EP2407529A1 - Composition de peroxygène - Google Patents
Composition de peroxygène Download PDFInfo
- Publication number
- EP2407529A1 EP2407529A1 EP10169207A EP10169207A EP2407529A1 EP 2407529 A1 EP2407529 A1 EP 2407529A1 EP 10169207 A EP10169207 A EP 10169207A EP 10169207 A EP10169207 A EP 10169207A EP 2407529 A1 EP2407529 A1 EP 2407529A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- carbon atoms
- peracid
- independently
- quaternary ammonium
- 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- Withdrawn
Links
Classifications
-
- 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
-
- 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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/835—Mixtures of non-ionic with cationic 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
- C11D3/3945—Organic per-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
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- This invention concerns peroxygen compositions. More specifically, this invention concerns solutions of peracids and additives such as quaternary ammonium salts.
- Peracids and peracid compositions are rapid acting oxidising biocides.
- Perestane TM is an aqueous mixture comprising peracids.
- Perestane TM is typically an aqueous equilibrium mixture comprising mixed peracids.
- Perestane TM can be formulated into compositions which are effective low temperature bleaches, colourless, non-staining liquids which are easily rinsed from surfaces without leaving a residue.
- Compositions including Perestane TM or other peracids may also be thickened or perfumed.
- Perestane TM containing compositions or other compositions containing peracids are effective instantly and react quickly with the microbial agent thereafter decomposing quickly leaving no residue.
- Perestane TM and other peracids are typically used as household disinfectants and surface cleaners.
- Quaternary ammonium salts are effective disinfecting agents active against microbial agents, e.g. yeast, virus, bacteria, moulds and spores.
- microbial agents e.g. yeast, virus, bacteria, moulds and spores.
- quaternary ammonium salts have been used as antimicrobial agents for cleaning agents and for fabric softeners ( US 2003/0109403 ). Quats have also been used in compositions to reduce the antimicrobial burden in food products ( US 2002/0192340 ).
- Quats have a longer lasting effect and provide disinfectant efficacy over a longer time period.
- aqueous compositions containing peracids such as Perestane TM
- peracids such as Perestane TM
- quaternary ammonium salts and/or surfactants which lead respectively to a longer term effect and better wetting properties, which will both result in a better efficacy or performance as biocide.
- formulation of peroxygen compounds is known to be difficult.
- the additive needs to be resistant to oxidation (as it will be in presence of powerful oxidant) and also it must not destabilize the peroxygen compound giving rise to oxygen evolution and lack of activity (as measured by available oxygen "AvOx").
- the addition of quaternary ammonium salts and/or of surfactants to peracids is known to cause destabilisation of the peracids leading to loss of efficacy in the short term.
- an aqueous composition comprising at least:
- R 1 may further be of the formula [R 6 -O] p wherein p is from 1 to 10, in particular from 2 to 5.
- R 6 may for instance have from 1 to 5 carbon atoms, particularly from 2 to 4 carbon atoms, for instance 2 or 3 carbon atoms, advantageously 2 carbon atoms.
- an aqueous composition comprising at least:
- At least one of, and more frequently only two of R 1 , R 2 , R 3 and R 4 comprises 5 to 15 carbon atoms, for instance 9 to 11 carbon atoms. Conveniently, these chains may be saturated.
- At least one of the other of the R 1 , R 2 , R 3 and R 4 groups comprises 1 to 3 carbon atoms, in particular 1 carbon atom (i.e. a methyl group). Conveniently, this chain may be saturated.
- n 1
- X p- and Y p- are the anions which act as counterpart of the ammonium cation.
- X p- and Y p- can be selected from any kind of typical anions, including chloride, bromide, and carboxylates, advantageously carboxylates.
- quaternary ammonium salt corresponding to this certain embodiment is didecyl-methyl-poly(oxyethyl) ammonium carboxylate, preferably N,N-didecyl-N-methyl-poly(oxyethyl) ammonium propionate.
- the quaternary ammonium may be present in the composition according to the first or second aspect of the present invention or according to the certain embodiment of the present invention, in an amount from 1 to 5 wt%.
- composition comprising at least:
- the alcohol ethoxylate may typically be present in the composition according to the third aspect of the present invention in an amount from 0.5 to 5 wt%.
