WO1994000548A1 - Compositions containing organic peracid and quaternary ammonium compound - Google Patents

Compositions containing organic peracid and quaternary ammonium compound Download PDF

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Publication number
WO1994000548A1
WO1994000548A1 PCT/GB1993/001276 GB9301276W WO9400548A1 WO 1994000548 A1 WO1994000548 A1 WO 1994000548A1 GB 9301276 W GB9301276 W GB 9301276W WO 9400548 A1 WO9400548 A1 WO 9400548A1
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Prior art keywords
composition
qac
ammonium
solution
sanitising
Prior art date
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PCT/GB1993/001276
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French (fr)
Inventor
Christopher Thomas Wright
Paul Brougham
Original Assignee
Laporte E.S.D. 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 Laporte E.S.D. Limited filed Critical Laporte E.S.D. Limited
Publication of WO1994000548A1 publication Critical patent/WO1994000548A1/en

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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
    • 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
    • A01N37/16—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 containing the group; Thio analogues thereof
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3947—Liquid compositions

Definitions

  • This invention is concerned with compositions comprising organic peroxygenated acids and quaternary ammonium compounds (QAC's). More particularly, though not exclusively, this invention concerns solutions comprising peracetic acid and biocidal QAC's suitable for use in or as cleaning, sanitising and sterilising compositions.
  • QAC's quaternary ammonium compounds
  • PAA peracetic acid
  • QAC certain QAC's have biocidal activity and this fact has been exploited in the past by incorporating the compounds individually into, for example, cleaning, sanitising and sterilising compositions used in hospitals and dairies.
  • PAA based compositions are most effective at acidic pH's, whereas the QAC based compositions are most effective at alkaline pH's.
  • WO 88/00795 discloses an antiseptic composition comprising PAA, alkyldimethylbenzyl ammonium chloride and an essential oil.
  • compositions suitable for use in or as a cleaning, sanitising or sterilising composition characterised in that the composition comprises an organic peroxyacid, and a quaternary ammonium compound having a non-halogen or non-halogenated anion.
  • the QAC is a non- halogenated QAC, where both the anion and cation of the QAC comprise groups other than halogen or halogenated groups.
  • compositions of the present invention are stable over relatively long periods of time (at least one month) and both peroxyacid and non-biocidal QAC compositions and peroxyacid and biocidal QAC compositions may demonstrate synergistic improvements in effectiveness against microbials. Furthermore, the peroxyacid and biocidal QAC compositions may be effective over a broader pH range than prior art compositions comprising the components alone.
  • the weight ratio of peroxyacid:QAC in the composition is preferably from about 20:1 to about 1:30, more preferably from about 10:1 to about 1:10, and most preferably from about 10:1 to about 1:3.
  • the peroxyacids useful in the composition of the present invention are preferably organic peroxycarboxylic acids, more preferably C 2 -C 10 aliphatic peroxyacids, e.g. PAA and pernonanoicacid.
  • the peracid may be unsubstituted or substituted.
  • the most preferred peroxyacid is PAA.
  • the QAC's useful in the present invention must contain non-halogen or non-halogenated counter ions and are preferably biocidal.
