WO1994024869A1 - Germicidal composition - Google Patents

Germicidal composition Download PDF

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Publication number
WO1994024869A1
WO1994024869A1 PCT/JP1994/000710 JP9400710W WO9424869A1 WO 1994024869 A1 WO1994024869 A1 WO 1994024869A1 JP 9400710 W JP9400710 W JP 9400710W WO 9424869 A1 WO9424869 A1 WO 9424869A1
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WO
WIPO (PCT)
Prior art keywords
acid
germicidal composition
organic
composition
germicidal
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.)
Ceased
Application number
PCT/JP1994/000710
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English (en)
French (fr)
Inventor
Tadashi Moriyama
Yuichi Hioki
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.)
Kao Corp
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Publication of WO1994024869A1 publication Critical patent/WO1994024869A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, 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
    • A01N37/16Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N59/00Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N59/00Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/14Boron; Compounds thereof

Definitions

  • the present invention relates to germicidal com ⁇ positions which can be used for a wide variety of ap ⁇ plications ranging from applications to foods, paper and fibers to domestic applications. Specifically, the present invention relates to germicidal compositions which can be used typically for the sterilization and disinfection of city water for purification, the sterilization and disinfection of general foods led by meat and fishery products, the antisepsis of wood, antisepsis in paper manufacturing processes, and the sterilization and disinfection of toilet, bath rooms and kitchen at home and which are excellent in sterilizing effects and storage stability.
  • an inorganic peroxide such as sodium perborate, sodium percarbonate or sodium persul- fate generates both hydrogen peroxide and nascent oxygen when dissolved in water and owing to these hydrogen peroxide and nascent oxygen, the peroxide ex ⁇ hibits cleaning, bleaching, sterilizing and disinfect- ing effects.
  • compositions have been developed in which an inorganic peroxide is mixed with, as an ac ⁇ tivator for the inorganic peroxide, an organic acid ester such as an acetate ester or a propionate ester (Japanese Patent Laid-Open Nos. 14886/1973, 25011/1977, 139500/1970 and 63504/1987) .
  • organic acid ester such as an acetate ester or a propionate ester
  • compositions however undergo such reactions in the presence of even a slightest amount of water so that when stored for a long time, they will give off an irritating organic acid odor.
  • those containing an inorganic peroxide and an ester of a polyhydric alcohol and an organic acid in combination are relatively stable against water (Japa- nese Patent Laid-Open No. 25011/1977) . They are, on the other hand, accompanied by the drawback that due to their low solubility in water, an organic peracid is not produced sufficiently, hence oxygen is formed only at a low rate and their sterilizing power is low.
  • compositions with an organic peracid incorporated therein as is are accompanied with the drawback that they have an irritating odor and are hence low- in commercial value. Further, those composed of an organic peracid alone will involve the drawback that they decompose when stored for a long time.
  • an object of the present invention is to provide a germicidal composition which stably generates an organic peracid, has sustained sterilizing power and has excellent storage stability.
  • the present invention provides a germicidal com ⁇ position comprising the following components (A) , (B) and (C) :
  • the resulting germicidal composition according to the pres ⁇ ent invention has good storage stability, good water solubility and high and long-lasting sterilizing ef ⁇ fects so that it can be used for a wide variety of ap- plications ranging from applications to foods, paper and fibers to domestic applications.
  • the component (A) that is, the in- organic peroxide used in the present invention
  • examples of the component (A) include sodium percarbonate, sodium perborate, sodium peroxytripolyphosphate, sodium peroxypyrophosphate and sodium peroxysilicate. Among them, sodium percarbonate and sodium perborate are particularly preferred.
  • the component (B) which is the incomplete ester of the polyhydric alcohol with the organic acid serves as an activator for the inorganic peroxide as the com ⁇ ponent (A) . It reacts with the component (A) to form an organic peracid.
  • One of characteristic features of the present in ⁇ vention resides in the incorporation of the incomplete ester of the polyhydric alcohol with the organic acid as an activator for the inorganic peroxide.
  • the com ⁇ position with this incomplete ester incorporated there- in has excellent water-solubility and dramatically im- proved sterilizing effects compared with conventional compositions containing the complete ester of a polyhydric alcohol with an organic acid.
  • the term "in ⁇ complete ester” as used herein means an ester in which the degree of esterification of a polyhydric alcohol is less than 100%.
  • the esterification degree can preferably be 5-95%, with 60-95% being particularly preferred.
  • the esterification degree can be measured from the degree of absorption at 3500 cm -1 in an infrared absorption spectrum.
  • Illustrative examples of the polyhydric alcohol can include glycerins such as glycerin, diglycerin, triglycerin and polyglycerin; alkali-modified sucroses such as sorbitol, glutitol, pentaerythritol, alkyl- polyglycosides and alkylfuranosides; alkylene-oxide ad- ducts of these glycerins and sucroses.