- composition comprising at least:
- the at least one peracid present into the compositions according to any of the above-mentioned aspects and embodiments of the present invention may typically comprise from 3 to 10 carbon atoms, in particular from 4 to 6 carbon atoms. For instance, it can be a mixture of from C4 to C6 peracids.
- the peracid may be present in the composition of the present invention in an amount from 0.1 to 7 wt%, in particular from 1 to 5 wt%, especially from 3 to 5wt%.
- Said peracid may comprise at least one monopercarboxylic acid and/or at least one ester percarboxylic acid (or ester peracid, i.e. a compound comprising an ester group and a CO 3 H group), such as methylester percarboxylic acid(s).
- the peracid comprises both at least one monopercarboxylic acid and at least one ester percarboxylic acid.
- Said monopercarboxylic acid may for instance be present into the composition of the present invention in an amount from 1 to 3 wt%.
- Said ester percarboxylic acid may for example be present into the composition of the present invention in an amount from 1 to 3 wt%.
- the composition could also comprise from 1 to 3 wt% of monopercarboxylic acid(s) and from 1 to 3 wt% of ester percarboxylic acid(s).
- compositions may also be present in the composition according to any previous aspects and embodiments of the invention, and these may include at least one of hydrogen peroxide, dicarboxylic acids, dipercarboxylic acids (that is with two CO 3 H groups), esters, diesters, and ester acids (that is with an ester group and a COOH group).
- dicarboxylic acids that is with two CO 3 H groups
- esters that is with two CO 3 H groups
- ester acids that is with an ester group and a COOH group
- the carbon chains lengths are in the range of from 3 to 10 carbon atoms, especially from 4 to 6 carbon atoms, for instance a mixture of from C4 to C6 chain lengths.
- composition according to any aspects or embodiments of the present invention may comprise the reaction mixture of an acid or an ester, especially an ester acid (i.e. a compound comprising an ester group and a COOH group) or a diester, and hydrogen peroxide.
- an ester acid i.e. a compound comprising an ester group and a COOH group
- a diester i.e. a compound comprising an ester group and a COOH group
- hydrogen peroxide i.e. a compound comprising an ester group and a COOH group
- the composition of the present invention comprises the composition sold by Solvay SA under the brand name Perestane TM .
- the present invention also provides a use of a composition as described herein as a biocide, usually after dilution in water.
- Example 1 (samples A1, B1 and C1)
- Perestane TM is a mixture including C4 to C6 dicarboxylic acids, monocarboxylic percarboxylic acids , di-percarboxylic acids, monoester percarboxylic acids (or ester peracids), ester acids, diesters and hydrogen peroxide.
- Perestane TM is available from Solvay SA.
- the samples were:
- Table 1 Results expressed as %w/w peracid Days after mixing Sample A1 Perestane TM & water Sample B1 Perestane TM & benzalkonium chloride Sample C1 Perestane TM & Bardap-26 TM 3 4 2.2 4 9 4.1 1.6 4 16 4.2 1.2 4 41 4 4.1 91 4.2 4.5
- Table 2 Results expressed as % available oxygen (AvOx) Days after mixing Sample A1 Perestane TM & water Sample B1 Perestane TM & benzalkonium chloride Sample C1 Perestane TM & Bardap-26 TM 3 6.1 5.1 6.2 9 6.3 3.0 6.2 16 6.2 6.2 41 6.2 6.1 91 6.2 6.1
- sample A1 (comprising water) is stable, showing no loss of peracid or of available oxygen.
- Perestane TM is combined with a known quat, such as benzalkonium chloride (sample B1), the stability is lost: a strong decrease of the peracids concentration and an almost total loss of available oxygen are observed after 16 days.
- Example 2 (samples A2, B2 and C2)
- Neodol TM 91-8 provides a stable composition, as measured by peracid content and available oxygen (AvOx) over time.
- the stability of the peracid composition is maintained in the control experiment, with water.
- the stability is lost: after 91 days, the content in peracid and the available oxygen are significantly reduced.