  • suitable QAC's include alkyl poly(oxyalkyl)ammonium propionates such as N,N- didecyl-N-methyl-poly(oxyethyl)ammoniumpropionates, alkyl or alkylaryl ammonium methosulphates such as alkyltrimethyl ammonium methosulphates or alkyldimethylbenzylammoniummethosulphate, dialkylammonium methosulphates, alkyldimethylbenzylammoniumsaccharinates, quaternary ammonium ethosulphates, quaternary ammonium hydroxides, polypropoxyquaternary ammonium acetates and polypropoxyquaternary ammonium phosphates.
  • the alkyl groups are Cj-C 30 , more preferably C 10 -C 20 , and most preferably C 12 -C ⁇ 6 , alkyl groups.
  • the oxyalkyl groups are preferably ox ⁇ (C 1 -C 6 )alkyl groups.
  • compositions of the present invention are preferably in the form of a solution.
  • the preferred solvents include water and appropriate organic polar solvents such as methanol or ethanol. Water is the most preferred solvent.
  • the solutions are preferably acidic, e.g. having a pH of from 1 to 7, for enhanced storage stability.
  • nonionic surfactant it is preferred to add to the composition a nonionic surfactant, at an amount of 1-20 wt.% of the composition, preferably 8-12 wt.%.
  • Any nonionic surfactant compatible with the PAA/QAC system may be used, preferably alcohol ethoxylates such as members of the ETHYLAN series from Harcross Chemicals or the SYNPERONIC series from ICI.
  • the nonionic surfactants provide detergency and act as wetting agents.
  • the compositions of the present invention may be supplied in a dilute solution form which is ready for immediate use or in a concentrate solution form which is diluted to the appropriate concentration before use.
  • the amount of peracid in the composition is from about 0.0001% to about 20%, more preferably from about 0.001% to about 5%, and most preferably from about 0.001% to about 2%, by weight of the composition.
  • the amount of QAC in such a typical composition is preferably from about 0.0001% to about 50%, more preferably from about 0.001% to 20%, and most preferably from about 0.005% to about 10%, by weight of the composition.
  • compositions of the present invention may find use in a number of applications where cleaning, sanitising or sterilising solutions are required.
  • solutions based on the compositions are in or as a sterilising solution which may be used by doctors or dentists to sterilise their instruments.
  • the solutions of the present invention offer the advantage that sterilisation of surgical instruments and the like may be effected in a one step process, rather than a two step process as currently practised with prior art sterilisation systems.
  • compositions may also be used in dairies, food processing plants, animal houses, dairy farms and breweries, where the rapid, broad spectrum activity of the compositions together with their ability to wet and penetrate give significant advantages over traditional sanitisers and disinfectants.
  • the solutions have proved particularly effective in meat cleansing, especially cleansing of chicken carcasses.
  • a composition comprising 5 wt.% PAA and 1% wt.% QAA was preferred for this use.
  • the solutions may also be used in paper mills, where a disinfectant is required to prevent microbial growth in the papermaking processes.
  • a disinfectant is required to prevent microbial growth in the papermaking processes.
  • Figure 1 is a graph which compares the effect as a microbicide of a composition of the present invention against a PAA solution and a QAC solution over a broad pH range. -.
  • aqueous PAA solution comprising 13.6% by wt PAA and 11.4% by wt H 2 0 2 , hereafter component K
  • component L hexadecyltrimethyl ammonium chloride
  • Example 13 comprising 50ppm PAA and lOOppm CATIGENE ST30 (alkyltrimethyl ammonium y methosulphate)
  • Example 14 comprising 50ppm PAA
  • Example 15 comprising lOOppm CATIGENE ST30
  • the LRF logarithmic reduction factor
  • compositions comprising nonionic surfactants.
  • the compositions comprised:
  • PAA 10 Wt.% BARDAP 26 10 wt.% nonionic surfactant.