  • Preferred exam ⁇ ples of the organic acid can include saturated or un- saturated C 1 _ 8 fatty acids.
  • alkali earth metal salt as the component (C) can include alkali earth metal salts of inorganic acids and halides of alkali earth metal salts.
  • Illustrative alkali earth metals can include calcium and magnesium
  • illustrative inorganic acids can include sulfuric acid, nitric acid, phosphoric acid and carbonic acid
  • illustrative halogens can include chlorine and bromine.
  • Specific examples of the com ⁇ ponent (C) include magnesium sulfate, calcium sulfate, magnesium phosphate, calcium phosphate, magnesium nitrate, calcium nitrate, magnesium chloride, calcium chloride, basic magnesium carbonate and calcium car ⁇ bonate, and anhydrous salts thereof.
  • the component (C) has stabilizing effects for the organic peracid to be formed through the reaction be ⁇ tween the component (A) and the component (B) , and the addition of the component (C) has improved the long- lasting ability of sterilizing effects.
  • the components (A) to (C) can be mixed properly depending on its application purpose. In view of sterilizing effects, storage stability, economy and the like, it is preferred to mix 0.01-10 parts by weight of the component (B) and 0.01-90 parts by weight of the component (C) with 1 part by weight of the component (A) . Particularly preferred is to add the component (C) 0.01-100 times, particularly 0.1-20 times in weight relative to the component (B) .
  • the germicidal composition of the present invention can contain various additives such as surfactants, in ⁇ organic or organic alkali metal salts, builders, flavorants, pigments, dyes, pH regulators and metallic chelating agents.
  • surfactants can include nonionic, anionic and ampholytic ones.
  • ples can include nonionic surfactants such as polyoxy- ethylene (hereinafter abbreviated as "POE") C 6 _ 22 alkyl ethers, POE C 4 _ 18 alkylphenol ethers, block or random polyoxypropylene-polyoxyethylene alkyl ethers, POE phenylphenol ether, POE styrenated phenol ether and POE tribenzylphenol ether; anionic surfactants such as lig- nin sulfonate salts, alkylbenzene sulfonate salts, alkyl sulfonate salts, POE alkyl sulfonate salts, POE alkylphenylether sulfonate salts, POE alkylphenylether- phosphate ester salts, POE phenylphenolether sulfonate salts, POE phenylphenolether phosphate ester salts, naphthalene sul, PO
  • alkali metal salts in ⁇ clude alkali metal salts of organic acids and those of inorganic acids.
  • Specific examples of the former ones can include alkali metal salts of carboxylic acids such as succinic acid, malonic acid, citric acid and gluconic acid, glutaric acid; and those of the latter on can include alkali metal salts of phosphoric acid compou such as tripolyphosphoric acid, hexametaphosphoric acid phosphoric acid, and alkali metal salts of mineral acids such as Na 2 S0 4 , K S0 4 and NaHS0 4 .
  • the addition of such a salt makes it possible to provide improved storage stability and also to prevent the generation of an organic peracid odor.
  • These salts may be used ei ⁇ ther singly or in combination.
  • These alkali metal salt can be added preferably in an amount of 0.1-10 wt.%, with 0.5-5 wt.% being particularly preferred.
  • pH regulator examples include organic acids such as citric acid, malonic acid, suc ⁇ cinic acid and gluconic acid. They may be used either singly or in combination. It is preferred to add such a regulator in such an amount as providing an aqueous solution of the composition of this invention with pH 5-10, for example in an amount of 0.5-5 wt.%.
  • metal chelating agent examples include ethylenedia inetetraacetic acid, nitrilotriacetic acid, tripolyphosphoric acid and polyhydroxyacrylic acid, and salts thereof.
  • the germicidal composition according to the pres ⁇ ent invention can be produced in a solid form such as powder, granules or tablets by a method known per se in the art. Upon use, it is diluted with water and is then applied. The concentration of the composition differs with the item, place or the like to be treated. In general, however, 25-1,000 ppm is desired in terms of ⁇ he concentration of the inorganic peroxide.
  • the components (A) , (B) and (C) can be furnished in separate packages and upon use, they are diluted together with water and are then ap ⁇ plied together.
  • each invention composition comprising the components (A) , (B) and (C) generates a corresponding organic peracid in a large amount and furthermore, the organic peracid remains at a high concentration for a long time.
  • germicidal compositions were prepared by pro- portioning the components. They were hermetically stored at 40°C and 75% humidity for a month. Each com ⁇ position was then checked for any organic acid odor.
  • the sterilizing power of the composition accord ⁇ ing to the present invention was studied against Escherichia Coli IFO 3796 by modifying the Tanaka's meth- od [Tokumitsu Tanaka, "Method for Measuring Sensitivity to Chemicals” edited by Susumu Mitsuhashi, Kodansha, Tokyo Japan (1980)].
  • precultured cells about 10 8 cells/m£
  • precultured cells about 10 8 cells/m£
  • test tube containing 10 m_ of a solution of an invention germicidal composition which solution had been prepared 15 minutes ago by diluting the composition a predetermined number of times in distilled sterile water, and the solution was allowed to act on them at room temperature.
  • the contents of the test tube were sampled out by a platinum loop and in ⁇ oculated to a 96-well Petri dish (product of Corning Glass Works.; 370 ⁇ l per well) whose wells each con- tained 300 ⁇ l of a postculture medium.
  • the germicidal compositions according to the present invention have strong and long-lasting sterilizing effects and also excellent storage stability, so that they can be employed at a wide vari- ety of places ranging from various factories to home.