- Neodol TM 91/8 in accordance with the present invention the stability of the peracid composition was maintained.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP10169207A EP2407529A1 (fr) | 2010-07-12 | 2010-07-12 | Composition de peroxygène |
PCT/EP2011/061601 WO2012007377A2 (fr) | 2010-07-12 | 2011-07-08 | Composition de peroxygène |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP10169207A EP2407529A1 (fr) | 2010-07-12 | 2010-07-12 | Composition de peroxygène |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2407529A1 true EP2407529A1 (fr) | 2012-01-18 |
Family
ID=43127451
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10169207A Withdrawn EP2407529A1 (fr) | 2010-07-12 | 2010-07-12 | Composition de peroxygène |
Country Status (2)
Country | Link |
---|---|
EP (1) | EP2407529A1 (fr) |
WO (1) | WO2012007377A2 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2724614A1 (fr) * | 2012-10-24 | 2014-04-30 | Wesso Ag | Utilisation d'une composition de nettoyage notamment pour la désinfection et/ou la réduction des germes des oeufs et procédé |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102011113233A1 (de) | 2011-09-06 | 2013-03-07 | Guanglai Xu | Ein neues Verfahren zum Laden und Entladen einer Kondensator-Block-Kette für elektrische Energiespeicherung |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994000548A1 (fr) * | 1992-06-19 | 1994-01-06 | Laporte E.S.D. Limited | Compositions contenant un peracide organique et un compose d'ammonium quaternaire |
EP1192860A1 (fr) * | 2000-09-29 | 2002-04-03 | Air Liquide Santé (International) | Désinfectant conténant un traceur-UVA et méthode pour déterminer la dilution des désinfectants avec les traceurs-UVA |
US20020128164A1 (en) * | 2000-11-30 | 2002-09-12 | Tosoh Corporation | Resist stripper |
US20020192340A1 (en) | 2001-02-01 | 2002-12-19 | Swart Sally Kay | Method and system for reducing microbial burden on a food product |
US20030109403A1 (en) | 2001-06-05 | 2003-06-12 | Ecolab, Inc. | Solid cleaning composition including stabilized active oxygen component |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9412051D0 (en) | 1994-06-16 | 1994-08-03 | Solvay Interox Ltd | Novel peroxygen compounds |
GB9626637D0 (en) | 1996-12-21 | 1997-02-12 | Solvay Interox Ltd | Percarboxyilic acid solutions |
EP0967203A1 (fr) | 1998-06-22 | 1999-12-29 | SOLVAY (Société Anonyme) | Procédé pour la préparation d'une solution aqueuse d'un monoester d'acide peroxycarboxylique, la solution obtenue par ce procédé, et son utilisation comme désinfectant |
US7060301B2 (en) * | 2001-07-13 | 2006-06-13 | Ecolab Inc. | In situ mono-or diester dicarboxylate compositions |
US6627593B2 (en) * | 2001-07-13 | 2003-09-30 | Ecolab Inc. | High concentration monoester peroxy dicarboxylic acid compositions, use solutions, and methods employing them |
-
2010
- 2010-07-12 EP EP10169207A patent/EP2407529A1/fr not_active Withdrawn
-
2011
- 2011-07-08 WO PCT/EP2011/061601 patent/WO2012007377A2/fr active Application Filing
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994000548A1 (fr) * | 1992-06-19 | 1994-01-06 | Laporte E.S.D. Limited | Compositions contenant un peracide organique et un compose d'ammonium quaternaire |
EP1192860A1 (fr) * | 2000-09-29 | 2002-04-03 | Air Liquide Santé (International) | Désinfectant conténant un traceur-UVA et méthode pour déterminer la dilution des désinfectants avec les traceurs-UVA |
US20020128164A1 (en) * | 2000-11-30 | 2002-09-12 | Tosoh Corporation | Resist stripper |
US20020192340A1 (en) | 2001-02-01 | 2002-12-19 | Swart Sally Kay | Method and system for reducing microbial burden on a food product |
US20030109403A1 (en) | 2001-06-05 | 2003-06-12 | Ecolab, Inc. | Solid cleaning composition including stabilized active oxygen component |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2724614A1 (fr) * | 2012-10-24 | 2014-04-30 | Wesso Ag | Utilisation d'une composition de nettoyage notamment pour la désinfection et/ou la réduction des germes des oeufs et procédé |
Also Published As
Publication number | Publication date |
---|---|
WO2012007377A2 (fr) | 2012-01-19 |
WO2012007377A3 (fr) | 2012-03-22 |
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Legal Events
Date | Code | Title | Description |
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AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK SM TR |
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AX | Request for extension of the european patent |
Extension state: BA ME RS |
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
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RAP1 | Party data changed (applicant data changed or rights of an application transferred) |
Owner name: SOLVAY SA |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
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18D | Application deemed to be withdrawn |
Effective date: 20120719 |