Abstract

A composition, suitable for use in or as a cleaning, sanitising or sterilising composition, is characterised in that the composition comprises an organic peracid, such as peracetic acid, and a quaternary ammonium compound having a non-halogen or non-halogenated anion.

Description

COMPOSITIONS CONTAINING ORGANIC PERACID AND QUATERNARY AMMONIUM COMPOUND.
This invention is concerned with compositions comprising organic peroxygenated acids and quaternary ammonium compounds (QAC's). More particularly, though not exclusively, this invention concerns solutions comprising peracetic acid and biocidal QAC's suitable for use in or as cleaning, sanitising and sterilising compositions.
It is known that peracetic acid (PAA) and certain QAC's have biocidal activity and this fact has been exploited in the past by incorporating the compounds individually into, for example, cleaning, sanitising and sterilising compositions used in hospitals and dairies.
PAA based compositions are most effective at acidic pH's, whereas the QAC based compositions are most effective at alkaline pH's.
WO 88/00795 discloses an antiseptic composition comprising PAA, alkyldimethylbenzyl ammonium chloride and an essential oil.
It is an object of the present invention to provide improved cleaning, disinfecting, sanitising and sterilising compositions.
In accordance with the present invention there is provided a composition suitable for use in or as a cleaning, sanitising or sterilising composition, characterised in that the composition comprises an organic peroxyacid, and a quaternary ammonium compound having a non-halogen or non-halogenated anion. Preferably, the QAC is a non- halogenated QAC, where both the anion and cation of the QAC comprise groups other than halogen or halogenated groups. Surprisingly, the compositions of the present invention are stable over relatively long periods of time (at least one month) and both peroxyacid and non-biocidal QAC compositions and peroxyacid and biocidal QAC compositions may demonstrate synergistic improvements in effectiveness against microbials. Furthermore, the peroxyacid and biocidal QAC compositions may be effective over a broader pH range than prior art compositions comprising the components alone.
The weight ratio of peroxyacid:QAC in the composition is preferably from about 20:1 to about 1:30, more preferably from about 10:1 to about 1:10, and most preferably from about 10:1 to about 1:3.
The peroxyacids useful in the composition of the present invention are preferably organic peroxycarboxylic acids, more preferably C2-C10 aliphatic peroxyacids, e.g. PAA and pernonanoicacid. The peracid may be unsubstituted or substituted. The most preferred peroxyacid is PAA.
The QAC's useful in the present invention must contain non-halogen or non-halogenated counter ions and are preferably biocidal. Examples of suitable QAC's include alkyl poly(oxyalkyl)ammonium propionates such as N,N- didecyl-N-methyl-poly(oxyethyl)ammoniumpropionates, alkyl or alkylaryl ammonium methosulphates such as alkyltrimethyl ammonium methosulphates or alkyldimethylbenzylammoniummethosulphate, dialkylammonium methosulphates, alkyldimethylbenzylammoniumsaccharinates, quaternary ammonium ethosulphates, quaternary ammonium hydroxides, polypropoxyquaternary ammonium acetates and polypropoxyquaternary ammonium phosphates. Preferably, the alkyl groups are Cj-C30, more preferably C10-C20, and most preferably C12-Cι6, alkyl groups. The oxyalkyl groups are preferably oxγ (C1-C6)alkyl groups.
Ϋ
The compositions of the present invention are preferably in the form of a solution. The preferred solvents include water and appropriate organic polar solvents such as methanol or ethanol. Water is the most preferred solvent. The solutions are preferably acidic, e.g. having a pH of from 1 to 7, for enhanced storage stability.
It is preferred to add to the composition a nonionic surfactant, at an amount of 1-20 wt.% of the composition, preferably 8-12 wt.%. Any nonionic surfactant compatible with the PAA/QAC system may be used, preferably alcohol ethoxylates such as members of the ETHYLAN series from Harcross Chemicals or the SYNPERONIC series from ICI. The nonionic surfactants provide detergency and act as wetting agents.
When presented in a solution form, the compositions of the present invention may be supplied in a dilute solution form which is ready for immediate use or in a concentrate solution form which is diluted to the appropriate concentration before use. In a typical cleaning, disinfecting, sanitising or sterilising composition the amount of peracid in the composition is from about 0.0001% to about 20%, more preferably from about 0.001% to about 5%, and most preferably from about 0.001% to about 2%, by weight of the composition. The amount of QAC in such a typical composition is preferably from about 0.0001% to about 50%, more preferably from about 0.001% to 20%, and most preferably from about 0.005% to about 10%, by weight of the composition.
The compositions of the present invention may find use in a number of applications where cleaning, sanitising or sterilising solutions are required.
