EP0563460B1 - Acidic activated bleaching composition - Google Patents

Acidic activated bleaching composition Download PDF

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Publication number
EP0563460B1
EP0563460B1 EP19920200961 EP92200961A EP0563460B1 EP 0563460 B1 EP0563460 B1 EP 0563460B1 EP 19920200961 EP19920200961 EP 19920200961 EP 92200961 A EP92200961 A EP 92200961A EP 0563460 B1 EP0563460 B1 EP 0563460B1
Authority
EP
European Patent Office
Prior art keywords
composition according
hydrogen peroxide
organic peracid
composition
peracid precursor
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.)
Expired - Lifetime
Application number
EP19920200961
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0563460A1 (en
Inventor
Frederick Edward Hardy
Stefano Scialla (Nmn)
Raffaele Scoccianti (Nmn)
Barbara Manfredi (Nmn)
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.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
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
Priority to EP19920200961 priority Critical patent/EP0563460B1/en
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to DE1992626072 priority patent/DE69226072T2/de
Priority to ES92200961T priority patent/ES2118105T3/es
Priority to BR9306183A priority patent/BR9306183A/pt
Priority to AU39399/93A priority patent/AU668936B2/en
Priority to PCT/US1993/002944 priority patent/WO1993020167A1/en
Priority to JP5517617A priority patent/JPH07505437A/ja
Priority to IE930263A priority patent/IE930263A1/en
Priority to CN 93105485 priority patent/CN1078254A/zh
Priority to TW82103446A priority patent/TW299351B/zh
Publication of EP0563460A1 publication Critical patent/EP0563460A1/en
Application granted granted Critical
Publication of EP0563460B1 publication Critical patent/EP0563460B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3947—Liquid 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/391—Oxygen-containing compounds

