: Pseudomonas aeruginosa;
  • Escherichia coli Escherichia coli ; and Proteus mirabilis .
  • Gram positive bacteria Staphylococcus aureus ;
  • Streptococcus faecium (iii) Other harmful food bacteria: Salmonella typhimurium ;
  • Yeasts Saccharomvces cerevisiae ; and Candida albicans .
  • Fungi Aspergillus niger ,- Fusarium solani ; and
  • Pencillium chrysogenum Pencillium chrysogenum .
  • Algae Chlorella saccharophilia ,- Chlorella emersonii ;
  • Chlorella vulgaris Chlorella vulgaris ; and Chlamydomonas eugametos .
  • the microorganisms controlled by the method of the present invention are preferably Gram negative microorganisms, especially Pseudomonas aeruginosa.
  • Gram positive microorganisms especially Staphylococcus aureus, and fungi e.g. Aspergillus niger.
  • the (BAC) compositions may be applied to the hard surface by coating, spraying, dipping, brushing or wiping, for example. It can be used as surface disinfectant for floors, walls, working surfaces, equipment, furniture, instruments, in hospitals, food plants, breweries and the home (e.g. kitchens and bathrooms) .
  • hard surfaces which can be treated include glazed or unglazed ceramics, glass, PVC, plastic laminate and other hard plastics, stainless steel or other painted or unpainted metals and painted or unpainted wood as well as flexible polymer surfaces.
  • total actives should amount to 1 to 1000 ppm, preferably 5 to 500 ppm and more preferably 5 to 100 ppm.
  • test dilutions with Pseudomonas aeruginosa bacterial suspension; 3. sample after 5 minutes and 24 hours, by transferring lml of test dilution to 9 mis of inactivator solution; 4. plate out inactivated test dilution on nutrient agar, incubate at 37°C for 48 hours and assess for bacterial survivors ; 5. calculate dilution which gives 5 log reduction in bacterial numbers .
  • Fractional Bacterial Concentrations compares the biocidal effect of each biocide compound when used in the biocide mixture to the effect produced when each biocide compound is used alone.
  • Example 1 The tested biocide system (BS) consists of a blend of
  • Example 1 is repeated replacing GLOKILL PQ by GLOKILL ELC (Rhone-Poulenc) , an aqueous solution containing 50% solids of a polymer from epichlorphydrin and imidazole .

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  • 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 porte sur un système biocide à action rapide et de longue durée comprenant: au moins un agent biocide de sel d'ammonium ou de phosphonium monoquaternaire, soluble ou dispersible dans l'eau, ou un agent biocide de sel aminé hétérocyclique monoquaternaire (M); et au moins un sel d'ammonium quaternaire, polymère, soluble ou dispersible dans l'eau, un sel aminé hétérocyclique, quaternaire, polymère ou un sel biguanide, cationique, polymère (P). L'invention porte également sur des compositions aqueuses, biocides comprenant ce système biocide.
PCT/GB1998/001176 1997-04-22 1998-04-22 Systeme biocide a action rapide et de longue duree WO1998047359A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU70669/98A AU7066998A (en) 1997-04-22 1998-04-22 Rapid and long lasting biocidal system

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB9708067.5 1997-04-22
GB9708067A GB2324467A (en) 1997-04-22 1997-04-22 Rapid and long-lasting biocidal system

Publications (1)

Publication Number Publication Date
WO1998047359A1 true WO1998047359A1 (fr) 1998-10-29

Family

ID=10811122

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB1998/001176 WO1998047359A1 (fr) 1997-04-22 1998-04-22 Systeme biocide a action rapide et de longue duree

Country Status (3)

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AU (1) AU7066998A (fr)
GB (1) GB2324467A (fr)
WO (1) WO1998047359A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000028998A1 (fr) * 1998-11-16 2000-05-25 Rohto Pharmaceutical Co., Ltd. Preparations ophtalmiques liquides
WO2001035743A1 (fr) * 1999-11-16 2001-05-25 S. C. Johnson Commercial Markets, Inc. Agent nettoyant et desinfectant a action rapide
US8431751B1 (en) 2008-12-24 2013-04-30 Alcon Research, Ltd. Polymeric quaternary ammonium compounds with vicinal hydroxy groups