One particular use of solutions based on the compositions is in or as a sterilising solution which may be used by doctors or dentists to sterilise their instruments. The solutions of the present invention offer the advantage that sterilisation of surgical instruments and the like may be effected in a one step process, rather than a two step process as currently practised with prior art sterilisation systems.
The solutions based on the compositions may also be used in dairies, food processing plants, animal houses, dairy farms and breweries, where the rapid, broad spectrum activity of the compositions together with their ability to wet and penetrate give significant advantages over traditional sanitisers and disinfectants.
The solutions have proved particularly effective in meat cleansing, especially cleansing of chicken carcasses. A composition comprising 5 wt.% PAA and 1% wt.% QAA was preferred for this use.
The solutions may also be used in paper mills, where a disinfectant is required to prevent microbial growth in the papermaking processes. The present invention will now be further described by reference to the following specific examples and Figure 1.
Figure 1 is a graph which compares the effect as a microbicide of a composition of the present invention against a PAA solution and a QAC solution over a broad pH range. -.
The stability of certain PAA/QAC mixtures was evaluated by analysing the PAA and H202 content (weight percent) in the mixtures held at 22°C over a period of time.
In a first series of experiments, to an aqueous PAA solution, comprising 1.33% by wt PAA and 6.38% by wt H202, hereafter component A, there was added N,N-didecyl-N- methyl-poly(oxyethyl) ammonium propionate, hereafter component B. The solution was maintained at 22°C for 8 weeks. The solution was analysed on a weekly basis. The results are set out in Table 1.
Table 1
Figure imgf000007_0001
The results in the table indicate the formation of time stable compositions. Moreover, the PAA content of the solutions of the present invention is higher than expected. In a second series of experiments, to an aqueous PAA solution, comprising 1.38% by wt PAA and 6.49% by wt H202, hereafter component C, or 5.32% by wt PAA and 18.10% by wt H202, hereafter component D, there was added alkyltrimethyl ammonium methosulphate (sold under the trade name EMPIGEN CM available from Albright and Wilson Ltd.) hereafter component E. The solutions were maintained at 22°C for 8 weeks. The solutions were analysed on a weekly basis. The results are set out in Table 2.
Table 2
Figure imgf000008_0001
The results in the table demonstrate time stable compositions. Moreover, the PAA content in the solutions is higher than expected.
In a third series of experiments, to an aqueous PAA solution, comprising 1.63% by wt PAA and 6.57% by wt H202, hereafter component F, there was added a QAC sold under the trade name CATAFOR BCA 100 (available from ABM Chemicals Ltd) , hereafter component G, a QAC sold under the trade name CATAFOR CA 100 (available from ABM Chemicals Limited) , hereafter component H, a QAC sold under the trade name AMMONYX 4080 (available from Millmaster Onyx Ltd) , hereafter component I, or a QAC sold under the trade name CATIGENE ST30 (available from Stepan Europe (KWR Chemicals Ltd)), hereafter component J. The solutions were maintained at 22°C for 8 weeks. The solutions were analysed on a weekly basis. The results are set out in Table 3.
Table 3
Figure imgf000009_0001
The results in the table demonstrate time stable compositions.
For comparison purposes, to an aqueous PAA solution, comprising 13.6% by wt PAA and 11.4% by wt H202, hereafter component K, there was added hexadecyltrimethyl ammonium chloride, hereafter component L. The solutions were maintained at 22°C for 5 days. The solutions were analysed. The results are set out in Table 4.
Table 4
Figure imgf000009_0002
The results in Table 4 clearly demonstrate that the use of QAC's with a halogen or halogenated anion produce time unstable solutions.
Three solutions, Example 13 comprising 50ppm PAA and lOOppm CATIGENE ST30 (alkyltrimethyl ammonium y methosulphate) , Example 14 comprising 50ppm PAA and Example 15 comprising lOOppm CATIGENE ST30, were tested against Candida albicans to evaluate their performances as microbicides over a broad pH range. After 5 minutes exposure to a particular solution, the LRF [logarithmic reduction factor] of a solution containing 106 cfu/ml Candida albicans was evaluated. The results are shown in Figure 1 and demonstrate the effective microbial performance of the solution of the present invention over a broad pH range.
A series of compositions was prepared comprising nonionic surfactants. The compositions comprised:
1-2 wt.% PAA 10 Wt.% BARDAP 26 10 wt.% nonionic surfactant.
The percentage of oxygen available stayed virtually constant over a 14 week storage stability test, as seen in Table 5.
TABLE 5
Figure imgf000011_0001
The results show the conpositions are stable in storage.