Definitions

  • the present invention relates to bleaching compositions, mainly for use in laundry applications.
  • the compositions according to the present invention which comprise hydrogen peroxide as well as peracid precursors, are stable upon storage.
  • hydrogen peroxide bleach activators have been developed and have been extensively described in the art. These activators are mainly transition metals or peracid precursors. Peracid precursors react with hydrogen peroxide to yield peracids. Peracids are the "activated" bleaching compounds which are efficient at low temperatures.
  • a bleaching composition comprising hydrogen peroxide, an organic peracid precursor selected from a specific class, e.g. glycol and glycerin esters, and by formulating said composition in a narrow, acidic pH range.
  • the mildly acidic pH range allows for adequate chemical stability of both the hydrogen peroxide and the organic peracid precursor.
  • the activation of hydrogen peroxide trough the formation of a peracid is enhanced by the pH raise which occurs upon dilution in the wash water, especially when a detergent composition bringing further alkalinity is also present in the wash water.
  • Glycol esters have been often described as solvents in detergent and bleaching compositions. Such compositions are described for instance in US-A-3 956 159. These compositions have a pH of 6.5 and above.
  • JP-A-62252500 discloses bleaching compositions which comprise a bleach activator, including triacetin. These compositions are formulated at neutral or weakly basic pH.
  • Bleaching compositions for various applications comprising triacetin are also disclosed in JP-A-62001792, JP-A-62001794 JP-A-62001796, and JP-A-61042600 (abstracts).
  • EP-A-125 781 discloses bleaching compositions comprising hydrogen peroxide and a particular peroxyacid generator like for example 1,1,5-triacetoxypent-4-ene, 1,1,5,5-tetraacetoxy pentane, the corresponding butene and butane compounds, ethylidene benzoate acetate and bis (ethylidene acetate) adipate.
  • a particular peroxyacid generator like for example 1,1,5-triacetoxypent-4-ene, 1,1,5,5-tetraacetoxy pentane, the corresponding butene and butane compounds, ethylidene benzoate acetate and bis (ethylidene acetate) adipate.
  • compositions according to the present invention are clear aqueous bleaching compositions comprising hydrogen peroxide as well as an organic peracid precursor, characterized in that the compositions have a pH in the range of from 3.5 to 6, and that the organic peracid precursor is a compound according to the formula: wherein x is 0 or 1, R 1 , R 2 , R 3 are independently selected from -H, -OH, where R 4 is C 1 -C 4 alkyl, with the proviso that at least two of R 1 , R 2 or R 3 are or mixtures thereof.
  • compositions according to the present invention are clear aqueous liquid compositions which comprise hydrogen peroxide.
  • the compositions according to the present invention comprise from 0.5 % to 20 % by weight of the total composition of hydrogen peroxide, more preferably from 2 % to 15 %, most preferably from 4 % to 9%.
  • compositions according to the present invention further comprise a specific organic peracid precursor according to the formula: wherein x is 0 or 1, R 1 , R 2 , R 3 are independently selected from -H, -OH, where R 4 is C 1 -C 4 alkyl, with the proviso that at least two of R 1 R 2 or R 3 are or mixtures thereof. All these compounds are well known chemicals which are commercially available or can be synthesized according to the chemical literature.
  • Preferred such peracid precursors for use in the compositions according to the present invention are selected from ethylene glycol diesters, triacetin and diacetin, or mixtures thereof. Particularly preferred compounds are triacetin and ethylene glycol diacetate. Tributyrin also displays excellent stability in the compositions according to the present invention but is less preferred because it is less soluble in the compositions according to the present invention.
  • compositions according to the present invention typically comprise from 1 % to 15 % by weight of the total composition of such an organic peracid precursor, or mixtures thereof.
  • the desired amount of organic peracid precursor can also be defined in relation to the amount of hydrogen peroxide in the composition. Accordingly, the compositions according to the present invention preferably comprise from 0.1 to 2 moles of organic peracid precursor per mole of hydrogen peroxide.
  • compositions according to the present invention have a pH in the range of from 3.5 to 6, most preferably from 3.5 to 5, most preferably about 4.
  • the pH of the composition can be adjusted and buffered with such chemicals as organic and inorganic acids which are stable to oxidation, citric acid, sulphuric acid, sodium hydroxide, ammonia and amines.
  • Preferred buffer for use in the compositions according to the present invention is citric acid. It is essential that the pH of the composition remains within the above range as said range is critical to ensure adequate chemical stability of the hydrogen peroxide and of the specific organic peracid precursors used in the compositions according to the present invention.
  • compositions according to the present invention may comprise surfactants.
  • Preferred surfactants for use herein are well known anionic surfactants such as alkyl benzene sulphonates and alkyl sulfates, and/or nonionic surfactants such as ethoxylated and/or propoxylated alcohols. All surfactants for use herein must be resistant to oxidation by peracids and hydrogen peroxide, and are preferably water-soluble.
  • the compositions according to the present invention can comprise from 0% to 30% by weight of the total composition of surfactants, preferably from 0.5 % to 15 %, most preferably from 2 % to 8 %.
  • compositions according to the present invention may further comprise peroxide stabilizers such as stannates, 8-hydroxyquinoline, pyrophosphates and phosphonates.
  • Chelating agents may also be useful in the context of the present invention; suitable chelants include EDTA, NTA and DETPA, picolinic and dipicolinic acids and amino polyphosphonates, although some of these are poorly environmentally compatible.
  • Radical scavengers can also be used herein, such as butylated hydroxy toluene and other hindered hydroxy benzenes, or sodium benzoate. Butylated hydroxy toluene is a highly preferred ingredient as it has been observed that it stabilizes the peracid precursors according to the present invention, as well as hydrogen peroxide.
  • compositions according to the present invention can also comprise such optional ingredients as whitening agents, dyes, builders, thickeners, hydrotropes, perfumes, all of which need to be compatible with the mildly acidic pH and the oxidizing environment of the compositions according to the present invention.
  • compositions according to the present invention are further illustrated in the following examples.
  • compositions are made by mixing together the listed ingredients in the listed proportions.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
EP19920200961 1992-04-03 1992-04-03 Acidic activated bleaching composition Expired - Lifetime EP0563460B1 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
DE1992626072 DE69226072T2 (de) 1992-04-03 1992-04-03 Durch Säure aktivierte Bleichzusammensetzung
ES92200961T ES2118105T3 (es) 1992-04-03 1992-04-03 Composiciones de blanqueo activadas por acidos.
EP19920200961 EP0563460B1 (en) 1992-04-03 1992-04-03 Acidic activated bleaching composition
AU39399/93A AU668936B2 (en) 1992-04-03 1993-03-29 Acidic activated bleaching compositon
PCT/US1993/002944 WO1993020167A1 (en) 1992-04-03 1993-03-29 Acidic activated bleaching compositon
JP5517617A JPH07505437A (ja) 1992-04-03 1993-03-29 酸性活性化漂白組成物
BR9306183A BR9306183A (pt) 1992-04-03 1993-03-29 Composiçao alvejante ativada ácida
IE930263A IE930263A1 (en) 1992-04-03 1993-04-02 Acidic activated bleaching composition
CN 93105485 CN1078254A (zh) 1992-04-03 1993-04-03 酸性活化的漂白组合物
TW82103446A TW299351B (zh) 1992-04-03 1993-05-03