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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)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
PCT/JP1994/000710 1993-04-28 1994-04-27 Germicidal composition Ceased WO1994024869A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP10295793A JP3281445B2 (ja) 1993-04-28 1993-04-28 殺菌剤組成物
JP5/102957 1993-04-28

Publications (1)

Publication Number Publication Date
WO1994024869A1 true WO1994024869A1 (en) 1994-11-10

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Family Applications (1)

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PCT/JP1994/000710 Ceased WO1994024869A1 (en) 1993-04-28 1994-04-27 Germicidal composition

Country Status (3)

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JP (1) JP3281445B2 (enExample)
TW (1) TW252907B (enExample)
WO (1) WO1994024869A1 (enExample)

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995020876A1 (en) * 1994-02-07 1995-08-10 Warwick International Group Limited Oxidising compositions
WO1996018297A1 (fr) * 1994-12-14 1996-06-20 Chemoxal S.A. Production de formulations desinfectantes biocides, a base d'ions peracetiques
WO1997030589A1 (en) * 1996-02-22 1997-08-28 Eriksson Jan Olof A method for controlling microorganisms
EP1064845A1 (en) * 1999-06-30 2001-01-03 Kao Corporation Virucidal and sporicidal composition
WO2004089089A1 (ja) 2003-04-02 2004-10-21 Kao Corporation 殺菌剤製造用組成物および有機過酸の製造方法
US8729296B2 (en) 2010-12-29 2014-05-20 Ecolab Usa Inc. Generation of peroxycarboxylic acids at alkaline pH, and their use as textile bleaching and antimicrobial agents
US8822719B1 (en) 2013-03-05 2014-09-02 Ecolab Usa Inc. Peroxycarboxylic acid compositions suitable for inline optical or conductivity monitoring
US8846107B2 (en) 2010-12-29 2014-09-30 Ecolab Usa Inc. In situ generation of peroxycarboxylic acids at alkaline pH, and methods of use thereof
US8889900B2 (en) 2010-12-29 2014-11-18 Ecolab Usa Inc. Sugar ester peracid on site generator and formulator
US9242879B2 (en) 2012-03-30 2016-01-26 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US9253978B2 (en) 2008-03-28 2016-02-09 Ecolab USA, Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9290448B2 (en) 2008-03-28 2016-03-22 Ecolab USA, Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9288992B2 (en) 2013-03-05 2016-03-22 Ecolab USA, Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
US9321664B2 (en) 2011-12-20 2016-04-26 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US9518013B2 (en) 2014-12-18 2016-12-13 Ecolab Usa Inc. Generation of peroxyformic acid through polyhydric alcohol formate
US9540598B2 (en) 2008-03-28 2017-01-10 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US9845290B2 (en) 2014-12-18 2017-12-19 Ecolab Usa Inc. Methods for forming peroxyformic acid and uses thereof
US10165774B2 (en) 2013-03-05 2019-01-01 Ecolab Usa Inc. Defoamer useful in a peracid composition with anionic surfactants
US11040902B2 (en) 2014-12-18 2021-06-22 Ecolab Usa Inc. Use of percarboxylic acids for scale prevention in treatment systems
US11260040B2 (en) 2018-06-15 2022-03-01 Ecolab Usa Inc. On site generated performic acid compositions for teat treatment
US11659844B1 (en) 2016-08-12 2023-05-30 Zee Company I, Llc System for increasing antimicrobial efficacy in a poultry processing tank
US11839858B1 (en) 2016-02-17 2023-12-12 Zee Company I, Llc Peracetic acid concentration and monitoring and concentration-based dosing system
US12058999B2 (en) 2018-08-22 2024-08-13 Ecolab Usa Inc. Hydrogen peroxide and peracid stabilization with molecules based on a pyridine carboxylic acid
US12064732B2 (en) 2016-02-17 2024-08-20 Zeco, Llc Methods and related apparatus for providing a processing solution for a food processing application
US12096768B2 (en) 2019-08-07 2024-09-24 Ecolab Usa Inc. Polymeric and solid-supported chelators for stabilization of peracid-containing compositions
US12203056B2 (en) 2008-03-28 2025-01-21 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PE20030729A1 (es) * 2002-01-18 2003-10-21 Novartis Ag Metodos para conservar soluciones oftalmicas y soluciones oftalmicas conservadas
JP5036962B2 (ja) * 2004-08-06 2012-09-26 花王株式会社 自動洗浄機用殺菌剤組成物
US8034759B2 (en) * 2008-10-31 2011-10-11 Ecolab Usa Inc. Enhanced stability peracid compositions