Claims

1. A composition suitable for use in or as a cleaning, sanitising or sterilising composition, characterised in that the solution comprises an organic peracid and a quaternary ammonium compound (QAC) having a non-halogen or non-halogenated anion.
2. A composition as claimed in Claim 1, wherein the weight ratio of peracid:QAC in the solution is from about 20:1 to about 1:30, preferably from about 10:1 to about 1:10, and more preferably from about 10:1 to about 1:3.
3. A composition as claimed in Claim 1 or Claim 2, wherein the QAC is biocidal.
4. A composition as claimed in any one of the preceding Claims, wherein the peroxyacid is an organic peroxycarboxylic acid, preferably a C2-C10 aliphatic peroxyacid, and most preferably PAA.
5. A composition as claimed in any one of the preceding Claims, wherein the QAC is one or more compounds selected from the group consisting of alkyl poly(oxyalkyl)ammonium propionates such as N,N-didecy1-N-methyl- poly(oxyethyl)ammonium propionates, alkyl or alkylaryl ammonium methosulphates such as alkyltrimethyl ammonium methosulphates or alkyldimethylbenzylammonium methosulphates, dialkylammonium methosulphates, alkyldimethylbenzylammonium saccharinates, quaternary ammonium ethosulphates, quaternary ammonium hydroxides, polypropoxyquaternary ammonium acetates and polypropoxyquaternary ammonium phosphates.
6. A composition as claimed in any one of the preceding Claims further comprising from 1-20 wt.% of the composition of a nonionic surfactant.
7. A cleaning, sanitising or sterilising composition comprising a composition as claimed in any one of the preceding Claims, wherein the amount of peracid in the composition is from about 0.0001% to about 20%, more preferably from about 0.001% to about 5%, and even more preferably from about 0.001% to about 2%, by weight of the composition.
8. A composition as claimed in Claim 7, wherein the amount of QAC in the composition is from about 0.0001% to about 50%, preferably from about 0.001% to 20%, and even more preferably from about 0.005% to about 10%, by weight of the composition.
9. Use of a composition as claimed in any one of Claims 1 to 6 in or as a cleaning, disinfecting, sanitising or sterilising composition.
10. A solution, preferably an aqueous solution, of a composition as claimed in any one of Claims 1 to 6.
11. Use of a solution as claimed in Claim 9 in or as a cleaning, disinfecting, sanitising or sterilising composition.
PCT/GB1993/001276 1992-06-19 1993-06-16 Compositions containing organic peracid and quaternary ammonium compound WO1994000548A1 (en)

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Cited By (14)

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US5731275A (en) * 1994-04-05 1998-03-24 Universite De Montreal Synergistic detergent and disinfectant combinations for decontaminating biofilm-coated surfaces
FR2759380A1 (en) * 1997-02-13 1998-08-14 Anios Lab Sarl DETERGENT AND / OR DISINFECTANT COMPOSITION
FR2761080A1 (en) * 1997-03-21 1998-09-25 Quadrimex New cleaning, disinfecting and decontaminating composition
WO2001030452A1 (en) * 1999-10-29 2001-05-03 Atofina Composition and method for destroying organophosphorous and/or organosulphurous pollutants
US6262013B1 (en) 1999-01-14 2001-07-17 Ecolab Inc. Sanitizing laundry sour
WO2001070030A2 (en) * 2000-03-22 2001-09-27 Ecolab Inc. Peroxycarboxylic acid compositions and use against microbial spores
US6436445B1 (en) 1999-03-26 2002-08-20 Ecolab Inc. Antimicrobial and antiviral compositions containing an oxidizing species
US6534075B1 (en) 1999-03-26 2003-03-18 Ecolab Inc. Antimicrobial and antiviral compositions and treatments for food surfaces
US6762160B2 (en) 1998-11-06 2004-07-13 Universite De Montreal Composition for removing biofilms comprising a detergent and a salt forming acid
US6908628B2 (en) * 2001-06-15 2005-06-21 Oftrai, S.L. Disinfectant and antiseptic composition
WO2010109166A1 (en) * 2009-03-25 2010-09-30 Reckitt Benckiser N.V. Composition
EP2407529A1 (en) * 2010-07-12 2012-01-18 Solvay SA Peroxygen composition
WO2016040230A1 (en) * 2014-09-09 2016-03-17 Lonza, Inc. Disinfectant composition containing quaternary ammonium compounds
US9382503B2 (en) 2011-03-09 2016-07-05 Reckitt Benckiser Vanish B.V. Carpet cleaning composition