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP19920200961 EP0563460B1 (en) 1992-04-03 1992-04-03 Acidic activated bleaching composition

Publications (2)

Publication Number Publication Date
EP0563460A1 EP0563460A1 (en) 1993-10-06
EP0563460B1 true EP0563460B1 (en) 1998-07-01

Family

ID=8210529

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19920200961 Expired - Lifetime EP0563460B1 (en) 1992-04-03 1992-04-03 Acidic activated bleaching composition

Country Status (10)

Country Link
EP (1) EP0563460B1 (zh)
JP (1) JPH07505437A (zh)
CN (1) CN1078254A (zh)
AU (1) AU668936B2 (zh)
BR (1) BR9306183A (zh)
DE (1) DE69226072T2 (zh)
ES (1) ES2118105T3 (zh)
IE (1) IE930263A1 (zh)
TW (1) TW299351B (zh)
WO (1) WO1993020167A1 (zh)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8546449B2 (en) 2011-03-24 2013-10-01 Enviro Tech Chemical Services, Inc. Methods and compositions for the generation of peracetic acid on site at the point-of-use

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5753138A (en) * 1993-06-24 1998-05-19 The Procter & Gamble Company Bleaching detergent compositions comprising bleach activators effective at low perhydroxyl concentrations
CA2168769C (en) * 1993-08-03 1999-12-28 Axel Koenig A process of cleaning carpets using active oxygen compounds in an acidic aqueous medium
GB9600159D0 (en) * 1996-01-05 1996-03-06 Warwick Int Group Process for bleaching or disinfecting a substrate
US5879409A (en) * 1996-02-23 1999-03-09 The Procter & Gamble Company Bleach additive and bleaching compositions having glycine anhydride activators
US6221341B1 (en) * 1997-11-19 2001-04-24 Oraceutical Llc Tooth whitening compositions
US7919122B2 (en) 2003-04-02 2011-04-05 Kao Corporation Composition for production of a sterilizer and a process for producing organic peracid
ES2306838T3 (es) * 2003-07-08 2008-11-16 THE PROCTER & GAMBLE COMPANY Composicion activadora liquida.
EP2331668A1 (en) * 2008-09-10 2011-06-15 Danisco US Inc. Enzymatic textile bleaching compositions and methods of use thereof

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3956159A (en) * 1974-11-25 1976-05-11 The Procter & Gamble Company Stable concentrated liquid peroxygen bleach composition
DE3465334D1 (en) * 1983-04-14 1987-09-17 Interox Chemicals Ltd Peroxygen compounds
JPS6142600A (ja) * 1984-08-06 1986-03-01 花王株式会社 カビ取り剤組成物
JPS621792A (ja) * 1985-06-28 1987-01-07 花王株式会社 漂白剤組成物
JPS621794A (ja) * 1985-06-28 1987-01-07 花王株式会社 漂白剤組成物
JPS621796A (ja) * 1985-06-28 1987-01-07 花王株式会社 漂白剤組成物
JPS62252500A (ja) * 1986-04-25 1987-11-04 花王株式会社 漂白剤組成物
US5047168A (en) * 1988-01-21 1991-09-10 Colgate-Palmolive Co. Sugar ethers as bleach stable detergency boosters
US4800038A (en) * 1988-01-21 1989-01-24 Colgate-Palmolive Company Acetylated sugar ethers as bleach activators detergency boosters and fabric softeners
US5151212A (en) * 1990-03-21 1992-09-29 The Belzak Corporation Peroxygen compound activation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8546449B2 (en) 2011-03-24 2013-10-01 Enviro Tech Chemical Services, Inc. Methods and compositions for the generation of peracetic acid on site at the point-of-use

Also Published As

Publication number Publication date
CN1078254A (zh) 1993-11-10
BR9306183A (pt) 1998-06-23
WO1993020167A1 (en) 1993-10-14
EP0563460A1 (en) 1993-10-06
JPH07505437A (ja) 1995-06-15
DE69226072T2 (de) 1999-02-25
TW299351B (zh) 1997-03-01
DE69226072D1 (de) 1998-08-06
IE930263A1 (en) 1993-10-06
AU3939993A (en) 1993-11-08
AU668936B2 (en) 1996-05-23
ES2118105T3 (es) 1998-09-16

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