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GB1496856A (en) * 1975-09-04 1978-01-05 Kao Corp Bleaching composition
EP0047015A1 (en) * 1980-09-01 1982-03-10 Richardson-Vicks Pty. Ltd. Sanitizing and bleaching composition
JPS62155203A (ja) * 1985-12-27 1987-07-10 Eisai Co Ltd 畜舎用殺菌剤組成物

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Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4051059A (en) * 1975-08-16 1977-09-27 Henkel & Cie Gmbh Peroxy-containing microbicides stable in storage
GB1496856A (en) * 1975-09-04 1978-01-05 Kao Corp Bleaching composition
EP0047015A1 (en) * 1980-09-01 1982-03-10 Richardson-Vicks Pty. Ltd. Sanitizing and bleaching composition
JPS62155203A (ja) * 1985-12-27 1987-07-10 Eisai Co Ltd 畜舎用殺菌剤組成物

Cited By (83)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995020876A1 (en) * 1994-02-07 1995-08-10 Warwick International Group Limited Oxidising compositions
WO1996018297A1 (fr) * 1994-12-14 1996-06-20 Chemoxal S.A. Production de formulations desinfectantes biocides, a base d'ions peracetiques
FR2728171A1 (fr) * 1994-12-14 1996-06-21 Chemoxal Sa Production de formulations desinfectantes biocides, a base d'ions peracetiques
EP0720814A1 (fr) * 1994-12-14 1996-07-10 Chemoxal Sa Production de formulations desinfectantes biocides, à base d'ions peracétiques
WO1997030589A1 (en) * 1996-02-22 1997-08-28 Eriksson Jan Olof A method for controlling microorganisms
US6045708A (en) * 1996-02-22 2000-04-04 Eriksson; Jan-Olof Method for controlling microorganisms
EP1064845A1 (en) * 1999-06-30 2001-01-03 Kao Corporation Virucidal and sporicidal composition
US6506416B1 (en) 1999-06-30 2003-01-14 Kao Corporation Virucide composition and sporicide composition
WO2004089089A1 (ja) 2003-04-02 2004-10-21 Kao Corporation 殺菌剤製造用組成物および有機過酸の製造方法
EP1618786A4 (en) * 2003-04-02 2006-05-24 Kao Corp COMPOSITION FOR BACTERICIDE PREPARATION AND PROCESS FOR THE PREPARATION OF ORGANIC PERSONS
US7919122B2 (en) 2003-04-02 2011-04-05 Kao Corporation Composition for production of a sterilizer and a process for producing organic peracid
US11015151B2 (en) 2008-03-28 2021-05-25 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9540598B2 (en) 2008-03-28 2017-01-10 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US10077415B2 (en) 2008-03-28 2018-09-18 Ecolab Usa Inc. Detergents capable of cleaning, bleaching, sanitizing and/or disinfecting textiles including sulfoperoxycarboxylic acids
US10323218B2 (en) 2008-03-28 2019-06-18 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US10017720B2 (en) 2008-03-28 2018-07-10 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US10669512B2 (en) 2008-03-28 2020-06-02 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9676711B2 (en) 2008-03-28 2017-06-13 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US12203056B2 (en) 2008-03-28 2025-01-21 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9359295B2 (en) 2008-03-28 2016-06-07 Ecolab USA, Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9253978B2 (en) 2008-03-28 2016-02-09 Ecolab USA, Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US9290448B2 (en) 2008-03-28 2016-03-22 Ecolab USA, Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US11827867B2 (en) 2008-03-28 2023-11-28 Ecolab Usa Inc. Sulfoperoxycarboxylic acids, their preparation and methods of use as bleaching and antimicrobial agents
US10201156B2 (en) 2010-12-29 2019-02-12 Ecolab Usa Inc. Continuous on-line adjustable disinfectant/sanitizer/bleach generator
US9861101B2 (en) 2010-12-29 2018-01-09 Ecolab Usa Inc. Continuous on-line adjustable disinfectant/sanitizer/bleach generator