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Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5759970A (en) * 1994-04-05 1998-06-02 Universite De Montreal Synergistic detergent and disinfectant combinations for decontaminating biofilm- coated surfaces
US5731275A (en) * 1994-04-05 1998-03-24 Universite De Montreal Synergistic detergent and disinfectant combinations for decontaminating biofilm-coated surfaces
US5942480A (en) * 1994-12-30 1999-08-24 Universite De Montreal Synergistic detergent and disinfectant combinations for decontamination biofilm-coated surfaces
FR2759380A1 (en) * 1997-02-13 1998-08-14 Anios Lab Sarl DETERGENT AND / OR DISINFECTANT COMPOSITION
EP0860117A1 (en) * 1997-02-13 1998-08-26 LABORATOIRES ANIOS, Société Anonyme Cleaning and/or disinfecting composition
FR2761080A1 (en) * 1997-03-21 1998-09-25 Quadrimex New cleaning, disinfecting and decontaminating composition
US6762160B2 (en) 1998-11-06 2004-07-13 Universite De Montreal Composition for removing biofilms comprising a detergent and a salt forming acid
US6262013B1 (en) 1999-01-14 2001-07-17 Ecolab Inc. Sanitizing laundry sour
US6534075B1 (en) 1999-03-26 2003-03-18 Ecolab Inc. Antimicrobial and antiviral compositions and treatments for food surfaces
US6436445B1 (en) 1999-03-26 2002-08-20 Ecolab Inc. Antimicrobial and antiviral compositions containing an oxidizing species
WO2001030452A1 (en) * 1999-10-29 2001-05-03 Atofina Composition and method for destroying organophosphorous and/or organosulphurous pollutants
FR2800291A1 (en) * 1999-10-29 2001-05-04 Atofina COMPOSITION AND PROCESS FOR THE DESTRUCTION OF ORGANOPHOSPHORUS AND / OR ORGANOSULFUR POLLUTANTS
WO2001070030A3 (en) * 2000-03-22 2002-01-31 Ecolab Inc Peroxycarboxylic acid compositions and use against microbial spores
US6627657B1 (en) 2000-03-22 2003-09-30 Ecolab Inc. Peroxycarboxylic acid compositions and methods of use against microbial spores
WO2001070030A2 (en) * 2000-03-22 2001-09-27 Ecolab Inc. Peroxycarboxylic acid compositions and use against microbial spores
US6908628B2 (en) * 2001-06-15 2005-06-21 Oftrai, S.L. Disinfectant and antiseptic composition
WO2010109166A1 (en) * 2009-03-25 2010-09-30 Reckitt Benckiser N.V. Composition
EP2407529A1 (en) * 2010-07-12 2012-01-18 Solvay SA Peroxygen composition
WO2012007377A2 (en) 2010-07-12 2012-01-19 Solvay Sa Peroxygen composition
WO2012007377A3 (en) * 2010-07-12 2012-03-22 Solvay Sa Peroxygen composition
US9382503B2 (en) 2011-03-09 2016-07-05 Reckitt Benckiser Vanish B.V. Carpet cleaning composition
WO2016040230A1 (en) * 2014-09-09 2016-03-17 Lonza, Inc. Disinfectant composition containing quaternary ammonium compounds
US10285400B2 (en) 2014-09-09 2019-05-14 Lonza Inc. Disinfectant composition containing quaternary ammonium compounds

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