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102006051559A1 (de) * 2006-11-02 2008-05-08 Merz Pharma Gmbh & Co. Kgaa Reinigungs- und Desinfektionsmittel mit verbesserter Entkrüstungswirkung für hygienische- medizinische Anwendungen
DE102006051560A1 (de) * 2006-11-02 2008-05-08 Merz Pharma Gmbh & Co. Kgaa Tensidhaltiges Mittel zur Reinigung und Desinfektion mit verbesserter Entkrustungswirkung sowie dessen Anwendungen
CA2923271A1 (fr) 2013-10-14 2015-04-23 Lonza Inc. Composition stable pour controler la croissance biologique, et son procede d'utilisation dans des applications de champ de petrole
DE102020122959A1 (de) * 2020-09-02 2022-03-03 Jointinventions Gmbh Oberflächenaktives Desinfektionsmittel

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0041448A1 (fr) * 1980-05-29 1981-12-09 Nicolas Salkin Nouvelle composition désinfectante comprenant un ammonium quaternaire et un oligomère de chlorhydrate d'hexaméthylène biguanide
GB2122900A (en) * 1982-07-01 1984-01-25 Surgikos Inc Disinfectant compositions having residual biocidal activity and wipes and sprays containing them
EP0185970A1 (fr) * 1984-12-15 1986-07-02 Henkel Kommanditgesellschaft auf Aktien Préparation liquide d'agents désinfectants à large spectre d'activité
EP0265202A2 (fr) * 1986-10-20 1988-04-27 Unilever Plc Compositions désinfectantes
WO1991004668A1 (fr) * 1989-10-09 1991-04-18 Fabricom Air Conditioning S.A. Composition desinfectante et procede de desinfection
FR2695297A1 (fr) * 1992-09-08 1994-03-11 Peters Composition d'agent désinfectant.
US5529713A (en) * 1990-05-15 1996-06-25 Eparco Cleaning and disinfectant compositions for household use possessing hypoallergenic properties and acaricidal capabilities

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3711680A1 (de) * 1987-04-07 1988-10-27 Hoechst Ag Waessrige biozide kationische kunststoffdispersionen und deren verwendung als fungizide, bakterizide und algizide ausruestungsmittel

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0041448A1 (fr) * 1980-05-29 1981-12-09 Nicolas Salkin Nouvelle composition désinfectante comprenant un ammonium quaternaire et un oligomère de chlorhydrate d'hexaméthylène biguanide
GB2122900A (en) * 1982-07-01 1984-01-25 Surgikos Inc Disinfectant compositions having residual biocidal activity and wipes and sprays containing them
EP0185970A1 (fr) * 1984-12-15 1986-07-02 Henkel Kommanditgesellschaft auf Aktien Préparation liquide d'agents désinfectants à large spectre d'activité
EP0265202A2 (fr) * 1986-10-20 1988-04-27 Unilever Plc Compositions désinfectantes
WO1991004668A1 (fr) * 1989-10-09 1991-04-18 Fabricom Air Conditioning S.A. Composition desinfectante et procede de desinfection
US5529713A (en) * 1990-05-15 1996-06-25 Eparco Cleaning and disinfectant compositions for household use possessing hypoallergenic properties and acaricidal capabilities
FR2695297A1 (fr) * 1992-09-08 1994-03-11 Peters Composition d'agent désinfectant.

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000028998A1 (fr) * 1998-11-16 2000-05-25 Rohto Pharmaceutical Co., Ltd. Preparations ophtalmiques liquides
US6528048B1 (en) 1998-11-16 2003-03-04 Rohto Pharmaceutical Co., Ltd. Ophthalmic solutions
WO2001035743A1 (fr) * 1999-11-16 2001-05-25 S. C. Johnson Commercial Markets, Inc. Agent nettoyant et desinfectant a action rapide
US6303557B1 (en) 1999-11-16 2001-10-16 S. C. Johnson Commercial Markets, Inc. Fast acting disinfectant and cleaner containing a polymeric biguanide
JP2003513992A (ja) * 1999-11-16 2003-04-15 ジョンソンディバーシー・インコーポレーテッド 速効性殺菌洗浄剤
US8431751B1 (en) 2008-12-24 2013-04-30 Alcon Research, Ltd. Polymeric quaternary ammonium compounds with vicinal hydroxy groups

Also Published As

Publication number Publication date
AU7066998A (en) 1998-11-13
GB2324467A (en) 1998-10-28
GB9708067D0 (en) 1997-06-11

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