US9365509B2 (en) 2010-12-29 2016-06-14 Ecolab Usa Inc. Continuous on-line adjustable disinfectant/sanitizer/bleach generator
US9505715B2 (en) 2010-12-29 2016-11-29 Ecolab Usa Inc. Sugar ester peracid on site generator and formulator
US11678664B2 (en) 2010-12-29 2023-06-20 Ecolab Usa Inc. Water temperature as a means of controlling kinetics of onsite generated peracids
US9192909B2 (en) 2010-12-29 2015-11-24 Ecolab USA, Inc. Sugar ester peracid on site generator and formulator
US11330818B2 (en) 2010-12-29 2022-05-17 Ecolab Usa Inc. Water temperature as a means of controlling kinetics of onsite generated peracids
US11311011B2 (en) 2010-12-29 2022-04-26 Ecolab Usa Inc. Continuous on-line adjustable disinfectant/sanitizer/bleach generator
US8933263B2 (en) 2010-12-29 2015-01-13 Ecolab Usa Inc. Water temperature as a means of controlling kinetics of onsite generated peracids
US9883672B2 (en) 2010-12-29 2018-02-06 Ecolab Usa Inc. Sugar ester peracid on site generator and formulator
US12114656B2 (en) 2010-12-29 2024-10-15 Ecolab Usa Inc. Water temperature as a means of controlling kinetics of onsite generated peracids
US10244751B2 (en) 2010-12-29 2019-04-02 Ecolab Usa Inc. Water temperature as a means of controlling kinetics of onsite generated peracids
US9763442B2 (en) 2010-12-29 2017-09-19 Ecolab Usa Inc. In situ generation of peroxycarboxylic acids at alkaline pH, and methods of use thereof
US8846107B2 (en) 2010-12-29 2014-09-30 Ecolab Usa Inc. In situ generation of peroxycarboxylic acids at alkaline pH, and methods of use thereof
US8889900B2 (en) 2010-12-29 2014-11-18 Ecolab Usa Inc. Sugar ester peracid on site generator and formulator
US10010075B2 (en) 2010-12-29 2018-07-03 Ecolab Usa Inc. Water temperature as a means of controlling kinetics of onsite generated peracids
US8729296B2 (en) 2010-12-29 2014-05-20 Ecolab Usa Inc. Generation of peroxycarboxylic acids at alkaline pH, and their use as textile bleaching and antimicrobial agents
US8877254B2 (en) 2010-12-29 2014-11-04 Ecolab Usa Inc. In situ generation of peroxycarboxylic acids at alkaline pH, and methods of use thereof
US10477862B2 (en) 2010-12-29 2019-11-19 Ecolab Usa Inc. In situ generation of peroxycarboxylic acids at alkaline pH, and methods of use thereof
US8858895B2 (en) 2010-12-29 2014-10-14 Ecolab Usa Inc. Continuous on-line adjustable disinfectant/sanitizer/bleach generator
US9902627B2 (en) 2011-12-20 2018-02-27 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US9321664B2 (en) 2011-12-20 2016-04-26 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US10017403B2 (en) 2012-03-30 2018-07-10 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing enzymes for treatment of drilling fluids, frac fluids, flowback water and disposal water
US9926214B2 (en) 2012-03-30 2018-03-27 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US9242879B2 (en) 2012-03-30 2016-01-26 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US10023484B2 (en) 2012-03-30 2018-07-17 Ecolab Usa Inc. Use of peracetic acid/hydrogen peroxide and peroxide-reducing agents for treatment of drilling fluids, frac fluids, flowback water and disposal water
US11939241B2 (en) 2012-10-05 2024-03-26 Ecolab Usa Inc. Stable percarboxylic acid compositions and uses thereof
US11180385B2 (en) 2012-10-05 2021-11-23 Ecolab USA, Inc. Stable percarboxylic acid compositions and uses thereof
US10893674B2 (en) 2013-03-05 2021-01-19 Ecolab Usa Inc. Efficient stabilizer in controlling self accelerated decomposition temperature of peroxycarboxylic acid compositions with mineral acids
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